Large group vacation rentals in Hancock, MA

Explore 849 large group vacation rentals, homes, and villas in Hancock, MA 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 Air Condition Homes, Homes with Free Parking and 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 $60 per night and homes offering up to 14 bedrooms and 12 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.

849 Great for Groups in Hancock

Historic New Lebanon Hideaway on 33 Private Acres!

New Lebanon, NY, US
5 Bedrooms 10 Guests
Aug 23 - 26
$456 night

Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds, 3 full baths, and 2 half baths at the base of the Berkshires still has all of the charm from its construction in 1790 and then some! With multiple sitting rooms and 33 private acres of lush landscape to explore, the whole crew will find relaxation at this beautiful retreat. Visit historic sites and museums, hit the ski slopes, or simply enjoy the views from the deck. -- THE PROPERTY -- Jetted Tub | On-Site Pond | 8 Mi to Ski Area | 3,600 Sq Ft Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed | Bedroom 5: 2 Twin Beds | Loft: Full Sleeper Sofa INDOOR LIVING: Flat-screen TV, board games, fireplace, WFH workspace, dining table, en-suite bathroom OUTDOOR LIVING: Private acreage, deck, dining area KITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, toaster GENERAL: Free WiFi, ceiling fans, central A/C, linens/towels, washer/dryer, laundry detergent, trash bags/paper towels FAQ: No A/C in old wing ACCESSIBILITY: Stairs required to access, 2-story home PARKING: Driveway (3 vehicles), street (first-come, first-served) -- THE LOCATION -- HISTORIC SITES: Hancock Shaker Village (4 miles), Berkshire Museum (9 miles), Herman Melville's Arrowhead (11 miles), The Mount, Edith Wharton's Home (15 miles), Norman Rockwell Museum (17 miles), Naumkeag (17 miles) LOCAL HIGHLIGHTS: Lebanon Valley Speedway (6 miles), Colonial Theatre (9 miles), Tanglewood (13 miles), Berkshire Botanical Garden (15 miles), Downtown Albany (30 miles) OUTDOOR ADVENTURES: Bousquet Mountain Ski Area (8 miles), Onota Lake Beach (10 miles), Jiminy Peak Mountain Resort (11 miles), October Mountain State Forest (16 miles) AIRPORT: Albany International 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires using an exterior staircase to enter - NOTE: The property features central A/C in the new wing but not the old wing - NOTE: This property has a strict max occupancy of 10. Guest count is not to exceed 10 guests at any time

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Lenox, MA, US
3 Bedrooms 6 Guests
Aug 30 - Sep 1
$308 night

Situated in the heart of the Berkshires, this 3-bed, 2-bath vacation rental offers a modern living space, a large yard and an ideal location near many attractions. Adventure seekers will enjoy easy access to the Appalachian Trail and Catamount Ski Resort, music fans can catch the Boston Symphony Orchestra (BSO) at Tanglewood and theater lovers will be minutes from Shakespeare & Co and Barrington Stage Co. No matter what you’re seeking, this Lenox home will offer something nearby to enjoy! -- THE PROPERTY -- MassTaxConnect ID C0219571520 | 2,457 Sq Ft | Off-Street Parking | 2 Mi to Appalachian Trail Bedroom 1: King Bed | Bedroom 2: 2 Extra Long Twin Beds | Bedroom 3: 2 Extra Long Twin Beds | Family Room: Sleeper Sofa KITCHEN: Fully equipped, cooking basics, spices, coffee maker, blender, dishwasher, Crockpot, microwave, high-chair, wooden cabinets INDOOR LIVING: Furnished sunroom, flat-screen smart cable TV, DVD player, books, hardwood floors, decorative fireplace, 6-person dining table, 4-person glass table OUTDOOR LIVING: Large private yard, outdoor seating, Weber gas grill GENERAL: Free WiFi, towels/linens, toiletries, ceiling fans, hair dryer, keyless entry, first aid kit, window air conditioning units in each bedroom, portable air conditioning unit in living area PARKING: Garage (2 small vehicles), driveway (4 vehicles) -- THE LOCATION -- MUSIC & THEATRE: Shakespeare and Company (3.0 miles), Tanglewood Music Center (3.7 miles), Boston Symphony Orchestra (3.7 miles) Jacob’s Pillow (15.0 miles) POPULAR ATTRACTIONS: Kripalu Center for Yoga & Health (4.6 miles), Norman Rockwell Museum (8.8 miles), Berkshire Botanical Gardens (7.9 miles), Cranwell Spa & Golf Resort (3.7 miles) OUTDOOR ACTIVITIES: Appalachian Trail (11.2 miles), Pleasant Valley Wildlife Sanctuary (2.1 miles), Lenox Mountain (8.2 miles), Sandy Beach at Laurel Lake (5.4 miles), October Mountain State Forest (5.4 miles), Woods Pond (4.8 miles), Kennedy Park (2.7 miles), Stockbridge Bowl (5.6 miles) WINTER ACTIVITIES: Catamount Ski Area (23.4 miles), Bousquet Ski Area (5.1 miles), Ski Butternut (16.6 miles), Otis Ridge (18.9 miles) NEARBY CITIES: Lenox Center (2.3 miles), Great Barrington (15.8 miles), Stockbridge (9.0 miles), Pittsfield (7.7 miles), Sheffield (22.1 miles), Williamstown (27 miles) AIRPORTS: Albany International Airport (49.5 miles), Bradley International Airport (71.1 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: Additional post-stay fines will be imposed if travelers exceed the maximum occupancy of 6 Licence number: C0219571520;C0219571520

Red Rock Summit - Pool, Private, Views & Sauna

East Chatham, NY, US
4 Bedrooms 8 Guests
Aug 22 - 24
$1,328 night

Welcome to Red Rock Summit, where an award-winning architect-designed home takes advantage of majestic views at every turn. This contemporary 4-bedroom, 4-bathroom home on 80 impressive acres is just 2.5-hrs from NYC & Boston. Enjoy the bright and airy interiors and abundant outdoor amenities, including a large pool, sauna, serene swimmable pond, and firepit. Explore nearby villages for shopping and dining, or hit the slopes at Catamount Ski Area. Welcome to a mountain retreat like no other. Situated in the peaceful Chatham, NY countryside, this contemporary home offers a perfect blend of modern living, natural beauty and tranquil surroundings. With around 4,400 square feet of living space on a generous 80-acres, it’s a testament to thoughtful design and the allure of the great outdoors, boasting a rich array of amenities, including a spacious swimming pool, a swimmable pond and awe-inspiring panoramic views that grace every room. The open plan design of the ground floor is highlighted by large glass sliding doors that line the front wall and allow abundant natural light and stunning outdoor vistas. A sense of elegance and simplicity permeates the decor, creating an atmosphere that is both clean and inviting. The living area is centered around a cozy fireplace and a flat-screen TV, creating a comfortable space for relaxation. The kitchen is a standout, featuring top-of-the-line appliances, a spacious island with marble countertops, wooden cabinetry, equipped with a Viking refrigerator, Miele stove and oven, Bosch dishwasher, microwave, toaster, blender, and a coffee machine. The adjacent dining area, with seating for eight opens onto the expansive wooden deck with alternative al fresco dining, fresh mountain breezes and breathtaking mountain views. Upstairs, you’ll discover four bedrooms. The master bedroom boasts a king-sized bed, along with an ensuite featuring a roomy walk-in shower and a separate, generously sized bathtub. The glass sliding doors offers breathtaking views of the picturesque mountains all around. Access to the deck is strictly off limits while we repair the decking. Bedrooms two and three have queen-sized beds, and the fourth bedroom has two twin beds. There are three guest bathrooms, one with a walk-in shower and double vanity sinks, another with a shower and bathtub combo, and a fourth bathroom with a walk-in shower on the ground floor. A versatile bonus room includes a work-friendly station, a comfortable reading nook, and a second TV for various activities. The outdoor spaces of this estate offer an array of amenities to savor, relax, and soak in the breathtaking vistas. From the private patio that open from the ground floor living spaces to the inviting swimming pool complete with sun loungers. Enjoy a scandi-experience in the newly added barrel sauna just steps from the back door, or jump in the serene swimmable pond and enjoy nights by the fire pit! Mature trees surround the property, enhancing the sense of seclusion and tranquility. Throughout the home, every room offers remarkable views, making the most of the picturesque surroundings. This property seamlessly combines contemporary style with the natural beauty of Chatham, offering a unique and harmonious lifestyle. Please note that the deck off the upstairs master bedroom is strictly off limits while we repair the wooden decking. Red Rock Summit is approximately 2.5 hours from New York City and Boston. You’ll definitely want a car to get enjoy the region. ᨒ Catamount Mountain: 16.6 mi In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises. *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. *The pool is not heated* *Learn more about the architect and home here: https://tmarch.com/austerlitz

Massachusetts Vacation Rental w/ Deck & Grill

Windsor, MA, US
4 Bedrooms 8 Guests
Aug 23 - 25
$609 night

Your next rejuvenating retreat awaits with a stay at this peaceful vacation rental nestled on 38 acres in Cummington, Massachusetts. This pet-friendly home comes equipped with 4 bedrooms, 3 bathrooms, a wraparound deck with a gas grill, a full kitchen, and ample entertainment space for the whole family. If you feel like venturing out, consider checking out the Bridge of Flowers or visiting the Berkshire Botanical Garden, then head back home for drinks shared with loved ones around the fire pit. -- THE PROPERTY -- MassTaxConnect ID: C0412433450 | Pet Friendly w/ Fee | 38-Acre Property | Near Windsor State Forest Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Bed | Loft: Twin Daybed INDOOR LIVING: Wood-burning stove, Smart TVs, jetted tub, dining table, exercise bike, yoga mats, board games, Bose sound system KITCHEN: Coffee maker & grinder, cooking utensils, dishware & flatware, dishwasher, hot water pot, microwave, spices, toaster, wine glasses OUTDOOR LIVING: Deck, gas grill, fire pit w/ seating, dining area, hiking trails, on-site creek GENERAL: Free WiFi, keyless entry, central heating, complimentary toiletries, hair dryer, hangers, in-unit laundry machines, laundry detergent, iron/board, linens/towels, trash bags/paper towels FAQ: Steps required to access, pet fee (paid pre-trip), 2 exterior security cameras (facing out), hot tub not available for use, no A/C PARKING: Driveway (5 vehicles) -- THE LOCATION -- OPT OUTSIDE: Snowshoeing, hiking, bird watching; Westfield River (across street), Wahconah Falls State Park (11 miles), Natural Bridge State Park (15 miles), Zoar Outdoor Adventure Resort (16 miles), Bridge of Flowers (25 miles), Berkshire Botanical Garden (32 miles) HIT THE SLOPES: Berkshire East Mountain Resort (16 miles), Bousquet Mountain Ski Area (23 miles) NEARBY TOWNS: Adams (9 miles), Charlemont (16 miles), Pittsfield (19 miles), Shelburne Falls (25 miles), Berkshire (32 miles) AIRPORTS: Bradley International Airport (56 miles), Albany International Airport (57 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/ $100 fee (+ fees & taxes, dogs only, 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 does not have air conditioning - NOTE: The property requires stairs to access - NOTE: The hot tub is nonfunctional and is not available for guest use - NOTE: Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring Doorbell device located at the front entrance facing the driveway, and camera 2 is located in a tree near the driveway and is facing the driveway. The cameras are outward facing and do not look into interior spaces. Camera 1 records video and sound when activated by motion, while camera 2 only records video when activated by motion

Riverfront Hudson Valley Gem w/ Beach Access!

Hudson, NY, US
4 Bedrooms 10 Guests
Aug 26 - 28
$1,006 night

Pets Welcome w/ Fee | Recently Remodeled | 2,800 Sq Ft Surround yourself with tranquil views of the Hudson River when you escape to this inviting vacation rental in Athens, NY. Boasting a wraparound deck, patio, and expansive backyard, this 4-bedroom, 2.5-bath home gives your crew ample space to unwind outdoors. After sunbathing on the beach or exploring the Klocke Estate, gather loved ones around the fire pit for stories and stargazing. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom Suite 1: 1 king bed  - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 king bed - Game Room: 1 full bed OUTDOOR LIVING  - Furnished wraparound deck & patio - 3 outdoor dining areas w/ umbrellas - 2 wood-burning fire pits - Outdoor games, hammock - River views - Beach access (pontoon vessel use only, swimming prohibited) INDOOR LIVING  - 2 Smart TVs - Game room w/ pool table & panoramic views - Board games - Dining table, breakfast bar - En-suite bathroom w/ soaking tub KITCHEN  - Kitchen island w/ Invisacook stovetop, oven, microwave, refrigerator, dishwasher - Drip & Keurig coffee makers - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Central air conditioning/heat - Linens/towels, hair dryer - Washer/dryer, iron/board FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - 3-story home, 4 steps to enter  - All full bathrooms on upper level PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Hudson River on-site - 13 miles to Olana State Historic Site - 22 miles to Hudson River Islands State Park - 14 miles to Hudson Athens Lighthouse - 38 miles to Albany International Airport -- 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/ $250 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 33 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 4 steps to enter. All full bathrooms are located on the upper level - The pictured jet ski is not available for guest use - Beach access is designated for pontoon vessel use only. Swimming from this access point is prohibited - Your safety matters. This property features 2 exterior security cameras: 1 camera is on the front of the home facing the driveway, and 1 camera is on the back of the home facing the deck and river. The cameras are outward facing and do not look into interior spaces. The cameras are activated by motion and will record video and sound while guests are in residence

High-Design Monroe Cabin on 2 Private Acres!

Monroe, MA, US
2 Bedrooms 4 Guests
Aug 23 - 25
$156 night

All-Season Fun | Steps to White Water Rafting | Wraparound Deck | 2-Acre Plot Crisp mountain air, sleek finishes, and endless adventure await at this Monroe Bridge vacation rental. Perfectly tailored for outdoor enthusiasts, this cabin places you just steps from the Deerfield River drop zone and hiking trails. Spend your days ziplining at Berkshire East Mountain Resort or exploring the Hoosac Range, then head back to unwind by the fire. Travel in style and book your Berkshire escape today! -- THE PROPERTY -- 0-349-791-328 MAIN FEATURES - Furnished wraparound deck w/ gas grill - Private yard w/ wood-burning fire pit - Smart TV - Electric fireplace - Breakfast bar, dining table & desk - Satellite WiFi - Washer/dryer KITCHEN  - Stove/oven, refrigerator, microwave - Keurig coffee maker (starter coffee provided) - Dishware/flatware ACCESSIBILITY - Single-level home, 6 steps to enter PARKING - Driveway (4 vehicles) - Snowmobile parking under deck - No garage access -- THE LOCATION -- - Secluded 2-acre plot w/ paved road access - 0.2 miles to Deerfield River White Water Rafting Drop Zone - 0.5 miles to Hoosac Range & Deerfield River Valley snowmobiling/hiking networks - 10 miles to North Adams's downtown area - 12 miles to Joe Wolfe Field complex - 15 miles to Berkshire East Mountain Resort - 19 miles to Mount Snow Resort - 24 miles to Prospect Mountain Ski Area -- 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 SECURITY CAMERA INFORMATION - 1 exterior device - Location: front door - Coverage: entry Licence number: C0594551900

Steepletop - Nature Lovers Paradise with Rec Room

New Marlborough, MA, US
4 Bedrooms 8 Guests
Aug 23 - 25
$336 night

Welcome to Steepletop Lodge, a beautiful 4 bed/ 2 bath modern retreat with endless opportunities to unplug and forest bathe. A wall of windows overlooks serene woods and wetlands, and the screened porch welcomes a full three seasons of respite, situated to catch Summer breezes; with a fireplace to keep cozy in the Fall. Modern, bright, well-appointed, and stocked with games, Steepletop Lodge is a special place to reconnect with both nature and your loved ones! Following the stone path up to the front door, a spacious foyer welcomes you and seamlessly connects to the open-concept living area, with tall ceilings and flooded with natural light from a wall of windows showcasing the property’s wooded views. The living room features a woodburning stove and comfy seating, creating a cozy atmosphere within the open layout. Adjacent to the living room, find an enclosed porch with a fireplace, dining table and lounge area, perfect for enjoying nature in any weather. The kitchen is efficiently laid out and fully equipped, with an island and breakfast bar for easy meal prep and casual dining. A repurposed bowling lane serves as the dining table, inviting guests to gather for memorable meals. Three bedrooms and two baths occupy one side of the main floor. The primary bedroom offers a queen bed, a reading nook, and an ensuite bath with a walk-in shower. Large glass doors open directly onto your private deck. A second bedroom with a full bed and a twin trundle includes a convenient desk area. A full bathroom serves the bedrooms, featuring a bathtub/shower combo. A third bedroom, with twin beds, boasts a cozy reading area and charming decor. Downstairs, enjoy recreational and fitness options including a stationary bike, treadmill, ping pong table, and cozy seating area with a TV for relaxation. A fourth bedroom offers a queen bed with and convenient work space for remote work. Lastly, a laundry room completes the lower level of the home. Steepletop Lodge has been a beloved family gathering place for years, offering the perfect setting to create lasting memories with loved ones. There is a lockbox and a key inside the screened in porch. We will provide you the code during your check in process. Steepletop Lodge is approx. 2.5 hours from Boston and 3 hours from New York City. To enjoy the expansive beauty of the region, you’ll need a car to get here and get around--and the drive will be stunning! Since cell service can be inconsistent in the country, we recommend that you download the region’s online maps to your phone before your trip. We strongly advise using or renting a car that has all wheel or 4 wheel drive to access the property, especially in the colder months. *NOTE: The house does not have air conditioning; however, ceiling fans are installed in each bedroom, and additional portable fans are available throughout the home. *Please also note that two of the three first-floor bedrooms have curtains, while the third first-floor bedroom and the fourth (basement) bedroom do not have window coverings. License number: 1-454-619-424

Home 15 Mi to Berkshire East & Mount Snow!

Whitingham, VT, US
4 Bedrooms 10 Guests
Aug 23 - 25
$291 night

Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to Battleboro Located just north of the Berkshires, this 4-bedroom, 2.5-bath Whitingham vacation rental ensures easy access to all-season recreation! The hand-built home has plenty of rustic charm and all the modern amenities for a relaxing stay — the perfect place to unwind after a day of adventure. Enjoy summer fun on Lake Whitingham — just 6 miles away — or pack your skis for a day at Berkshire East or Mount Snow! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4 (Access Via Ladder): 2 twin bunk beds INDOOR LIVING - Smart TV - Wood-burning stove (wood provided) - Dining table OUTDOOR LIVING - Deck w/ dining table - Private yard - Fire pit - Wooded views KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee pot, blender, toaster oven, microwave - Cooking basics, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Central heating, ceiling fans - Washer & dryer, linens, towels - Complimentary toiletries, hangers - Jacuzzi tub (primary bathroom) - Keyless entry FAQ - No A/C - 1 exterior security camera (facing out) ACCESSIBILITY - 2 steps for entry - 3-story home, all bedrooms on 2nd & 3rd floors PARKING - Driveway (6 vehicles) -- THE LOCATION -- - 1 mile to Sadawga Lake - 6 miles to Lake Whitingham - 7 miles to Wilmington - 14 miles to Berkshire East & 16 miles to Mount Snow Resort - 25 miles to Brattleboro - 68 miles to Albany International Airport -- 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 ADDITIONAL INFORMATION - This 3-story home requires 2 steps for entry. Interior stairs are required to access the 2nd-floor bedrooms and bathrooms, and a ladder is required to access the 3rd-floor bedroom - The property has ceiling fans but does not offer air conditioning - Your safety matters. This property features 1 exterior security camera located on the garage facing outward toward the house. It does not look into any interior spaces. The camera records audio and video when motion is detected

Cozy chalet w/ woodstove, bbq, firepit, w/d, a/c, Chimney Hill Clubhouse access

Wilmington, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$154 night

Welcome to your charming retreat in Wilmington, VT! This delightful 3-bedroom, 1.5-bathroom chalet in Chimney Hill is the perfect getaway for families or friends seeking a cozy escape. With a German woodstove and firewood provided, you can enjoy warm evenings by the fire, while the partial air conditioning keeps you comfortable during the warmer months. The wraparound deck is ideal for outdoor dining, complete with a BBQ grill and a firepit for those memorable nights under the stars. Inside, the first floor features a welcoming open dining and living area, a well-equipped galley kitchen, and a convenient bedroom with a washer and dryer. Upstairs, you’ll find two additional bedrooms and a half bathroom, ensuring ample space for everyone. Enjoy movie nights with the DVD player or take advantage of the high-speed internet to stay connected. Chimney Hill offers fantastic amenities, including a clubhouse with both indoor and outdoor pools, a gym, and game room. Engage in friendly matches on the tennis and basketball courts, or explore the nearby VAST snowmobile trails and hiking paths. With skiing, shopping, dining, and beautiful lakes just a stone’s throw away, there’s something for everyone to enjoy year-round. Whether you’re here for winter sports or summer adventures, this chalet is your perfect home base. Book your stay today and experience the beauty and excitement of Wilmington, VT! Vermont Meals and Room Tax Number: MRT-11472019

Buskirk Vacation Rental w/ Deck & Putting Green!

Pittstown, NY, US
4 Bedrooms 8 Guests
Aug 22 - 24
$248 night

Escape the hustle and bustle of daily life and retreat to this 4-bedroom, 2-bath Buskirk vacation rental! This home features 6 Smart TVs, a fully equipped kitchen, and a spacious outdoor area with a bevy of amenities. Enjoy coffee and breakfast on the deck, then practice your stroke on the putting green! When you’re ready to tee off, take advantage of the on-site community golf course. Following your round, treat yourself to a wine tasting at Northern Cross Vineyard or Victory View Vineyard. -- THE PROPERTY -- Central A/C & Heating | In-Unit Laundry | Gas Grill | 9-Hole Community Golf Course Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Queen Beds INDOOR LIVING: 2 living areas, 6 Smart TVs, fireplace, dining table, ceiling fans OUTDOOR LIVING: Furnished deck, dining area, furnished patio, wood-burning fire pit, yard w/ horseshoes & putting green KITCHEN: Refrigerator, stove/oven, dishwasher, dishware/flatware, cooking basics, drip coffee maker, microwave, toaster oven, air fryer GENERAL: Free WiFi, linens/towels, iron/board, laundry detergent, trash bags, paper towels, hair dryers, complimentary toiletries FAQ: Access only by stairs, exterior security camera (facing out), homeowner’s restaurant on-site PARKING: Driveway (8 vehicles), RV/trailer parking on-site -- THE LOCATION -- NEARBY ATTRACTIONS: The Dutch Restaurant & Pub (on-site), Hathaway’s Twin Drive-In Theatre (7 miles), Brown's Brewing Company's Walloomsac Taproom and Brewery (8 miles), Downtown Hoosick Falls (9 miles), Bennington Battlefield State Historic Site (10 miles), Bennington Battle Monument (17 miles) OPT OUTSIDE: Green Mountain National Forest (18 miles), Lake Shaftsbury State Park (18 miles), Grafton Lakes State Park (18 miles), Saratoga National Historical Park (20 miles), Vischer Ferry Nature & Historic Preserve (27 miles) AGRITOURISM: Northern Cross Vineyard (7 miles), Victory View Vineyard (10 miles), Liberty Ridge Farm (11 miles), De Voe’s Rainbow Orchard (22 miles), The Saratoga Winery (31 miles) AIRPORT: Albany International Airport (30 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: This property requires stairs to access - NOTE: Your safety matters. This property features an exterior security camera located on the stairs leading up to the property facing toward the entry area. This camera does not look into any interior spaces. This camera records video continuously and will be on during your stay - NOTE: This property is located on the upper level of the homeowner’s on-site restaurant; the homeowner and customers may be present during your stay

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

West Wardsboro, VT, US
4 Bedrooms 8 Guests
Aug 31 - Sep 2
$196 night

Beautifully situated on the bank of Wardsboro Brook, this secluded, family-friendly home is a place to find ease, relaxation, and wonderful access to outdoor recreation in every season. Skiing at Mount Snow and Stratton Mountain, kayaking and paddleboarding at Grout Pond, and hiking on the Appalachian Trail - it’s all within a few minutes’ drive. Snowmobiling on the VAST Trail System is just up the hill. This peaceful, tree-lined home is nestled in the Green Mountain National Forest along Wardsboro Brook, allowing you to nap in the hammock or picnic at the water’s edge, and host family badminton or croquet tournaments in the yard. Ascending the wheelchair ramp or the unique flight of stairs brings you to the large, partially shaded deck – a place to barbecue, dine outdoors, and soak up the summer sun with a view of the surrounding woods. Inside, the home is spread out across multiple levels. The main living space features a great room with two sofas and a wood-burning fireplace, a fully appointed kitchen with two eat-in tables, and a door that leads outside to the deck. Cozy up to the fire with a blanket and a good book while supper is cooking. Ascending up half a flight of stairs is the sitting room – a great place to watch TV, log onto the WiFi and catch up on a bit of work, or set up a board game at night. The basement features a Ping-Pong table for hours of evening entertainment as well. There is a VAST SNOWMOBILE system in the neighborhood, Appalachian Trail 6.8 miles, and Manchester shops 27 miles. After a day spent hiking, skiing/snowmobiling, or kayaking (with two kayaks and life jackets provided), you’ll find three of the bedrooms on the main floor, including a primary suite with A/C, a private bathroom, and its own back deck. The fourth bedroom is upstairs offering its own bathroom, balcony, and A/C as well. Things to Know Full kitchen Two kayaks with life jackets Three AC units: one in the living room, one in the primary bedroom, and one in the upstairs bedroom Firewood is provided There is a generator available A staircase leads down to the river There are ceiling fans in each room There is a booster seat available There is a kids Playstation, a small frog pond, and croquet available. Vermont Meals and Room Tax Number: MRT-11472019

Woodland Views: Romantic Hudson Valley Hideaway

Earlton, NY, US
1 Bedrooms 2 Guests
Aug 24 - 26
$114 night

Scenic NY-81 Base | All-Season Fun | Shared Fire Pit & Grills Escape to Coxsackie, where river views and mountain adventures await. Spend your days exploring Hudson’s downtown area, hiking through the Catskill Mountains, or discovering local wineries and breweries nearby. After a day out, return to this Upper Hudson Valley vacation rental for a cozy night in — complete with fireside cuddles, a BBQ dinner, and s’mores under the stars. Treat yourselves to a stay in this storybook townhome! -- THE PROPERTY -- SHARED AMENITIES - Outdoor space - Gas grill & charcoal grill - Wood-burning fire pit (bring your own wood) - Coin-operated laundry (basement) MAIN FEATURES - Gas fireplace - Smart TV - Dining table KITCHEN  - Stove/oven, refrigerator - Microwave, toaster, Keurig (starter coffee provided) - Dishware/flatware ACCESSIBILITY - 2-story townhome, 3 steps to enter - Bedroom & full bathroom on 2nd floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Outdoor gateway between Hudson River & Catskill Mountains - 5 miles to Bronck Museum - 7 miles to Reed Street Historic District & Coxsackie Boat Launch - 11 miles to Sleepy Hollow Lake - 13 miles to Dutchman's Landing Park - 15 miles to Olana State Historic Site -- 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 - Please observe quiet hours from 8:00 PM to 8:00 AM on weekdays, and 11:00 PM to 8:00 AM on weekends - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story townhome requires 3 steps to enter; the bedroom and full bathroom are located on the 2nd floor - There are other long-term tenants on-site, and they may be present during your stay. The coin-operated laundry in the basement and the outdoor spaces are shared - Your safety matters. This property features 5 exterior security cameras: 1 camera is located in the shared laundry room, 1 camera is on a tree in front of the property, and 2 cameras are on each side of the building facing out. The cameras are outward facing and do not look into interior spaces. The camera records video when activated by motion

Idyllic lodge on 16-acres with fire pit & amazing views of Mt Snow- near skiing

Wilmington, VT, US
4 Bedrooms 8 Guests
Aug 24 - 26
$185 night

This idyllic, lodge-style Wilmington retreat, located on a picturesque 16-acre lot, boasts every comfort of home and breathtaking scenery sure to inspire an unforgettable visit. Delight in plenty of family-friendly fun just outside your door with this property’s easy backyard sledding and snow tubing during the winter months. In addition to Mount Snow, you’ll also find Timber Creek Cross-Country Ski (13 miles) and Berkshire East Mountain Resort (20 miles) offer top-tier skiing and snowboarding. Easy access to the wonderful restaurants and shops of downtown Wilmington. During summer, you’ll have convenient access to hiking and the Harriman Reservoir beach which is a few blocks away, then you can come back and unwind on the spacious patio and the Adirondack chairs, have a barbecue, and revel in the magnificent views of Mount Snow. Inside you’ll feel right at home in the open-concept, cozy living area featuring a breathtaking fireplace, high ceilings, plush furniture, wall-to-wall windows, and elegant cabin decor. Snuggle up with some cocoa by the fire as the snow falls, or break out the board games in the loft. A well-appointed kitchen hosts stainless steel appliances, beautiful wooden cabinetry, and counter seating for effortless home-cooked meals. After a fun day on the mountain, take a rejuvenating bath in the large soaking tub to soothe any sore muscles and kick back on the patio with a glass of wine. Or gather around the firepit for s’mores under the stars! The calm surroundings and gorgeous sunset offer a perfect ending to another magical day of your Vermont getaway. Things to Know 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. Complimentary snow sleds are in the red shed. Please return after use. Please refrain from using the regular fireplace and only utilize the wood-burning stove. Guests are not permitted to access the garage. Vermont Meals and Room Tax Number: MRT-11472019

Historic Huntington Home - Walk to Westfield River

Huntington, MA, US
3 Bedrooms 6 Guests
Aug 22 - 24
$271 night

Experience historic charm and colonial beauty when you cross the threshold into this 3-bedroom, 2-bath Huntington vacation rental. This house, built in 1789, still boasts many of the original furnishings, providing a memorable New England retreat that you won't find elsewhere! Enjoy modern amenities, too, including air conditioning, plush beds, and a DVD player with a large movie collection! You will be right across from a swimming hole, surrounded by forests, and near the Appalachian Trail! -- THE PROPERTY -- MassTaxConnect ID #: C0295701430 | 3,000 Sq Ft | Free WiFi Leave it to Massachusetts to provide the most charming historic home, the perfect spot for families or friend groups looking for an antique feel combined with easy access to nature. Bedroom 1 (Chester Room): Queen Bed | Bedroom 2 (Skyline Road): Full Bed | Bedroom 3 (Back Room): 2 Twin Beds | Living Room: Sleeper Sofa OUTDOOR LIVING: Large backyard, wooded views, river access MODERN AMENITIES: TV, DVD player, books, ceiling fans, 6-person dining table HISTORIC TOUCHES: Original wood flooring, wood-burning fireplaces, antique furniture, clawfoot tub KITCHEN: Fully equipped, tea kettle, toaster, toaster oven, Keurig coffee maker, dishware/flatware GENERAL: Washer & dryer, linens, towels, beach towels, hair dryer, A/C in all bedrooms FAQ: Stairs required for access PARKING: Driveway (5 vehicles) -- THE LOCATION -- EXPLORE NATURE: Sanderson Brook Waterfall (2.8 miles), Goldmine Brook Falls (3.0 miles), C.M. Gardner State Park (4.6 miles), Chester Becket Railroad Trailhead (5.8 miles), Huntington State Forest (7.4 miles), Becket Quarry (9.3 miles), Appalachian Trail (17.1 miles), Otis Ridge (18.2 miles), October Mountain State Forest (23.6 miles) LOCAL FARE: Comfort Kitchen & Bar (2.0 miles), The Rapids Bar & Grill (5.1 miles), Chester Common Table (5.6 miles), Russell Inn (5.7 miles), Red Lion Inn (26.4 miles) MUSIC: The Iron Horse Music Hall (17.8 miles), Pearl Street - Northampton (18.0 miles), Tanglewood - Lenox (27.3 miles) AIRPORT: Bradley International Airport (31.8 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 requires stairs and may be difficult for guests with limited mobility Licence number: C0295701430;C0295701430

Close to Copake Lake! 4-Season Escape w/ Sauna

Copake, NY, US
4 Bedrooms 9 Guests
Aug 22 - 24
$625 night

Nestled at the end of a serene private road, our cozy four-bedroom home offers the perfect retreat to relax, recharge, and reconnect with nature. Whether you're dreaming of peaceful seclusion or thrilling outdoor adventures, this hidden haven has it all! You'll love warming up in the sauna after a day of outdoor adventure. -- THE PROPERTY -- Inside, you'll find a warm and inviting space, thoughtfully designed for comfort. Cozy up by the crackling wood-burning fireplace on chilly evenings or stay cool with central air during the warmer months. The chef's kitchen, complete with modern appliances, is ready to inspire unforgettable meals and memories. For the little ones, a dedicated kids‚ area with toys and games ensures hours of fun and entertainment, making this home perfect for family stays. Don't forget your furry family members‚ our home is dog-friendly, so your four-legged companions are welcome to join the adventure! Outside, gather around the cozy fire pit, complete with comfy Adirondack chairs and a peaceful view that's perfect for stargazing. For a little extra excitement, challenge your group to a lively game of Ping-Pong in the basement, fire up the gas grill for an alfresco feast, or simply unwind amidst the serene surroundings. With a streaming-ready TV, your own washer/dryer, and a guest-accessible garage, everything is designed to make your stay seamless and stress-free. Whether you're seeking romance, adventure, or cherished moments with loved ones, this forest hideaway promises an enchanting escape and memories to last a lifetime! -- THE LOCATION -- Step outside and explore hiking trails, pristine lakes, and the majestic Berkshire Mountains, all just minutes away. Winter sports lovers will delight in being only a 12-minute drive from Catamount Ski Resort, while Bash Bish Falls is also just 12 minutes away. For more outdoor fun, Lake Taghkanic State Park is a scenic 25-minute drive. Families will adore the private playground, just a 5-minute walk through a dreamy pine forest. -- 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/ $200 fee (+ fees & taxes) max 2 pets of no more than 50 lbs each - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

Spacious Wilmington Cabin: Walk to Lake

Wilmington, VT, US
4 Bedrooms 8 Guests
Aug 23 - 25
$639 night

Treat the family to an idyllic Vermont getaway at this stunning cabin in Wilmington. No matter the season, this 4-bedroom, 3-bathroom vacation rental makes the ideal base for maximizing your time outdoors. Spend lazy summer days relaxing beside the private community lake, take in colorful views in autumn, and ski powdery runs at Mount Snow in the winter. To put the cherry on top of a perfect day, spend the evening sipping hot chocolate around the fire — either in the backyard or inside! -- THE PROPERTY -- MRT-11153470-001 | Private Community Beach | Pet Friendly w/ Fee | 11 Mi to Mt Snow Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Bunk Beds | Bedroom 3: King Bed | Bedroom 4: Queen Bed COMMUNITY AMENITIES: Lake access & beach (short walk), tennis court, basketball court, lakeside pavilion, gazebo w/ fire pit, boat house w/ 1 kayak (3-person kayak)OUTDOOR LIVING: Private deck, outdoor dining table w/ umbrella, gas grill (propane provided), large grassy yard, fire pit w/ outdoor seating, covered porch w/ seatingINDOOR LIVING: Smart TVs, stone fireplace, group-friendly dining table, rustic cabin decor, 2 living rooms, built-in pizza oven, floor-to-ceiling windows, ceiling fansKITCHEN: Cooking basics, Keurig & drip coffee makers, dishwasher, stove/oven, refrigerator, microwave, slow cooker, spices, water filter, rice cooker, dishware & flatwareGENERAL: Free WiFi, complimentary toiletries, linens & towels, washer & dryer, radiant/baseboard heating, 2 portable fans, hair dryer, laundry detergent, iron/board, trash bags & paper towelsFAQ: Pet fee (paid pre-trip), 4 exterior security cameras (facing out), quiet hours (9:00 PM-7:00 AM), no A/C, 4WD recommended in winterACCESSIBILITY: Step-free entry via back door, 3-story home, bedroom/bathroom on main floor PARKING: Driveway (6 vehicles) -- THE LOCATION -- ATTRACTIONS: Wilmington Village Historic District (2 miles), The Oxbow Loop (4 miles), Lookout (7 miles), Green Mountain Adventure Challenge (8 miles), Dover Town Park (9 miles), Brattleboro Museum & Art Center (18 miles)SKIING: Mount Snow Resort (11 miles), Jiminy Peak Mountain Resort (46 miles), Bousquet Mountain Ski Area (51 miles), Butternut Ski Area and Tubing Center (68 miles), Pats Peak Ski Area (72 miles)HIKING: Mt. Olga Trailhead (2 miles), Molly Stark State Park (2 miles), Hogback Mountain Conservation Area (3 miles), Mount Haystack Trail (7 miles), Hoosac Range Reserve (30 miles)AIRPORT: Albany International Airport (63 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/ $90 fee (+ fees & taxes, max 2 pets)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in- NOTE: Please observe quiet hours from 9:00 PM to 7:00 AM- NOTE: This property is heated and offers 2 portable fans, but it does not offer air conditioning- NOTE: Your safety matters. This property features 4 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. The cameras are mounted on the highest level on each side of the home under the roof. They face outward overlooking the property and the surrounding area. The cameras actively record video and audio when motion is detected and will be turned on during your stay- NOTE: This 3-story home offers step-free entry via the back door; however, guests must go through the grass in the backyard. A bedroom and bathroom are located on the main floor- NOTE: The house sits on top of a hill. There is snow removal in the winter, but four-wheel drive or all-wheel drive is recommended in the winter to access the property Licence number: 2024-194

Relaxing Mountain Refuge: 4 Miles to Mt Snow!

Dover, VT, US
3 Bedrooms 7 Guests
Aug 23 - 25
$211 night

Outdoor enthusiasts in search of 4-season fun will love this Dover getaway! This 3-bedroom, 2-bath vacation rental townhome is ready for your favorite mountain excursions with Mount Snow just minutes away so you can be the first one on the slopes. Harriman Reservoir is down the road and offers 28 miles of shoreline for jet skiing and boat rentals. After a day of high-altitude adventures, return to 'Snowy Pines,' which features a full kitchen, contemporary décor, and a wood-burning fireplace! -- THE PROPERTY -- MRT-11153470-001 | Private Balcony | Mudroom w/ Gear Storage | Smart TVs Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3 (Loft): Twin Bed, Sleeper Sofa INDOOR LIVING: Dining table, board games, wood-burning fireplace, ceiling fans, wood paneling, vaulted ceilings KITCHEN: Dishwasher, refrigerator, stove/oven, microwave, drip coffee maker, toaster, blender, hot water kettle, cooking basics, dishware & flatware, trash bags & paper towels GENERAL: Free WiFi, complimentary toiletries, hair dryer, towels & linens, electric heating, washer & dryer FAQ: Stairs required to access, no A/C, 1 external security camera (facing out) PARKING: Free street parking -- THE LOCATION -- WINTER SPORTS: Timber Creek Cross Country Ski (4 miles), Mount Snow Resort (4 miles), Prospect Mountain Ski Area (19 miles), Stratton Mountain (20 miles), Bromley Mountain Ski Resort (28 miles) SUMMER FUN: Harriman Reservoir (8 miles) Green Mountain National Forest (13 miles), ziplining, swimming, fishing, jet-skiing, boat rentals, hiking THINGS TO DO: Snow Republic Brewery (0.5 miles), Mount Snow Golf Club (2 miles), Downtown Wilmington (6 miles) AIRPORT: Albany International Airport (67 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: The property is not equipped with air conditioning - NOTE: Your safety matters. This property features 1 exterior security camera on the front door facing the front entry. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion

Walk to Athens Riverfront Park! Modern-Retro Apt

Athens, NY, US
2 Bedrooms 4 Guests
Aug 22 - 24
$255 night

Overlooking Hudson River | National Historic Building | 0.4 Mi to Athens Boat Launch Stunning Catskill Mountain scenery and quaint small-town charm set the stage for a romantic getaway at this pet-friendly vacation rental in Upstate New York. Boasting gorgeous tin ceilings, exposed brick details, and immaculate style in a 2-bedroom, 1-bath interior, the 'Norman Cooper House' is perfect for couples and small groups seeking riverfront fun. Launch your next kayaking excursion and book today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed INDOOR LIVING - Smart TV - Electric fireplace - Dining table - Step-in shower - 1,800 sq ft KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig, tea kettle, microwave, blender, toaster - Cooking essentials, dishware & flatware GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, iron & board, hangers - Keyless entry FAQ - 1 Ring exterior security camera (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story apartment - Step-free entry PARKING - Designated parking spots (2 vehicles) -- THE LOCATION -- - Historic, convenient location walking distance to restaurants & shops in the heart of the village - 0.7 miles to Hudson Ferry service: access to downtown attractions in Hudson - 12 miles to Greenport Conservation Area - 5 miles to Catskill - 7 miles to Greens Lake Park - 17 miles to Kaaterskill Wild Forest - 31 miles to Albany - 39 miles to Albany International Airport -- 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 (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story apartment offers step-free access - Your safety matters. This property features 1 Ring exterior security camera the overhang of the deck facing the front door. The camera is outward facing and does not look into any interior spaces. The camera records video and sound when motion is detected by the device. It will record when it first senses motion and 30 seconds after the last motion is detected

The Nightingale | Historic Catskills Retreat • Lake Views + Near Hudson | Sleeps 18

Earlton, NY, US
9 Bedrooms 18 Guests
Aug 22 - 24
$810 night

There’s a particular kind of place that feels like it has always existed — not built so much as accumulated, layer by layer, over decades of living. The Nightingale is that kind of place. A sprawling 110-year-old landmark in the lush hills of Greene County, this nearly 6,000-square-foot home has been given new life without losing an ounce of its soul. Nine bedrooms, three floors, and enough space for up to 18 guests to spread out, settle in, and genuinely exhale. The bones of this building carry history in every detail — the original wide-plank hardwood floors, the tall grid-pane windows, the cast-iron radiators that tick and hum through winter nights, the grand staircase climbing from floor to floor. No two rooms are the same. Each of the nine bedrooms has its own distinct color palette and antique furnishings, dressed in down bedding, and designed with the kind of quiet care that makes a room feel like it was assembled just for you. Whether you’re on the ground floor tucked away in your own quiet corner, or up on the second floor where eight more rooms fan out across the hall, there’s a sense of intimacy that a place this size rarely manages to hold onto. The heart of the ground floor is the formal living room — once the home’s original dance hall and speakeasy space — where a grand piano still anchors the room. It’s the kind of space that makes you want to light something, pour something, and let the evening unfold. Adjacent, the chef’s kitchen is equipped for a group that actually wants to cook together: a commercial-grade range, a marble island that seats four, a farmhouse sink, French door refrigerator, and a dining table that comfortably seats eight or more. The formal dining room — crystal chandelier, antique table — handles the full group when the occasion calls for it. A distributed speaker system runs through the kitchen, living room, and up to the third floor, so the soundtrack follows you. Up in the third-floor loft, the mood shifts. Exposed dark wood beams, botanical wallpaper, leather sofas, LED ambient lighting, a large TV wall, and a game table create a lounge that feels equal parts sophisticated and genuinely fun. It’s the kind of room where the night extends longer than anyone planned. Outside, the property moves through several personalities. The wrap-around covered front porch — hung with Tiffany-style lanterns and framed by red double doors — is theatrical in the best way. A side porch looks out toward Dots Lake through the trees, quiet and unhurried. The large back deck has a teak dining set for eight, perfectly positioned for long meals outdoors. A separate guest cottage with a screened sunroom porch and its own outdoor dining area extends your gathering space even further, with a BBQ area right alongside it. The setting itself is reason enough. Earlton sits in what’s known as the Irish Catskills, named for the lush green hills and pastoral landscape that once reminded Irish settlers of home. The property is tucked into that same foliage-draped countryside — private, secluded, and quietly romantic. Dots Lake glimmers just across the road. Beyond the immediate grounds, Greene County opens up into one of New York’s most rewarding stretches of terrain. Just two hours north of New York City, the region offers everything from mountain hikes and fire tower climbs to craft beer trails and waterfall excursions. Kaaterskill Falls — one of the highest waterfalls in New York, made up of two cascades totaling 260 feet — is well within reach, as are the trails and skyrides at Hunter and Windham Mountains. The city of Hudson, about 20 minutes away, has become one of the most compelling small cities in the Northeast: Warren Street is lined with farm-to-table restaurants and independent boutiques, and the broader city draws a laid-back creative crowd of artists, antique hunters, hikers, and nature lovers. Just south of Hudson lies Olana, the 250-acre Persian-inspired mansion and studio of Hudson River School painter Frederic Edwin Church, a designated National Historic Landmark that’s worth an afternoon on its own. Closer to home, Honey Hollow Brewing Co. grows its own hops and invites visitors to hang out on their farm — beer, music, artisanal goods, and a genuinely good afternoon. The Nightingale isn’t a rental that tries to be everything. It already is something — something specific and rare. A building with a past, a property with presence, and more than enough room for everyone you want to bring along. AvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we’re at your service! It’s no wonder city dwellers flock to upstate New York’s Hudson Valley for a break from the daily grind. Its rural beauty and colorful foliage is a beautiful change of scenery. After all, it was here that inspired an entire artistic movement of Romantic painters to capture the area’s rolling hills and pastoral setting. View the landscapes in person by hiking the Catskill Mountains, and then head to the farm to pick seasonal produce. Think apple picking in the fall and strawberries in the summer! Local Attractions: Athens Riverfront Park, Hudson-Athens Lighthouse, Kaaterskill Falls, Olana State Historic Site, Greene County Historical Society, Catskill Animal Sanctuary, Hudson Brewing Company, Dutchman’s Landing Park Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay’s approval, there is a fine of $500 per pet. - This home is full of the character that only 110+ years can create — original hardwood floors, soaring ceilings, grid-pane windows, and cast-iron radiators that are as much a part of the aesthetic as the antiques. - The property draws from a well, so tap water has a natural iron content. It’s perfectly safe, but bottled water is provided as a drinking alternative. - Every bedroom has its own mini-split unit for independent climate control, complemented by the home’s original radiator heating system. Parking Details: - Parking is available for 10+ vehicles. --- The room configuration is as follows: Bedroom 1 / Queen bed Bedroom 2 / Queen bed Bedroom 3 / Queen bed Bedroom 4 / Queen bed Bedroom 5 / Queen bed Bedroom 6 / King bed Bedroom 7 / King bed Bedroom 8 / Queen bed Bedroom 9 / Full bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: 26-0144

Chic Dover Home w/ Hot Tub: 1 Mi to Golf!

Dover, VT, US
4 Bedrooms 14 Guests
Aug 24 - 27
$395 night

Plan an epic alpine getaway and book a stay at this 4-bedroom, 3.5-bathroom vacation rental in West Dover! With tastefully furnished living spaces, a fully equipped kitchen, hot tub, and a game room, this abode makes the perfect home base for your stay. Take advantage of the four seasons of recreation and spend your days biking the trails at the Mount Snow Grand Summit Resort, hiking through the Green Mountain National Forest, or teeing off at the Mount Snow Golf Club. -- THE PROPERTY -- MRT-11153470-001 | 2,856 Sq Ft | Game Room | Keyless Entry Enjoy mountain life effortlessly thanks to this family-friendly home, just moments from the base of ski resorts, hiking trails, breweries, and so much more! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed | Bedroom 4: Queen Bed, Twin Bed | 1st Floor Living Room: 2 Twin Bunk Beds, Twin Trundle Bed | Additional Sleeping: 2 Twin Air Mattresses OUTDOOR LIVING: Gas grill, deck, spacious yard, hot tub KITCHEN: Stainless steel appliances, cooking basics, 2 coffee makers, espresso maker, toaster, Ninja Foodi blender, island w/ seating, dishware & flatware INDOOR LIVING: 2 flat-screen TVs, 10-person & 4-person dining tables, gas fireplace, pool table, air hockey table, darts, board games, 2 living rooms, wood-burning stove GENERAL: Free WiFi, washer & dryer, towels & linens, hair dryer, propane heating system, window A/C units (seasonal), complimentary toiletries FAQ: 4 exterior security cameras (at each entrance of home, facing out), stairs required to access, quiet hours (beginning at 10:00 PM) PARKING: Driveway (4 vehicles), garage (1 vehicle) -- THE LOCATION -- SKI RESORTS: Timber Creek Cross Country Skiing (3.7 miles), Mount Snow Grand Summit Resort (3.8 miles), Stratton Mountain Resort (17.4 miles), Prospect Mountain Ski Area (19.8 miles), Bromley Mountain Ski Resort (27.8 miles), Okemo Mountain Resort (48.2 miles), Jiminy Peak Mountain Resort (49.2 miles) SUMMER ACTIVITIES: Valley Trial Head (walking distance), Mount Snow Golf Club (0.7 miles), Hogback Mountain Conservation Area (9.7 miles), Molly Stark State Park (10.0 miles), Green Mountain National Forest (12.9 miles), Woodford State Park (16.5 miles), Harriman Reservoir (17.4 miles), Lye Brook Falls (32.3 miles) ,Mount Equinox Skyline Drive (40.0 miles) ATTRACTIONS: VAST trails (2.0 miles), Mind Lock Escape Room (0.8 miles), Bennington Battle Monument (28.4 miles), MASS MoCA (30.4 miles), Bridge of Flowers (31.8 miles), Hildene- The Lincoln Family Home (35.4 miles), Magic Wings Butterfly Conservatory (41.1 miles) AIRPORT: Albany International Airport (67.3 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: Your safety matters. This property features 4 exterior security cameras, located at each entrance of the home, all facing out. They do not look into any interior spaces - NOTE: This property requires stairs to access and may be difficult for guests with limited mobility - NOTE: Quiet hours begin at 10:00 PM in the neighborhood as per Home Owners Association bylaws

Milan Hill A-Frame - Charming & Stylish near Rhinebeck

Red Hook, NY, US
4 Bedrooms 8 Guests
Aug 30 - Sep 2
$964 night

Milan Hill A-Frame is a charming A-Frame style home in the heart of the Hudson Valley, 10 minutes from Rhinebeck and Red Hook, and just 2 hours from NYC. Set on a 6+ private acres, with tree top views , the house has 4 bedrooms and 2 full baths. Amenities include a heated saltwater pool, a fireplace, firepit & access to the best hiking and dining in the region! The whole family will enjoy the many stylish spaces to relax, indoor and out, and the ease to explore great local businesses nearby The anticipation mounts as one cruises the country roads heading for Milan Hill. Well-maintained old farmhouses and pastoral vistas line the route until turning up the long private driveway where the muted red house eventually comes into view. It’s not immediately evident that the house is an A Frame. The tall gabled section has a perpendicular addition that accommodates a gracious foyer, as well as the master suite, which features king bed and a modern glass-enclosed shower. Moving down the hall two guest bedrooms, one on either side of the hallway, include comfy queen beds, and they share the second full bathroom, which has also been renovated with modern fixtures, and includes a tub/shower. Then into the heart of the house where the A Frame style, with its soaring ceiling, becomes evident. The open plan space is flooded with natural light emanating from the west-facing wall of windows at the far end. Whitewashed with a light pickled wood floor, the ambience is bright and airy, while the contemporary Scandinavian style with personal flourishes makes the house feel like a home. The fireplace is a focal point, with built-in wood storage adding a rustic vibe to the otherwise almost beachy space. Cozy up on the sectional before a roaring fire and dive into movies or shows on numerous streaming services, or just powwow with your crew. There are lots of books, board games and puzzles for all ages. This is Lounge Central. Then there are those for whom time off means the luxury of preparing a feast. And this kitchen is wonderfully appointed and efficiently laid out, with loads of counter space, storage and culinary accoutrements. And best thing, it’s open to the living room, so the cook can remain part of the conversation. A wonderful long farmhouse table is the ideal final component in any good Upstate getaway, and this one fits the bill. Now there is nothing that says that adults won’t adore the twin bedroom upstairs, with its own TV and play space, but our younger guests will SO appreciate being separate from the adults in their own part of the house. There is a sprawling deck outside the living room and it looks out of a wide swath of level lawn with a newly installed 14-ft heated saltwater pool. Lounges, a barbecue and dining table make this a go-to spot in warmer months. Off near the edge of the woods a swing hangs from a great maple, and a firepit ringed with seating is where everyone loves to gather under the stars for stories, laughs and memories. Milan Hill is centrally-located to a number of fun towns. It’s an easy 13 minutes into buzzing Red Hook and to Rhinebeck, is 35 minutes from skiing at Catamount and is handy to Germantown and Tivoli. Milan Hill A-Frame is just over two hours from New York City, and you’ll definitely want a car to get there and to explore around the area. For winter visits, we strongly recommend a four wheel drive vehicle. Some roads are difficult to access in inclement weather, and the driveway is long and uphill. Metro-North Train to Poughkeepsie (30 mins) or Amtrak to Rhinecliff (15 mins) are also accessible. STR License No. H21-004 *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. * The pool is heated up to 75 degrees, complimentary. If you desire additional heating, there is a fee, please inquire for more information. There is a minimum of 2 nights charge for pool heating and the cost ranges from $200-$300 total for pool heating. **Dogs are welcome at the property (with an additional per-pet fee). Sorry, cats are not permitted. License number: H21-004

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