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Vacation rentals in Stratton

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Top-rated vacation rentals in Stratton

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Cabin in Londonderry

4.93 out of 5 average rating, 314 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Cabin in Stratton

5 out of 5 average rating, 106 reviews

Cabin w/King Beds, AC, Sunroom, Near Ski/Bike/Golf

Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

Cabin in Jamaica

4.89 out of 5 average rating, 353 reviews

Forest Cabin-Swim-Views-Fire Pit-7 min to Stratton

Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. VCR & videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly (sorry, no cats due to allergies).

Condo in Stratton

4.96 out of 5 average rating, 106 reviews

Premier Stratton Village Location - Pool & Hot Tub

-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and grill, multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

Cabin in Jamaica

4.99 out of 5 average rating, 197 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Guesthouse in North Bennington

4.98 out of 5 average rating, 173 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Air conditioned, renovated, light space with cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. Please note that due to a severe allergy, it is difficult to accommodate animals.

Rental unit in Manchester

4.99 out of 5 average rating, 173 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

Condo in Stratton

4.94 out of 5 average rating, 142 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Cabin in Wardsboro

4.8 out of 5 average rating, 211 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

Home in Townshend

4.97 out of 5 average rating, 107 reviews

Lawrence Cottage

Deep in the West River Valley region of Windham County, Lawrence Cottage has a gorgeous setting upon Windham Hill. If you long for serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

Condo in Stratton

4.96 out of 5 average rating, 120 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Rental unit in Townshend

4.94 out of 5 average rating, 208 reviews

Private Apt. on Farm, great views and Hot tub,

Self-contained apt with fantastic views, outside deck & private entrance with keypad lock. Two queen bedrooms and queen sleeping loft, kitchen and open plan living room. Located on a historic 38-acre working farm. If you need more space we have an adjoining apartment that sleeps 5. Apartment is above garage and attached to the main farmhouse. Maximum six guests.

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Unique stays

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Popular amenities for Stratton vacation rentals

Free parking on premises

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

Chalet in Stratton

4.99 out of 5 average rating, 89 reviews

Hot Tub, Treehouse, Sauna, Firepit Summer Fall Fun

Home in Stratton

5 out of 5 average rating, 62 reviews

The Dreaming Tree. Fun @ Mount Snow and Stratton!

Condo in Stratton

4.95 out of 5 average rating, 20 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Home in Winhall

5 out of 5 average rating, 17 reviews

9 Hole Mini Golf~Game Room~ The Perfect Escape

Townhouse in Stratton

4.96 out of 5 average rating, 26 reviews

VillageSquare+Balcony+Fireplace+3Bed/2.5Bath

Place to stay in Wardsboro

4.95 out of 5 average rating, 22 reviews

Unique ski cottage Mount Snow & Stratton Sleeps 4+

Condo in Dover

5 out of 5 average rating, 41 reviews

Four Seasons Slope-side Getaway at Mount Snow

Condo in Londonderry

4.96 out of 5 average rating, 46 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

Quick stats about vacation rentals in Stratton

Total rentals
160 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
4.1K 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

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.
Do condo rentals in Stratton have a bbq area?
Absolutely! We offer over 10 condo rentals with a bbq area 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!
Are there townhouse rentals with a dedicated workspace in Stratton?
Yes! Work meets play with ease at over 10 townhouse rentals in Stratton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in townhouse rentals in Stratton?
Experience the best of Stratton with our townhouse rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
Are there pet-friendly house rentals in Stratton?
Four-legged friends are welcome in Stratton. Choose from more than 10 house rentals for guests traveling with pets.
Do house rentals in Stratton have wireless internet?
Absolutely! We offer over 40 house rentals with wireless internet in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stratton have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Stratton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Stratton?
Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with air conditioning, over 10 homes with a bbq area, over 50 homes with wireless internet, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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