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Westerly Vacation Rentals

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Our Favorite Vacation Rentals in Westerly

  • Caster Holdings Too!
    Caster Holdings Too!
     Country House
    Booking.comFrom $250
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  • Pawcatuck Riverfront Home w/Yard - Mins to Beach!
    Pawcatuck Riverfront Home w/Yard - Mins to Beach!
     3br Home/Apartment
    HolidayLettingsFrom $537
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  • Villa Rosa 2
    Villa Rosa 2
     3br Home/Apartment
    HolidayLettingsFrom $309
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  • Large Gracious Elegant House in Beautiful Stonington
    Large Gracious Elegant House in Beautiful Stonington
    Excellent5br Home/Apartment
    FlipkeyFrom $515
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  • Stunning Quonnie Waterfront-July/Aug Weeks Open--Beach Pass, Kayaks Provided!
    Stunning Quonnie Waterfront-July/Aug Weeks Open--Beach Pass, Kayaks Provided!
     3br Home/Apartment
    HolidayLettingsFrom $541
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  • Beautiful Downtown Mystic 1 Bd Apartment!
    Beautiful Downtown Mystic 1 Bd Apartment!
     1br Home/Apartment
    HolidayLettingsFrom $315
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  • Beautifully Furnished Historic Downtown Mystic!
    Beautifully Furnished Historic Downtown Mystic!
    Excellent3br Home/Apartment
    HolidayLettingsFrom $687
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  • Mystic house near downtown and seaport
    Mystic house near downtown and seaport
     4br Home/Apartment
    HolidayLettingsFrom $631
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See all 428 deals in Westerly

Westerly Vacation Rentals with a Pool

  • Beautiful Spacious Modern Colonial
    Beautiful Spacious Modern Colonial
    Excellent2br Home/Apartment
    AirbnbFrom $517
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  • Pawcatuck Riverfront Home w/Dock - Mins to Beach!
    Pawcatuck Riverfront Home w/Dock - Mins to Beach!
     3br Home/Apartment
    AirbnbFrom $549
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  • Historic Watch Hill beach retreat
    Historic Watch Hill beach retreat
     5br Home/Apartment
    AirbnbFrom $876
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See all deals in Westerly with a pool

Westerly Vacation Rentals with Wi-Fi

  • Westerly, RI's Cottage; blocks from Downtown
    Westerly, RI's Cottage; blocks from Downtown
    Good3br Cottage
    AirbnbFrom $199
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  • Private apartment in large home. Close to beaches.
    Private apartment in large home. Close to beaches.
    Excellent1br Home/Apartment
    AirbnbFrom $113
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  • Charming cottage-style home, near everything!
    Charming cottage-style home, near everything!
    Excellent4br Home/Apartment
    AirbnbFrom $174
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  • Charming Apt in Historic NE Home, Walk to Westerly
    Charming Apt in Historic NE Home, Walk to Westerly
    Excellent1br Home/Apartment
    AirbnbFrom $144
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See all deals in Westerly with WiFis

Westerly Pet-Friendly Vacation Rentals

  • Downtown Mystic 4 Bedroom Apt!
    Downtown Mystic 4 Bedroom Apt!
     4br Home/Apartment
    HolidayLettingsFrom $458
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  • Waterfront Cottage with Dock
    Waterfront Cottage with Dock
    Excellent4br Cottage
    AirbnbFrom $480
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  • Beautiful 4BR Steps From Beach
    Beautiful 4BR Steps From Beach
    Good4br Home/Apartment
    AirbnbFrom $1323
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  • Welcome to The Smith! 12 min to Foxwoods!!
    Welcome to The Smith! 12 min to Foxwoods!!
    Excellent2br Home/Apartment
    AirbnbFrom $129
    View Deal
See all deals in Westerly that allow pets

Westerly Travel Guide

Westerly is a small town located on the shore of Washington County, Rhode Island. Its beachside location draws tourist every summer looking to kick back on the sand and take a refreshing dip in the sea.

Things to Do in Westerly

Other than relaxing on the beach, the town has an interesting history as it was first settled by English colonists in 1661 and has since become a popular beachside destination. Top things to do include exploring Wilcox Park, relaxing on the soft sands of Napatree Point, and visiting Watch Hill Lighthouse.

Best Time to Visit Westerly

Visit in the summer to enjoy the surrounding beaches.

Price and Availability in Westerly

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

The Weather in Westerly

93º 53º
2.79
92º 49º
6.41
79º 28º
6.41
67º 13º
8.16
62º 17º
4.84
56º -5º
4.2
59º 12º
6.12
62º 21º
3.86
65º 25º
3.9
80º 41º
2.02
89º 45º
2.25
92º 52º
2.02
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Rainy days
This climate histogram shows you the weather patterns in Westerly. The warmest months in Westerly are May and June, when temperatures reach 93 ˚F. The coolest month is January, when temperatures drop to -5 ˚F. The wettest month in Westerly is November with 8.16 inches of rain, while the driest month is May with 2.02 inches of rain.

What Expert Travelers Think

Vacation Rentals in Westerly

Browse vacation rentals from all the leading providers including Airbnb, RedAwning, Bed and Breakfast and many more at AllTheRooms.com. AllTheRooms has 428 vacation rentals, hotels and other great places to stay while you enjoy Westerly, with everything from budget hostels and homestays to luxury Airbnbs and hotels. For those trying to save money, the cheapest place to stay in Westerly is only $10 per night. In general, an accommodation in Westerly will cost you $500 per night.

If you want internet access during your time in Westerly, then you can choose from over 231 accommodations that provide WiFi internet. 22 of our accommodations include a breakfast in the price. If you're planning on getting to Westerly by car, be sure to choose from 227 accommodations that provide parking. We track 15 vacation rentals that have a pool or jacuzzi.

AllTheRooms has 54 pet-friendly places to stay in Westerly, so if you're traveling with your cat or dog you won't have any problems.

247 of the accommodations in Westerly have been rated by previous guests. They rated 55% as excellent or good. 100 accommodations allow instant booking.

Destinations near Westerly