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Stratton vacation rentals

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Top-rated vacation rentals in Stratton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Home in Cavendish

5 out of 5 average rating, 33 reviews

Okemo <12 min 4BR/2BA Hot tub~Fire pit~Mtn Views

The Red Ranch is a hop, skip and jump away from Okemo Mountain Ski Resort. < 12 min to Ludlow, Okemo MTN, nearby lakes and VAST trails. This thoughtfully remodeled farmhouse ranch sits on 4 acres, with HOT TUB. Enjoy the peace and tranquility of nature just beyond your front door. Listen to the sounds of nearby streams roaring in the near distance as you sip on your morning coffee from our enormous, covered porch. This home boasts designer touches with serious attention to details throughout.

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Home in Dover

4.98 out of 5 average rating, 41 reviews

Modern 3-Story Cabin! Ski-on/Ski-off, Hot Tub & EV

Slopeside Rd! Perfect for Skiing, Hiking, Biking, Foliage, or Carinthia Base Lodge Events! Our newly renovated 2300 sq ft family-friendly Mt Snow retreat (4 bedrooms - King, 2 Queens, 4 Twins - 2 kitchens, 2 family rooms, brand new hot tub, and EV charger) is a memorable getaway home for any season! Skiers can walk out the front door with skis and be on the slopes (or great hiking) in seconds. Seconds to Carinthia and short stroll/ski to the main base of Mt. Snow. FYI Instacart delivers here!

Rental unit in Pownal

5 out of 5 average rating, 8 reviews

"The Triple Chambers"

This beautiful, spacious, and historic property was formerly the Inn at Oak Hill. It is convenient to Williams College, Williamstown Theater Festival, Clark Art Museum, MassMOCA, FreshGrass Festival, BerkshireStock, Jiminy Peak, Bennington College, VAST snowmobile trails, and many other destinations in southern Vermont and western Massachusetts. Comfortably furnished with modern amenities such as Wi-Fi and satellite TV, our home also surrounds you with beautifully preserved & original features.

Home in Hoosick Falls

5 out of 5 average rating, 10 reviews

Enjoy Fall & Experience Beautiful Changing Colors

Nestled on a private 5 acres lot on the border of NY and Vermont this home is just perfect. Just 30-60 minutes from several ski areas. This charming home has everything you need to relax and enjoy . The night sky perfect for stargazing. Have morning coffee on the deck and watch as deer wander in the fields or the cows across the meadow. Enjoy a quiet evening by the fire after a long day on the slopes or soak in the oversize soaking tub! Stroller, changing table and a pack-n-play included.

Home in Poultney

4.89 out of 5 average rating, 9 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Home in Fort Ann

4.94 out of 5 average rating, 78 reviews

Cozy Cabin with direct lake access

Cabin overlooks beautiful Copeland Pond w/ 160' of direct water access. Huge dock w 1-row boat, 3-kayaks,1- paddle boards and 16' water trampoline(summer). Firepit w/ ADK chairs look out to the water. Huge back deck towards water w/ picnic table. 4 bdrm cabin, 1.5 baths, Lvm kitchen. Cabin is on top of hill w lake down below. Very private pond, perfect for families. Fishing on! 20 minute drive to Lake George Village & beach. 7% Sales tax is added after check in.Vaccinated Dogs welcome w/fee

Cabin in Plymouth

4.92 out of 5 average rating, 13 reviews

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo

Rent a "room" at an inn or rent this private B & B cottage. Romantic Retreat~Rest & relax at this unique tranquil getaway. Exclusive~A Bed & Breakfast Cottage for 2 adults. 1 BR & 2 BA. Rustic charm, generous modern amenities. King bed, 2 bathrooms, fine linens, living/dining area, galley kitchen, fireplace, hot tub, outdoor shower, porch, fire pit, canoe, & dog friendly! Killington&Okemo15minutesWoodstock 30 minutes-Ludlow 10 minutes Overlooks Lake Amherst. Some features are seasonal.

Villa in Pownal

4.93 out of 5 average rating, 58 reviews

Vermont Vacation Villa—Grapevine Getaway

Nestled in the stunning natural beauty of Vermont, this striking villa offers the perfect escape from the hustle and bustle of everyday life. Surrounded by rolling hills, and picturesque countryside, this home is a paradise. Whether exploring the area's cultural institutions, immersing yourself in the natural beauty of Vermont, or relaxing and unwinding with family and friends, this vacation home is the perfect retreat. Experience the magic of this beautiful area for yourself!

Rental unit in Williamstown

5 out of 5 average rating, 114 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

Home in Cavendish

4.95 out of 5 average rating, 19 reviews

Charming 3BR 1Bth New England Cape- Experience VT!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Townhouse in Dover

4.93 out of 5 average rating, 14 reviews

New! Mt Snow Condo. Walk to lifts, pool, Hot tub

This completely renovated unit is the perfect opportunity for a small family looking to experience the beauty and excitement of mountain life! Enjoy the convenience of walking distance to the ski slopes and the comfort of an indoor heated pool and tennis courts at your fingertips. Plus, it's just minutes away from the lake and picturesque hiking in the summer and fall.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

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Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Stratton vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Stratton's top sights

Stratton Mountain248 locals recommend

Stratton Mountain Resort173 locals recommend

Mulligan's43 locals recommend

The Fire Tower Restaurant & Tavern37 locals recommend

Bar80229 locals recommend

Stratton Mountain Golf Course28 locals recommend

Other great vacation rentals in Stratton

Home in Fort Ann

4.71 out of 5 average rating, 21 reviews

Lakehouse in the Adirondacks, great for families!

Townhouse in Winhall

5 out of 5 average rating, 21 reviews

New! Vermont Getaway! Stratton - close to skiing!

Home in Monroe

4.9 out of 5 average rating, 10 reviews

The Camp

Home in Manchester

4.85 out of 5 average rating, 34 reviews

Your VT Ski House: Fireplace, Indoor Pool, Dogs

Home in Wilmington

4.86 out of 5 average rating, 96 reviews

MtSnow * Hot Tub * Pool * Air Hockey * PingPong * Darts * 16ppl

Home in Dover

4.87 out of 5 average rating, 63 reviews

Large Mount Snow Ski House with Hot Tub

Home in Plymouth

5 out of 5 average rating, 7 reviews

Okemo! Killington! Modern Mountain Getaway

Home in Jamaica

4.8 out of 5 average rating, 49 reviews

Green Mountain A-Frame with HOT TUB near Stratton

Quick stats about vacation rentals in Stratton

Total rentals
160 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool

Frequently Asked Questions

What types of vacation rentals are available in Stratton?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Stratton. From over 50 condo rentals, over 10 cabin rentals to over 40 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Stratton?
Yes! Work meets play with ease at over 80 vacation rentals in Stratton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Stratton?
Experience the best of Stratton with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Stratton?
Four-legged friends are welcome in Stratton. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Stratton have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stratton have wifi?
Absolutely! We offer over 40 house rentals with wifi in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stratton have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Stratton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Stratton?
Stratton has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Stratton have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Stratton. Enjoy a tailored experience with all the comforts you desire.
Are there Stratton condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 condo rentals with pools in Stratton, available on Airbnb. Make a splash and soak up the sun in style!

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