Family-friendly holiday rentals in Darien
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Darien
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 Darien family-friendly rentals
Family-friendly home rentals with a hot tub
Guest suite in Patchogue
4.93 out of 5 average rating, 267 reviewsShores Retreat Suite - Peaceful Relaxation
21–28 Jul
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
9–16 Oct
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
19–26 Dec
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
5–12 Jul
Home in Cold Spring
4.95 out of 5 average rating, 281 reviewsHilltop Hideaway Forest Villa on 13 acres!
21–28 Sep
Home in Oakdale
4.85 out of 5 average rating, 123 reviewsWaterfront Round House View
22–29 Dec
Chalet in Cold Spring
4.89 out of 5 average rating, 369 reviewsMountain View Retreat
16–23 Mar
Home in Tomkins Cove
4.94 out of 5 average rating, 137 reviewsHudson Valley Victorian with River Views
6–13 Aug
Family- and pet-friendly home rentals
Guest suite in Islip
4.79 out of 5 average rating, 291 reviewsSouth Shore Beauty in the Woods
17–24 Jan
Home in Fairfield
4.96 out of 5 average rating, 290 reviewsLuxurious Barn With New England Charm
23–30 Mar
Apartment in Ossining
4.94 out of 5 average rating, 304 reviewsHudson River Peaceful Getaway
4–11 Nov
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
14–21 Nov
Cabin in Huntington
4.87 out of 5 average rating, 241 reviewsCaptain's Cottage on Working Farm with Animals
14–21 Oct
Cottage in Redding
4.93 out of 5 average rating, 232 reviewsCozy Cottage by the pond
15–22 Jun
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
9–16 Dec
Apartment in Islip Terrace
4.87 out of 5 average rating, 175 reviewsPHILS COZY Private studio(new kitchen/fresh paint)
28 Sep – 5 Oct
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 202 reviewsEscape to a Restored New England Antique Milk Barn
12–19 Jan
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
24–31 Oct
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
13–20 Apr
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
28 Sep – 5 Oct
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
30 Aug – 6 Sep
Townhouse in New York
4.95 out of 5 average rating, 206 reviewsNew York City Masterpiece
12–19 Nov
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
29 May – 5 Jun
Home in Bellport
4.91 out of 5 average rating, 54 reviewsBellport Home: Pool, Hot Tub & Ping-Pong Oasis
16–23 Oct
Quick stats about holiday rentals that are family-friendly in Darien
Total rentals
30 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
460 reviews
Destinations to explore
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