Family-friendly vacation 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.
Vacation 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
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
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Jul. 5 – 12
Home in Cold Spring
4.95 out of 5 average rating, 280 reviewsHilltop Hideaway Forest Villa on 13 acres!
Apr. 17 – 24
Chalet in Cold Spring
4.89 out of 5 average rating, 369 reviewsMountain View Retreat
Sep. 17 – 24
Home in Center Moriches
4.98 out of 5 average rating, 188 reviewsWalk to beach and playground. Outdoor hot tub.
Dec. 1 – 8
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
Aug. 3 – 10
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Feb. 4 – 11
Family- and pet-friendly home rentals
Guesthouse in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Apr. 4 – 11
Guest suite in Cutchogue
4.88 out of 5 average rating, 587 reviewsWalk to Vineyards, Beaches, Farms & Town
Oct. 15 – 22
Home in Stamford
4.98 out of 5 average rating, 211 reviewsBright Stylish Chic 4BR 4BA Home
Oct. 10 – 17
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Jan. 10 – 17
Apartment in Ossining
4.94 out of 5 average rating, 302 reviewsHudson River Peaceful Getaway
Oct. 1 – 8
Apartment in Middletown
4.9 out of 5 average rating, 240 reviews3 bedroom near Wesleyan, downtown
Oct. 13 – 20
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
May 4 – 11
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Mar. 27 – Apr. 3
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
Mar. 1 – 8
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
Apartment in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
Dec. 11 – 18
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep. 12 – 19
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct. 25 – Nov. 1
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
Quick stats about vacation 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
$68 CAD before taxes and fees
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