Photo by shawn boyle

Westerly holiday rentals

We found 723 holiday rentals — enter your dates for availability

Select from 111 homes, 26 cottages and other holiday rentals in Westerly to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the amenities that you need and want, which might include parking and a hot tub. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The beachside setting of Westerly is ready to explore

Enjoy the live music and other features of Westerly. This city's beaches, sporting events and seaside draw many visitors. Foxwoods Resort Casino and Mohegan Sun Casino are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Westerly

Are you hoping to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Westerly a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Saltwater Farm Vineyard (3.8 mi / 6.1 km)
  • Stonington Vineyard (4.3 mi / 6.9 km)
  • Jonathan Edwards Winery (6.4 mi / 10.4 km)
  • Mystic Aquarium and Institute for Exploration (6.6 mi / 10.6 km)
  • Lake of Isles (9.5 mi / 15.3 km)
  • Water Wizz of Westerly (4 mi / 6.5 km)

Exploring the beaches and other natural features in Westerly

Whether you're an active traveller or just want to spend some time taking in the scenery, Westerly is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Misquamicut State Beach (4 mi / 6.4 km)
  • Atlantic Beach Park (4 mi / 6.4 km)
  • East Beach Watch Hill (5 mi / 8 km)
  • Williams Beach (7.2 mi / 11.6 km)
  • East Beach (7.8 mi / 12.6 km)
  • Ninigret National Wildlife Refuge (8.5 mi / 13.7 km)

Seasonal weather in Westerly

If warm-weather activities are high on your list, July, August, September and June are the hottest months to visit, when temperatures average 21°C.

How to get to and around Westerly

The nearest airport is in Westerly, RI (WST-Westerly State), located 2.2 mi (3.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into New London, CT (GON-Groton - New London), which is 11.8 mi (19 km) away.

If you'd prefer to travel by train, you can make your way to Westerly Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Westerly?
The most sought-after types of holiday homes in Westerly are houses. Hoping for something different? Stayz has plenty of options to match the diverse needs of our guests, so you’ll see holiday properties in all shapes and sizes. The perfect fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Westerly?
The average price for a holiday home in Westerly is based on a number of factors, such as property type, length of stay and time of year. Whether you prefer a villa with space for extended family or a cosy cottage for just you and your sweetheart, just enter your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in Westerly?
When you travel and the style and size of the property will determine the cost of your beachside stay. Enter your Westerly travel dates to see your options on Stayz. Can’t live without a hot tub, or maybe a private pool? Use the filters to select the amenities and features you want in your home.
Are there pet-friendly holiday homes in Westerly?
Pack up a suitcase for your pup because Westerly has 106 properties that throw out the welcome mat to pets. Let your four-legged pal enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates and destination, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Westerly?
Add a whole other level of fun to your adventure by booking one of the 14 houses with a private pool in Westerly. Use our search filter to find the kind of property you want on Stayz, and then spend lazy days splishing and splashing in a swimming pool that’s just for you.
What are popular home amenities in Westerly?
An electric car charging station, a barbecue grill and an ocean view rank as the most popular home amenities in Westerly. Whether you plan to travel by yourself, with your spouse or a group of dear friends, Stayz will help you find a holiday home that fits your style with all the features you’re looking for.
Are there large group holiday homes in Westerly?
Pick from 19 holiday homes in Westerly that can host 10 or more guests. Whether you’re planning time away with extended family or a celebration like an anniversary, there’s ample space to get your group together under the same roof.
Are there holiday homes in Westerly that welcome kids?
With 106 family-friendly holiday homes to select from in Westerly, now is the perfect time to introduce the kiddos to the pleasures of travel. Click on our “Properties good for families” filter to locate stays packed with conveniences ideal for holidaying families, like living rooms, patios, bunk beds and entertainment areas.
What are the top attractions for families in Westerly?
Keeping the kids occupied during your Westerly holiday is child’s play with these family-friendly attractions:

  • Mystic Seaport
  • Mystic Aquarium and Institute for Exploration
  • Misquamicut State Beach

Are there one-bedroom holiday homes in Westerly?
Westerly has 11 one-bedroom homes available. Usually situated in prime spots thanks to their smaller size, a one-bedroom holiday home is great if you’re getting away with your partner or a friend. And with comforts like laundry facilities and more privacy than a standard hotel, you’ll be able to kick back and relax while exploring this terrific destination.
Can I find two-bedroom holiday homes in Westerly?
Gather your loved ones and enjoy total privacy and comfort in one of the 31 two-bedroom holiday homes Westerly has to offer.
Are there holiday homes with WiFi in Westerly?
Whether you want to keep up with the latest news, make a video call or update your social media, there are 39 holiday homes with WiFi in Westerly. Check the “WiFi” box when searching on Stayz and stay connected on your getaway.
How can I find holiday homes with air conditioning in Westerly?
You can choose from 79 Stayz holiday homes with air conditioning in Westerly providing that cool, cool breeze and extra element of comfort. Enter your desired travel dates and then use our handy filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in Westerly?
It’s advisable to check with the Westerly holiday home you’d like on Stayz as age restrictions differ. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Westerly for?
How long you can book a holiday home in Westerly varies according to the property. Just enter your desired dates to view a list of options offering extended stays. With many features like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere perfect to call your home away from home in Westerly.

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