Westerly Vacation Rentals

Our Favorite Vacation Rentals in Westerly

  • Enjoy champagne on your private rooftop in the Heart of Watch Hill
     Home/Apartment
    Booking.com
    From
    $1,176
  • Pawcatuck Riverfront Home w/Yard - Mins to Beach!
     3br Home/Apartment
    HolidayLettings
    From
    $537
  • Caster Holdings Too!
     Country House
    Booking.com
    From
    $225
  • Villa Rosa 2
     3br Home/Apartment
    HolidayLettings
    From
    $309
  • Eagles Nest at Mystic Manor
     Villa
    Booking.com
    From
    $470
  • Large Gracious Elegant House in Beautiful Stonington
    Excellent5br Home/Apartment
    Flipkey
    From
    $515
  • Stunning Quonnie Waterfront-July/Aug Weeks Open--Beach Pass, Kayaks Provided!
     3br Home/Apartment
    HolidayLettings
    From
    $541
  • NEW! Masons Island Home w/ Balcony, Steps to Ocean
     5br Home/Apartment
    HolidayLettings
    From
    $639

Check prices for these upcoming dates

Westerly Vacation Rentals with a Pool

  • The Schoolhouse, Stonington, CT
    ExcellentHome/Apartment
    Airbnb
    From
    $123
  • Beautiful 4BR Steps From Beach
    Good4br Home/Apartment
    Airbnb
    From
    $1,130
  • Beautiful Spacious Modern Colonial
    Excellent2br Home/Apartment
    Airbnb
    From
    $517
  • Pawcatuck Riverfront Home w/Yard - Mins to Beach!
     3br Home/Apartment
    Airbnb
    From
    $549

Westerly Vacation Rentals with Wi-Fi

  • Huge Sunny Apartment in Historic District
    Good3br Home/Apartment
    Airbnb
    From
    $111
  • Westerly, RI's Cottage; blocks from Downtown
    Good3br Cottage
    Airbnb
    From
    $180
  • Private apartment in large home. Close to beaches.
    ExcellentHome/Apartment
    Airbnb
    From
    $136
  • Charming cottage-style home, near everything!
    Excellent4br Home/Apartment
    Airbnb
    From
    $174

Westerly Pet-Friendly Vacation Rentals

  • Mystic Island Resort
    Good3br Home/Apartment
    HolidayLettings
    From
    $587
  • Mystic house near downtown and seaport
     4br Home/Apartment
    HolidayLettings
    From
    $631
  • Waterfront Cottage with Dock
    Excellent4br Cottage
    Airbnb
    From
    $480
  • Beach Cottage 1 Mile From Weekapaug & Misquamicut
    Good4br Home/Apartment
    Airbnb
    From
    $226

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
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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 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 Weather in Westerly

Rainy days
79° 28°
6
67° 13°
8
62° 17°
5
56° -5°
4
59° 12°
6
62° 21°
4
65° 25°
4
80° 41°
2
89° 45°
2
92° 52°
2
93° 53°
3
92° 49°
6
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in Westerly. The warmest months in Westerly are May and April, when temperatures reach 93 ˚F. The coolest month is December, when temperatures drop to -5 ˚F. The wettest month in Westerly is February with 8.16 inches of rain, while the driest month is June with 2.02 inches of rain.

What Expert Travelers Think

  • — 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
  • — 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
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School

Vacation Rentals in Westerly

Choose the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, RedAwning, Bed and Breakfast and many more. AllTheRooms has 449 rentals, hotels and other great places to stay while you enjoy Westerly, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. A vacation in Westerly can be budget-friendly - the lowest price rental is available at $35 a night. In general, an accommodation in Westerly will cost you $491 per night.

If you need to stay connected during your vacation, then you can choose from over 240 accommodations in Westerly that have WiFi. 23 places to stay include a morning meal. If you are driving to Westerly, you'll want to pick from 236 places to stay that provide parking. 15 hotels and vacation rentals have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 54 accommodations that are designated as pet-friendly.

259 accommodations in Westerly have been reviewed; 56% are rated excellent or good. You can instantly book any of 100 places to stay right now.

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