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
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
May 6 – 13
Home in Beacon
4.96 out of 5 average rating, 308 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Dec 6 – 13
Farm stay in Kent
4.87 out of 5 average rating, 263 reviews(°) The Wandering Peacock (°)
Jun 3 – 10
Home in Cold Spring
4.95 out of 5 average rating, 280 reviewsHilltop Hideaway Forest Villa on 13 acres!
Apr 17 – 24
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul 5 – 12
Chalet in Cold Spring
4.89 out of 5 average rating, 369 reviewsMountain View Retreat
Sep 17 – 24
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
Aug 4 – 11
Villa in Hopewell Junction
4.96 out of 5 average rating, 279 reviewsThe Mission House Sanctuary
Oct 11 – 18
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Apr 9 – 16
Apartment in Ossining
4.94 out of 5 average rating, 302 reviewsHudson River Peaceful Getaway
Oct 1 – 8
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
Jan 10 – 17
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Nov 2 – 9
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Dec 5 – 12
Guesthouse in New Milford
4.94 out of 5 average rating, 177 reviewsCharming Cottage w/Pastoral Views
Jan 27 – Feb 3
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Mar 27 – Apr 3
Guest suite in Cold Spring
4.79 out of 5 average rating, 482 reviewsCozy getaway in Cold Spring
Jun 26 – Jul 3
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
Apr 15 – 22
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct 16 – 23
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Feb 3 – 10
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep 12 – 19
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 26 – Oct 3
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 23 – 30
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Jun 25 – Jul 2
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Apr 18 – 25
Quick stats about vacation rentals that are family-friendly in Weston
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
240 reviews
Nightly prices starting at
$100 before taxes and fees
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