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Westport, MA Vacation Rentals

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Our Favorite Vacation Rentals in Westport

  • Potters Corner
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $402
  • Sakonnet Sanctuary
     8br Home/Apartment
    HolidayLettings
    From
    $3,210
  • Tiverton Four Corners Schoolhouse No. 1
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $244
  • Contemporary Cottage in Little Compton
    Good2br Home/Apartment
    HolidayLettings
    From
    $427
  • Stretch out on the Quilted Chaise Longue at an Airy Abode
     4br Home/Apartment
    HolidayLettings
    From
    $649
  • The Boat House - Waterfront living & Chefs Kitchen
    Excellent3br Boat
    HolidayLettings
    From
    $501
  • Sustainably Restoring a Waterfront Cottage 29
    Excellent2br Cottage
    HolidayLettings
    From
    $386
  • The Clam Basket on Aquidneck Island
    NiceHome/Apartment
    HolidayLettings
    From
    $204
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Westport Vacation Rentals with Wi-Fi

  • Mermaid Cottage
    ExcellentCottage
    Airbnb
    From
    $123
  • Koselig Cabin on the Farm Coast of New England!
    Excellent2br Home/Apartment
    Airbnb
    From
    $325
  • Restored blacksmith shop (cottage) on goat farm
    ExcellentHome/Apartment
    Airbnb
    From
    $189
  • Ultimate Family Vacation Home
    Excellent4br Home/Apartment
    Airbnb
    From
    $319
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Westport Pet-Friendly Vacation Rentals

  • sakonnet point ocean front with private beach
     3br Home/Apartment
    HolidayLettings
    From
    $727
  • Brokedown Palace in Westport, Ma
    Good3br Home/Apartment
    Airbnb
    From
    $302
  • Cozy Tiverton Cottage
    Excellent2br Home/Apartment
    Airbnb
    From
    $268
  • Willow Farm Retreat-luxury suite
    Excellent2br Home/Apartment
    Airbnb
    From
    $232
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Westport Travel Guide

Situated in Bristol County, Westport is a coastal town situated close to Newport, Dartmouth, and Providence. So called for being the western-most port in the Massachusetts Bay Colony, Westport boasts picture-perfect scenery, beaches, farmland, and an active artistic community make this town unique.

Things to Do in Westport

Top of the list has to be a visit to Horseneck Beach, a long beautiful stretch of sand perfect for long breezy walks and spotting different sea birds along the way. Insiders say a trip here is like being on the Cape without going to the Cape. Westport Rivers Vineyard is a wonderful local winery where you can join various tours, take a hayride, and of course taste their delicious wine. They organize coastal wine trails too, allowing you to visit neighboring Vineyards for a great day out. If beer is more your taste than check out Westport’s Buzzards Brewery, which is a beautiful location to try handcrafted brews.

Day hikes are plentiful with nature on your doorstep, plus the more adventurous could hire a kayak and explore the Westport River. Check out the South Coast Artists, a community of artists dedicated to making art more accessible, with galleries and open viewings of their work.

Best Time to Visit Westport

Visit from May to October when the weather is best.

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Price and Availability in Westport

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Westport tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in Westport tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Westport is in July, while the cheapest month is in May. The most popular time to book a vacation rental in Westport is in the high season in August. Westport has its low season in March, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Westport

Rainy days
70° 12°
9
61° 14°
4
61° -4°
6
58° 9°
6
62° 17°
7
68° 22°
5
88° 39°
2
89° 44°
2
95° 48°
1
94° 50°
4
91° 45°
6
83° 25°
6
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Westport. The warmest months in Westport are June and May, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to -4 ˚F. The wettest month in Westport is February with 9.22 inches of rain, while the driest month is June with 0.95 inches of rain.

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What Expert Travelers Think

  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
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    Visit Alli Sims

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
    Kid World Citizen

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
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