Westport, MA Vacation Rentals

Our Favorite Vacation Rentals in Westport

  • NEW! Quiet Home, Mins to Beaches & Historic Sites!
     3br Home/Apartment
    HolidayLettings
    From
    $255
  • Sakonnet Sanctuary
     8br Home/Apartment
    HolidayLettings
    From
    $3,210
  • Tiverton Four Corners Schoolhouse No. 1
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $216
  • Stretch out on the Quilted Chaise Longue at an Airy Abode
     4br Home/Apartment
    HolidayLettings
    From
    $586
  • Cedar Cove Cottage - Overlook Unit
     2br Home/Apartment
    HolidayLettings
    From
    $433
  • The Clam Basket on Aquidneck Island
    NiceHome/Apartment
    HolidayLettings
    From
    $204
  • sakonnet point ocean front with private beach
     3br Home/Apartment
    HolidayLettings
    From
    $696
  • Portsmouth Home, Walk to Safe Harbor Sakonnet
     2br Home/Apartment
    HolidayLettings
    From
    $304

Check prices for these upcoming dates

Westport Vacation Rentals with a Pool

  • The Captains Quarters
    Good3br Home/Apartment
    Airbnb
    From
    $263
  • Poseidon's Palace - Beach House
    Excellent4br Home/Apartment
    Airbnb
    From
    $727

Westport Vacation Rentals with Wi-Fi

  • Mermaid Cottage
    ExcellentCottage
    Airbnb
    From
    $99
  • Koselig Cabin on the Farm Coast of New England!
    Excellent2br Home/Apartment
    Airbnb
    From
    $286
  • Restored blacksmith shop (cottage) on goat farm
    ExcellentHome/Apartment
    Airbnb
    From
    $189
  • Ultimate Family Vacation Home
    Excellent4br Home/Apartment
    Airbnb
    From
    $325

Westport Pet-Friendly Vacation Rentals

  • Willow Farm Winter Retreat-luxury suite
    Excellent2br Home/Apartment
    Airbnb
    From
    $232
  • Beachfront Driftwood Cottage!
    Excellent2br Home/Apartment
    Airbnb
    From
    $367
  • Family Fun - Large Gated 6 BR Home
    Excellent6br Home/Apartment
    Airbnb
    From
    $1,271
  • Stately Victorian w/Waterviews close to Newport
    Excellent8br Home/Apartment
    Airbnb
    From
    $961

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.

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.

The Weather in Westport

Rainy days
59°
6
62°
2
65°
3
70° 19°
3
82° 35°
2
87° 44°
3
94° 55°
6
89° 45°
4
82° 39°
1
81° 31°
4
70° 16°
2
60° 13°
6
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Westport. The hottest month in Westport is June, when temperatures peak at 94 ˚F. The coolest month is December, when temperatures drop to 2 ˚F. The wettest month in Westport is January with 6.43 inches of rain, while the driest month is April with 1.12 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston

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