
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

Luxury House 0.25 mi from Craigville Beach
Came here for my sisters bachelorette. It was amazing . We felt right at home . It was very spacious and clean . Hosts thought of everything . Definitely would come back. The hosts were very responsive and very flexible. Great place to stay. The games and ping pong and air hockey tables were a hit !!

Spectacular beach & pool combo; beautiful sunsets!
The house was beautiful, very comfortable and extremely well equipped. I would highly recommend this home. We had a wonderful stay there!

Victorian Oasis: Driveway, hot tub, grill & more
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.

Newly renovated, close to Foxboro and Boston
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Marina’s home is Beautiful! The home was perfect for our stay. She has everything that you would need and extra. The location was great. If it had been warmer, we would have walked to town or took the bikes out. We definitely plan on returning!

Peaceful waterfront home with dock/ hot tub
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!

Amazing ocean front 3 bedroom
We had a wonderful stay! The house was great! Views were awesome from the top balcony! We wished the bushes and shrubs had been trimmed a little to have a better view from the main level but it was still a nice view from the one area there. House was quite roomy and had everything we needed in the kitchen. There are not tvs in the two spare rooms which would have been good after dinner for our teenagers while winding down after family time. The host is wonderful and communicated great. Overall we had a great family vacation and a good time. The house is nice. Would recommend!
Family- and pet-friendly home rentals

Boutique Hotel Special pricing available
Location is great - steps away from Thames St. It was clean and the staff are very friendly. They checked in daily to make sure we had everything we needed.

Clear Pond Pet Friendly Inn
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.

Downtown Hideaway! Walk to Harbor & restaurants.
Great location and David was very responsive and helpful throughout the entire stay!

Cottage suite between the harbors: no minimum stay
This was exactly what we were looking for--it was equal distant from vineyard haven and oaks bluff, right along the bus route. We ended up renting bikes and biking to and from different towns, which was amazing. Theda was extremely responsive and even let us check in and out when we needed. We'll definitely stay here again when we're in town!

Large estate with pond near beaches
This was a fabulous destination! We were looking for a big place to have a special anniversary party weekend with extended family, and this house had everything we needed. Plenty of bedrooms upstairs and first floor, many common gathering areas, large kitchen and dining room tables, and lots of Space. (And this doesn't even include the explorable property outside.) The dozens of photos in the listing were very helpful, as well as the detailed descriptions. We had specific needs for elderly relatives with disabilities, and owner Lynne was so responsive in her replies to my many messages with varied questions. Truly, Lynne, you deserve a gold star from Airbnb for promptness and offering up ways and help that made our stay both easier and fulfilling.

Peleg Barker House. Spacious & Family Friendly!
We had a wonderful off-season weekend at Jenny’s place. It’s a beautiful home that is well appointed, which made it easy to settle in. The house is also in a prime location in downtown Newport. Being mid-January, it was nice to have a short walk to many great restaurants and shops. We look forward to coming back!

Sunny, Spacious Vineyard Retreat
This is the third time my family has stayed in this beautifully furnished and extremely comfortable home, located on a quiet cul de sac. Always perfect for our Vineyard get-aways.

Waterview, Private, Walk to Beach, Mile to Town
We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!
Family-friendly home rentals with a pool

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Our families slice of heaven
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G

Townhouse Close to Downtown Newport & Beaches
My family had a great weekend at Kristin’s house. I love this Beautiful, clean, well maintained property. The fire pit is great for marshmallow. We did not get to use the lovely pool because it got really cold at night. Bonus: filtered water from fridge, blinds + curtain, skylight in bathroom.

Private 3bdrm Condo Tashmoo Woods
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

4th July week! Cape Cod Townhome
The place is great if you don't mind having to drive to a beach or to town. It's spacious and clean. And Ruth is a great host. She was very responsive.

Falmouth, Cozy Studio Near Old Silver Beach
We had a wonderful weekend stay! The house is located in a quiet neighborhood and the upstairs apartment was very clean. There is quick access to local beaches and restaurants. We would stay again!

Condo in Falmouth MA
Wonderfull place very peacefull and quiet . Beautiful lake in the Back as well. Patrick was very quick with his responses.overall great experience

6/13-15 weekend open, Central AC, Walk 2 beach
Sara's place was fantastic! Perfect for our group running a local race. Walkable to Easton's Beach and restaurants in Middletown. the place is extremely comfortable and had everything we needed. Sara was excellent: very responsive and accommodating - I would definitely stay here again!
Quick stats about vacation rentals that are family-friendly in Westport
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
Destinations to explore
- Cape Cod Vacation rentals
- Boston Vacation rentals
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Rentals with a fire pit Westport
- Rentals with beach access Westport
- Rentals with outdoor seating Westport
- Beachfront rentals Westport
- Pet-friendly rentals Westport
- Waterfront rentals Westport
- House rentals Westport
- Rentals with a fireplace Westport
- Rentals with a washer and dryer Westport
- Rentals with a patio Westport
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- 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
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- Brown University
- Foxwoods Resort Casino
- New England Aquarium
- Sandwich Glass Museum
- Owen Park Beach
- Faneuil Hall Marketplace
- Sagamore Beach
- Freedom Trail
- New Silver Beach
- Onset Beach
- Prudential Center
- Blue Shutters Beach
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- South Shore Beach