Family-friendly vacation rentals in Winhall
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winhall
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 Winhall 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
Aug 25 – Sep 1
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Nov 14 – 21
Home in Newfane
4.97 out of 5 average rating, 115 reviewsPeaceful cabin close to skiing & Brattleboro
Apr 13 – 20
Loft in Ludlow
4.95 out of 5 average rating, 736 reviewsSpacious Renovated Barn Apt on 100 acres!
Sep 12 – 19
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
Mar 21 – 28
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Nov 15 – 22
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
Mar 29 – Apr 5
Home in Argyle
4.83 out of 5 average rating, 145 reviewsExpansive Lakehouse with Jacuzzi
Nov 5 – 12
Family- and pet-friendly home rentals
Home in Manchester
4.87 out of 5 average rating, 247 reviewsManchester Center with Mt. Equinox View / In Town
May 23 – 30
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Sep 13 – 20
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Nov 24 – Dec 1
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
Sep 10 – 17
Apartment in Cambridge
4.91 out of 5 average rating, 370 reviewsMountain View Apartment! Close to Saratoga!
Apr 13 – 20
Cabin in Jamaica
4.88 out of 5 average rating, 265 reviewsGreen Mountain Modern House: iconic modern getaway
Mar 13 – 20
Guest suite in Mt Holly
4.98 out of 5 average rating, 117 reviewsExquisite Green Mountain Loft Haven
Nov 13 – 20
Home in Newfane
4.95 out of 5 average rating, 171 reviewsAdorable home in Newfane
Apr 22 – 29
Family-friendly home rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Jan 16 – 23
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Oct 8 – 15
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Aug 30 – Sep 6
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Nov 14 – 21
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Jan 31 – Feb 7
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Nov 21 – 28
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Oct 15 – 22
Home in Londonderry
4.83 out of 5 average rating, 53 reviewsDeer Hill, With a Pool and Central HVAC system
Jul 15 – 22
Quick stats about vacation rentals that are family-friendly in Winhall
Total rentals
270 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
6.4K reviews
Nightly prices starting at
€ 112 before taxes and fees
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