Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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

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Top guest favorite
The historic home showcases a charming exterior with weathered shingle siding and multiple large windows. A small ornamental tree is planted in the front garden, surrounded by well-maintained flowerbeds with colorful blooms. A stone marker displays the address '513' prominently.
Place to stay in Westport
4.9 out of 5 average rating, 126 reviews

Coastal Retreat with Historical Charm

Planning a visit to Southern New England? The historic home is centrally located near Newport, Providence, Cape Cod and the ferry to Nantucket. Westport is a charming seaside community with a relaxed and peaceful atmosphere. You will enjoy private accommodation in a historic home designed for a luxurious stay. Surrounded by a kaleidoscope of art and design, treat yourself to a king-sized Posturepedic bed enveloped in pressed linen sheets, sumptuous bath, heated floors and walk in rain shower

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, 319 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 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
4.98 out of 5 average rating, 168 reviews

Coastal Charm!

**3/12/26 Booking calendar reopened for spring and summer! Registration # RE.00841-STR 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.

Top guest favorite
A welcoming living area features comfortable electric recliners and a small table, set against neutral-colored walls. A nautical-themed rug lies on the floor, while wall art and colorful flags add character. Natural light flows in through the window, which is adorned with blinds.
Tiny home in Mattapoisett
4.99 out of 5 average rating, 129 reviews

101 Steps to Beach/Island/Bike Path

Experience the Seaside Town of Mattapoisett. Location! Relax in this cozy cottage that is 101 steps from the front door to the Beach/Island/Bike Path. Enjoy this popular, sought after scenic Path for walking, biking, or a day at the Beach. The path is known for its picturesque coastal views. Walking distance to the Quaint Town, Shipyard Park, and many restaurants. Ned's Point Lighthouse- 5min. Ferry- 14 min away. Season Open ! Early Bird Special- 20% off a week. 3,4 days 10% off!

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, 149 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, 316 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.

Top guest favorite
A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.
Treehouse in Wareham
4.97 out of 5 average rating, 222 reviews

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

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, 176 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
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 favorite
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.

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, 119 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.

Popular amenities for Westport vacation rentals

When is the best time to visit Westport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,422 GYDG$35,719 GYDG$33,004 GYDG$37,599 GYDG$41,359 GYDG$45,746 GYDG$53,266 GYDG$56,190 GYDG$41,777 GYDG$41,359 GYDG$41,359 GYDG$37,182 GYD
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Frequently Asked Questions

  • What types of vacation rentals are available in Westport?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Westport. From over 50 house rentals to over 10 cottage rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Westport?

    Yes! Work meets play with ease at over 40 vacation rentals in Westport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westport?

    Four-legged friends are welcome in Westport. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Westport?

    Experience the best of Westport with our cottage rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westport have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Westport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westport have a bbq area?

    Absolutely! We offer over 40 house rentals with a bbq area in Westport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Westport?

    Westport has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Westport?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 40 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Westport

  • Total vacation rentals

    Explore 90 vacation rentals in Westport

  • Nightly prices starting at

    Westport vacation rentals start at G$14,622 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Westport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Westport rentals

  • 4.9 Average rating

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

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