
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.

Stone Fence Cabin
Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery & hiking right outside your front door. The Cabin has an open floor plan with a full bath, galley kitchen & dining/living area with pullout futon couch that converts into a 2nd bed. 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!

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.

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, 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.

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.

Modern Cabin with Hot Tub & EV Charging Station
Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

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.

The Chick Inn
This is a two-story, renovated barn adjacent to the chicken coop in rural Vermont with views of the forests. It has brand new floors, a new kitchenette, and fresh look. (Some renovation is still taking place.) The chicken coop is just next door but the birds are free-range and range they will. Enjoy a private, hot shower in the garden, just outside. This listing is only suitable for people comfortable with dogs, cats, and chickens which will undoubtedly greet you outside during your stay.

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

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK
Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Nearby swimming hole at brook on property. Fire pit, propane BBQ, picnic table, spectacular Stratton Mountain view. Front porch & back porch with hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove. Dog friendly.

Barrel Sauna + Hot Tub & Mtn Views
Escape to Stratton Chalet, 5 mins from a pristine swimming pond, featuring a new hot tub and barrel sauna with incredible Stratton mountain views. Recently renovated, Stratton Chalet features a large stone fireplace, outdoor, modern fire-pit area, two outdoor decks, contemporary outdoor furniture, Bose soundbar, and a well-equipped kitchen.

Rustic Stratton Area Studio near Pikes Falls
Stratton Mountain Convenience - Cozy fully renovated studio apartment on 10 acre property conveniently located less than 5 minutes to all that Stratton Mountain Resort has to offer. Walking distance to Pikes Falls. Unit is most suitable for 2 people. We highly recommend guests have all wheel drive vehicles during the winter months.
Popular amenities for Stratton vacation rentals
Stratton house rentals

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

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

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

Private Hot Tub, 2 Min to Mt Snow, Cozy Fireplace!

Sawmill Road - between Stratton and Mount Snow

Cozy Vermont mini-house

Family Lodge Stratton/Mt Snow-TESLA Charger

Yellow Sweetie at the Base of Stratton
Stratton cabin rentals

The Birchwood Cabin - Stunning Mountain Views

Log Cabin: Amazing Views, River Frontage, Hot Tub

Little Cabin on the Ridge

Holiday Ski Cabin in VT, Hot Tub, Fire Pit, Charm

Snow Valley Cabin-Cozy Escape Near Skiing & Nature

A frame cabin with Hot tub near Stratton, VT

Peaceful Cabin Perfect for All Seasons

Modern Cabin with Outdoor Spa on Vermont Farm
Stratton condo rentals

Mount Snow Ski Chalet

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Mt Snow Ski In/Out at Seasons

Winter Dream! The Handle Lodge at Snowtree Condos

Ski In/Out, Cozy 3Bed condo steps to Village

Okemo Clock Tower Base Ski-in/Ski-out Condo

Cozy condo within walking distance to the slopes.

Lovely 1-Bedroom condo with indoor fireplace!
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$133,798 GYD | G$135,888 GYD | G$118,954 GYD | G$62,718 GYD | G$56,446 GYD | G$57,909 GYD | G$58,536 GYD | G$60,418 GYD | G$56,237 GYD | G$61,672 GYD | G$73,171 GYD | G$127,108 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
Are there house rentals with a dedicated workspace in Stratton?
Yes! Work meets play with ease at over 20 house 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 $100 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 house rentals in Stratton?
Four-legged friends are welcome in Stratton. Choose from more than 10 house rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Stratton?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 20 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 50 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 20 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.
Are there Stratton townhouse rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 townhouse rentals with pools in Stratton, available on Airbnb. Make a splash and soak up the sun in style!
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.
Quick stats about vacation rentals in Stratton

Total vacation rentals
Explore 190 vacation rentals in Stratton

Nightly prices starting at
Stratton vacation rentals start at G$14,634 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 40 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
190 of Stratton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill 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
- Killington Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village
- Mount Sunapee Resort
- Congress Park
- June Farms
- Mount Monadnock




