
Family-friendly holiday rentals in Stratton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Stratton
Guests agree: these family-friendly homes 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!

Walk to Mt. Snow-Spa-Summer Pool
*Exterior construction on siding until end of Feb *Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

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.

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.

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.

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.

Luxe Hot Tub, Sauna 8-12 min Stratton & Mount Snow
Escape to HYGGE HOUSE, a luxurious modern retreat for 8 on four wooded acres in Stratton. Unwind year-in the private HOT TUB and SAUNA or relax in the rustic TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton Mountain and Mount Snow, this architectural gem is the perfect blend of seclusion and adventure. Features high-speed internet, a gourmet kitchen, and a cozy stone fireplace. Your ultimate cozy & modern mountain getaway awaits.

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!

Winter Dream! The Handle Lodge at Snowtree Condos
The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.

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.
Popular amenities for Stratton family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Private Brook Chalet: Hot Tub, Fire pit, Mt. Snow

Mt Snow Ski In/Out at Seasons

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

Vermont Farm Schoolhouse w/ Hot Tub, Sauna & Views

Mountain side acres

Glamping Cabin with Hot Tub on Flower Farm

A frame cabin with Hot tub near Stratton, VT
Family- and pet-friendly home rentals

1850's VT Farmhouse on the River

Romantic Barn Guesthouse in Village Center

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

Yellow Door Inn

The Rafters Lodge

Dog Friendly A-Frame Retreat near Hiking, Skiing

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Snow Valley Cabin-Cozy Escape Near Skiing & Nature
Family-friendly home rentals with a pool

Stratton Long Trail House: Quick Walk to Lifts!

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Cozy Bear- 1 mile to Mt Snow Ski Home

Renovated Stratton Mtn Studio | Walk to Lifts

Your Vermondo awaits: Steps to Lifts & Village.

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £488 | £500 | £433 | £242 | £230 | £228 | £237 | £233 | £218 | £237 | £305 | £482 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Stratton

Total holiday rentals
Explore 160 holiday rentals in Stratton

Nightly prices starting at
Stratton holiday rentals start at £104 per night before taxes and fees

Verified guest reviews
Over 4,160 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
160 of Stratton holiday rentals include wifi 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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- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Saratoga Race Course
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- Berkshire East Mountain Resort
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- Stratton Mountain Resort
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- Six Flags Great Escape Lodge & Indoor Water park
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- Hildene, The Lincoln Family Home
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- Rensselaer Polytechnic Institute




