Large group vacation rentals in Londonderry, VT

Explore 150 large group vacation rentals, homes, and villas in Londonderry, 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 $79 per night and homes offering up to 8 bedrooms and 5 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.

150 Great for Groups in Londonderry

Award-Winning Log Cabin, Top 5 in New England!

Londonderry, VT, US
2 Bedrooms 4 Guests
Aug 24 - 26
$230 night

Your summer adventures begin at ‘West River Lodge,’ a cozy 2-bedroom, 1-bath vacation rental log cabin in the Southern Vermont woods. With 3.5 acres of private woodlands and a great location minutes from many summer activities (Vermont Summer Festival, hiking, fishing, biking) and the town of Londonderry, this cabin is the perfect home base for a summer getaway! In the winter, visit for fantastic skiing and snowboarding at nearby resorts like Stratton Mountain, Bromley Mountain, and more. -- THE PROPERTY -- MRT-11153470-001 | Free WiFi | Pets Welcome | Back Deck | Fire Pit Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds OUTDOOR LIVING: 3.5 acres, peaceful surroundings, gas grill, fire pit (seasonal) INDOOR LIVING: Flat-screen TV with Netflix, wood fireplace, dining table, handicap accessible design KITCHEN: Fully equipped, Keurig coffeemaker, tea kettle, pots and pans, catering service available upon request (paid separately) GENERAL: 1,036 Sq Ft, washer/dryer, linens/towels, hairdryer, cellphone service FAQ: Fire pit available seasonally, 1 step to enter, no A/C, pet fee (paid pre-trip) PARKING: Driveway (4 vehicles) -- THE LOCATION -- SUMMER ACTIVITIES: Wanderlust Yoga Festival (11.8 miles, June 20-23), Bromley Mountain-Adventure Park (7.2 miles), Lowell Lake State Park (4.3 miles), Gale Meadows Pond (7.3 miles), West River Trail (8.9 miles), Ball Mountain Lake (11.7 miles), Jamaica State Park (11.9 miles), Hamilton Falls (13.3 miles), Prospect Rock Trail (13.8 miles), Lye Brook Falls Trail (14.8 miles), Manchester Riverwalk (15.0 miles), Orvis Fly Fishing School (15.9 miles), Bourn Pond (24.7 miles) SKI RESORTS/WINTER ADVENTURES: Stratton Mountain (11.8 miles), Bromley Mountain (7.2 miles), Okemo Mountain (17.2 miles), Magic Mountain (3.7 miles), Viking Nordic Center (2.2 miles) DINING/SHOPPING: Londonderry (0.9 miles), Manchester (16.5 miles), Dorset (19.5 miles), Townshend (19.8 miles), Somerset (46.5 miles) AIRPORT: Albany International Airport (75.1 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 - Pet friendly with $25 fee (+ fees & taxes, 2 pets max) - No parties, events or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This property requires 1 step to enter - Catering available by a third-party vendor upon request. This includes options for a catered breakfast, lunch, or special dinner with costs paid directly to the catering service. Please reach out if you would like to be connected to the caterer - While there is no air conditioning, fans are provided at the property - This property was recently named one of the top 5 'Coziest Cabins in New England'

Tranquil house w/ pond, 3-hole golf course, sandy beach, bbq, firepit, & trails

Londonderry, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$216 night

Escape to this stunning two-story house nestled on 40 acres in Londonderry, VT, where adventure and relaxation await. With three spacious bedrooms and 2.5 bathrooms, this home is perfect for families or groups seeking a memorable getaway. Step outside onto the expansive deck with your morning coffee and soak in the serene views of your private pond, complete with a sandy beach for summer water activities. The property also features a private 3-hole golf course, making it an ideal retreat for golf enthusiasts. Enjoy the great outdoors with marked and groomed trails right on the property, perfect for hiking, snowshoeing, or sledding down the hill in winter. The West River Trail, a scenic 36-mile all-season trail, is less than a mile away, offering opportunities for biking, walking, and cross-country skiing. After a day of adventure, gather around the firepit for cozy evenings under the stars. Inside, the well-equipped kitchen and dining area provide all the comforts of home, while the gas fireplace adds warmth and ambiance. With amenities like a washer/dryer, partial air conditioning, and free WiFi, your stay will be both comfortable and convenient. Two of the bedrooms are located on the first floor, offering easy access to the enclosed outdoor shower. Whether you’re looking to explore nearby attractions like Magic Mountain, Viking Nordic Center, or Lowell Lake State Park, or simply unwind in the tranquility of your own private oasis, this Londonderry home is the perfect destination for your next vacation. Book your stay today and create lasting memories in this beautiful Vermont retreat! Town of Londonderry STR License # is 26-01-163 Vermont Meals and Room Tax Number: MRT-11472019

Tree-lined lodge with deck, fireplaces, porch, game room, & fast WiFi

Peru, VT, US
3 Bedrooms 8 Guests
Sep 14 - 16
$340 night

With Vermont’s year-round wonders readily available in every direction, this lofty lodge in Peru provides you with the space you want and need to relax. At this quiet, tree-lined home, you’ll have a private deck, a screened porch, and a fun-filled, renovated game room to fill your vacation days. The interior encompasses three spacious levels, with the main living area on the middle floor. It’s an airy space with natural wood and brick, offering towering ceilings, exposed crossbeams, and an impressive wood-burning fireplace with a floor-to-ceiling hearth. Kick back on the sectional and watch shows on the 50-inch smart TV with a soundbar and Sonos speakers. Enjoy stainless steel appliances in the well-appointed kitchen. Perch at the breakfast bar, with a wet bar at one end, then gather for memorable meals at the dining room table. Just beyond the living room is a screened porch with another table for meals or board games and an open deck overlooking the yard. Run around with your kids outside, or head downstairs to the renovated game room to watch a Netflix movie, build a fire, or play foosball and air hockey. At night, as the day’s clothes spin in the washer/dryer, you’ll find beds on each of the three floors. There’s a primary bedroom suite on the main level, two bedrooms downstairs, and a great sleeping space beneath the rafters upstairs. Nest thermostats and high-speed WiFi add convenience during your stay. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. Streaming services are available with guests’ own account(s). This vacation rental is not equipped with air-conditioning. 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.

500 acre historic property w/private fishing lake, skiing + all-season fun

Londonderry, VT, US
8 Bedrooms 15 Guests
Aug 21 - 23
$926 night

Your group will have the best vacation ever at this spacious, eight-bedroom, four-bathroom home nestled on 500 private acres in the majestic Green Mountains of Vermont. A leisurely walk from the house reveals the property’s private 22-acre lake. As the heart of the estate, the freshwater-spring-fed lake provides a picturesque scene all to yourselves. Yes, this lake is exclusively yours - no one else but your party will be allowed on it or near it while you’re there. There are even two canoes and an assortment of life jackets in the boathouse for your use. And cold-weather guests can ski and hang out while sipping hot cocoa next to the toasty fireplace during the winter months. This is the perfect vacation home for large groups. There’s no need to worry about the neighbors because there are none. You’ll also have plenty of parking for several vehicles. Not only does the lake feature fantastic swimming, canoeing, and fishing, but there’s also a lakeside firepit and a 40-foot deck built over the lake with plenty of tables, chairs, and umbrellas. Bringing the kids? There’s a swimming area marked off for them and a sandbox to keep them busy. Upstairs, you’ll find a spacious play/game room, which is also a huge hit with all ages. One side of the room is for kids 10 and under, stocked with games, crafts, puzzles, and toys; the other side features a full-size pool table and a Ping-Pong table. The kitchen has a Vulcan restaurant cooking stove with six gas burners, double ovens, and a big griddle top! If you don’t feel like cooking inside, we offer a large gas grill on the deck as well. What’s nearby: Besides the incredible forest and lake, you’re less than 10 minutes from the Magic Mountain Ski Area, which features a 1,500-foot vertical drop and a trail over a mile and a half long for cruising. For year-round activities, head up to Okemo Mountain Resort, where you can ski in the winter, cruise on the timber coaster, work out at the fitness center, and even get in some golfing. Think outside the box and take a day trip to Orvis to learn fly fishing or try Mountain View Ranch for horseback riding - both are just about 30 miles away. Manchester is a big hit with everyone, with great restaurants, outlet shopping, and parks within a 15-20-minute drive. Things to know: Free WiFi A 4x4 is recommended in winter Two cribs, a high chair, Pack ’n Play, and a baby gate are provided *Please, no pets and no smoking on the property Town of Londonderry STR License # 26-06-167 Vermont Meals and Room Tax Number: MRT-11472019

Cozy Ski-In/Ski-Out Condo on Magic Mountain

Londonderry, VT, US
2 Bedrooms 8 Guests
Aug 21 - 23
$273 night

Dig out your skis and leave no hat nor mitten behind as you embark on the ultimate wintry getaway at this Londonderry vacation rental! You and the crew will enjoy your stay on the slopes of Magic Mountain Ski Area in this 2-bedroom, 2-bathroom condo with everything you need to feel at home. Whip up energy-packed breakfasts in the kitchen and brew fresh coffee before a full day of carving up fresh snow. You'll be booking your next stay before the snow melts off your skis! -- THE PROPERTY -- STR License ID: 26-27-189 | MRT-11153470-001 | Walk to Chair Lift & Tavern | Mountain Views | Seasonal Amenities Bedroom 1: Queen Bed | Bedroom 2: 2 Full Beds COMMUNITY AMENITIES: Fitness center, lounge, game room, coin laundry INDOOR LIVING: 2 flat-screen TVs, sitting couch, 2 sitting chairs, dining table, high chair OUTDOOR LIVING: Ski-in/ski-out, mountain views KITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware, cooking basics, toaster, spices, Keurig coffee maker GENERAL: Free WiFi, linens & towels, complimentary toiletries, hair dryers, hangers, trash bags, paper towels FAQ: Stairs required for some entryways, lower-level unit, no A/C, exterior security camera (1, facing out) PARKING: Community lot (2 vehicles) -- THE LOCATION -- EATERIES: Black Line Tavern (0.2 miles), The Red Slate Restaurant (0.3 miles), Revival Kitchen (2 miles), Maple Leaf Diner (3 miles), Jake’s Restaurant and Tavern (4 miles), SoLo Fam & Table (4 miles) GREAT OUTDOORS: Lowell Lake State Park (2 miles), Viking Nordic Center (3 miles), Green Mountain National Forest (5 miles), Bromley Mountain Ski Resort (10 miles), Stratton Mountain Resort (14 miles) RUTLAND(~35 miles): Rutland Bowlerama, Wonderfeet Kid’s Museum, Chaffee Art Center AIRPORT: Rutland Southern Vermont Regional Airport (29 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 for some entryways. The condo is a lower-level unit and no additional stairs are required within the home - NOTE: This property does not feature air conditioning - NOTE: This property features 1 exterior security camera located on the keyless lock on the front door facing the front entrance. The camera is outward facing and does not look into any interior spaces. The camera actively records video and sound detected by motion while guests are in residence Licence number: 26-27-189

Bromley Mtn Outdoor Hub! Family Gem w/ Game Room

Peru, VT, US
6 Bedrooms 13 Guests
Aug 25 - 27
$395 night

4 Mi to Apline Coaster, Bumper Boats & Treetops Course | Projector for Movie Nights Whether you're seeking sunny days on the trails or splashy afternoons on the lake, you'll find it all within easy reach at this Peru vacation rental! Nestled in the Green Mountains, the home offers plenty of space for relaxing after thrilling outdoor adventures. Head to Bromley Mountain for the ultimate family day or cast a line at Lowell Lake State Park, then end the evening with an air hockey showdown! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed, 1 twin bunk bed - Bedroom 5: 2 twin bunk beds - Bedroom 6: 1 full daybed - Additional Sleeping: 1 portable crib MAIN FEATURES - Ping-pong table, air hockey table, foosball table - Projector w/ screen - Smart TVs, wood-burning fireplace - Laptop-friendly workspace - Sunroom - Board games, books - Ceiling fans (in bedrooms 1, 2 & 3) - Dining tables KITCHEN - Refrigerator, stove/oven, dishwasher - Drip & Nespresso coffee makers, blender, toaster oven - Cooking basics, spices, dishware & flatware - Ice maker, water filter, trash bags/paper towels GENERAL - Baseboard heating - Washer/dryer, laundry detergent, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi, keyless entry FAQ - 5 exterior security cameras (facing out) - No A/C ACCESSIBILITY - 3-story home, exterior stairs required to enter - 1 bedroom & half bathroom on 1st floor - All full bathrooms on 2nd floor PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Tranquil location near year-round outdoor activities - 4 miles to Bromley Mountain: alpine coaster, zip-lining, treetop adventure course, giant swing, mini golf, bumper boats, waterslide, climbing wall, scenic chairlift, hiking trails, skiing & snowboarding (on-site lessons & tours available) - 6 miles to Magic Mountain Ski Area - 7 miles to Lowell Lake State Park - 15 miles to Hildene, The Lincoln Family Home - 17 miles to Stratton Mountain Resort & 19 miles to Okemo Mountain Resort - 101 miles to Burlington 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 exterior stairs to enter. While it offers 1 bedroom and a half bathroom on the 1st floor, interior stairs are required to access the game room in the basement and the bedrooms and full bathrooms on the 2nd floor - The property does not have air conditioning - Your safety matters. This property features 5 exterior security cameras. Camera 1 is a doorbell device with an exterior security camera facing the front outdoor entry. Cameras 2-5 are located along the front soffit facing the driveway, front perimeter, and entry points. The cameras do not look into any interior spaces. Camera 1 records video and sound when activated by motion; cameras 2-5 are turned off while guests are in residence and do not record video or sound

Londonderry Chalet w/ Deck, Fire Pit & Views!

Londonderry, VT, US
3 Bedrooms 8 Guests
Aug 22 - 24
$291 night

Indulge in a blissful trip to the mountains at this timeless and elegant 3-bedroom, 2-bath log cabin. With a quiet-yet-convenient location just minutes from renowned ski resorts and picture-perfect state parks, this vacation rental affords easy access to the best of Southern Vermont in all seasons. After days spent skiing and snowboarding or hiking and leaf-peeping, come home to warm up by the wood-burning fire, inside or out. The quintessential New England getaway awaits! -- THE PROPERTY -- MRT-11153470-001 | Newly Built | ~3 Mi to Lowell Lake | 16 Mi to Stratton & Okemo Bedroom 1 (Bedroom Suite): King Bed, Futon | Bedroom 2 (Okemo Room): 2 Twin Beds | Bedroom 3 (Stratton Room): Queen Bed, Twin Bed | Loft: Sleeper Sofa CABIN FEATURES: Smart TV w/ Firestick, great room w/ floor-to-ceiling windows, wood-burning stove, reclining chairs, dining table w/ antler chandelier, board games, ceiling fans, modern cabin decor OUTDOOR SCENERY: Wraparound furnished deck, wood-burning fire pit, spacious & private yard KITCHEN: Cooking basics, breakfast bar w/ seating, stainless steel appliances, spices, dishware & flatware, toaster, Keurig coffee maker GENERAL: Free WiFi, washer/dryer, towels/linens, hair dryer, complimentary toiletries FAQ: Access only by stairs, central A/C, exterior security cameras (2, facing out), no EV charging permitted PARKING: Driveway (4 vehicles) -- THE LOCATION -- WINTER RECREATION: Magic Mountain Ski Area (3.7 miles), Viking Nordic Center (5.4 miles), Bromley Mountain Ski Resort (12.8 miles), Stratton Mountain Resort (16.2 miles), Okemo Mountain Resort (16.4 miles), Coca Cola Tube Park (17.0 miles) SUMMER ADVENTURE: Lowell Lake State Park (3.4 miles), Hamilton Falls (9.5 miles), Lye Brook Falls (20.0 miles) LEAF-PEEPING DESTINATIONS: Green Mountain National Forest (7.2 miles), Bromley Mountain Long Trail (14.8 miles), Prospect Rock Trail (19.3 miles), Coolidge State Forest (27.0 miles) YEAR-ROUND FUN: The Old Mill Museum (10.6 miles), The Nature Museum (11.1 miles), American Museum of Fly Fishing (21.4 miles) AIRPORT: Rutland Southern Vermont Regional Airport (31.3 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 - No EV charging permitted at the property - 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 2 exterior security cameras. Camera 1 faces the parking area, and camera 2 faces the front deck. The cameras are outward facing and do not look into interior spaces. The cameras may actively record video and/or sound while guests are in residence

Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d

Windham, VT, US
4 Bedrooms 8 Guests
Aug 21 - 23
$432 night

Escape to this stunning 4-bedroom, 2.5 bathroom dog-friendly house in Windham, VT, offering breathtaking mountain and pond views. This charming home boasts a variety of amenities, including a hot tub, pool table, deck, sunroom, firepit, BBQ, wood-burning fireplace, and even a Peloton bike and weights in the garage for indoor exercise enthusiasts. The main level of the house features a spacious kitchen that flows seamlessly into the dining and sunroom area, leading to the living room centered around a cozy wood fireplace with beautiful stone facing reaching up through the cathedral ceiling. A primary suite, entry, laundry, and powder room complete the main level. Downstairs, the walk-out lower level offers an open family fun room perfect for movie nights, pool games, or simply relaxing at the bar. Conveniently located near VAST snowmobile trails, Lowell Lake State Park for kayaking, Magic Mountain Ski Area, and Viking Nordic Center, outdoor enthusiasts will find plenty of activities to enjoy. After a day of adventure, unwind in the hot tub or gather around the firepit for s’mores under the stars. Whether you’re seeking a peaceful retreat or a fun-filled getaway, this house has something for everyone. With its array of amenities, stunning views, and proximity to outdoor attractions, this Windham vacation rental is the perfect home base for your Vermont vacation. Book now and start planning your unforgettable mountain retreat! Vermont Meals and Room Tax Number: MRT-11472019

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Jamaica, VT, US
5 Bedrooms 12 Guests
Oct 31 - Nov 2
$359 night

Escape to this spacious and expansive five-bedroom house nestled in a serene wooded setting in Jamaica, VT and just 15-minutes from Stratton. Perfectly located within a short driving distance to other popular ski resorts such as Bromley, Mount Snow, and Magic, this home is an ideal retreat for outdoor enthusiasts and nature lovers alike. The spacious main level living area boasts a beautifully updated kitchen, a charming dining area, a stone fireplace with a vaulted ceiling, and two sets of glass doors that lead out to a large outdoor deck, perfect for enjoying the fresh mountain air. With three bedrooms on the first floor, including one with an en-suite bathroom, and two additional bedrooms upstairs with a full bath, this home offers ample sleeping accommodations for families or groups of friends. In addition to the inviting main living space, this home features a second bright living area, a 3rd bathroom, and a spacious loft area containing a bumper pool table, games and puzzles, providing plenty of room for relaxation and entertainment. A mudroom is equipped to store all your outdoor gear and ski equipment. Explore nearby attractions such as the Viking Nordic Center, Jamaica State Park, Coca Cola Tube Park, Angel Falls Trailhead, and Ball Mountain Reservoir, all just a short distance away. After a day of outdoor activities, return to the house to unwind by the wood-burning fireplace, gather around the firepit on the deck, or enjoy a meal prepared in the fully equipped kitchen with modern amenities. A wonderful winter ski getaway, this dog-friendly house offers a comfortable and convenient home base for your Jamaica vacation. Book your stay now and experience the beauty and tranquility of Vermont’s countryside. Vermont Meals and Room Tax Number: MRT-11472019

Stratton Shuttle Access! Vermont Mountain Hideaway

Winhall, VT, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$395 night

Pet Friendly w/ Fee | Sauna & Hot Tub for Chilly Nights | Forested Setting Alpine atmosphere and modern comforts await at this 4-bed, 3.5-bath Winhall vacation rental! The home offers fun for your whole group — barbecue on the patio, let the kids play games in the upstairs lounge, and practice your serve at the community tennis courts. Ready to ramp up the adventure? Scenic slopes, fall foliage, waterfall hikes, and more can all be found in the surrounding Green Mountain National Forest. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds - Bedroom 4: 2 twin beds COMMUNITY AMENITIES - Tennis courts - Pond, picnic area - Ski shuttle INDOOR LIVING - Smart TV, fireplace - Dining table - Sauna - Xbox, darts OUTDOOR LIVING - Patio, gas grill (propane provided) - Hot tub, outdoor seating, umbrella - Fire pit, pond views KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker, Keurig (pod provided), toaster, blender - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating & A/C - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer - Free WiFi - Keyless entry FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip)  ACCESSIBILITY - 2-story home, 4" threshold step to enter - 2 bedrooms & 2 full bathrooms on 1st floor PARKING - Driveway (6 vehicles) - No street parking -- THE LOCATION -- - 5 miles to Stratton Mountain Resort - 8 miles to Bromley Mountain - 9 miles to Londonderry: cafes, restaurants, shops - 20 miles to Emerald Lake State Park - 72 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/ $75 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 ADDITIONAL INFORMATION - This 2-story home can be accessed through the side door with a 4" threshold step; there are 2 bedrooms and 2 full bathrooms on the 1st floor - Your safety matters. This property features 4 exterior security cameras. Camera 1 is on the southeast corner of the house facing the driveway. Camera 2 is on the front door facing the driveway. Camera 3 is on a tree in front of the house facing the front entry. Camera 4 is on the southwest corner of the house facing the hot tub. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Winhall, VT, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$700 night

Secluded Natural Surroundings | Sun-Soaked Living Space Enjoy all-season adventures just beyond your doorstep at this Winhall 3-bed, 2.5-bath vacation rental in the coveted Stratton Mountain Forest Farms neighborhood. The Scandinavian ski house features a tranquil nature-inspired design, Nordic furnishings, and a deck overlooking the Green Mountain National Forest. After a day on the slopes, explore Stratton Village or head back to 'Eagle View' and watch the sunset. Book today! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 bunk bed (twin/queen) - Bedroom 3: 1 bunk bed (twin/queen) - Loft: 1 twin futon INDOOR LIVING - 75" TV, flat-screen TVs - Dining table, fireplace - 6-foot soaking tub - Newly built, cedar wood 25' ceilings, picture windows - Nordic-inspired furnishings, open-floor layout OUTDOOR LIVING - Deck, Adirondack chairs - Stream on property, Stratton Mountain views - Southwestern exposure KITCHEN - Dishwasher, refrigerator, stove/oven, microwave, pantry - Keurig coffee maker, toaster - Cooking basics, high-end cookware, dishware & flatware, trash bags & paper towels - Modern chandelier GENERAL - Central heating & A/C - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, hangers - Free WiFi (high speed, Starlink) FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story cabin, exterior staircase to enter - Bedroom & bathroom on 1st floor PARKING - Driveway (5 vehicles) -- THE LOCATION -- - Nearby outdoor activities: skiing, biking, hiking, kayaking, golfing, snowshoeing, ice skating, horseback riding - Stratton Mountain firework views from the deck for select holidays - 4 miles to Stratton Sun Bowl Base Lodge & Stratton Mountain Resort - 4 miles to Stratton Village: yoga, wine & beer festivals, live entertainment - 10-13 miles Bromley Mountain Ski Resort & Magic Mountain Ski Area - 13 miles to Manchester - 16 miles to Weston Theater Company - 14 miles to Appalachian Trail access - 74 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 or vaping anywhere on the property - 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 2-story cabin requires an exterior staircase to enter. A bedroom and full bathroom are on the 1st floor - The property and surrounding area are prone to severe weather, including snow, ice, mud, and strong winds. Please ensure your vehicle is properly equipped with suitable tires, use caution while walking, and supervise children at all times - Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entry, and camera 2 is a security camera located on the side door facing out. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected by the device

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Peru, VT, US
3 Bedrooms 8 Guests
Aug 23 - 26
$334 night

Sun or snow, this renovated vacation rental condo in Peru, Vermont is the perfect getaway! Located at Bromley Mountain Ski Resort, the 3-bedroom, 2-bathroom home with interior updates includes access to a community pool, tennis courts, a fitness center, and more. Spend cold winter nights gathered around the fireplace and warm summer evenings admiring the garden views from the patio. Take advantage of all-season activities like skiing, an adventure park, hiking, and shopping in nearby Manchester! -- THE PROPERTY -- MRT-11153470-001 | Furnished Patio | Community Amenities Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 2 Twin/Twin Bunk Beds COMMUNITY AMENITIES: Pool, tennis courts, playground, fitness center, clubhouse KITCHEN: Fully equipped, coffeemaker, dishware, flatware, tea kettle, 7-person table, updated backsplash INDOOR LIVING: 58" Smart TV, TVs in all bedrooms, charging stations & Bluetooth speakers in all bedrooms, fireplace, en-suite bathroom, shower/tub combos GENERAL: Linens/towels, free WiFi, garden views, central heating, updated lighting, updated tile floors in bathroom FAQ: No A/C, pet fee (paid pre-trip) PARKING: Parking lot (1 vehicle), 2 overflow parking lots -- THE LOCATION -- SKI RESORTS: Bromley Mountain Ski Resort (on-site), Magic Mountain Ski Area (11.2 miles), Stratton Mountain (15.1 miles), Okemo Mountain Resort (26.2 miles) OUTDOOR RECREATION: Bromley Mountain Adventure Park (on-site), Long Trail/Appalachian Trail (2.2 miles), Hapgood Pond (5.0 miles), Lowell Lake State Park (11.7 miles), Green Mountain National Forest (25.1 miles) MANCHESTER, VERMONT (9.3 miles): Manchester Designer Outlets, Hildene - The Lincoln Family Home, The Reluctant Panther Inn and Restaurant, Raven's Den Steakhouse and Taproom, Copper Grouse AIRPORT: Albany International Airport (66.5 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/ $150 fee (+ fees & taxes) - 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 Licence number: MRT-11083404

Peaceful mountain home near skiing, hiking, mtn biking & more

Jamaica, VT, US
3 Bedrooms 8 Guests
Aug 21 - 23
$185 night

Escape to the serene beauty of Jamaica, Vermont, where adventure and relaxation await in this charming house. Perfectly situated just a short drive from Bromley and Stratton Mt, this property offers easy access to a plethora of all season outdoor activities. Enjoy thrilling days at Bromley’s water park, scenic chair lift, alpine slide and winter skiing or hit the slopes at Stratton (Ikon Pass) for skiing, snowboarding, summer concerts, gondola rides and mountain biking. With Okemo and Mt. Snow (Epic pass) also within a short drive, you’ll have endless options for winter sports and summer fun. This cozy home is designed for comfort and convenience, featuring a wood-burning fireplace, partial seasonal AC, and a well-equipped kitchen with modern appliances. Gather on the deck for evening relaxation, or enjoy family game nights with the provided board games. With ample sleeping arrangements, including 2 king beds and 2 queen beds everyone will have a restful night after a day of adventure. Whether you’re looking to hike through stunning autumn foliage, swim at Dorset Quarry, or explore local dining and shopping, this vacation rental is your gateway to Vermont’s natural wonders. Book your stay today and create unforgettable memories in this idyllic retreat! Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. -No Pets allowed -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 events, parties or large gatherings -No smoking is permitted anywhere on the premises. Vermont Meals and Room Tax Number: MRT-11472019

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort

Jamaica, VT, US
4 Bedrooms 10 Guests
Aug 25 - 27
night

All-Ages Entertainment + Gaming Lounge | Dedicated Workspace | Sauna Craving adventure, indulgent comforts, and space to relax? Book your stay at this upscale 4-bed, 3.5-bath Jamaica vacation retreat. Wander through vibrant fall foliage in Green Mountain National Forest or carve fresh powder at Stratton. Afterward, return to unwind by the fire, soak in the private hot tub, or enjoy a game of billiards. This elegant haven pairs Vermont’s scenic charm with elevated New England luxury. -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 4 twin beds - Additional Sleeping: 1 portable crib INDOOR LIVING - Smart TV, board games & books - Wood-burning stove - Gas fireplace, wood-burning fireplace - Dining table, work desk, monitor - Pool table, poker table, darts, Xbox - Spacious bedrooms, 5,200 sq ft OUTDOOR LIVING - Deck, gas grill (propane provided) - Outdoor seating, fire pit (firewood provided) - Screened-in porch, hot tub KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip/pod coffee maker (coffee provided), cream & sugar - Toaster, spices, blender - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating, window A/C units - Towels & linens, complimentary toiletries, hair dryer - Free WiFi - Keyless entry FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - Multi-level home, step-free entry - All bedrooms on lower level - Stairs to access living areas & kitchen PARKING - Driveway (5 vehicles) - NEMA 14-50R EV charging station -- THE LOCATION -- - 5 miles to Stratton Mountain Resort - 12 miles to Bromley Mountain - 16 miles to Appalachian Trail access - 17 miles to Lye Brook Falls - 24 miles to Emerald Lake State Park - 76 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/ $75 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 ADDITIONAL INFORMATION - This multi-level home offers step-free entry. While all bedrooms are on the lower level, stairs are required to access the living areas and kitchen - Your safety matters. This property features 4 exterior security cameras. Cameras 1 and 2 are on the front of the house facing the driveway. Camera 3 is on the front door facing the front entry. Camera 4 is on the back of the house facing the hot tub. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton, VT, US
1 Bedrooms 3 Guests
Aug 26 - 28
$88 night

This Stratton Mountain condo is all about location as it is right in the center of Stratton Village and within walking distance of restaurants, shops, and the lift! The condo has features to keep you comfortable no matter the season with its plush sofa, gas fireplace for warm snuggles with a glass of wine, or central AC for those sweaty days spend exploring the terrain. Food is never far away with the local restaurants, but if you need some time in, the full kitchen is there for a quiet and relaxing night. Take a sip of your morning coffee on your private balcony and sit down on one of the chairs available as you take in the views of the complex and enjoy the cool breeze. Book Long Trail House: 368 and you’ll be granted access to shared on-site amenities that include swimming pools, hot tubs, sauna, a well-equipped fitness center, and a tennis court! What’s nearby: Stratton Mountain is filled with everything for the outdoor enthusiast! Just on the resort, you will find restaurants and apres-ski spots, shopping ranging from gear to fashion, a health center, pool, spa, and events. In the winter, there is skiing and snowboarding, snow tubing, snowmobiling, ice skating, snowcat rides, snowshoeing, and cross-country skiing. In the summer, there is mountain biking, hiking the Appalachian or Long Trail trails, kayaking, swimming, golf, fishing, tennis, and paddleboarding. Things to know: Free WiFi Full kitchen with a dishwasher Flat path to front door Elevator in building A sofabed in the living room provides an extra sleeping space The shared amenities may be closed due to local rules and regulations. We highly recommend that you check in with this facility directly to check the availability of the amenities Vermont Meals and Room Tax Number: MRT-11472019

Winhall Woodland House | Winhall Home w/ large deck - near Stratton & Bromley

Winhall, VT, US
4 Bedrooms 7 Guests
Aug 21 - 23
$309 night

Escape to the beauty of Winhall with our charming house, complete with a large deck that invites you to unwind and soak up the tranquility of the surroundings. Located near the renowned Stratton and Bromley Mountains, as well as the picturesque Beaver Pond, this home offers an ideal retreat for outdoor enthusiasts and nature lovers. Step inside and be welcomed by a beautifully decorated interior that radiates warmth and comfort. The open layout seamlessly connects the living, dining, and kitchen areas, creating a welcoming space for gathering and relaxation. Natural light fills the rooms, enhancing the inviting ambiance. The house’s prime location near Stratton and Bromley opens up a world of adventure. Whether you’re an avid skier or snowboarder, the slopes await, offering exhilarating experiences during the winter months. In the warmer seasons, explore the nearby Beaver Pond, where fishing, hiking, and peaceful contemplation amidst nature’s splendor await. Return to the house and revel in the expansive deck, a perfect oasis for enjoying the fresh mountain air and breathtaking views. Whether you’re savoring a delicious meal, sipping your morning coffee, or simply unwinding with a book, the deck provides an idyllic setting for relaxation and rejuvenation. With comfortable bedrooms and modern amenities, this house ensures a cozy retreat for restful nights and leisurely days. Whether you’re seeking a romantic getaway or a family vacation, this home offers a peaceful haven amidst Winhall’s natural beauty. Escape to our charming Winhall house with its large deck, close proximity to Stratton, Bromley, and the captivating Beaver Pond. Immerse yourself in the perfect blend of natural splendor and comfortable living, creating cherished memories that will last a lifetime. Town of Winhall STR License Number: 003312 Vermont Meals and Room Tax Number: MRT-11472019

Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!

Winhall, VT, US
4 Bedrooms 7 Guests
Aug 21 - 24
$639 night

Plan for plenty of outdoor fun when you book this Winhall vacation rental for your next exciting Vermont getaway! With a furnished deck, private wood-burning fire pit, and prime location just minutes from top-rated ski resorts, this 4-bedroom, 4-bath house is perfect for a fun family trip or memorable stay with friends. Enjoy breakfast with stunning mountain views before heading out to hit the slopes at Stratton Mountain Resort. Or, spend warmer days exploring the trails at Jamaica State Park! -- THE PROPERTY -- Meals & Rooms Tax License No. MRT-11153470-001 | In-Unit Laundry | Gas Grill | Fenced Backyard | 9 Mi to Jamaica State Park Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Bunk Beds | Bonus Room: Full Bed INDOOR LIVING: Smart TVs, dining table, en-suite bathrooms, walk-in showers, shower/tub combo OUTDOOR LIVING: Private deck, wood-burning fire pit, outdoor dining, mountain views, hot tub KITCHEN: Refrigerator, coffee maker, stove/oven, microwave, dishwasher, dishware & flatware, cooking basics GENERAL: Keyless entry, self check-in, free WiFi, central heating & A/C, 2 washer & dryer sets, towels/linens, trash bags/paper towels, complimentary toiletries FAQ: Stairs required for access, pet fee (paid pre-trip) PARKING: Heated garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- WINTER SPORTS: Stratton Mountain Resort (6 miles), Coca Cola Tube Park (7 miles), Bromley Mountain Ski Resort (8 miles), Magic Mountain Ski Area (11 miles) OUTDOOR ADVENTURE: Stratton Adventures - ATV/snowmobile tours (7 miles), Ball Mountain Dam Hiking Area (9 miles), Jamaica State Park (9 miles), Lye Brook Falls (12 miles), Hamilton Falls (21 miles) LOCAL GOLF COURSES: Stratton Mountain Golf Course (4 miles), Ekwanok Country Club (15 miles) AIRPORTS: Albany International Airport (72 miles), Bradley International Airport (114 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, 2 pets 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

Andover Cabin Retreat w/ Hot Tub & Fireplace!

Andover, VT, US
3 Bedrooms 8 Guests
Aug 21 - 24
$260 night

Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an inviting living space with room for the whole crew. You'll love having quiet mornings around the wood-burning stove, sunny days at Okemo Mountain Resort, and evenings filled with hot tub escapes — all the perks of mountain living await! Looking for more adventures? Enjoy a hike through the Green Mountain National Forest or strap on the provided snowshoes for a winter adventure! -- THE PROPERTY -- MRT-11153470-001 | 7 Acres | Fire Pit | Hot Tub | Free WiFi (Fiber Optic) Bedroom 1: Full Bed | Bedroom 2: Full Bed | Bedroom 3: 4 Twin Beds INDOOR LIVING: Smart TV w/ cable, wood-burning stove (wood provided), bathtub, board games, books OUTDOOR LIVING: Decks, outdoor dining, private yard, charcoal grill, horseshoes, 4 sets of snowshoes, skis KITCHEN: Fridge, stove/oven, microwave, cooking basics, Keurig, coffee maker, blender, slow cooker, toaster oven, dishware/flatware, paper towels/trash bags GENERAL: Central heating, window A/C unit, washer/dryer, linens/towels, complimentary toiletries FAQ: 3 exterior security cameras (facing driveway), 4WD recommended in winter, limited cell service ACCESSIBILITY: 2-story cabin, exterior steps to enter, bedroom & bathroom on 1st floor PARKING: Driveway (6 vehicles), trailer parking available -- THE LOCATION -- SUMMER FUN: Okemo Mountain Resort - Evolution Bike Park, Okemo Valley Golf Club, Segway tours, Haulback Challenge Course, Sawyer's Sweep Zipline Tours, Lumberin' Cal Miniature Golf, Coleman Brook Mining Company (6 miles), Echo Lake (11 miles) TRAILS & SLOPES: Green Mountain National Forest (6 miles), Buttermilk Falls (9 miles), Healdville Trail (11 miles), Camp Plymouth State Park (12 miles), Bromley Mountain Ski Resort (19 miles), Killington Ski Area (28 miles), Saskadena Six (34 miles) THINGS TO DO: The Vermont Country Store (6 miles), Long Trail Brewing Company (23 miles), Orvis Outlet (27 miles) TEE TIME: Fox Run Golf Club (7 miles), Crown Point Golf Course (22 miles), Stonehedge Golf (25 miles) AIRPORT: Albany International Airport (124 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: 4-wheel drive or all-wheel drive is necessary in the winter months to access the property - NOTE: This property runs on a septic system, thus it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet - NOTE: The property does have cell phone service, but it may be spotty since the property is located in a rural area. Please check with your provider to confirm your service quality - NOTE: The fire pit, charcoal grill, and horseshoe set are not available in the winter months - NOTE: This 2-story cabin requires exterior steps to enter. While there are 2 bedrooms and a bathroom located on the 1st floor, an interior staircase is required to access the loft and remaining bedroom on the 2nd floor - NOTE: Use the provided showshoes at your own risk - NOTE: This property runs on a septic system, thus it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet - NOTE: While the water is deemed safe for drinking, it is well water. Guests are encouraged to bring their own drinking water - NOTE: Your safety matters. This property features 3 exterior security cameras. The cameras are on the front, back, and side of the home with views of the perimeter. The cameras are outward facing and do not look into interior spaces. The cameras do record video and sound while guests are in residence when activated by motion

Vacation Rentals in Londonderry by Amenities & Features

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Vacation Rentals Near Londonderry

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