Family-friendly holiday rentals in Westport
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westport
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 Westport 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
19–26 Jul
Guest house 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, 280 reviewsHilltop Hideaway Forest Villa on 13 acres!
21–28 Sep
Home in Oakdale
4.85 out of 5 average rating, 122 reviewsWaterfront Round House View
23–30 Jun
Home in Beacon
4.96 out of 5 average rating, 309 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
14–21 Mar
Chalet in Cold Spring
4.89 out of 5 average rating, 369 reviewsMountain View Retreat
16–23 Mar
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
27 Aug – 3 Sep
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
8–15 Apr
Flat in Islip Terrace
4.87 out of 5 average rating, 175 reviewsPHILS COZY Private studio(new kitchen/fresh paint)
11–18 Feb
Flat in Ossining
4.94 out of 5 average rating, 303 reviewsHudson River Peaceful Getaway
15–22 Sep
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
17–24 Oct
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
3–10 Jan
Cottage in Putnam Valley
4.9 out of 5 average rating, 214 reviewsLakefront Cottage near Hudson Valley
6–13 Sep
Guest suite in Islip
4.79 out of 5 average rating, 291 reviewsSouth Shore Beauty in the Woods
1–8 Nov
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
25 Dec – 1 Jan
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
3–10 Feb
Flat in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
13–20 Feb
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
23–30 Sep
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
8–15 Oct
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
28 Sep – 5 Oct
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
30 Oct – 6 Nov
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
22–29 Sep
Quick stats about holiday rentals that are family-friendly in Westport
Total rentals
90 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
940 reviews
Nightly prices starting at
€ 93 before taxes and fees
Destinations to explore
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Rentals with a patio Westport
- Monthly Rentals Westport
- Fitness-friendly rentals Westport
- Family-friendly rentals Westport
- House rentals Westport
- Rentals with a firepit Westport
- Rentals with a fireplace Westport
- Rentals with beach access Westport
- Rentals with outdoor seating Westport
- Rentals with a washing machine and dryer Westport
- Rentals with pools Westport
- Pet-friendly rentals Westport
- Family-friendly rentals Fairfield County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom