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Family-friendly vacation rentals in Westport

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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$23,012 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.

KitchenFamilyLocation

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.

Indoor spacesKitchenLocation

4.87 out of 5 average rating, 135 reviews
Superhost
A cozy living area features a light blue wall with a decorative 'WELCOME' sign above a comfortable sofa adorned with patterned cushions. A wooden coffee table in the foreground holds a bowl of decorative shells, a vase of hydrangeas, and a book on a striped runner.
Home in Dartmouth

Serene 3-Bedroom Lakeside Home

Welcome to this serene getaway home located directly on the Lake! This lovely home is peaceful & conveniently located next to I-195 and a short drive away from Boston, Providence, Newport, Cape Cod, many beaches, a winery and a 5 minute drive to UMass Dartmouth. With its private entrance, this cozy home has a fully equipped kitchen, grill, cable/Roku & Wi-Fi, board games and a sunroom overlooking Lake Noquochoke so all you are left to do is bring your kayak, food and you’re ready to relax!

FamilyIndoor spacesLayout

4.85 out of 5 average rating, 275 reviews
Superhost
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!

FamilyIndoor spacesCondition

4.93 out of 5 average rating, 332 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.

FamilyIndoor spacesAir conditioning

4.91 out of 5 average rating, 111 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.

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 163 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.

FamilyIndoor spacesBathroom

4.87 out of 5 average rating, 345 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.

KitchenIndoor spacesLaundry

4.89 out of 5 average rating, 194 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.

KitchenIndoor spacesQuiet

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.

Indoor spacesKitchenBeach

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.

FamilyKitchenBreakfast

4.92 out of 5 average rating, 147 reviews
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

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.

KitchenIndoor spacesBeach

4.96 out of 5 average rating, 357 reviews

Popular amenities for Westport family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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

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

KitchenIndoor spacesHospitality

4.95 out of 5 average rating, 100 reviews
Superhost
Home in Somerset

Campfires & Porch Swings Hot Tub | Pets Welcome

FamilyKitchenBathroom

4.87 out of 5 average rating, 125 reviews
Top guest favorite
The great room is characterized by a spacious layout featuring wooden beams and abundant natural light. A comfortable seating area is arranged around a coffee table, while a dining table is set near large windows. The kitchen area includes modern appliances and bar seating.
Home in Middletown

Gather Farmhouse | 4BR | 2BA w/ Hot Tub

Indoor spacesKitchenBathroom

5.0 out of 5 average rating, 109 reviews
Top guest favorite
An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.
Cottage in Portsmouth

Waterfront Oasis minutes from Newport w/ hot tub!

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 176 reviews
Guest favorite
Home in Portsmouth

Luxury Waterfront Home | Private Dock & Hot Tub

Indoor spacesKitchenCleanliness

4.84 out of 5 average rating, 113 reviews
Top guest favorite
An outdoor seating area features a light-colored sectional sofa adorned with decorative cushions, positioned around a fire pit table. The lawn is well-manicured, with a rustic fence in the background, and a two-story building is visible beyond the grassy area.
Home in Middletown

Walk to the Beach - Serene Coastal Country Cottage

Indoor spacesKitchenQuiet

5.0 out of 5 average rating, 203 reviews
Guest favorite
A charming living area features two upholstered armchairs with decorative cushions, complemented by a round coffee table. Natural light filters through large windows adorned with wooden frames, illuminating the intricate wood ceiling beams above. A fireplace is situated in the corner, adding warmth to the space.
Home in Providence

Cozy Home next to City Park

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 209 reviews
Top guest favorite
Home in Jamestown

Cozy Coastal Retreat • Hot Tub • Sauna

KitchenIndoor spacesPets

4.96 out of 5 average rating, 112 reviews

Family- and pet-friendly home rentals

Top guest favorite
A serene waterfront view is captured at sunset, with vibrant hues of orange and purple reflecting on the calm water. Silhouetted against the colorful sky, a small boat is visible in the distance, providing a tranquil focal point to the scene.
Cottage in Tiverton

Beachfront Driftwood Cottage!

KitchenFamilyRiver

4.92 out of 5 average rating, 323 reviews
Top guest favorite
A bright living area features hardwood flooring and large windows allowing natural light. A comfortable sofa and chairs are arranged around a wooden coffee table, with a decorative rug underneath. A television is mounted on the wall, complemented by coastal-themed decor.
Home in Portsmouth

3 BR -no guest fee-cozy beach house- near newport.

KitchenFamilyBathroom

4.98 out of 5 average rating, 251 reviews
Top guest favorite
A cozy living room features a mix of seating options, including a navy sofa and a light armchair. A wooden side table and a classic dresser provide storage, while framed artwork is displayed on the walls. Natural light filters through the window, illuminating the warm hardwood floors.
Home in Portsmouth

The Cedar House

FamilyIndoor spacesHospitality

4.98 out of 5 average rating, 115 reviews
Top guest favorite
The cottage features a welcoming exterior with a front porch and an American flag displayed. Lush landscaping with green grass and carefully arranged plants surrounds the gravel pathway leading up to the entrance, illuminated by soft evening light.
Home in East Greenwich

Luxury Cottage on the Potowomut River 2bd/2b

KitchenIndoor spacesView

5.0 out of 5 average rating, 115 reviews
Top guest favorite
The living area features a stone fireplace and comfortable seating arrangements, including a sofa with decorative throws. A large window allows natural light to fill the space, complemented by a chandelier overhead. Occasional tables and artwork add character to the inviting atmosphere.
Home in Middletown

Oceanfront overlooking Newport Cliff Walk

FamilyKitchenHospitality

4.95 out of 5 average rating, 274 reviews
Guest favorite
A historic lighthouse stands beside a renovated white keepers home, both set on a lush green lawn. The Atlantic Ocean stretches out in the background under clear blue skies, offering a serene coastal view.
Lighthouse in Pocasset

Wings Neck Lighthouse

FamilyIndoor spacesAir conditioning

4.93 out of 5 average rating, 123 reviews
Top guest favorite
A peaceful outdoor space reveals a grassy area with several chairs positioned to enjoy the sweeping views of Narragansett Bay. The sun rises on the horizon, casting a warm glow over the scene, while a flag waves gently in the breeze nearby.
Home in Portsmouth

Enjoy the ferry to this stunning Prudence gem!

Indoor spacesFamilyBeach

4.98 out of 5 average rating, 106 reviews
Top 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

Adorable Tiny House in Picturesque Seaside Village

FamilyKitchenAmenities

4.86 out of 5 average rating, 196 reviews

Family-friendly home rentals with a pool

Top guest favorite
A cozy studio space features sloped ceilings and warm wooden flooring. A spacious bed is dressed in white linens, with accent pillows adding a touch of color. A small kitchenette is visible beside a comfortable chair and a blue rug, offering a relaxed atmosphere.
Guest suite in Dartmouth

The Loft @ Beechwood. Private, comfy, coastal!

FamilyIndoor spacesCheckout

4.94 out of 5 average rating, 109 reviews
Top guest favorite
A serene scene is captured as the in-ground saltwater pool reflects the evening sky. Lounge chairs are aligned beside the pool, while the house showcases warm lights glowing through large glass doors, offering a welcoming view of the outdoor entertaining area.
Home in Middletown

Heated Salt Pool | Near Newport, Beaches | Pkg 4 6

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 110 reviews
Superhost
An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.
Home in Middletown

Modern Home w/ Pool & Game Room | Mins to Newport

KitchenFamilyLayout

4.91 out of 5 average rating, 195 reviews
Top guest favorite
A light-filled living space features a curved beige couch, complemented by a green stool and decorative pillow. Lush indoor plants add vibrancy alongside wall art in frames. The cohesive color palette includes soft blues and natural wood accents, creating an inviting atmosphere near an open bathroom doorway.
Home in Middletown

Private Heated Pool • Upscale 4BR • 13 min 2 Beach

KitchenFamilyBathroom

4.94 out of 5 average rating, 127 reviews
Superhost
A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.
Home in Plymouth

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

Indoor spacesFamilyBackyard

4.9 out of 5 average rating, 198 reviews
Guest favorite
An outdoor area is featured with a swimming pool surrounded by a decorative fence and lush greenery. Patios with seating arrangements and an umbrella provide shaded spots for relaxation. Colorful flower pots add vibrant accents along the poolside.
Home in Barrington

Cozy Barrington Home with a Private Pool

Indoor spacesFamilyDecor

4.86 out of 5 average rating, 109 reviews
Guest favorite
A heated indoor pool is framed by sleek gray walls and illuminated with recessed lighting. Large sliding glass doors offer a view of the outdoor patio. Colorful pool floats and equipment are neatly arranged nearby, providing options for leisure activities.
Home in Plymouth

Seaview Summit | Ocean Views, Indoor Pool, Beach

FamilyIndoor spacesView

4.9 out of 5 average rating, 177 reviews
Top guest favorite
A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.
Home in Scituate

Artist studio in the woods

FamilyIndoor spacesBathroom

4.95 out of 5 average rating, 259 reviews

When is the best time to visit Westport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,050 GYDG$45,606 GYDG$42,259 GYDG$47,071 GYDG$57,531 GYDG$62,761 GYDG$65,062 GYDG$67,991 GYDG$58,159 GYDG$48,117 GYDG$48,954 GYDG$56,276 GYD
Avg. temp-1°C0°C4°C10°C15°C20°C24°C23°C19°C13°C7°C2°C

Destinations to explore