Large group vacation rentals in Brownsville, VT

Explore 302 large group vacation rentals, homes, and villas in Brownsville, VT for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $65 per night and homes offering up to 8 bedrooms and 6 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

302 Great for Groups in Brownsville

Inviting Vermont Home On Mount Ascutney!

West Windsor, VT, US
3 Bedrooms 6 Guests
Aug 20 - 23
$614 night

Whether you're bundling up for alpine adventures or unwinding in style, this freshly updated 3-bed, 2-bath Windsor retreat offers you the perfect blend of comfort and charm. Set just a short walk from Mount Ascutney, the vacation rental invites you to explore skiing, tubing, hiking, and biking. In autumn, view Vermont’s spectacular foliage or visit one of the region’s famous sugar houses. Inside the house, enjoy cooking in the renovated kitchen or cozying up by the fireplace! -- THE PROPERTY -- MRT-11153470-001 | 1,950 Sq Ft | Walk to Trails + Ski Slope | Ski & Snowboard Storage | Pet Friendly w/ Fee (1 Pet Max) Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: King Bed | Living Room: Full Sleeper Sofa CABIN DETAILS: 2 Smart TVs, LED fireplace, farmhouse dining table, rain shower (Bedroom 1), home speakers, record player, board games, cozy mountain house decor OUTDOOR SPACE: Spacious yard, wood-burning fire pit w/ Adirondack chairs (seasonal) KITCHEN: Cooking basics, stainless steel appliances, dishware & flatware, drip coffee maker GENERAL: Free WiFi, washer/dryer, towels/linens, complimentary toiletries, hair dryer, iron/board, mini-split heating & air conditioning FAQ: Access only by stairs, exterior security camera (1, facing out), pet fee (paid pre-trip) PARKING: Driveway (4 vehicles), RV/trailer parking -- THE LOCATION -- MOUNT ASCUTNEY (0.3 miles): Hiking, biking & equestrian trails, seasonal skiing & tubing AREA ATTRACTIONS: American Precision Museum (6 miles), Cornish-Windsor Covered Bridge (6 miles), Saint-Gaudens National Historical Park (9 miles), Path of Life Sculpture Garden (9 miles) SCENIC TRAILS: West Windsor Town Forest (0.2 miles), Brownsville Trail (2 miles), Bicentennial Trail (3 miles), Futures Trail (5 miles), Mt. Ascutney State Park (5 miles), Moody Trails (12 miles), Green Mountain Trail (13 miles) SKI RESORTS: Okemo Mountain Resort (20 miles), Mount Sunapee Resort (27 miles), Killington Resort (32 miles), Pico Mountain Ski Resort (35 miles) AIRPORT: Rutland Southern Vermont Regional Airport (37 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet allowed w/ $75 fee (+ fees & taxes, 1 pet max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: Your safety matters. This property features 1 exterior security camera, located by the front door, facing the front entrance. The camera is outward facing and does not look into interior spaces. The cameras actively records video and sound while guests are in residence - NOTE: The fire pit with chairs is typically available seasonally since the area is often not accessible during the winter due to snow cover

Luxury Vermont Vacation Rental: Private Hot Tub!

West Windsor, VT, US
4 Bedrooms 9 Guests
Aug 20 - 22
$669 night

Your mountain escape awaits at this spacious vacation home in West Windsor, VT! Adorned with wood paneling, cathedral ceilings, and large picture windows framing the landscape, this 4-bed, 3.5-bath home offers a dream getaway just a short drive from Mt. Ascutney. Enjoy essentials like free WiFi, Smart TVs, and a full kitchen. After a day of outdoor fun, you can get cozy by the wood-burning stove, watch the sunset from the deck, and sit back in the hot tub for a relaxing evening under the stars. -- THE PROPERTY -- Meals & Rooms Tax License: MRT-11153470-001 | 3,464 Sq Ft | Mountain Views | Game Room | Gas Grill | ~5 Mi to Mt. Ascutney State Park Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: Twin Bed, Twin Bunk Bed | Den: Sleeper Sofa | Bonus Room: Queen Bed INDOOR LIVING: Smart TVs, wood-burning stove, foosball & ping pong tables, Xbox, board games, books, U-shaped sofa, dining table, breakfast bar, ceiling fans OUTDOOR LIVING: Private hot tub, decks, dining area, balcony, Adirondack chairs KITCHEN: Stainless steel appliances, cooking basics, dishware/flatware, dishwasher, stovetop, double oven, refrigerator, microwave, Keurig coffee maker, coffee grinder, toaster, blender, Crockpot, stand mixer, spices, ice maker GENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, central heating, air conditioning (living areas & bedroom 1), high chair, laundry detergent, iron/board, hair dryer, trash bags/paper towels FAQ: No A/C, 4WD recommended in winter, stairs required to access, 1 exterior security camera (outward facing), no outdoor fires PARKING: Garage (2 vehicles), gravel driveway (3 vehicles) -- THE LOCATION -- MT. ASCUTNEY (~8 miles): Hiking, biking & equestrian trails, seasonal skiing & tubing AREA ATTRACTIONS: American Precision Museum (6 miles), Cornish-Windsor Covered Bridge (7 miles), Saint-Gaudens National Historical Park (9 miles), Path of Life Sculpture Garden (10 miles) SCENIC TRAILS: West Windsor Town Forest (2 miles), Brownsville Trail (2 miles), Bicentennial Trail (3 miles), Futures Trail (5 miles), Mt. Ascutney State Park (5 miles), Moody Trails (12 miles) SKI RESORTS: Okemo Mountain Resort (21 miles), Mount Sunapee Resort (27 miles), Killington Resort (33 miles), Pico Mountain Ski Resort (35 miles) AIRPORT: Rutland Southern Vermont Regional Airport (36 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property features ceiling fans and central heating; additionally, after listening to feedback, cooling pumps have been added to provide air conditioning to bedroom 1 and the upstairs main living area - NOTE: Four-wheel drive or all-wheel drive is necessary in the winter months to access the property - NOTE: The property requires stairs to access - NOTE: Your safety matters. The property features an exterior security camera located on the front of the home facing the driveway entrance. The camera is outward facing and does not look into interior spaces. The camera continuously streams video and sound - NOTE: Outdoor fires are not allowed

Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes

Brownsville, VT, US
5 Bedrooms 10 Guests
Aug 20 - 22
$399 night

Tucked away in the peaceful forests of Vermont, this spacious and fully equipped getaway offers the perfect blend of comfort and adventure. With a cozy wood-burning fireplace, multiple inviting living areas, breathtaking mountain views, and space for up to 10 guests, it’s the ideal retreat for a summer escape or a winter ski-cation. Perfectly situated at the base of Mount Ascutney, this vacation home is nestled between the West Windsor Town Forest and the Little Ascutney State Wildlife Management Area—an outdoor lover’s dream! In spring, summer, and fall, take a short stroll to the Bicentennial Trail for scenic hikes and wildlife spotting. Just 1.5 miles away, explore the charm of local history at the West Windsor Historical Society, and don’t miss a scenic drive over the historic Bowers/Brownsville Covered Bridge, built in 1919. For a sweet local treat, visit the Double Diamond Sugar House—only 3.5 miles down the road—for authentic Vermont maple syrup. And when winter rolls in, you’re just 20 miles from the slopes at Okemo Mountain Resort, offering world-class skiing and snowboarding for all skill levels. Inside, you’ll find all the comforts of home—and then some. Enjoy free WiFi throughout, a flatscreen TV with cable, and even a generator to keep things running smoothly no matter the weather. Step outside to an oversized deck and a spacious, grassy yard—perfect for soaking up the views or enjoying outdoor fun with the whole crew. Whip up anything from quick snacks to full family meals in the fully equipped modern kitchen, then gather around the dining table for game night or a cozy dinner. When it’s time to unwind, retreat to the second-floor master suite and indulge in the luxurious jetted tub—ideal after a day of mountain adventures. Whether you’re planning a peaceful getaway or an action-packed escape, this Brownsville gem has everything you need to make unforgettable memories. Why wait? Book your Vermont retreat today! *We recommend 4WD in the winter to access this home.* Meals & Room Tax License #MRT-10082226

Spruce Moose Lodge, Custom Log Cabin with Hot Tub

Hartland, VT, US
4 Bedrooms 8 Guests
Sep 9 - 11
$447 night

Wake up to panoramic mountain views from every room at Spruce Moose Lodge, a custom log cabin retreat with a dramatic stone fireplace, gourmet kitchen, private hot tub and dedicated workspace, perfect for families, friends, or remote professionals seeking comfort and inspiration in Vermont’s natural beauty. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. • Please note that the grill is not available for guest use. Spruce Moose Lodge, Home Features: • 4 Bedrooms, 3.5 Baths, up to 8 guests • Panoramic Mountain Views From Nearly Every Room • Gourmet Kitchen, Stainless Steel Appliances • Private Hot Tub (Hot tub temporarily unavailable for repairs. Estimated unavailability 1/23/26 - 3/22/26) & Stone Firepit Patio • Dedicated Work-From-Home Space With Dual Monitors • Free WiFi & Smart TV Experience Vermont’s most breathtaking scenery and unmatched privacy at Spruce Moose Lodge, also known as Top O’ The Pot. This custom log cabin is perched atop more than 65 private acres of rolling, open land, offering panoramic westerly mountain vistas from nearly every window and outdoor space. No matter where you are, lounging in the great room, sipping coffee in the sunroom, or stepping onto the balcony, you’re greeted by sweeping, ever-changing views of the Green Mountains and the surrounding countryside. The landscape is truly the star here, with every room and gathering spot thoughtfully designed to bring the outdoors in. Set on 65 private acres, Spruce Moose Lodge offers guests exclusive access to a vast expanse of rolling meadows, woodlands, and scenic trails. The property’s generous acreage ensures complete privacy and plenty of space to roam, explore, and immerse yourself in Vermont’s natural beauty, all from the comfort of your own retreat. Although Spruce Moose Lodge feels like a secluded mountain retreat, you’re only a quick 15-minute drive from the charming village of Woodstock. This quintessential Vermont town offers boutique shopping, farm-to-table dining, and a vibrant arts scene, making it easy to enjoy the best of both worlds, peaceful privacy at the lodge and all the attractions of Woodstock just moments away. Step inside to a grand great room where vaulted log-beamed ceilings and a dramatic stone fireplace set the stage for floor-to-ceiling cathedral windows that perfectly frame the mountains beyond. Whether you’re curled up by the fire or hosting friends, the views are always front and center. The heart of the home is a massive, custom kitchen, beautifully appointed with all stainless steel appliances, expansive counters for meal prep or gathering, and a large gas stovetop that makes cooking for a crowd a joy. The kitchen flows seamlessly into the formal dining area and great room, while French doors open to an expansive upper balcony, where two seating and dining areas provide the perfect perch for sunset dinners or morning coffee overlooking the valleys and peaks. The sunroom, wrapped in glass, offers a light-filled retreat with plush seating and uninterrupted vistas in every direction. Step out onto the deck, where a large private hot tub invites you to soak while gazing out across rolling fields and distant ridgelines. Just off the deck, a beautifully designed stone firepit patio is surrounded by classic Adirondack chairs, an ideal setting for stargazing, storytelling, or simply soaking in the peaceful Vermont landscape. For those needing to stay connected, the lodge is equipped with gigabit fiber internet, providing lightning-fast, reliable connectivity throughout the home. Whether you’re working remotely, attending virtual meetings, or streaming your favorite shows, you’ll have all the speed and bandwidth you need to stay productive and entertained in this tranquil Vermont setting. Upstairs, guests will find not only a cozy sitting room with panoramic windows but also an additional sitting area, providing multiple spaces to unwind, read, or simply take in the mountain views. For those who need to stay connected or work remotely, the lodge offers two dedicated work-from-home spaces, one complete with a desk, comfortable chair, and two monitors for productivity with a view, and a second workspace thoughtfully set up in one of the queen bedrooms, providing a private and quiet spot to focus while still enjoying the inspiring Vermont setting. The third floor features a spacious ensuite bedroom, ensuring privacy and comfort with stunning vistas to greet you each morning. The second, third, and fourth bedrooms all offer queen beds, with the fourth bedroom serving as a second ensuite for added privacy and convenience. Above the third queen room, a cozy loft provides two additional twin beds, making it a perfect hideaway for kids or extra guests. A full hall bath continues the theme of natural light and scenic beauty. On the main floor, the primary king suite boasts a dramatic four-poster bed and a luxurious ensuite bathroom with a stone waterfall walk-in shower, plus direct access to the upper balcony, so you can step outside and greet the sunrise or savor the fresh mountain air at any time. The lower level includes laundry facilities and the home’s radiant heated floors are featured on all three levels for year-round comfort. Outside, the grounds invite you to explore miles of private trails, each offering new vantage points and photo-worthy perspectives of Vermont’s rolling hills and open sky. Whether you’re hiking, or simply strolling the property, you’ll find that the views are never the same twice, every hour brings a new light, a new color, a new sense of wonder. For indoor fun, the garage features a Ping-Pong table, and inside, a dedicated game room awaits with an electronic dual basketball game, board games, and a PlayStation 4, ensuring entertainment for all ages, rain or shine. Spruce Moose Lodge is the ultimate Vermont escape, a custom log cabin where the views are always center stage, the kitchen is ready for gatherings, and every moment is framed by the beauty of nature. Please note: A 4x4 vehicle is required in winter. The lodge is on a dirt road with a long driveway. Safe travels! This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Come and make unforgettable memories, a welcoming Vermont retreat in the heart of the Upper Valley. Here, the natural beauty of Vermont blends effortlessly with the cultural vibrancy of nearby Hanover, offering the perfect balance of outdoor adventure, historical discovery, and small-town charm. Whether you’re hiking scenic trails, exploring local history, or simply relaxing in peaceful surroundings, this Upper Valley getaway is designed for travelers who crave both relaxation and inspiration. Discover endless opportunities for adventure and rejuvenation in the Woodstock-Hartland area, where every day brings new ways to experience the essence of New England. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as taxis are limited. While the town centers are walkable, driving is necessary for hikes, sightseeing, and exploring outlying areas like South Woodstock and Quechee. • Bike rentals are available locally, but biking is best enjoyed on the region’s scenic roads and rugged trails, mountain bikes are recommended for hilly terrain. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh-Billings-Rockefeller National Historical Park • Saint-Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, home to Dartmouth College Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Field and Farm Vacation Homes by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Field and Farm Vacation Homes by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets: Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay.

Countryside, lakefront cabin with kayaks, balcony, & fast WiFi

Ludlow, VT, US
3 Bedrooms 8 Guests
Aug 30 - Sep 1
$150 night

Escape to the beautiful countryside of Vermont with this quiet, lakefront retreat. Camp Plymouth State Park, Fox Run Golf Club, Okemo Mountain Sky Resort, and Coolidge State Forest are all within a 10-mile radius, just ready for exploration! This home is set right next to the lake, offering amazing, picturesque views. Take the kayaks or canoe provided to find your zen on the calm, clear lake. Upon entry, you’ll be met with an open, light-filled interior thanks to the many viewing windows that look out into the trees. Relax and make yourself at home by resting on the plush furniture, streaming your favorite movies on the large TV, or curling up in the living room with a great book. Prepare grand meals in the full kitchen, equipped with stainless steel appliances and a formal dining table with 180-degree views. The open floor plan keeps the conversation flowing no matter where you are. Enjoy your meals outside by cooking on the gas grill and using the deck’s dining table. If you need to stay connected, a dedicated workspace with a desk and chair is available for remote work. Comfortable beds in spacious rooms ensure that everyone will receive a restful night’s sleep from the day’s adventures. Gather around the firepit to roast marshmallows or tell stories until the stars come out to dot the sky, making memories that’ll last a lifetime. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. To use streaming services, guests must log in with their own credentials.

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow, VT, US
3 Bedrooms 9 Guests
Aug 31 - Sep 2
$188 night

Nestled in the charming town of Ludlow, VT, this newly renovated Lake Cottage offers a serene retreat with modern amenities and stunning lake views. Perfect for a family getaway or a romantic escape, this cozy cottage features a deep water dock and a swim platform, allowing you to bring your small speed boat or pontoon boat for endless water adventures. Relax and unwind in the private hot tub overlooking the tranquil lake, or gather around the firepit for a cozy evening under the stars. The cottage is dog-friendly, so your furry friends can join in on the fun too. Inside, the cottage boasts a gas fireplace, central AC, and a fully equipped kitchen with all the essentials for preparing delicious meals. Enjoy your morning coffee on the deck or balcony while taking in the picturesque lake views. The property also offers a gas grill for BBQs, kayaks and paddle boards for exploring the water, and a variety of books and board games for indoor entertainment. With amenities like a washer/dryer, TV, and high-speed internet, you’ll have everything you need for a comfortable stay. For outdoor enthusiasts, the cottage is ideally located near hiking trails, ski slopes, and water activities. Whether you prefer fishing, kayaking, skiing, or simply relaxing by the water, this Lake Cottage is the perfect home base for your Ludlow adventure. Book your stay now and create unforgettable memories in this idyllic lakeside retreat. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises.

Lakefront home with amazing views, fireplace, firepit, & gas grill

Ludlow, VT, US
4 Bedrooms 8 Guests
Aug 27 - 29
$201 night

With lake access, amazing views, and an array of amenities, this Lake Rescue getaway is your perfect home away from home. The large, open kitchen, well-equipped with stainless steel appliances, provides ample meal prep space for the chef for your group. You can all gather around the home’s large dining table and enjoy home-cooked meals. After stepping into this spacious home, you’ll be greeted with an open, light-filled interior. Curl up next to the wood-burning fireplace or enjoy a movie night on the plush furniture. Outside, you can swim, or just kick back and look out over Lake Rescue. Explore Lake Rescue with one of the three kayaks available. There is even an outdoor firepit where you can stay warm as the stars come out overhead.Nearby Lake Rescue is perfect for swimming, kayaking, and fishing. Fantastic for the avid skier and snowboarder, Okemo Mountain Resort is just five miles south. And for hiking and beautiful scenery, Camp Plymouth State Park is also just a short drive away, so don’t forget your cameras! Things to Know Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Please note that the dock, kayaks, porch furniture, and canoe are amenities that are only available in the summer.

Woodstock Way Ranch on Private Wooded Acres

Woodstock, VT, US
2 Bedrooms 6 Guests
Aug 28 - 30
$311 night

Set back off the road, this charming two bedroom ranch home offers a little bit of everything with over 11 acres just over the Woodstock Village line. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet-Friendly, fee applies. Woodstock Way, Home Features: • 2 Bedrooms, 1 Bath, up to 6 guests • Cozy Fireplace in Living Room • 11-acre Property with Trails! • Free WiFi & Smart TV • Pack ’n play and/or high chair may be available upon request (subject to availability) Experience the rare opportunity to stay in a serene, 11-acre property located just beyond the Woodstock Village line. This charming two-bedroom ranch offers a unique blend of comfort and nature, making it an ideal getaway for those seeking tranquility and adventure. With two well-sized bedrooms and a full bathroom, the space is perfect for a cozy retreat. The open floor plan features beautiful wood floors throughout. The fabulous kitchen is outfitted with all stainless steel appliances, featuring a Forno commercial fridge and a Zline 6-burner range with griddle and dual ovens, perfect for culinary enthusiasts. An island separates the kitchen from the living room, which opens to an enclosed front porch, perfect for morning coffee or evening relaxation. A spacious family room and main floor laundry add convenience and comfort. Enjoy the open front lawn with mature trees and a winding driveway. Explore several acres of land with potential trails leading to the crest of the hill. Set back off the road, this property provides a peaceful escape with plenty of space to explore. Whether you’re seeking a primary residence or a second home, this charming ranch offers flexibility and potential for personalization. Enjoy the best of both worlds with a secluded property just minutes from the heart of Woodstock. Parking is convenient with a detached garage and driveway, accommodating up to three vehicles. The property’s location is ideal, situated just over a mile from the Village Center, providing easy access to local attractions and amenities. Enjoy stunning views of the surrounding mountains, with a country club and golf course nearby for golf enthusiasts. Explore charming shops and boutiques just a short distance away, and take advantage of skiing opportunities close by for winter sports lovers. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller Historical Site • The New England Falconry • President Calvin Coolidge State Historic Site • Sugarbush Farm • Hanover, home to Dartmouth University Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Field and Farms Vacation Homes by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Field and Farm Vacation Homes by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of Vermont and in the Village of Woodstock, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • Woodstock Way allows for a maximum of 2 dogs at $150.00 per dog per stay.

17-Acre Vermont Escape w/ Panoramic Mountain Views

Cavendish, VT, US
6 Bedrooms 14 Guests
Sep 1 - 3
$578 night

Built in 1892, this classic yet modern Cavendish vacation rental exudes old-world charm and elegance! Every window in this 6-bedroom, 2-bathroom home offers a picturesque view, making you feel like you're living in a postcard. Kids and pets are welcome at this spacious home, so you can enjoy this getaway with all your loved ones. Whether you hit the slopes at Okemo Mountain, take a dip at Buttermilk Falls, or simply relax around the fire, you’ll be sure to make memories that last a lifetime. -- THE PROPERTY -- MRT-11153470-001 | 2,400 Sq Ft | Historic Home | Furnished Porch & Balcony | Pet Friendly w/ Fee Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: Queen Bed | Bedroom 6: 2 Twin Bunk Beds w/ Twin Trundles | Additional Sleeping: Pack ‘n Play OUTDOOR LIVING: Fire pit, gas grill, panoramic mountain views, 17-acre property, hiking trail access nearby INDOOR LIVING: Smart TV w/ cable/satellite, books, board games, wood-burning stove KITCHEN: Stainless steel appliances (stove, double oven, fridge, microwave, dishwasher), teapot, blender, drip & Keurig coffee makers, cooking basics, Crockpot, dishware & flatware, spices, toaster GENERAL: Keyless entry, complimentary toiletries, central heating, free WiFi, trash bags & paper towels, linens & towels, washer/dryer SUITABILITY: 1 half step to enter, bedroom & bathroom on main floor, 2-story home FAQ: Pet fee (paid pre-trip), exterior Ring doorbell camera (facing front entry), no A/C ACCESSIBILITY: PARKING: Driveway (6 vehicles), 4WD recommended in spring -- THE LOCATION -- SKI RESORTS: Jackson Gore Base (10 miles), Okemo Mountain Resort (12 miles), Magic Mountain Ski Area (25 miles), Killington Resort (30 miles), Pico Mountain Ski Resort (32 miles) THE GREAT OUTDOORS: Weathersfield Trail (8 miles), Buttermilk Falls (11 miles), Healdville Trail (13 miles), Okemo State Forest (14 miles), Mount Ascutney State Park (15 miles) AREA ATTRACTIONS: Snow Country Snow Mobile (5 miles), Fox Love Golf Club (9 miles), Okemo’s Adventure Zone (10 miles), Wellwood Orchards (12 miles), Crown Point Country Club (13 miles), Calvin Coolidge Historic Site (19 miles) NEARBY CITIES: Ludlow (8 miles), Springfield (14 miles), Claremont (17 miles) AIRPORT: Rutland Southern Vermont Regional Airport (26 miles), Albany International Airport (97 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ taxes & fees) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 1 half step to access via the back door. Although there is a bedroom and bathroom on the 1st floor, additional interior stairs are required to access all other bedrooms - NOTE: The property is located on a long unpaved road, so four-wheel drive or all-wheel drive is recommended and may be necessary in the springtime to access the property - NOTE: The property does not have air conditioning - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed

Peaceful Cavendish Retreat w/ Hot Tub & Fireplace!

Cavendish, VT, US
3 Bedrooms 8 Guests
Aug 20 - 23
$456 night

Discover the serenity of Cavendish and make lasting memories at this 3-bedroom, 2.5-bath vacation rental. Nestled in the heart of nature, this charming home offers everything needed for a relaxing getaway. Enjoy coffee on the deck while taking in the peaceful surroundings, gather around the fireplace on cooler nights, or cook up a delicious meal on the grill. With Okemo Mountain, Buttermilk Falls, and snowmobile trails nearby, adventure awaits at every turn when staying at this idyllic retreat! -- THE PROPERTY -- Meals & Rooms Tax License No. MRT-11153470-001 | Pet Friendly w/ Fee | 2,240 Sq Ft | 8-Person Hot Tub | 1 Mi to Snowmobile Trails Bedroom 1: King Bed | Bedroom 2: King Bed, Full Bed | Bedroom 3: King Bed, Queen Bed OUTDOOR LIVING: Furnished deck, gas grill, fire pit, private wooded property INDOOR LIVING: Smart TVs, wood-burning fireplace, dining table, open floor plan, board games KITCHEN: Fridge, stove, dishwasher, drip coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, espresso machine GENERAL: Free WiFi, central A/C, complimentary toiletries, linens/towels, washer/dryer, ceiling fans, hair dryer, iron/board FAQ: 4WD required, no A/C, pet fee (paid pre-trip), external security camera (facing out) ACCESSIBILITY: Multi-level home, stairs required to enter, bedroom & bathroom on 1st floor PARKING: Driveway (4 vehicles) -- THE LOCATION -- ON THE MOUNTAIN: Okemo Mountain Resort (7 miles), Killington Resort (18 miles), Bromley Mountain Ski Resort (29 miles), Stratton Mountain Resort (34 miles) THE GREAT OUTDOORS: Ludlow Lakes Region (7 miles), Buttermilk Falls (10 miles), Okemo Mountain Forest (13 miles), Coolidge State Forest (13 miles), Mt. Ascutney State Park (20 miles), Moody Trails (25 miles) YEAR-ROUND FUN: Fox Run Golf Club (9 miles), American Precision Museum (21 miles), Cornish-Windsor Covered Bridge (21 miles), The Fort at No. 4 (23 miles) AIRPORT: Albany International Airport (96 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $60 fee (+ taxes & fees) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This multi-level home requires exterior stairs to enter, and interior stairs are required to access the 2nd-floor bedrooms - NOTE: Your safety matters. This property features an external security camera located on the front of the home facing the driveway. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion - NOTE: The property does not have air conditioning - NOTE: All-wheel or four-wheel drive is required to access the property due to the steep hill and unpaved road

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Ludlow, VT, US
4 Bedrooms 10 Guests
Aug 26 - 28
$618 night

Boasting the best modern cabin vibes both inside and out, this stylish retreat is more than ready to assist in making mountain memories to last a lifetime! Sitting right on the bank of Lake Rescue, there will be no delay in summer fun with a private dock, kayaks, paddleboards, and more to really soak up the lakeside lifestyle. Come winter, the skiers of the group will absolutely fall in love with this location as well, as Okemo Mountain Resort is just four miles south offering a wide array of ski runs for all experience levels and Killington is 17 miles north. Downtown Ludlow is also near the mountain where you can stock up on groceries, grab a bite to eat from a local restaurant, or pop into shops to snag a souvenir. Though the exterior will charm even the most design-oriented of guests, step inside and you will immediately be greeted by the rustic exposed ceilings, homey hardwood floors, and mountain decor that will allow everyone to feel welcome and relaxed in no time. Not to mention, the well-equipped, full kitchen complete with a gas range, beautiful white countertops, and all of the appliances needed to whip up tasty meals will be the perfect touch to make this an ideal home away from home. After a full day of skiing in winter or kayaking in summer, everyone will love gathering for a movie night in the living room or stepping out to the back deck to watch the sunset with a favorite cocktail in hand. With four bedrooms and two baths, this place is well-suited for two couples or a large family. Please note the top bunks and pull out beds are intended to comfortably accommodate children. The home also has a dedicated office and a desk set up in each bedroom, making it ideal for remote learning or work. Please note: the waterfront dock features approximately 60 steep steps to access which may be strenuous for some guests. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. Kayaks and paddleboards are provided seasonally.

Condo Steps from Lake Pinneo, Fairway Village

Quechee, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$236 night

Experience Vermont charm and modern comfort in this beautifully furnished Fairway Village condo, featuring a cozy living room with a wood-burning fireplace, smart TV with Roku, and a kitchen with stainless steel appliances. Enjoy outdoor living with a private back patio offering a gas BBQ grill, cushioned seating, and a fire table, plus a welcoming front patio perfect for your morning coffee. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • This is a no pet/animal home. • Quechee Club access included; activity fees paid directly to the club. Fairway Village 3C, Home Features: • 3 Bedrooms, 2 Baths, up to 6 guests • Cozy Wood-Burning Fireplace • Walk to Lake Pinneo • Fire Table & BBQ on Patio • Free WiFi & Smart TV • Pack ’n play and/or high chair may be available upon request (subject to availability) Escape to the beauty of Vermont with a stay at this cozy and inviting 3-bedroom, 2-bathroom condo in the heart of the desirable Fairway Village community of Quechee Lakes. Perfect for families, couples, or friends, this nicely furnished townhouse offers a welcoming retreat surrounded by wooded scenery and classic New England charm. The spacious layout features a primary bedroom downstairs, conveniently located adjacent to a full bathroom that’s shared on the main level. Upstairs, you’ll find two more bedrooms, one with two twin beds and the other with bunk beds and a dedicated work-from-home space, both sharing easy access to a full bathroom. The living area is designed for relaxation, featuring a wood-burning fireplace and a smart TV with Roku for your favorite streaming entertainment. The fully equipped kitchen is updated with stainless steel appliances, making meal prep easy and enjoyable. For convenience, there’s an in-unit washer and dryer. Outdoor living is a highlight here, with a private front side patio offering a gas BBQ grill, cushioned seating, and a gas fire table feature, perfect for cozy evenings or gatherings. There’s also a second front entry patio with a table and seating for two, ideal for sipping coffee or enjoying a quiet moment. Enjoy the convenience of being able to walk to nearby Lake Pinneo for swimming, kayaking, or paddleboarding. Guests have access to Fairway Village clubhouse amenities such as indoor and outdoor pools, a fitness center, golf courses, tennis courts, and playgrounds, so everyone in your group will stay entertained. Whether your plans involve nature walks, golf outings, or simply relaxing after trips to nearby Woodstock or Hanover, you’ll find everything you need right here. Book today and experience the best of Vermont living in Fairway Village! This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Access To: The Quechee Club This home offers exclusive access to The Quechee Club. There is something for everyone at The Quechee Club, an outdoor enthusiast’s haven and every outdoor whim. In the summer months, members and renters can enjoy several outdoor activities. The Club offers two championship 18-hole golf courses, Lakeland & Highland, with stunning scenery and conditions. Tennis courts are spread throughout the community with professional tennis lessons and enjoyable competition. Renters can also enjoy the state-of-the-art aquatic center featuring an indoor & outdoor pool with an active kid’s zone. Likewise, you can venture over to the beach at Lake Pinneo and rent a kayak or canoe. Then head to The Club to enjoy a cocktail by the pool, a meal on Dewey’s Deck, or fine dining at Davidson’s. In the winter months, Ski Quechee is our featured amenity. Open Friday through Sunday, take the family out for an exciting day on expertly groomed terrain. You can enjoy our wonderful base lodge and après ski gatherings with activities for the whole family. The Club also maintains heated platform tennis with warming huts through the cold months to keep your paddle game sharp. The Club features a full winter recreational calendar, including snowshoeing, x-country skiing, sledding, and much more! Outside of our seasonal offerings, there is so much more at Quechee. The Club offers a modern fitness center with daily fitness classes and top-notch equipment. Hiking trails are spread throughout the community woods. Quechee is home to several special events and incredible dining experiences. To elevate your experience further, indulge in the diverse dining options available at The Club House. For inquiries regarding fees, amenities and availability, please reach out to Member Services directly at The Quechee Club. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Quechee Lakes Rentals by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Quechee Lakes Rentals by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.

Convenient village condo w/ mountain views, close to Okemo, partial a/c, w/d

Proctorsville, VT, US
3 Bedrooms 8 Guests
Sep 21 - 23
$235 night

Nestled in the heart of the charming village of Proctorsville, this multi-level North Country Condo offers a cozy retreat for your Vermont getaway. With three bedrooms, two baths, and mountain and valley views, this third-floor condo is the perfect home base for exploring the Okemo Valley. The train bridge over the Black River is directly visible outside the kitchen windows. Enjoy modern amenities such as a washer/dryer, partial AC, and WiFi, ensuring a comfortable stay for you and your guests. Note: The wood-burning fireplace is not for guest use. The jets in the bathtub are not for guest use. Step outside your door to discover a variety of local eateries and a brewery just a stone’s throw away. During the summer months, immerse yourself in the vibrant community atmosphere with live music performances on the village green. Whether you’re a winter sports enthusiast or an outdoor adventurer, this condo is ideally located near Okemo Mountain for skiing, VAST snowmobile trails, scenic hiking routes, and the serene lakes region, all just a short drive away. For golf enthusiasts, the Fox Run Golf Club is close by, as well as picturesque hiking trails in the Proctor-Piper State Forest. Indulge in delicious meals at Murdock’s restaurant, sample craft brews at Outer Limits brewery, and explore the bustling village of Ludlow, all within easy reach of your accommodation. Relax in the comfortable living room, unwind in the cozy bedrooms, and take in the beautiful mountain views from the condo. Whether you’re seeking outdoor adventures or simply looking to unwind in a peaceful setting, this North Country Condo in Proctorsville, VT, offers the perfect blend of convenience and comfort for your vacation. Book your stay today and experience the best of Vermont’s natural beauty and local charm. Vermont Meals and Room Tax Number: MRT-11472019

Highland Cabin above Woodstock Village, Pets Welcome

Woodstock, VT, US
1 Bedrooms 4 Guests
Aug 24 - 26
$332 night

Escape to Highland Cabin, a sunlit Woodstock retreat, close to town yet perched on a steep, quiet hillside for extra privacy. Start your morning with a peaceful walk to the Mt. Tom trailhead or enjoy a leisurely 15-minute stroll down into the village and the Woodstock Inn. After exploring, come home to vaulted ceilings, forest views, and a freshly updated, pet-friendly haven that sleeps up to 4 in the heart of Vermont. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. Highland Cabin Home Features: • 1 Bedroom, 1 Bath, up to 4 guests • Stainless Steel Appliances in Updated Kitchen • Remote Work Desk: Monitor & Keyboard • Solar Powered! • Free WiFi & Smart TV • Pack ’n play and/or high chair may be available upon request (subject to availability) Highland Cabin is your cozy, sunlit retreat nestled at the foothills of Mount Peg in charming Woodstock, Vermont, just minutes from the village and perfectly positioned for both relaxation and adventure. Perched on a steep hillside, the cabin offers a peaceful sense of seclusion while still keeping you close to Woodstock’s shops, cafés, and galleries. The Mt. Tom trailhead is also nearby, making outdoor exploration easily accessible. Traveling with a pet? Furry companions are welcome at Highland Cabin! The large open yard and neighborhood trails are perfect for pets to stretch their legs and explore. Please note: there is a pet fee required for each stay, just let us know if you’ll be bringing your four-legged friend. Perfect for couples, small families, or solo travelers seeking romance, relaxation, or a quiet work retreat, this freshly updated pet-friendly one-bedroom cottage blends classic New England character with stylish modern touches. Step inside to warm wood floors and an open living and dining space, with natural light pouring in through oversized windows that frame beautiful forest views. The spacious king bedroom features vaulted ceilings and an Avocado bed, offering a serene place to recharge after a day’s adventure. A sleeper sofa in the living area (with bedding in the corner cabinet) comfortably accommodates two additional guests, bringing total occupancy to four. You’ll also find a spa-like full bathroom with a soaking tub/shower combo and the convenience of an in-unit washer and dryer for longer stays. The welcoming living area offers a comfy sofa, games tucked away in the corner cabinet, and a smart TV on a full-motion mount, perfect for movie nights, game nights, or relaxed downtime. The full kitchen features stainless steel appliances and a beautiful butcher block countertop, ideal for preparing cozy meals at home. Working remotely? A thoughtfully designed workspace awaits, complete with a desk, ergonomic chair, monitor, and keyboard. Positioned across from the cheerful breakfast bar and kitchen, it offers calming forest views while you work or create. Enjoy year-round comfort with reliable heating, fast WiFi, solar power, and hassle-free parking right at the cabin. Begin and end your days in the large enclosed porch, offering a convenient bench and shoe rack for easy gear changes. Two classic red rocking chairs are yours to use, bring them out to the front yard to enjoy fresh Vermont air and peaceful mountain views with your morning coffee or evening glass of wine. In winter, the porch serves as a practical mudroom; in the warmer months, it becomes a tranquil sitting area filled with natural light. Whether you’re skiing at nearby resorts, exploring scenic woodland trails, or simply unwinding in your hillside retreat, Highland Cabin is the perfect base for your Vermont getaway. Experience the beauty, charm, and relaxation that Woodstock has to offer, for you and your furry family members! Let Highland Cabin be your home for your next Vermont escape. Please Note: The property is located on an uphill road. During the winter months, we strongly recommend guests use a four-wheel-drive (4WD) vehicle to ensure safe and reliable access to the property. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. Please keep in mind all wheel drive is recommended for the winter months as it is a steep drive to the home as well as other local areas. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. • You can also explore by foot, by ski, or by horseback! Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Field and Farm Vacation Homes by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Field and Farm Vacation Homes by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • Hotel Tax Collection: In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets: Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • The property allows for a maximum of 2 dogs at $150.00 per dog per stay.

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Plymouth, VT, US
3 Bedrooms 6 Guests
Aug 23 - 25
$216 night

This three-bedroom recently renovated condo is located off the mountain in the Hawk Mountain community. One of only a few condos in the area to have central air-conditioning, this retreat is a treat for those hot summer days. Just an eight-mile drive from Okemo, this home is located along Vermont’s Scenic Route 100 Byway. Outdoor enthusiasts can choose between snowmobiling, ATV rentals, kayak/canoe rentals for exploring four nearby lakes, ski/snowboard/snowshoe rentals, a sledding hill, bike rentals, Plymouth State Park, hiking trails on premises, golf, and tennis There is also tennis in Ludlow for a nominal fee. This abode is perfectly situated for enjoying Vermont’s scenery and activities year-round. In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns and historical sites within a short drive and experience Vermont’s unique charm. In the winter months, this location is ideal for skiers. Only an eight-mile drive from Okemo’s Jackson Gore base area and Okemo’s Nordic Center, 10 miles to Killington resort’s Skyship, or 15 miles to the main base lodge at Killington ski resort. This is a great location where you can get away from it all to enjoy nature and solitude, yet still be close to area activities. This multi-level condo boasts all the comforts of home in a serene mountain setting perfect after a day on the slopes. In the summer, relax on the deck and enjoy the views and the sunny mild evenings. The welcoming living room is the perfect place to gather for movie nights. The well-appointed kitchen with an eat-in table is the heart of the home - perfect for coming together to prepare and enjoy a meal. Things to Know Wood-burning fireplace is not for guest use. Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. A discount will be applied to stays of 7 nights or longer (7 - 29 nights, VT STR regulations restrict reservations to 29 nights or less). Vermont Meals and Room Tax Number: MRT-11472019

Condo with BBQ, Newton Village

Quechee, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$176 night

Escape to the picturesque town of Quechee and indulge in the perfect vacation experience in this charming two-level home. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. • Quechee Club access included; activity fees paid directly to the club. • 2027 Winter Seasonal Program, Ask How to Save 35% Newton Village 2A, Home Features: • 2 Bedrooms, 2.5 Baths, up to 6 guests • Open-Concept Living Space • Cozy Wood Fireplace • Outdoor Deck with Seating • Free WiFi & Smart TVs • Pack ’n play and/or high chair may be available upon request (subject to availability) Located in the Newton Village condos community: Newton Village condos in Quechee VT are the place to be. In addition to The Quechee Club, which is just a short walk away, Newton Village offers an on-site community swimming pool and tennis court! Newton Village is a private village located within walking distance to both Lake Pinneo and the Quechee Club. Newton Village is one of the newer villages, with construction having been completed in 2004. Enjoy access to The Quechee Club! [See: Guest Access] Looking for a cozy home away from home on your next Vermont vacation? Look no further than this dog friendly, 2-bedroom, 2.5-bathroom condo unit in Quechee! Host up to 6 of your nearest and dearest around the wood fireplace or rustle up a culinary creation for date night. With its own tennis court and pool plus easy access to two golf courses, Lake Pinneo, Murphy’s Farm and The Quechee Club, you’re sure to have an unforgettable getaway here. Immerse yourself in the spacious, open-concept living space complete with comfortable seating and a cozy wood fireplace, perfect for unwinding after a long day of exploring the local area. Retreat to the master suite on the ground floor, which features a comfortable queen-sized bed and an ensuite bathroom for ultimate privacy and comfort. Step outside onto the deck and take in the breathtaking scenery while enjoying an al fresco dining experience with the convenience of a gas grill. A half bathroom is also located on the main level for added convenience. Upstairs, you’ll find a common area featuring a full-sized daybed, which can accommodate two additional guests. The second bedroom offers a queen-sized bed and a full bathroom, providing ample space and comfort for all guests. Keep up with your daily workout routine with the convenience of a Peloton bike, while the kids can entertain themselves with the PS3 and games provided. Conveniently located just steps away from all that Quechee has to offer, this stunning short-term rental property is the perfect getaway for families and friends looking to unwind in a peaceful and relaxing environment. Book now to experience the best of Quechee in comfort and style! *2027 Winter Seasonal Program (Long-Term Reservations): Looking ahead to ski season? Make Vermont home for the season with Portoro’s 2027 Winter Seasonal Program. It’s the perfect way to enjoy an extended stay near the mountains, cozy up for the season, and experience winter the right way. Designed for guests seeking a seamless extended stay in professionally managed homes across sought-after winter destinations. Plan ahead and save 35%. Reach out now to learn more about seasonal availability and details. *Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Access To: The Quechee Club This home offers exclusive access to The Quechee Club. There is something for everyone at The Quechee Club, an outdoor enthusiast’s haven and every outdoor whim. In the summer months, members and renters can enjoy several outdoor activities. The Club offers two championship 18-hole golf courses, Lakeland & Highland, with stunning scenery and conditions. Tennis courts are spread throughout the community with professional tennis lessons and enjoyable competition. Renters can also enjoy the state-of-the-art aquatic center featuring an indoor & outdoor pool with an active kid’s zone. Likewise, you can venture over to the beach at Lake Pinneo and rent a kayak or canoe. Then head to The Club to enjoy a cocktail by the pool, a meal on Dewey’s Deck, or fine dining at Davidson’s. In the winter months, Ski Quechee is our featured amenity. Open Friday through Sunday, take the family out for an exciting day on expertly groomed terrain. You can enjoy our wonderful base lodge and après ski gatherings with activities for the whole family. The Club also maintains heated platform tennis with warming huts through the cold months to keep your paddle game sharp. The Club features a full winter recreational calendar, including snowshoeing, x-country skiing, sledding, and much more! Outside of our seasonal offerings, there is so much more at Quechee. The Club offers a modern fitness center with daily fitness classes and top-notch equipment. Hiking trails are spread throughout the community woods. Quechee is home to several special events and incredible dining experiences. To elevate your experience further, indulge in the diverse dining options available at The Club House. For inquiries regarding fees, amenities and availability, please reach out to Member Services directly at The Quechee Club. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. House Rules & Important Information By booking with Quechee Lakes Rentals by Portoro (Portoro Inc. / Portoro), guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration: All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement: The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support: Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro, our team is available 24/7. • Directions + Check-In Details: Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests): Check-in is 3:00pm and check-out is 10:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Local Taxes (Including Extended Stays): Vermont (12%) and Hartford County (1%) require lodging operators to collect rooms and meals / lodging-related taxes. These taxes are collected within the booking transaction when required. For stays over 29 days, please inquire separately for terms and conditions. • Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. • The Quechee Club - Included: This home offers access to The Quechee Club. For questions about fees, amenities, and availability, please contact Member Services at The Quechee Club directly. • Animals/Pets, Dogs Only (Guidelines + Fee): Dogs are allowed only in designated “Pet-Friendly” Portoro listings and must be disclosed prior to arrival. Maximum 1 dog per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking: This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events: Parties and events are not permitted. • Quiet Hours: 10:00pm to 8:00am. These hours reflect local residential expectations, please keep noise low and be mindful of neighbors. • Report Damages: Any known damages incurred during your stay must be reported to the property manager immediately. • Security: Some Portoro properties have exterior-only cameras for monitoring. • Seasonal Outdoor Amenities: Grills, patios, decks, and other outdoor amenities, including outdoor furniture, are seasonally available and may be unavailable or limited due to weather or local conditions. Availability is not guaranteed outside the primary season, and some items may be removed, covered, or stored at certain times of year for safety. • Local or Property Water Features: Some Portoro properties may have hot tubs, ponds/streams, or other nearby water features. There is no guard around water features, use at your own risk. • No Feeding Wildlife: Feeding wildlife is strictly prohibited at all properties to avoid property damage and to protect animals. Additional cleaning, sanitation, and remediation fees may apply (at the discretion of Quechee Lakes Rentals by Portoro/Portoro Inc. and/or any applicable HOA/association). • Wildlife + Pests: You may see local wildlife during your stay (deer, bears, coyotes, raccoons, skunks, rodents, etc.). Please keep the home and outdoor areas free of food and trash, secure all garbage in the provided bins and never leave food outside. For homes that include/offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but it’s not unusual for an occasional insect to make an appearance.

Twin Peaks Saltbox with Sauna, Pet-Friendly

Quechee, VT, US
3 Bedrooms 8 Guests
Aug 30 - Sep 1
$326 night

Discover a refined getaway in this meticulously renovated 2.5-story saltbox single-family home nestled in the heart of Quechee Lakes. Embark on a memorable Quechee Lakes experience in this thoughtfully designed retreat, where comfort, style, and outdoor serenity converge to create a truly remarkable getaway. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. • Quechee Club access included; activity fees paid directly to the club. Twin Peaks, Home Features: • 3 Bedrooms, 2.5 Baths, up to 8 guests • Spacious! 3 Separate Living Spaces • Powder Room & Sauna • Gourmet Well-Equipped Kitchen • Free WiFi & Smart TVs • Pack ’n play and/or high chair may be available upon request (subject to availability) • The home has mini-split units located in the living room, sunroom, basement space, lower bedrooms (including two lower bedrooms), and the upper bedroom. The home features a Mitsubishi 6-zone mini-split system, plus one portable unit upstairs. Step into a world of tranquility as you explore the expansive private outdoor space, featuring a secluded deck and a cozy firepit, perfect for unwinding after a day of outdoor adventures. Upon entering, you’ll be greeted by a convenient vestibule on the bottom floor, ideal for shedding outdoor gear. From here, you can ascend to the landing, where warmth and relaxation await. Choose to bask in the cozy atmosphere of the gas stove room, a space that offers plush seating for up to six, perfect for unwinding after a day outdoors. For those seeking even more comfort, venture downstairs to discover the second of three inviting gathering spaces. This well-appointed room features sumptuous furnishings arranged around a wall-mounted TV, creating an ideal spot for entertainment and connection. Adding to the allure, this floor also boasts a powder room, a laundry room equipped with a full washer and dryer. Journey to the second floor, where a fully renovated gourmet kitchen beckons, designed to inspire culinary masterpieces for entertaining guests. Adjacent to the kitchen, an elegant dining room boasts a modern table for six, providing a picturesque view of the backyard. Step into the tastefully decorated four-season living room, bathed in natural light from expansive windows, offering a perfect space for relaxation and movie nights on the Samsung Frame TV. Retreating for the night? The first two of three bedrooms await just beyond the dining room and kitchen. Before reaching the bedrooms, discover a full bathroom with a tub-shower combo on your right. The room on the left features a plush queen bed, while the adjacent room offers two twin beds. Venture upstairs to the loft, revealing a dedicated workspace and the primary bedroom suite. The loft exudes a perfect blend of functionality and style, providing a serene retreat. The primary suite features a queen bed and a modern redecorated ensuite with a tub-shower combo. There’s an also a pull-out couch on the lower level. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Access To: The Quechee Club This home offers exclusive access to The Quechee Club. There is something for everyone at The Quechee Club, an outdoor enthusiast’s haven and every outdoor whim. In the summer months, members and renters can enjoy several outdoor activities. The Club offers two championship 18-hole golf courses, Lakeland & Highland, with stunning scenery and conditions. Tennis courts are spread throughout the community with professional tennis lessons and enjoyable competition. Renters can also enjoy the state-of-the-art aquatic center featuring an indoor & outdoor pool with an active kid’s zone. Likewise, you can venture over to the beach at Lake Pinneo and rent a kayak or canoe. Then head to The Club to enjoy a cocktail by the pool, a meal on Dewey’s Deck, or fine dining at Davidson’s. In the winter months, Ski Quechee is our featured amenity. Open Friday through Sunday, take the family out for an exciting day on expertly groomed terrain. You can enjoy our wonderful base lodge and après ski gatherings with activities for the whole family. The Club also maintains heated platform tennis with warming huts through the cold months to keep your paddle game sharp. The Club features a full winter recreational calendar, including snowshoeing, x-country skiing, sledding, and much more! Outside of our seasonal offerings, there is so much more at Quechee. The Club offers a modern fitness center with daily fitness classes and top-notch equipment. Hiking trails are spread throughout the community woods. Quechee is home to several special events and incredible dining experiences. To elevate your experience further, indulge in the diverse dining options available at The Club House. For inquiries regarding fees, amenities and availability, please reach out to Member Services directly at The Quechee Club. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at an Quechee Lakes Rentals by Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Quechee Lakes Rentals by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • There is no guard around the pools. Use at your own risk. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets: Dogs Only, Guidelines and Fee Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. • Twin Peaks allows for a maximum of 2 dogs at $150.00 per dog per stay.

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Proctorsville, VT, US
3 Bedrooms 10 Guests
Aug 21 - 23
$160 night

Enjoy easy access to Ludlow, Okemo Mountain Resort, and the best of Southern Vermont at this three-bedroom townhouse in Cavendish, the perfect home base for outdoor adventures year round. This two-story townhome sits among the treetops three miles east of Ludlow, with grounds that include a community pool, a fitness center, and saunas to relax you after a day on the slopes. Okemo Mountain Resort - a hub of skiing, snowboarding, tubing, hiking, and golf - is less than five miles west as well. The setting is serene and scenic, best taken in from the private balcony overlooking the woods. It’s a wonderful spot to sit with your breakfast, a cup of coffee, or a crossword puzzle in the afternoon. On winter days, come home to relax beneath two-story ceilings in the living room, where you can light the gas fireplace and stream a movie on TV as the snow piles up outside. There’s a well-equipped kitchen with stainless steel appliances for preparing hearty meals, a dining room table for family dinners and board games, and two more dens where you can escape with a movie - one downstairs and one in the upstairs landing. Of the three bedrooms (each with an attached bathroom), two are on the main floor and one is upstairs. RESORT AMENITIES -Swimming pool -Fitness center -Saunas THINGS TO KNOW Extra resort charge of $45 per person per day on Friday & Saturday and $25 per person per day Sunday - Thursday, or $250 for a 10-day punch card (1 punch per person per day). Spa services depend on the services selected. Prices are subject to change; it is best for guests to inquire directly at Castle Hill for pricing and access information. Amenities include a full service spa, heated outdoor pool (open during winter), hot tub, and fitness center. *Check with Castle Hill for availability, as these may not be available due to local restrictions. Resort amenities are available for a separate fee issued directly through the resort. Vermont Meals and Room Tax Number: MRT-11472019

Country retreat for rest, creativity, and renewal

Woodstock, VT, US
1 Bedrooms 2 Guests
Aug 20 - 23
$308 night

Escape the noise and settle into a peaceful country retreat designed for rest, creativity, and renewal. Situated within a beautifully restored barn, which dates to 1780, this thoughtfully renovated 1-bedroom, 1-bath spacious apartment comfortably accommodates up to 2 guests and is surrounded by nature in a serene, Zen-inspired setting. It’s an ideal escape for artists, writers, remote workers, yogis, or anyone seeking a slower pace. Whether you’re planning a weekend getaway or an extended stay, this is the perfect place to relax and unwind. Spend your mornings watching wildlife, your afternoons exploring the property’s wooded walking trails, and your evenings enjoying the quiet beauty of the countryside. During the winter months, the 44 acre property, half open and half wooded, is perfect for cross-country skiing and snowshoeing. Whether you’re taking a leisurely walk through the woods, painting, writing, practicing yoga, or simply unwinding with a good book, the peaceful natural surroundings provide endless inspiration. Lovingly renovated with reclaimed materials and distinctive vintage touches, this unique barn apartment blends rustic charm with modern comfort, creating a warm and inviting space to relax and enjoy during your stay Although you’ll feel worlds away from the hustle and bustle, the property is conveniently located just minutes from downtown Woodstock where you’ll find local shops, restaurants, and everyday conveniences before returning to the tranquility of your private retreat. Perfect for couples or solo travelers, this home is best suited for guests seeking peace, nature, and relaxation. It’s a place to slow down, reconnect, and appreciate the simple beauty of the countryside. For those exploring further afield, it is a short drive to all that central Vermont offers. Things to Know - The homeowners live across the street from the property, but you’ll still enjoy complete privacy during your stay. - There is no smoking or vaping inside or on the grounds of this home Vermont Meals and Room Tax Number: MRT-11472019

Condo with Pool, Newton Village, Pet-Friendly

Quechee, VT, US
3 Bedrooms 8 Guests
Aug 23 - 25
$199 night

Escape to the idyllic charm of Newton Village and indulge in the ultimate Vermont adventure at our stunning Field and Farm property! This cozy condo is exquisitely decorated and eagerly awaits your arrival. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • Pet Friendly, fee applies per pet. • Quechee Club access included; activity fees paid directly to the club. • 2027 Winter Seasonal Program, ask how to save 35% Newton Village 11B, Home Features: • 3 Bedrooms, 3.5 Baths, up to 8 guests • Gourmet Kitchen & Farmhouse-Style Dining • Cozy Gas Fireplace • TV and Activity Room • Free WiFi & Smart TVs • Pack ’n play and/or high chair may be available upon request (subject to availability) • The home has central AC. Located in the Newton Village condos community: Newton Village condos in Quechee VT are the place to be. In addition to The Quechee Club, which is just a short walk away, Newton Village offers an on-site community swimming pool and tennis court! Newton Village is a private village located within walking distance to both Lake Pinneo and the Quechee Club. Newton Village is one of the newer villages, with construction having been completed in 2004. Enjoy access to The Quechee Club! [See: Guest Access] Step inside to discover the heart of the home on the main floor, where a gourmet kitchen beckons you to unleash your inner chef and whip up culinary delights for your loved ones. Gather around the farmhouse-style dining table, which comfortably seats 6 and sets the stage for memorable meals and lively conversations. Afterwards, sink into the plush furnishings of the sunken living room, centered around a cozy gas fireplace. Retreat to the luxurious Primary suite for a restful night’s sleep in the king-sized bed, surrounded by tasteful decor and thoughtful touches. Refresh in the ensuite bathroom, complete with a tub-shower combo, before stepping out onto the expansive deck overlooking the picturesque Quechee. Venture downstairs to the entertainment haven, where a spacious TV and activity room awaits. Gather together for movie nights on the large sectional couch or let the kids enjoy their own space while the adults unwind upstairs. A convenient laundry room and full bathroom complete the lower level. Ascend to the top floor to discover two charming bedrooms, each offering a peaceful retreat after a day of outdoor adventures. Bask in the natural light of the first bedroom, featuring a comfortable queen bed, while the adjacent updated full bathroom offers convenience and style. The final bedroom is a whimsical haven with cloud-themed decor and four twin beds, perfect for little ones or extra guests. Experience the epitome of comfort, style, and relaxation at Field and Farm. Book your stay today and make unforgettable memories in the heart of Vermont’s countryside! 2027 Winter Seasonal Program (Long-Term Reservations): Looking ahead to ski season? Make Vermont home for the season with Portoro’s 2027 Winter Seasonal Program. It’s the perfect way to enjoy an extended stay near the mountains, cozy up for the season, and experience winter the right way. Designed for guests seeking a seamless extended stay in professionally managed homes across sought-after winter destinations. Plan ahead and save 35%. Reach out now to learn more about seasonal availability and details. Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Access To: The Quechee Club This home offers exclusive access to The Quechee Club (additional fees apply). There is something for everyone at The Quechee Club, an outdoor enthusiast’s haven and every outdoor whim. In the summer months, members and renters can enjoy several outdoor activities. The Club offers two championship 18-hole golf courses, Lakeland & Highland, with stunning scenery and conditions. Tennis courts are spread throughout the community with professional tennis lessons and enjoyable competition. Renters can also enjoy the state-of-the-art aquatic center featuring an indoor & outdoor pool with an active kid’s zone. Likewise, you can venture over to the beach at Lake Pinneo and rent a kayak or canoe. Then head to The Club to enjoy a cocktail by the pool, a meal on Dewey’s Deck, or fine dining at Davidson’s. In the winter months, Ski Quechee is our featured amenity. Open Friday through Sunday, take the family out for an exciting day on expertly groomed terrain. You can enjoy our wonderful base lodge and après ski gatherings with activities for the whole family. The Club also maintains heated platform tennis with warming huts through the cold months to keep your paddle game sharp. The Club features a full winter recreational calendar, including snowshoeing, x-country skiing, sledding, and much more! Outside of our seasonal offerings, there is so much more at Quechee. The Club offers a modern fitness center with daily fitness classes and top-notch equipment. Hiking trails are spread throughout the community woods. Quechee is home to several special events and incredible dining experiences. To elevate your experience further, indulge in the diverse dining options available at The Club House. For inquiries regarding fees, amenities and availability, please reach out to Member Services directly at The Quechee Club. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. House Rules & Important Information By booking with Quechee Lakes Rentals by Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration: All guests staying at one of our Portoro homes are required to complete identity registration and sign a rental agreement via e-signature. Non-compliance may result in sizable fines. • Age Requirement: The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support: Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro, our team is available 24/7. • Directions + Check-In Details: Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests): Check-in is 3:00pm and check-out is 10:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Local Taxes (Including Extended Stays): Vermont (12%) and Hartford County (1%) require lodging operators to collect rooms and meals / lodging-related taxes. These taxes are collected within the booking transaction when required. For stays over 29 days, please inquire separately for terms and conditions. • Long Term Reservations: Guests booking reservations lasting 55 nights or more are responsible for and agree to pay all utilities which may include, but are not limited to: Propane, Oil, Electricity, Firewood, Trash Removal, and Snow Removal. These charges will be assessed within 60 days after check-out. Reservations with any dates between 1/4/27 and 3/6/27 must be 55 nights or more. • The Quechee Club - Included: This home offers access to The Quechee Club. For questions about fees, amenities, and availability, please contact Member Services at The Quechee Club directly. • Animals/Pets, Dogs Only (Guidelines + Fee): Dogs are allowed only in designated “Pet-Friendly” Portoro listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking: This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events: Parties and events are not permitted. • Quiet Hours: 10:00pm to 8:00am. These hours reflect local residential expectations, please keep noise low and be mindful of neighbors. • Report Damages: Any known damages incurred during your stay must be reported to the property manager immediately. • Security: Some Portoro properties have exterior-only cameras for monitoring. • Seasonal Outdoor Amenities: Grills, patios, decks, and other outdoor amenities, including outdoor furniture, are seasonally available and may be unavailable or limited due to weather or local conditions. Availability is not guaranteed outside the primary season, and some items may be removed, covered, or stored at certain times of year for safety. • Local or Property Water Features: Some Portoro properties may have hot tubs, ponds/streams, or other nearby water features. There is no guard around water features, use at your own risk. • No Feeding Wildlife: Feeding wildlife is strictly prohibited at all properties to avoid property damage and to protect animals. Additional cleaning, sanitation, and remediation fees may apply (at the discretion of Quechee Lakes Rentals by Portoro/Portoro Inc. and/or any applicable HOA/association). • Wildlife + Pests: You may see local wildlife during your stay (deer, bears, coyotes, raccoons, skunks, rodents, etc.). Please keep the home and outdoor areas free of food and trash, secure all garbage in the provided bins and never leave food outside. For homes that include/offer BBQs, please bring all food items inside and scrape grills clean after use to avoid attracting wildlife. The home is regularly treated for pests, but it’s not unusual for an occasional insect to make an appearance.

Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee

Quechee, VT, US
2 Bedrooms 4 Guests
Sep 29 - Oct 1
$190 night

Nestled in the foothills of the Green Mountains and close to all the amenities, this townhome has a beautiful country setting. The Village of Quechee is within easy walking distance and all the Quechee Lakes and area amenities are just a few minute’s drive away. The main level holds a full kitchen, half bath, dining and living area with fireplace, and deck. There are scenic views of the rolling foothills of the Green Mountains from both the deck and living area. The upper level consists of two bedrooms and a full bath. This main level of the home is fully air-conditioned and each bedroom is also air-conditioned. Whatever time of year you decide to visit Vermont, you will enjoy Quechee’s spectacular views, convenience to recreational activities, and a comfortable feeling of luxury and seclusion. While offering the best of Vermont vacations, Quechee is convenient to Boston, New York, Albany, cultural and entertainment events, and nearby world-class health care (Dartmouth Hitchcock Medical Center). The Quechee Club boasts two championship golf courses (Highland and Lakeland) in the summer which, in the winter, provide groomed Nordic skiing trails. In addition, Quechee offers tennis, paddle tennis, skiing, and an array of options for swimmers, hikers, and fishermen. The Club House has multiple dining options as well as a state-of-the-art fitness facility with indoor and outdoor pools. These Quechee Club amenities require rental packages and are available upon request from the Quechee Club directly. Quechee is centrally located between Woodstock, Vermont, and Hanover, New Hampshire (home of Dartmouth College). Hanover and Woodstock combine the quaintness of beautiful New England villages with the cultural sophistication of a college town. Galleries, unique shops, museums, and a variety of excellent and unique dining experiences are available. Killington and Pico are approximately 30 minutes from Quechee and offer world-class skiing, mountain biking, golf, and other year-round activities. THINGS TO KNOW

Renovated Condo with Golf Views, Landmark

Quechee, VT, US
2 Bedrooms 8 Guests
Aug 29 - 31
$264 night

Welcome to this beautifully renovated 2-bedroom condo in the heart of Quechee, Vermont! Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around • This is a no pet/animal home. • Quechee Club access included; activity fees paid directly to the club. Landmark 1C, Home Features: • 2 Bedrooms, 2.5 Baths, up to 8 guests • Overlooks Highland Golf Course • Cozy Fireplace • Free WiFi & Smart TVs • Pack ’n play and/or high chair may be available upon request (subject to availability) • The home has a mini-split unit in the master bedroom, with built-in units in the living room and bedrooms. Located in the Landmark Village condos community: The Landmark Village condos in Quechee VT are located along the 3rd hole of the Highland Golf Course and Cross-Country Ski Trails. Walkable to Lake Pinneo and the Quechee Club amenities. Enjoy access to The Quechee Club! [See: Guest Access] Overlooking the scenic Highland Golf Course, this condo offers a perfect blend of comfort and style, ideal for both relaxation and adventure. The spacious master suite includes a King-sized bed, a dedicated desk, and comfortable sitting area, which doubles as a full-size futon, complemented by an en-suite bath with a luxurious soaking tub, providing the perfect retreat to unwind after a day of exploration. This inviting condo is designed with an open floor plan, making it perfect for spending time with family and friends. Enjoy the fully updated kitchen, cozy up by the fireplace on cooler evenings, or step outside onto the deck to take in breathtaking views of the valley and magnificent sunsets and sunrises. Whether you’re exploring nearby Lake Pinneo Beach, enjoying the amenities of the Quechee Club, or simply taking in the natural beauty, this condo is your perfect getaway destination. Don’t miss out on this opportunity to stay in a stunning, comfortable, and conveniently located home! As you enter this welcoming home, you will find the kitchen to your left and a conveniently located powder room on your right. The main level flows into a spacious living room, complete with a cozy wood-burning fireplace. A loft overlooks this great room, offering a charming nook for reading or games, complete with various board games and puzzles for family fun or quiet moments. Downstairs you will find the well-appointed primary suite, featuring a king bed and adjoining bathroom equipped with a soaking tub, standing shower, and toilet. The futon bed in the master can be pulled out to a full size and sleep 2. Next door is the bunk room which features a double and single bunk bed, comfortably accommodating up to 3 guests in this remarkable room. Across the hall is a full bathroom, with a tub/shower combo, toilet and washer/dryer for added convenience. This home uses keyless entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. Access To: The Quechee Club This home offers exclusive access to The Quechee Club. There is something for everyone at The Quechee Club, an outdoor enthusiast’s haven and every outdoor whim. In the summer months, members and renters can enjoy several outdoor activities. The Club offers two championship 18-hole golf courses, Lakeland & Highland, with stunning scenery and conditions. Tennis courts are spread throughout the community with professional tennis lessons and enjoyable competition. Renters can also enjoy the state-of-the-art aquatic center featuring an indoor & outdoor pool with an active kid’s zone. Likewise, you can venture over to the beach at Lake Pinneo and rent a kayak or canoe. Then head to The Club to enjoy a cocktail by the pool, a meal on Dewey’s Deck, or fine dining at Davidson’s. In the winter months, Ski Quechee is our featured amenity. Open Friday through Sunday, take the family out for an exciting day on expertly groomed terrain. You can enjoy our wonderful base lodge and après ski gatherings with activities for the whole family. The Club also maintains heated platform tennis with warming huts through the cold months to keep your paddle game sharp. The Club features a full winter recreational calendar, including snowshoeing, x-country skiing, sledding, and much more! Outside of our seasonal offerings, there is so much more at Quechee. The Club offers a modern fitness center with daily fitness classes and top-notch equipment. Hiking trails are spread throughout the community woods. Quechee is home to several special events and incredible dining experiences. To elevate your experience further, indulge in the diverse dining options available at The Club House. For inquiries regarding fees, amenities and availability, please reach out to Member Services directly at The Quechee Club. Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you’re soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest. Traveling to/around the Upper Valley region of Vermont, explore by foot, by ski, by bike, or by horseback: • You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car. • Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas. Airports: • Burlington (BTV) [VT] • Lebanon (LEB) [NH] • Manchester (MHT) [NH] • Boston Logan (BOS) [MA] Popular Landmarks: • Mount Ascutney • Norman Williams Public Library • Woodstock Town Hall • Marsh Billings Rockefeller National Historical Park • Saint Gaudens National Historic Site • President Calvin Coolidge State Historic Site • Alden Partridge Plaque • Joseph Smith Memorial • Whale’s Dance • Largest Zipper in North America • Vermont Vietnam Veteran’s Memorial • Hanover, Home to Dartmouth University Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Quechee Lakes Rentals by Portoro are required to sign (e-signature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Quechee Lakes Rentals by Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. • We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • There is no guard around the pools. Use at your own risk. • This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.

Vacation Rentals in Brownsville by Amenities & Features

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Vacation Rentals Near Brownsville

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