Family-friendly holiday 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.
Holiday 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
20 – 27 Apr
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
6 – 13 Sept
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
9 – 16 Jan
Loft in Ludlow
4.95 out of 5 average rating, 735 reviewsSpacious Renovated Barn Apt on 100 acres!
6 – 13 Jan
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
12 – 19 July
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
6 – 13 Sept
Home in Argyle
4.83 out of 5 average rating, 145 reviewsExpansive Lakehouse with Jacuzzi
29 Oct – 5 Nov
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
22 – 29 Dec
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
25 May – 1 June
Apartment in Cambridge
4.91 out of 5 average rating, 370 reviewsWake up to spectacular views!
25 Apr – 2 May
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
19 – 26 Nov
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
20 – 27 May
Home in Weston
4.95 out of 5 average rating, 227 reviewsReillys Rest -GreenMtns! Secluded-Pet-Kid friendly
13 – 20 Sept
Cabin in Brattleboro
4.89 out of 5 average rating, 442 reviewsCottage
12 – 19 July
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
24 – 31 Oct
Cabin in Jamaica
4.88 out of 5 average rating, 264 reviewsGreen Mountain Modern House: iconic modern getaway
6 – 13 Mar
Family-friendly home rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
12 – 19 Jan
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
23 – 30 Sept
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
26 Sept – 3 Oct
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
12 – 19 Apr
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
10 – 17 Feb
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
15 – 22 Nov
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
29 Sept – 6 Oct
Home in Londonderry
4.83 out of 5 average rating, 53 reviewsDeer Hill, With a Pool and Central HVAC system
24 – 31 Aug
Quick stats about holiday 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
$183 AUD before taxes and fees
Destinations to explore
- Burlington Holiday rentals
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