Family-friendly vacation rentals in Weston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Weston
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 Weston family-friendly rentals
Family-friendly home rentals with a hot tub
Loft in Ludlow
4.95 out of 5 average rating, 736 reviewsSpacious Renovated Barn Apt on 100 acres!
Nov 21 – 28
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
Cottage in Shaftsbury
4.99 out of 5 average rating, 601 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Mar 20 – 27
Farm stay in Moreau
4.96 out of 5 average rating, 649 reviewsCottage On The Farm
Jul 31 – Aug 7
Home in Ludlow
4.97 out of 5 average rating, 147 reviewsSki Chalet with Hot Tub on Okemo Mountain
Feb 26 – Mar 5
Home in Ludlow
4.93 out of 5 average rating, 138 reviewsOKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!
Jun 12 – 19
Home in Wallingford
4.99 out of 5 average rating, 104 reviewsLuxury Mountain Retreat- Pond Hill Place
Nov 26 – Dec 3
Home in Newfane
4.97 out of 5 average rating, 115 reviewsPeaceful cabin close to skiing & Brattleboro
Apr 14 – 21
Family- and pet-friendly home rentals
Tiny home in Jamaica
4.88 out of 5 average rating, 346 reviewsForest Cabin ~ 7min to Stratton, Cozy, Private
Jul 18 – 25
Cabin in Danby
4.88 out of 5 average rating, 281 reviewsCabin So Vt hikes, swimming holes min. to Vsf
May 13 – 20
Apartment in Ludlow
4.92 out of 5 average rating, 255 reviewsOkemo Vermont Getaway
Apr 11 – 18
Apartment in Springfield
4.91 out of 5 average rating, 223 reviewsFarm Barn apt. 3 bedr, 2 bath, fiberoptic internet
May 8 – 15
Cottage in Dover
4.95 out of 5 average rating, 216 reviewsCozy summer cottage in the woods of southern VT
Jan 16 – 23
Guesthouse in Hartland
4.95 out of 5 average rating, 914 reviewsYurt In The Woods - Private Refuge
Mar 30 – Apr 6
Chalet in Dover
4.93 out of 5 average rating, 265 reviewsA charming VT chalet
Nov 18 – 25
Apartment in Cambridge
4.91 out of 5 average rating, 370 reviewsMountain View Apartment! Close to Saratoga!
Apr 7 – 14
Family-friendly home rentals with a pool
Condo in Killington
4.92 out of 5 average rating, 392 reviewsApril open 1 bedroom 1 night Ok Free shuttle
Oct 10 – 17
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Aug 31 – Sep 7
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Nov 10 – 17
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Nov 15 – 22
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Dec 1 – 8
Condo in Killington
4.97 out of 5 average rating, 116 reviews#45 Mountain Ski & Summer Condo with Private Sauna
Aug 20 – 27
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Jan 31 – Feb 7
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Jun 28 – Jul 5
Quick stats about vacation rentals that are family-friendly in Weston
Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
$130 before taxes and fees
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