Family-friendly holiday rentals in Fairfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fairfield
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 Fairfield family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Highland
4.96 out of 5 average rating, 111 reviewsHouse in Highland: Secluded Retreat
Guest house in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
Home in Wading River
4.97 out of 5 average rating, 461 reviewsYour Zen Retreat
Farm stay in Kent
4.87 out of 5 average rating, 266 reviews(°) The Wandering Peacock (°)
Home in Beacon
4.96 out of 5 average rating, 316 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
Home in Cold Spring
4.95 out of 5 average rating, 284 reviewsHilltop Hideaway Forest Villa on 13 acres!
Chalet in Cold Spring
4.89 out of 5 average rating, 374 reviewsMountain View Retreat
Home in Tomkins Cove
4.94 out of 5 average rating, 138 reviewsHudson Valley Victorian with River Views
Family- and pet-friendly home rentals
Guest house in South Salem
4.93 out of 5 average rating, 225 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Flat in Ossining
4.94 out of 5 average rating, 318 reviewsHudson River Peaceful Getaway
Cottage in Putnam Valley
4.9 out of 5 average rating, 221 reviewsLakefront Cottage near Hudson Valley
Cottage in Riverhead
4.97 out of 5 average rating, 129 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Cottage in Middlefield
4.93 out of 5 average rating, 232 reviewsLake Beseck cottage
Guest suite in Waterbury
4.94 out of 5 average rating, 251 reviewsPrivate 1 bedroom apartment in central Connecticut
Home in Stamford
4.98 out of 5 average rating, 214 reviewsBright Stylish Chic 4BR 4BA Home
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Family-friendly home rentals with a pool
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Yorktown Heights
4.88 out of 5 average rating, 121 reviewsCozy winter getaway 1 hr from NYC!
Home in Southampton
4.97 out of 5 average rating, 240 reviewsStunning 3 bed 2 bath home W Pool
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Flat in Glastonbury
4.9 out of 5 average rating, 411 reviewsQuiet 2 bed room apt w/ private entrance.
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Quick stats about holiday rentals that are family-friendly in Fairfield
Total rentals
190 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
3.3K reviews
Nightly prices starting at
€ 46 before taxes and fees
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