Family-friendly vacation 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.
Vacation 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
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
Aug 19 – 26
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
Mar 2 – 9
Home in Cold Spring
4.95 out of 5 average rating, 282 reviewsHilltop Hideaway Forest Villa on 13 acres!
Feb 15 – 22
Home in Stamford
4.93 out of 5 average rating, 107 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Oct 5 – 12
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
Oct 30 – Nov 6
Villa in Hopewell Junction
4.96 out of 5 average rating, 279 reviewsThe Mission House Sanctuary
Apr 17 – 24
Home in Cold Spring
4.91 out of 5 average rating, 241 reviews1834 Farm House
Aug 11 – 18
Villa in Guilford
4.91 out of 5 average rating, 11 reviewsPrivate Luxury Waterfront Home
Mar 11 – 18
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Mar 31 – Apr 7
Apartment in Ossining
4.94 out of 5 average rating, 308 reviewsHudson River Peaceful Getaway
Sep 27 – Oct 4
Home in Huntington
4.85 out of 5 average rating, 262 reviewsNautical Farm House on Working Farm with Animals
Mar 4 – 11
Cottage in Putnam Valley
4.89 out of 5 average rating, 216 reviewsLakefront Cottage near Hudson Valley
Dec 17 – 24
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Jan 20 – 27
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
Apr 5 – 12
Guest suite in Waterbury
4.94 out of 5 average rating, 250 reviewsPrivate 1 bedroom apartment in central Connecticut
Nov 19 – 26
Apartment in Carmel
4.87 out of 5 average rating, 275 reviewsPrivate space, with yard
Oct 26 – Nov 2
Family-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 14 – 21
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 29 – Jan 5
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Oct 2 – 9
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Oct 31 – Nov 7
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Oct 2 – 9
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Jun 6 – 13
Home in Fairfield
4.62 out of 5 average rating, 29 reviewsModern artist retreat near beach
Mar 14 – 21
Home in Monroe
4.97 out of 5 average rating, 184 reviewsGarden Level Suite with Beautiful Pool
Apr 5 – 12
Quick stats about vacation 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
G$20,853 GYD before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- New Haven Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Rentals with outdoor seating Westport
- Kid-friendly rentals Westport
- Fitness-friendly rentals Westport
- Rentals with beach access Westport
- Rentals with a washer and dryer Westport
- Pet-friendly rentals Westport
- Rentals with pools Westport
- Monthly Rentals Westport
- Rentals with a fire pit Westport
- Rentals with a fireplace Westport
- Rentals with a patio Westport
- House 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