
Vacation rentals in Stratton
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Top-rated vacation rentals in Stratton
Guests agree: these stays are highly rated for location, cleanliness, and more.

Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

7 Min Stratton Mtn/15 Min Mt Snow /Wood Fireplace!
Cozy chalet awaits your stay. This home sits on just under 4 acres. Sit back & enjoy the heated sunroom and stare out at the woods that surround you. You may be lucky enough to spot one of the moose or bear that visit the property. Kitchen remodeled 2023! Open floor plan w/wood burning fireplace. Main bedroom has new King Bed & twin bunks. Finished basement with new Queen size bed & twin bunk above. Kid friendly home! Mins to Stratton Mtn & Mt Snow for skiing & golf! Free Disc golf on property.

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.

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 multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

Charming studio in renovated 19th century church.
This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Cabin - 7 min to Ski Stratton - Woodstove - Views - Dog OK
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. TV with VCR & videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.

Dog Friendly A-Frame Retreat near Hiking, Skiing
The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our fast WiFi + enjoy nature while doing so! Whether your plan is to ski, shop, hike or just relax, the Vermont A-Frame is the ideal place to experience it all. With room for 4 and plenty of amenities, our charming A-Frame is sure to provide you with the perfect home for your Vermont vacation. Find us on social media! @thevermontaframe

Luxury Stratton condo just steps to the lift!
Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

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.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for Stratton vacation rentals
House rentals in Stratton

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

Vermont Botanical Studio Apartment

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Summit View Ski and Golf Retreat w/hot tub & Sauna

Vermont Winter Escape

Killington Retreat | Deck-Fire Pit-Mountain Views!

Modern Spacious Home with Mountain Views
Other great vacation rentals in Stratton

Stratton Long Trail House: Quick Walk to Lifts!

Goldfinch Cottage: Timber Frame on 5 Private Acres

Winter Dream! The Handle Lodge at Snowtree Condos

Ski In/Out, January Weekday Specials, 3Bed condo

Vermont Chalet

LUXE Forest Retreat

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Walk to Lift - 2 Bedroom Condo - Newly Renovated
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$133,579 GYD | G$135,666 GYD | G$118,760 GYD | G$62,615 GYD | G$56,354 GYD | G$57,815 GYD | G$58,441 GYD | G$60,319 GYD | G$56,145 GYD | G$60,319 GYD | G$62,407 GYD | G$119,178 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Frequently Asked Questions
Do townhouse rentals in Stratton have free parking?
Absolutely! We offer over 20 townhouse rentals with free parking in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stratton have wifi?
Absolutely! We offer over 50 house rentals with wifi 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 condo rentals with a dedicated workspace in Stratton?
Yes! Work meets play with ease at over 20 condo rentals in Stratton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Stratton?
Experience the best of Stratton with our condo rentals, starting at about $110 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 cabin rentals in Stratton?
Stratton has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Townhouse Rentals in Stratton?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Stratton. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Stratton have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Stratton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Stratton

Total vacation rentals
Explore 180 vacation rentals in Stratton

Nightly prices starting at
Stratton vacation rentals start at G$14,610 GYD per night before taxes and fees

Verified guest reviews
Over 5,120 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
180 of Stratton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stratton rentals

4.9 Average rating
Stratton stays are highly rated by guests—averaging 4.9 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bromley Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Peebles Island State Park
- Dorset Field Club
- Hooper Golf Course
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame




