
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 $202 NZD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
150 of Stratton holiday 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!
Top-rated family-friendly rentals in Stratton
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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!

~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

Mountain view chalet with hot tub & fire pit!
Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

The Dreaming Tree. Fun @ Mount Snow and Stratton!
This absolutely stunning home sits just two miles from the Mount Snow ski resort, over the Stratton town line, on a private 3 acre paradise with mountain views. Enjoy the best of all worlds thanks to convenience and privacy with trail access, waterfall, and a quick ride to several major ski slopes. Features include 5000+ sqft of living space, an open concept floor plan with high ceilings, gorgeous chefs kitchen, giant covered porch overlooking the view, a private master porch, and more!!

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

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, Fall Leaves, Ski
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.

Cottage-Swim-View-Firepit-7min to Stratton-Dog OK
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.

Heated Pool, EV Charging, Hot Tub & Barrel Sauna
Experience comfort and convenience at Wandering Moose, a modern retreat perfect for groups of friends and families with older children. Nestled in the serene woods of Winhall, this spacious home features a private heated pool, a stone fireplace, and a large living space. Enjoy easy access to Stratton Mountain's shuttle and nearby outdoor activities year-round. With ample sleeping arrangements and high-speed internet, it's an ideal base for your adventures!

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

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.

Modern Cottage between Stratton and Mount Snow VT

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

A frame cabin with Hot tub near Stratton, VT

Vermont Cabin | Hot Tub | Wood Fireplace | Mt Snow

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
Family- and pet-friendly home rentals

Classic Vermont A-Frame | Fire Pit | Near Stratton

Designer Chalet w/ Mountain Views close to it all

7min-Stratton Dogs OK Fire Pit EV Charger Arboreal

The Rafters Lodge

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Modern 3-bedroom A-frame in Londonderry w/ Pond

Log Cabin Near Stratton/Mt Snow

Ski and Play in Manchester Center!
Family-friendly home rentals with a pool

Beautiful Bromley/Manchester VT Retreat w/hot tub

Cozy Vermont Antique Sugar House with Fireplace

Moon Valley Country Retreat no clean fee pets yes

Luxury Condo*Walk to Village*Hot Tub*Pool*Golf*MTB

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Magical Farm Getaway - a must visit!

Beautiful rustic woods and fields retreat.

Mid-mod VT Dream Chalet near skiing, lake & forest
When is the best time to visit Stratton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,214 NZD | $1,337 NZD | $923 NZD | $733 NZD | $504 NZD | $494 NZD | $538 NZD | $528 NZD | $494 NZD | $538 NZD | $691 NZD | $1,093 NZD |
| 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 |
Destinations to explore
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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
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- June Farms
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Killington Resort
- Rensselaer Polytechnic Institute
- Bromley Mountain Ski Resort
- Mount Monadnock
- Emerald Lake State Park
- Saratoga Spa State Park
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- National Museum of Racing and Hall of Fame
- Mount Greylock





