
Family-friendly holiday rentals in Stratton
Find and book unique family-friendly homes on Airbnb
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 €105 per night before taxes and fees

Verified guest reviews
Over 4,720 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
150 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!
Top-rated family-friendly rentals in Stratton
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cabin-Swim-Fire Pit-Sauna-7min to Stratton-DogsOK
Unique glamping cabin across from babbling brook. Non-piped water system includes foot pumps for faucets, hand pump for drinking water & shower bag (heat water on stove).On quiet road, 3 miles to Stratton (7-minute drive). Wood-fired sauna, swimming hole, fire pit, hammock, propane BBQ, picnic table, brook view, TV w/ VCR & videos, turntable & records, games, internet & wifi 20-100 mbps.Staircase to loft, gas heat, wood stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.

Cozy Log Cabin Between Mount Snow and Stratton
Charming 3 Bedroom Log Home Located in the Green Mountain National Forest 7 Min. From Mount Snow and 15 Min. from Stratton Mountain. This home offers a large living room and dining room with cathedral ceilings and a wood burning stove nestled into a stone fireplace. Hardwood floors, log walls an ceilings provide the perfect backdrop to this cozy Vermont home. Step onto the back deck and hear the tranquil sounds of the babbling brook or sit on the front porch just enjoying the fresh Vermont air.

~10% OFF~Walk To Mountain~Amenities
⭐️"Beautiful place in a great location - recently renovated, super clean and across the street from town." ⇒ Center of Stratton Village, walking distance to restaurants, shops, and the lifts🚶♂️🏔 ⇒ Private balcony with amazing views 🌅 ⇒ Dedicated workspace 📝 ⇒ Gas fireplace 🔥 ⇒ Fully equipped Chef's kitchen👩🍳 ⇒ Central AC/Heat ⇒ Onsite garage parking for 1 vehicle 🅿️ ⇒ Community amenities: pools, hot tubs, sauna, fitness center, tennis court, hiking trail, washer/dryer ⇒ 67 mbps Wifi

Log Cabin King Beds AC Near Hike Bike Swim 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!

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

Cozy Cabin at Frog Pond Farm
Cozy 500sq ft passive solar cabin on our small farm, 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/gardens or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

HYGGE HOUSE Luxe HotTub, Sauna, Summer/Fall Leaves
Escape to HYGGE HOUSE, your ultimate cozy & modern mountain getaway awaits. Come relax and make memories with family and friends in a luxurious modern retreat on 4 wooded acres in Stratton. Unwind in the private HOT TUB and SAUNA 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.

The Skihaus - modern chalet minutes from Stratton
Nestled in the heart of the Green Mountains, this charming chalet offers a cozy retreat on a private 2-acre plot. Just a stone’s throw away are some of the most popular resorts in the area, including Stratton (10 min), Bromley Mountain (15 min),Mt. Snow (25 min). Whether you’re looking to unwind, hit the trails, ski the slopes, or simply spend quality time with loved ones, this place is perfect for you. **Follow us on IG @dasskihaus_vermont**

Classic Vermont A-Frame | Fire Pit | Near Stratton
Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

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.

Modern Cabin ~ 3min to Stratton Resort
Enjoy your stay in this secluded mountain cabin a 3 minute drive to Stratton resort. The cabin offers a lovely space to unwind and relax after a day on the slopes. Hosts are happy to provide local guidance for skiing, shopping, and food. Situated amongst 45 private acres.
Popular amenities for Stratton family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Beautiful Timber Frame Retreat

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

Vermont Mirror House

Mountain side acres

Glamping Cabin with Hot Tub on Flower Farm

Mountain view chalet with hot tub & fire pit!

Stratton Chalet | Barrel Sauna, Hot Tub & Views
Family- and pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Log Cabin Near Stratton/Mt Snow

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Shred Shack: A/C | Hot Tub | Sauna | EV charger

Designer Chalet w/ Mountain Views close to it all

Brook Haven Retreat - Minutes to Mt Snow&Stratton

The Rafters Lodge

10 min from Stratton! Log Cabin w/ Beautiful Views
Family-friendly home rentals with a pool

Moon Valley Country Retreat no clean fee pets yes

Newfane, studio on 33 acres of Vermont beauty

Cozy Vermont Antique Sugar House with Fireplace

Walk to Mt. Snow-Spa-Summer Pool

Modern Cottage between Stratton and Mount Snow VT

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Hollywood Bungalow in the Berkshires #C0191633410

Chalet | Heated Pool + Hot Tub | near Stratton, VT
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €633 | €697 | €481 | €286 | €272 | €269 | €281 | €275 | €258 | €281 | €360 | €570 |
| 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 |
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- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- June Farms
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Mount Monadnock
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Emerald Lake State Park
- National Museum of Racing and Hall of Fame





