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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.

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Top guest favorite
A spacious room with a queen size bed dressed in yellow accents is shown.  A small dining table is positioned nearby, surrounded by four chairs. In the background, a shelving unit holds storage bins and decorative items, while light filters through sheer window coverings, creating a bright atmosphere.
Guest suite in Portsmouth
4.93 out of 5 average rating, 149 reviews

By the Sea BnB - Portsmouth RI

By the Sea Air BNB is the perfect location for your stay! Located in our home with a private entrance you'll have the entire space with all the amenities you'll need to make for an enjoyable & relaxing break. Within walking distance to the local beach & restaurants. Spend a day in Newport & your night relaxing by the firepit, play a game or watch TV. We're 25 mins. to Newport, 15 mins. to their beaches, 10 mins. to Bristol's famous 4th of July celebration & close to Roger Williams University.

Top guest favorite
Apartment in New Bedford
4.91 out of 5 average rating, 338 reviews

Walk downtown from our terrace apartment

Charming first floor, one bedroom apartment located on a quiet dead end street, walking distance to downtown amenities including: museums, theater, restaurants, shopping, library, and public transportation like the ferry to Martha’s Vineyard and Cuttyhunk. We are .6 miles from St. Luke’s Hospital which is perfect for traveling medical professionals. There are options for creating a conducive work from home office space. The apartment is well stocked with everything you would need for a getaway.

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
4.94 out of 5 average rating, 317 reviews

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. 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 cozy living area is presented with a dark couch and a wooden dining table accompanied by black chairs. A TV is situated on a light-colored media unit, while bookshelves filled with books line one wall. Natural light filters in through sheer curtains.
Apartment in Fairhaven
4.79 out of 5 average rating, 121 reviews

Main Street on the Park

Welcome to Main Street on the Park! The morning sun will greet you in the bright apartment in our big white house with a yellow front door. Perfect for a romantic getaway or a convenient place to stay if you are in the area for business. A large fenced yard abuts a public park complete with tennis courts, track and walking trail. Explore our small town with a big history, visit its historic buildings, great restaurants and unique shops. The location is convenient to all of the South Coast.

Top guest favorite
A cozy lounge area is presented with a plush gray couch, an armchair in deep green, and a round coffee table. Natural light flows in through two skylights and windows, while a small bar table with stools offers a casual dining or workspace option. A flat-screen TV is mounted on the wall.
Guest suite in Hope
4.99 out of 5 average rating, 311 reviews

Sunny studio on the East Side!

Quiet, sunny 300 sq foot studio, great neighborhood, on National Historic Register! Close to Miriam, Brown & RISD. You have the entire second floor to yourself, w/ driveway parking, private entrance & bath, lounge, work/eating counter, high speed WiFi & Roku Smart TV. There's a small fridge, microwave, Brio hot/cold filtered water dispenser, Keurig. Coffee, tea, milks, homemade muffins, granola bars :). Please note: GUESTS MUST BE ON THE LISTING. VISITORS MUST BE APPROVED PRIOR TO STAY.

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 out of 5 average rating, 147 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
4.88 out of 5 average rating, 315 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
Aerial view of a coastal neighborhood is presented, featuring a variety of homes nestled among lush green trees. The Kickemuit River flows in the background, reflecting the sky and surrounded by open land. The image captures the serene atmosphere of the area.
Tiny home in Warren
4.84 out of 5 average rating, 174 reviews

Adorable Tiny House in Picturesque Seaside Village

Spacious Tiny House with incredible water views. Pet friendly. Private+Clean. No Parties. Main floor has full bathroom, dressing room, kitchenette, dining table/chairs, sofas, TV. Sleeping loft has 1 Queen+3 Twin beds. Tucked away in a quiet seaside neighborhood. Minutes drive to the adorable Warren Historic Waterfront District and other necessities. Kayaks available nearby. 25 min to Providence, 30 min to Newport+Beaches, 10 min to Bristol+RWU

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
4.88 out of 5 average rating, 173 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.

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, 344 reviews

Home by the Sea

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.

Guest favorite
A stone pathway leads up to the side of a house, bordered by green grass and plants. The two-story structure features a textured wooden exterior and multiple windows. Natural light illuminates the scene under a clear blue sky.
Home in Westport
4.84 out of 5 average rating, 118 reviews

Beach Home – Family Friendly - Solar Powered

1.5 mile to beautiful Horseneck beach. On 2 acres of woods & lawn. Large deck for grilling, outdoor shower, fire pit & large swing set. Spacious & bright layout with cathedral ceilings and hardwood floors . Family friendly private neighborhood. ABSOLUTELY NO PARTIES. IF YOU ARE LOOKING FOR A PLACE TO PARTY, PLEASE GO SOMEWHERE ELSE. WE WILL ASK GUESTS TO LEAVE IF THIS POLICY IS NOT FOLLOWED.

Top guest favorite
A spacious garden area is shown, featuring a large tree providing shade alongside the main residence. Lush green grass extends throughout the yard, complemented by colorful flower beds. A stone border outlines the garden, enhancing the serene outdoor environment.
Apartment in Westport
4.94 out of 5 average rating, 292 reviews

15 Acres of Open Fields & 15 Minutes to the Beach

This is a ground level apartment. It sits in the walkout basement of the main residence. It has 7 east facing windows. Tons of light and faces the 15 acres of field. It was a dairy farm previously so the house is a converted cow barn. It is quiet and serine, far off the road. Enjoy walks in the fields or sit on the swing in the gardens.

Popular amenities for Westport family-friendly rentals

When is the best time to visit Westport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$37,385 GYDG$41,353 GYDG$36,550 GYDG$41,353 GYDG$49,290 GYDG$61,821 GYDG$64,954 GYDG$67,878 GYDG$58,062 GYDG$48,037 GYDG$48,872 GYDG$56,182 GYD
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Quick stats about vacation rentals that are family-friendly in Westport

  • Total vacation rentals

    Explore 60 vacation rentals in Westport

  • Nightly prices starting at

    Westport vacation rentals start at G$20,885 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,600 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

    60 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!