Family-friendly vacation rentals in Lewisboro
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lewisboro
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 Lewisboro family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Highland
4.96 out of 5 average rating, 108 reviewsHouse in Highland: Secluded Retreat
Feb 25 – Mar 4
Home in Cold Spring
4.95 out of 5 average rating, 282 reviewsHilltop Hideaway Forest Villa on 13 acres!
Mar 20 – 27
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
Aug 5 – 12
Condo in Vernon Township
4.97 out of 5 average rating, 143 reviewsComfy Studio at Mountain Creek Resort
Jan 16 – 23
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Dec 17 – 24
Apartment in New Paltz
4.97 out of 5 average rating, 466 reviewsRelaxing Spa Retreat~Gorgeous View~Walk to Village
Jan 10 – 17
Home in Beacon
4.96 out of 5 average rating, 310 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Jun 19 – 26
Condo in Vernon Township
4.95 out of 5 average rating, 732 reviewsAppalachian Lodge Top Floor w/views
Sep 2 – 9
Family- and pet-friendly home rentals
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Oct 26 – Nov 2
Guesthouse in Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
Sep 14 – 21
Farm stay in West Simsbury
4.95 out of 5 average rating, 434 reviewsFlamig Farm Staycation
Feb 20 – 27
Farm stay in High Falls
4.87 out of 5 average rating, 809 reviewsDave's Milk Barn
Oct 29 – Nov 5
Guest suite in Fort Montgomery
4.94 out of 5 average rating, 420 reviewsWest Point - Mountain Top Suite
Mar 28 – Apr 4
Home in Fairfield
4.96 out of 5 average rating, 291 reviewsLuxurious Barn With New England Charm
Apr 24 – May 1
Guesthouse in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
Apr 21 – 28
Cottage in New Fairfield
4.93 out of 5 average rating, 259 reviewsSweet Dotti's Cottage on Candlewood Lake - 60M NYC
Nov 17 – 24
Family-friendly home rentals with a pool
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Jun 16 – 23
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Oct 2 – 9
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Feb 16 – 23
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
Feb 1 – 8
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 10 – 17
Apartment in Union
4.89 out of 5 average rating, 225 reviewsSparkling Clean | Onsite Team | Business Amenities
Jan 1 – 8
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 22 – 29
Quick stats about vacation rentals that are family-friendly in Lewisboro
Total rentals
80 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
1.4K reviews
Nightly prices starting at
G$18,794 GYD before taxes and fees
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