Discover a selection of 419 vacation rentals in Westerly, RI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $88 per night, and houses and cottages are popular options for a stay in Westerly. Either way, you'll find a rental for everyone's needs.
Destination guide

A gem of a spot in tranquil Rhode Island

Westerly may not be a Rhode Island big gun, but what it lacks in global recognition it makes up for with its picture-perfect town center, Victorian-era central park, and Atlantic views. A popular summer getaway, a trip here is often associated with time spent on soft-sand beaches, enjoying lazy days with friends and family. There’s more to Westerly than beaches, though. The town offers an array of boutique shopping and tempting dining options, particularly in affluent Watch Hill. Westerly vacation rentals range from historic New England cottages to modern waterfront condos, so finding a place to call your own has never been so easy.

Things to do

Festival fun and cultural appeal in Westerly

Westerly knows how to throw a party and this is best experienced at one of the town’s regular festivals. Both spring and fall festivals, as well as an annual Shakespeare Festival and the Summer Pops, draw in crowds of up to 20,000. Join locals and out-of-towners to enjoy local works of art, live entertainment, and family-friendly attractions such as petting zoos and Ferris wheels. Elsewhere, you can inject a little culture into your stay by heading to Napatree Point, the site of an old Navy post by the name of Fort Mansfield, or make a splash at the seasonal Water Wizz of Westerly, with its “super speed” slides.


Taking it easy in Westerly

Take life at your own pace in Westerly. The 3-mile Misquamicut Beach provides the perfect backdrop for kayaking and paddle boarding, while charismatic captains at shoreline marinas invite you to venture further into the water on a variety of year-round boat trips and cruises. When it’s time for a change of scenery, the plentiful shops and restaurants in the town’s hip downtown area are complemented by the chance to wander through the town’s 14-acre Victorian-era Wilcox Park. Events at the Colonial and Granite Theatres will help you round off your evening before returning to your Westerly vacation rental.


An ever-changing landscape in Westerly

New England’s ever-changing landscape gives Westerly year-round appeal. Admittedly, the winters can be frosty, but the town’s boutique stores and array of dining options will provide an enticing escape from the cold. Spring offers warmer days and the first signs of the region’s flowers, while summer is the perfect time to enjoy the Atlantic beaches, with temperatures from June through September often surpassing 70. It is fall, however, that often attracts the most travelers. The blazing colors, combined with more comfortable temperatures, make October a great time to visit Westerly and indeed anywhere in New England.

Natural features

There’s more to Westerly than beautiful beaches

While sandy spots such as East Beach and Watch Hill Beach take center stage in Westerly, there’s more to the landscape than the chance to top up your tan. Green spaces in neighboring Charlestown provide alternative vistas to explore. At the Ninigret National Wildlife Refuge, an 858-acre space named after an original Narragansett chief, salt marshes and freshwater wetlands provide a beautiful backdrop for birdwatching and photography. The nearby Burlingame State Park and Kimball Sanctuary offer boating, swimming, and fishing. And if you can bear to leave the comfort of your Westerly vacation rental, you can spend the night camping under the stars.

How to get there

Transportation options to and around Westerly

Fly into Westerly, RI (WST-Westerly State), the closest airport, located 0.6 mi (0.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to New London, CT (GON-Groton - New London), which is 13 mi (20.9 km) away.

If you'd rather travel by train, the main station serving the city is Westerly Station.

How many vacation rentals are available around Westerly, RI?

Our 2020 property listings offer a large selection of 419 vacation rentals around Westerly. From 355 house rentals to 65 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Westerly?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Westerly:

  • Eastward Look: 166 vacation rentals
  • Wakefield-Peacedale: 32 vacation rentals
  • Briggs Farm: 144 vacation rentals
  • West Mystic: 80 vacation rentals
  • Clearwater Beach: 97 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Westerly?

Vrbo offers a large selection of vacation rentals near lovely places in Westerly. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wilcox Park: 1,018 vacation rentals
  • Watch Hill Lighthouse: 931 vacation rentals
  • Flying Horses Carousel: 985 vacation rentals
  • Weekapaug Golf Club: 1,119 vacation rentals
  • Westerly Public Library: 1,018 vacation rentals

But there are many other points of interest around Westerly listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Westerly?

Yes, of course. Vrbo has 355 Houses in Westerly. Our other popular types of vacation rentals in Westerly include:

  • Cottages: 65 rentals available
  • Condos/Apartments: 45 rentals available
  • Cabins: 65 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Westerly?

Yes, you can select your preferred vacation rental with pool among our 24 vacation rentals with pool available in Westerly. Please use our search bar to access the selection of vacation rentals available.

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