Holiday rentals in Westport

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Top-rated holiday rentals in Westport

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

Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a cape style cottage community that offers a private association beach. There are water views from both the living room and deck. Grab the provided beach chairs, water tubes, cooler and walk a 140 steps from the deck to the beach. You can also walk, bike, or fish on cape cod canal nearby. Close to restaurants, hiking trails and Golf Courses. Cape Cod Bridge 2 min away. Early Bird deals in May/Sept.

24–31 Aug

$180 SGD per night
Guest favourite

Flat in Middletown

4.98 out of 5 average rating, 266 reviews

Country Charm yet minutes to Newport

This apartment is located in the southeast sector of Middletown and is less than a mile from Newport. The area is close to the beaches of Aquidneck Island, the fabulous Cliff Walk and is three miles from Naval Station Newport. The property is well kept and offers off street parking. There is also a small deck with awning which offers a scenic and private place to relax. Two night minimum! Apartment is attached to a two hundred year old farmhouse. Note to military: 25% discount for extended stay

6–13 Nov

$196 SGD per night
Guest favourite

Bungalow in Dartmouth

4.95 out of 5 average rating, 142 reviews

Updated Vintage Bungalow with Incredible Views

This space has been fully updated in the spring of 2020. Incredible unobstructed panoramic views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stones throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!

31 Aug – 7 Sep

$210 SGD per night

Popular amenities for Westport holiday rentals

Stay near Westport's top sights

Cask & Pig Kitchen and Alehouse5 locals recommend
University of Massachusetts Dartmouth7 locals recommend
Portas Da Cidade5 locals recommend
Lees Market55 locals recommend
The Bayside Restaurant44 locals recommend
Bittersweet Farm Restaurant and Tavern24 locals recommend

Other great holiday rentals in Westport

Guest favourite

Flat in New Bedford

4.86 out of 5 average rating, 233 reviews

New Bedford Apartment

1–8 Apr

$114 SGD per night
Guest favourite

Flat in New Bedford

4.93 out of 5 average rating, 314 reviews

Exquisite Apartment in New Bedford

16–23 Apr

$110 SGD per night
Guest favourite

Flat in Fall River

4.98 out of 5 average rating, 176 reviews

Taylor's Pharmacy Guesthouse

25 Sep – 2 Oct

$185 SGD per night
Guest favourite

Flat in Fairhaven

4.97 out of 5 average rating, 208 reviews

Historic Fairhaven Village Garden-Level Suite

19–26 Nov

$155 SGD per night
Guest favourite

Cottage in Westport

5.0 out of 5 average rating, 23 reviews

Little Miss Sunshine: cozy New England cottage

6–13 Jan

$222 SGD per night
Guest favourite

Home in Westport

5.0 out of 5 average rating, 14 reviews

Quaint cottage near beach

14–21 Dec

$277 SGD per night
Guest favourite

Guest house in Little Compton

4.98 out of 5 average rating, 55 reviews

Adamsville Gem: light-filled guesthouse, 2 floors

30 Oct – 6 Nov

$186 SGD per night
Guest favourite

Loft in Little Compton

4.92 out of 5 average rating, 25 reviews

The Nest at Willow Farm

26 Dec – 2 Jan

$150 SGD per night
Guest favourite

Home in Westport

5.0 out of 5 average rating, 14 reviews

Elinor House in Westport, MA

24 Jun – 1 Jul

$392 SGD per night
Superhost

Cottage in Westport

4.89 out of 5 average rating, 88 reviews

Kayaks and Glimpses of Westport Bay

8–15 Dec

$353 SGD per night
Guest favourite

Home in Westport

4.86 out of 5 average rating, 22 reviews

Waterfront- 3 Bedroom Home on Westport Point

23–30 May

$546 SGD per night
Guest favourite

Flat in Dartmouth

4.93 out of 5 average rating, 28 reviews

Quiet Padamaram apartment; short walk to harbor

20–27 Oct

$211 SGD per night

Quick stats about holiday rentals in Westport

Total rentals

90 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

4K reviews

Nightly prices starting at

$40 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Bristol County
  5. Westport