Holiday rentals in Westport

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Quick stats about holiday rentals in Westport

  • Total holiday rentals

    Explore 90 holiday rentals in Westport

  • Nightly prices starting at

    Westport holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Westport holiday rentals include wifi 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!

Top-rated holiday rentals in Westport

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

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Guest favourite
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, 327 reviews

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!

Guest favourite
Flat in Westport
5 out of 5 average rating, 6 reviews

Westport, MA 2BR minutes to Beach, Winery n more

Westport Landing - your coastal escape in beautiful Westport, MA wake up to Birds singing! Stylish nautical 2BR apartment, all one level (no stairs). Quiet dead-end road, surrounded by 2 acres of woods 🌿 10 min to Westport Beach Near wineries, breweries, galleries & shops, Newport Easy highway access Fully stocked kitchen + cozy living space outdoor area Beach chairs, coffee, soaps & towels Futon folds into a bed Laundry for no charge Super Peaceful and close to everything 🌊⚓

Guest favourite
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
4.9 out of 5 average rating, 118 reviews

Kayaks and Glimpses of Westport Bay

Stay in a 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.

Top guest favourite
A historic two-story home is shown with a vibrant red exterior, highlighted by numerous windows framing the front entrance. A black door serves as the focal point, while a low wooden fence surrounds a well-maintained grassy yard featuring a small flower pot near the entrance steps.
Home in Westport
5 out of 5 average rating, 46 reviews

Historic colonial 4-bedroom home in coastal town

You will feel right at home in this charming, spacious, historic, antique...yet modern home. Located in a village of colonial New Engand homes at the head of a scenic river in a coastal community, this home is just minutes from beaches, hiking, shopping, dining and several seaport cities with lots to offer. Relax on the brick patio covered by a grape arbor in the private backyard, which is nestled on a small lot that has off-street parking for three cars. Note: no smoking, no pets.

Top guest favourite
An aerial view captures the peninsula surrounded by the river with watercraft docked along the shore. Rolling green lawns and scattered homes are visible, complemented by the expansive sky and flowing clouds. The water reflects a mix of blues and greens, enhancing the scenic landscape.
Home in Westport
4.92 out of 5 average rating, 38 reviews

Waterfront- 3 Bedroom Home on Westport Point

WESTPORT POINT WATERFRONT - 3 bedroom, 2 bath colonial with modern updates. Updated kitchen and newer appliances (gas stove). Views of east & west branch of river. Floor plan allows for separation of activities; 3 bedrooms upstairs; living room in front of house with "great room" in the rear of the house. Contact us for availability & further details. There is dock space available at $4/ foot per night (just discuss with us in advance, so we can plan ahead. *No Pets Allowed*

Top guest favourite
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, 155 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 favourite
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, 329 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 favourite
Flat in Westport
5 out of 5 average rating, 7 reviews

Sunset Serenity | Cozy Riverfront Studio Escape

Welcome to your perfect coastal getaway. This freshly renovated studio apartment blends modern comfort with coastal charm, offering a peaceful retreat with breathtaking sunset views of the Westport river. Wake up to the sounds of nature, enjoy your morning coffee on your patio as the river sparkles in the early light. This space is minutes away from beaches, scenic walking paths, local seafood restaurants, Buzzards Bay Brewery and Westport Vineyards.

Guest favourite
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.
Guest house in Dartmouth
4.89 out of 5 average rating, 187 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 favourite
Home in Westport
4.94 out of 5 average rating, 116 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 favourite
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.
Flat in Little Compton
4.96 out of 5 average rating, 349 reviews

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.

Top guest favourite
A charming cottage, framed by lush green trees and a well-maintained lawn, stands under a clear blue sky. The exterior features a classic design with a light-colored facade and large windows, offering a glimpse of the sunroom. Surrounding landscaped areas provide a serene and welcoming environment.
Home in Little Compton
5 out of 5 average rating, 17 reviews

Period Cottage Minutes To Ocean

Period Cottage In Idyllic Country Setting, Minutes From Ocean; Pet-Friendly. Chaffee Cottage, circa 2006, was designed from an 18th-century cape and has all the modern-day amenities, such as central air, washer/dryer, dishwasher, outdoor shower, high-speed wireless internet and cable HDTV. Various beaches are nearby in both RI and MA. Access to the Westport River is available in Adamsville.

Popular amenities for Westport holiday rentals

When is the best time to visit Westport?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$217 SGD$227 SGD$227 SGD$233 SGD$257 SGD$284 SGD$331 SGD$349 SGD$259 SGD$257 SGD$257 SGD$231 SGD
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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 10 cottage rentals to over 50 house 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 30 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 $120 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 20 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 40 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

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