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House holiday rentals in Westport

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Top-rated house rentals in Westport

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bed is centered against a light grey wall, featuring a wooden headboard. Colorful coral-patterned pillows add a subtle touch. Two bedside tables with lamps sit on either side, creating a balanced and calming atmosphere.
Home in Mattapoisett
4.94 out of 5 average rating, 242 reviews

*The Cozy Escape* | Historic South Coast Retreat

SAVE (heart) US NOW! Escape to Mattapoisett on the South Coast of MA & experience the charming beauty of this small town! Our recently updated home is a perfect retreat for your getaway. Take in the stunning views of the harbor at Shipyard Park or stroll along the area beaches. Explore the area's history at Neds Point Lighthouse & Salty the Seahorse. Unwind at our cozy & inviting home. Dine in with our fully equipped kitchen or indulge at the many great restaurants! Book your unforgettable stay!

Top guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 223 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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
4.87 out of 5 average rating, 242 reviews

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!

Top guest favourite
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
4.95 out of 5 average rating, 183 reviews

Cozy Home next to City Park

Just 10 min south of Downtown Providence, this gracious home is a true oasis tucked into a gorgeous city park. With three spacious bedrooms, a large living and dining area, and airy porches mere steps away from the city zoo and walking trails - you'll have room for everyone and lots to do! Guests can access a home gym, hot tub, grill, and fireplace when the nights are chilly. You have a fully stocked kitchen, picnic, and beach equipment access, and dining/coffee within walking distance.

Top guest favourite
A cozy living area features a stone fireplace, with a muted flame providing a warm glow. Above, a flat-screen TV is mounted against white shiplap walls, complemented by exposed beams. A dark wood coffee table sits at the center, surrounded by comfortable seating and decorative accents.
Home in New Bedford
4.99 out of 5 average rating, 266 reviews

Historic Cobblestone Carriage House near Downtown

Enjoy a piece of history at this carriage house! Jonathan Bourne owned a mansion along with this home, and his son purchased a whaler, Lagoda, in 1841. The ship is currently displayed at the New Bedford Whaling Museum, which is walking distance; just four/five blocks of downtown New Bedford, where you can also enjoy shopping, great food, entertainment, and the ferry to either Martha’s Vineyard or Nantucket. New 2025 (MBTA) commuter train rail to Boston and more. Check it out!

Top guest favourite
A bright living room features a navy futon and a light-colored armchair, offering a cozy seating arrangement. Natural light filters through two white-curtained windows, illuminating the warm wooden floor. A simple white coffee table stands at the center, enhancing the inviting space.
Home in Middletown
4.97 out of 5 average rating, 117 reviews

Settle Inn-Cozy newly renovated house near beaches

Quaint, restful 1950's cottage located btwn two beaches within 2 miles. Located 1 mile from historic Newport. Two parking spaces on premises. Centrally located near restaurants, bars, grocery stores, breweries, and vineyards. Comfortable queen bed on level 2, full bathroom, fully equipped kitchen, grill, outdoor sitting & dining, air conditioners, washer & dryer, WIFI. Beaches chairs & towels available. Perfect for romantic couples getaway. Sorry, no pets.

Top guest favourite
A charming yellow exterior of a historic home is presented, featuring a covered front porch with two teal chairs. Large windows allow natural light into the space, while a wooden fence encloses the front yard, contributing to a welcoming street view.
Home in Bristol
4.96 out of 5 average rating, 135 reviews

Beautiful Cottage in Downtown Bristol

Come in, sit down, and relax in this cozy and beautiful updated historic home. With 3 bedrooms and 2 full bathrooms, there’s plenty of space for the whole family. Located in downtown Bristol, you couldn’t find a better location. You’re two blocks from the water, down the road from Bristol Town Commons, and a Playground. Restaurants, mom and pop shops, the beautiful East Bay Bike Path, and the ocean. There’s something here for everyone.

Guest favourite
A cozy living area features a light-colored couch and a dark blue sofa, accented by throw pillows. A wooden coffee table is positioned in front of a television mounted on a white media console. Natural light enters through a large window, enhancing the welcoming environment.
Home in Narragansett
4.91 out of 5 average rating, 110 reviews

Winter by the Sea | Fire Pit | Near Newport

Welcome to Orange Door Rhody, your peaceful winter retreat in Bonnet Shores. This cozy coastal cottage offers the best of both worlds — a private neighborhood beach just a short walk away and the charm of Newport only minutes from your door. Perfect for couples, small families, or remote workers seeking quiet comfort by the sea. Just 1 mile from the beach, enjoy a leisurely walk to the ocean! 15 min to Newport or Block Island Ferry

Top guest favourite
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, 141 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 favourite
A classic 1890s farmhouse is portrayed, featuring white clapboard siding and dark red shutters. A stone wall borders the property, complemented by surrounding trees and shrubbery. The home's tall windows and chimney add to its traditional charm, with a glimpse of a nearby outbuilding visible in the background.
Home in Westport
4.95 out of 5 average rating, 111 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.

Guest favourite
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, 146 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 favourite
A spacious wrap-around porch is shown with comfortable seating, offering panoramic views of the waterfront. The warm glow of sunrise reflects on the water, and a distant bridge is visible under a clear sky. The setting invites relaxation and enjoyment of the serene environment.
Home in Somerset
4.99 out of 5 average rating, 166 reviews

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View

Welcome to the Heart of Somerset! Read our reviews & stay a while! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset. Grab a kayak, or sit back and relax and let the gentle sea breeze wash your worries away!

Popular amenities for house rentals in Westport

When is the best time to visit Westport?

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Quick stats about house rentals in Westport

  • Total holiday rentals

    Explore 50 holiday rentals in Westport

  • Nightly prices starting at

    Westport holiday rentals start at £51 per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Westport holiday rentals include wifi 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!

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