Family-friendly vacation rentals in Westport

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Westport

  • Total vacation rentals

    Explore 70 vacation rentals in Westport

  • Nightly prices starting at

    Westport vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

  • Verified guest reviews

    Over 2,770 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Westport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Westport rentals

  • 4.9 Average rating

    Westport stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Westport

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Two colorful kayaks are positioned on a concrete dock, with the calm waters of the bay extending into the distance. The sky above is clear with some soft clouds, reflecting a tranquil outdoor setting.
Cottage in Westport
4.89 out of 5 average rating, 132 reviews

Huge Cottage with Glimpses of Westport Bay

Huge (875 sq ft), lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

Guest favorite
A vibrant sunset casts shades of orange and pink over a peaceful landscape. Silhouettes of trees and telephone poles frame the view, while houses and a small shed are visible in the foreground, providing a glimpse of the tranquil environment.
Home in Westport
4.78 out of 5 average rating, 250 reviews

Kayak in the Westport River!

Great place to stay when in town for graduations, weddings (very close to Bittersweet Farms and UMass) or just to escape and relax!! Enjoy yourself in my private, bright and cozy little house right on the river! Back deck with gas grill and great coffee, donuts and ice-cream across the street. Brand new kitchen too!! *Note, no excessive noise, parties or gatherings are allowed. Only those approved to stay in the house are permitted. Guests in violation will be asked to leave immediately.

Guest favorite
A serene view of the Westport River at dusk features soft pastel hues reflecting on the water. A wooden dock extends into the calm river, framed by gentle grasses in the foreground. The sky transitions from deep blue to warm oranges and yellows as the sun sets.
Cabin in Westport
4.93 out of 5 average rating, 332 reviews

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just 4 miles from the ocean. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

Guest favorite
A charming house exterior is presented, featuring dark wooden shingles and white trim. A light blue front door welcomes guests, while large windows allow for ample natural light. Lush greenery and flowering plants surround the entrance, contributing to the inviting outdoor aesthetic.
Home in Little Compton
4.91 out of 5 average rating, 111 reviews

Great Mate, Little Compton (aka Sauna by the Sea)

1/2 mile from South Shore and Goosewing Beach. Unwind in this airy house with ample backyard and quick walk/ride to ocean. Fits 8, 4 bdrm, 2 bthrm + hot outdoor shower, sun room with French doors to deck, open layout, AC first floor, overhead fans, sun drenched lawn and expansive deck. Walk to Wishing Stone Farmstand and more. Perfect family summer getaway on protected street set off from traffic in heavenly farm / beach town of Little Compton. Clean, just-refreshed, well-appointed home.

Guest favorite
An expansive dining area is illuminated by pendant lights, featuring a long wooden table surrounded by chairs. A cozy corner includes a baby grand piano, with a modern kitchen visible in the background. The arched ceiling highlights the unique architectural design of the space.
Home in Tiverton
4.95 out of 5 average rating, 100 reviews

'The Quonset' Close to Beach, Game Room & Hot Tub

This family-friendly cottage has been thoughtfully designed to offer you an unforgettable stay. The highlights include: An oversized eat-in kitchen, a baby grand piano once played by a pianist from the Boston Pops, an expansive dining area that seats 12, a cozy library living room, 4 inviting bedrooms and 2 modern baths, a spacious outdoor deck, a secret kids'/game room featuring a ping pong table, an outdoor fire pit and grill area, and a luxurious hot tub! Pets allowed upon approval.

Top guest favorite
A quaint cottage is blanketed in snow, with a chimney rising from the sloped roof. Nearby, a bare tree stands, its branches weighed down by frost. The scene conveys a tranquil winter landscape, featuring soft white tones and a serene atmosphere.
Tiny home in Westport
5.0 out of 5 average rating, 162 reviews

Restored blacksmith shop (cottage) on goat farm

Guest cottage on 300-yr old farmstead, now a working goat farm. Open floor plan with Queen bed, decorative FP, loveseat, ++ seating, bistro table/chairs, WiFi, Roku TV w/ prem. channels, a/c & heat, 3 cu. ft. frig, m'wave, coffee maker/tea kettle. NO KITCHEN facilities. Full bath (w/ shower) in attached ell. Bright & cheery, close to barn & goat pen. Shaded outdoor grass patio w/ teak furniture. Orchard (w/ fire pit), pastures, hay fields, stream, walking trails in woods.

Guest favorite
A charming farmhouse is set against a backdrop of autumn foliage, featuring vibrant trees and a cloudy sky. A garden with various plants and flowers is visible in the foreground, adding natural texture to the scene.
Loft in Westport
4.87 out of 5 average rating, 343 reviews

Brithaven Farm

Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

Guest favorite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.89 out of 5 average rating, 194 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Superhost
A charming cottage exterior is presented, featuring shingle siding and a welcoming wraparound deck. Outdoor seating includes a picnic table and several armchairs surrounded by planters with blooming flowers. Large windows provide ample natural light, enhancing the inviting atmosphere of the space.
Home in Little Compton
4.94 out of 5 average rating, 144 reviews

Salt box

Come and Relax! Newly renovated guest cottage in little Compton, Rhode Island on a quiet dead end street. Access to beach, close to town commons, farmers market and Sakonnet and Westport wineries among other special spots. Wonderful walking and biking area. Perfect for couples or a small family to get away. Special note...Memorial Day to Columbus Day house includes a beach pass to Briggs beach. More info will be shared as needed.

Top guest favorite
Home in Westport
4.94 out of 5 average rating, 121 reviews

Land + Sea - a country coastal retreat

Land + Sea is an 1890s farmhouse in the Head of Westport neighborhood, just a few minutes walk to the East Branch of the Westport River. Spend the days kayaking nearby or at nearby beaches, then come back to rinse off in the outdoor shower. Close to Buzzard Bay Brewing, Westport Rivers Winery, farmstands, dairies, cycling loops, galleries/studios and conservation areas. Prepare local foods in the chef's kitchen or on the grill.

Top guest favorite
A two-story blue house is showcased, surrounded by a well-maintained yard and greenery. A wooden fence borders the property, providing a natural frame. The front entrance features a welcoming porch with a peaked roof and stone accents, contributing to the home’s rustic charm.
Home in Little Compton
4.92 out of 5 average rating, 147 reviews

Potters Corner by Kristin & Sakonnet Farm & Stays

This spacious 4-bedroom home offers peace and privacy in rural Little Compton. The open layout includes a gourmet kitchen, dining area, and two living rooms with smart TVs and surround sound. The master suite features a king bed, sauna, and a luxurious bath. The property includes a private yard, ample parking, and showcases local artwork. Please note: no pets and no parties. Winter monthly rates do not include utilities.

Top guest favorite
Aerial view showcases a peaceful coastal neighborhood, with homes set against a backdrop of the ocean. The green lawns and sandy shore create a harmonious landscape. Soft clouds drift above, and the water glistens under natural light, enhancing the serene coastal environment.
Apartment in Little Compton
4.96 out of 5 average rating, 357 reviews

Home by the Sea free beach pass

Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

Popular amenities for Westport family-friendly rentals

When is the best time to visit Westport?

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Avg. priceﺩ.ﺇ 738ﺩ.ﺇ 801ﺩ.ﺇ 742ﺩ.ﺇ 826ﺩ.ﺇ 1,010ﺩ.ﺇ 1,102ﺩ.ﺇ 1,142ﺩ.ﺇ 1,194ﺩ.ﺇ 1,021ﺩ.ﺇ 845ﺩ.ﺇ 859ﺩ.ﺇ 988
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