Family-friendly vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Stratton family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Jan 24 – 31
Cottage in Shaftsbury
4.99 out of 5 average rating, 598 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Feb 6 – 13
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep 6 – 13
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
Mar 11 – 18
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Jul 9 – 16
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Sep 3 – 10
Loft in Ludlow
4.95 out of 5 average rating, 735 reviewsSpacious Renovated Barn Apt on 100 acres!
Mar 16 – 23
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
Feb 22 – Mar 1
Family- and pet-friendly home rentals
Tiny home in Jamaica
4.94 out of 5 average rating, 1143 reviewsApple Blossom Cottage: A Tiny House
Oct 3 – 10
Home in Jamaica
4.84 out of 5 average rating, 232 reviewsHistoric 1832 Parker House ~ Sleeps 10, Pool Table
Oct 8 – 15
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
Apr 20 – 27
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
Feb 19 – 26
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Jan 28 – Feb 4
Apartment in Cambridge
4.91 out of 5 average rating, 369 reviewsWake up to spectacular views!
Apr 22 – 29
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
Jun 8 – 15
Cabin in Brattleboro
4.89 out of 5 average rating, 442 reviewsCottage
Jun 11 – 18
Family-friendly home rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
Jan 11 – 18
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Apr 7 – 14
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep 7 – 14
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Nov 13 – 20
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Apr 6 – 13
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Mar 8 – 15
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Jan 30 – Feb 6
Condo in Ludlow
4.8 out of 5 average rating, 148 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
Apr 6 – 13
Quick stats about vacation rentals that are family-friendly in Stratton
Total rentals
130 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3.2K reviews
Nightly prices starting at
R1,692 ZAR before taxes and fees
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