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 G$23,014 GYD 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
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

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.

FamilyKitchenOutdoor spaces

4.78 out of 5 average rating, 250 reviews
Superhost
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

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.

FamilyIndoor spacesWifi

4.88 out of 5 average rating, 136 reviews
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

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!

Indoor spacesFamilyLong stay

4.93 out of 5 average rating, 333 reviews
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

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.

FamilyKitchenHospitality

4.91 out of 5 average rating, 112 reviews
Top guest favorite
A small guesthouse is set against a clear blue sky, surrounded by lush green grass and blooming wildflowers. Trees and vegetation add to the natural scenery, while the house features multiple windows that offer a glimpse of the interior.
Guesthouse in Westport

The Swift's Nest

Visiting the Farm Coast? Why not stay on a Farm! The Swift's Nest is a guest house located on our working farm and garden. The studio apartment is private and accessed by a farm lane that will take you past our apiary, orchard and wildflower gardens. Located above our honey room, this generous studio enjoys exceptional views. Distant winter views of the Westport River are replaced by a bright pastoral of wildflowers, hayfields, and forests in the summer. Come enjoy and relax.

KitchenIndoor spacesLocation

5.0 out of 5 average rating, 34 reviews
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

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.

KitchenIndoor spacesAir conditioning

5.0 out of 5 average rating, 165 reviews
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

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.

KitchenIndoor spacesWifi

4.87 out of 5 average rating, 347 reviews
Guest favorite
A sprawling green lawn extends towards Nanaquaket Pond, framed by lush trees and shrubs. The calm water reflects the sky, dotted with clouds, while distant homes can be seen along the shoreline. A sandy area is visible, inviting exploration.
Home in Tiverton

Coastal Charm!

Registration # RE.00841-STR Exp. 10/27 Coastal charm! This waterfront property has expansive views of Nanaquaket Pond, a salt water inlet and a private walking path down to the shoreline! Bring your kayaks or paddle board if you like. Explore the farm coast, beaches, nature preserves, historic areas and much more! The perfect getaway to relax in, catch a gorgeous sunset from the back deck and take a walk down to the shoreline.

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 182 reviews
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

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.

FamilyKitchenBeach

4.89 out of 5 average rating, 200 reviews
Top guest favorite
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

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.

Indoor spacesKitchenGetting around

4.94 out of 5 average rating, 144 reviews
Top guest favorite
Home in Westport

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.

FamilyKitchenCondition

4.94 out of 5 average rating, 121 reviews
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

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.

KitchenIndoor spacesBackyard

4.92 out of 5 average rating, 147 reviews

Popular amenities for Westport family-friendly rentals

Family-friendly home rentals with a hot tub

When is the best time to visit Westport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,053 GYDG$45,610 GYDG$42,263 GYDG$47,075 GYDG$57,536 GYDG$62,766 GYDG$65,068 GYDG$67,997 GYDG$58,163 GYDG$48,121 GYDG$48,958 GYDG$56,280 GYD
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