Photo by shawn boyle

Westerly holiday lettings

We found 738 holiday rentals — enter your dates for availability

Select from 122 homes, 30 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.
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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
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Why visit Westerly

  • Beautiful beaches: Westerly boasts stunning sandy shores perfect for relaxation and seaside activities.
  • Historic lighthouse: Marvel at the iconic lighthouse that reflects the town's maritime heritage.
  • Charming downtown: Explore the quaint shops, eateries, and vibrant atmosphere of the town centre.
  • Outdoor activities: Enjoy a range of adventures, from hiking to water sports in the scenic surroundings.
  • Comfortable accommodation: Choose from delightful vacation rentals, including cottages and apartments, for a homely stay.

Popular types of accommodation in Westerly

If you're contemplating a getaway to Westerly, you'll be pleased to know we offer a variety of delightful accommodation options. The most sought-after choices for vacation rentals in this charming locale include houses, cosy cottages, and well-appointed apartments. Whether you're after a spacious house rental or a quaint retreat, our Westerly vacation rentals ensure a memorable stay with all the comforts of home.

  • Houses: The top choice for visitors to Westerly, these homes offer spacious and comfortable accommodation for families, couples, or groups of friends.
  • Cottages: A delightful option for a quaint and charming stay, perfect for those seeking a peaceful retreat.
  • Apartments: Ideal for those wanting a self-catering experience, these provide a convenient base for exploring the area.
  • Condos: A great alternative for guests wanting a blend of hotel amenities and home-like comforts.
  • Villas: Luxurious options that offer expansive spaces and upscale amenities for an indulgent getaway.**

Top attractions in and around Westerly

Westerly, Rhode Island, is a fantastic destination for those seeking outdoor adventures and stunning scenery. Visitors can explore lovely beaches, delve into maritime history at the local museum, and marvel at the historic lighthouse. With a blend of culture and natural beauty, Westerly offers a delightful experience for families, couples, and groups alike, making it an ideal spot for a memorable holiday.

  • Misquamicut State Beach: A stunning stretch of sandy shore located within Westerly, perfect for sunbathing, swimming, and beachcombing, offering a relaxed seaside atmosphere.
  • Mystic Seaport: A captivating maritime museum situated 4.3km away, showcasing the rich maritime heritage of New England with historic ships and engaging exhibits.
  • Mystic Downtown Marina: Located 5.0km from Westerly, this vibrant marina provides thrilling outdoor adventures, water activities, and picturesque views of the waterfront.

Things to do recommended for couples

Experience romance in Westerly! Visit the charming Saltwater Farm Vineyard for delightful tastings, enjoy the luxury at Stonington Country Club, or have fun at Yawgoo Valley Ski Area and Water Park. Each destination offers a unique atmosphere perfect for couples seeking a memorable getaway.

Things to do recommended for families

Your family will delight in the enchanting Flying Horse Carousel and the thrilling Water Wizz waterpark in Westerly. For a touch of wonder, visit the Frosty Drew Observatory, located 5.6km away, to explore the cosmos together. These experiences promise fun and adventure for all ages!

Things to do recommended for groups

Explore Olde Mistick Village for a delightful shopping experience, enjoy a show at the Grand Theater at Foxwoods Resort Casino, or unwind with a round of golf at Weekapaug Golf Club, all offering unique local vibes suitable for your group adventure in Westerly.

What do I need to keep in mind when booking a vacation in 'Westerly

When travelling with a group, family, or pets, or if you’re seeking extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Westerly with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Westerly with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Westerly: For many families, a holiday isn’t truly fulfilling without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Westerly: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Westerly

Westerly, Rhode Island, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for families. Explore the charming downtown, relax on the stunning beaches, and enjoy the friendly atmosphere that the town and its surroundings provide. Whether you're seeking a budget-friendly getaway or a secluded retreat, Westerly's beachside setting promises a memorable experience for all visitors.

  • Mystic: Located approximately 4.3km from Westerly, Mystic is a charming city that captivates visitors with its blend of outdoor activities and romantic ambience. Known for its picturesque waterfront, Mystic offers delightful experiences such as music concerts and luxurious resorts. The local maritime museum and marina are must-visit attractions, providing insight into the region's rich nautical history. Golf enthusiasts will also find excellent courses nearby, making Mystic a perfect destination for a leisurely day out.
  • Stonington: Just 3.1km away from Westerly, Stonington is a delightful coastal city renowned for its beaches and outdoor adventures. This quaint town is ideal for those seeking a romantic getaway, with its stunning seaside views and tranquil atmosphere. Visitors can indulge in music concerts and enjoy various resorts and golf courses. The local beach and marina offer ample opportunities for relaxation and recreation, while the maritime museum showcases the area's maritime heritage, making Stonington a lovely spot to explore.
  • Watch Hill: Nestled within Westerly, Watch Hill is a picturesque village known for its breathtaking scenery and adventurous spirit. This charming locale invites visitors to experience outdoor activities, from relaxing at the family beach to exploring the nearby national state park. Golf courses and resorts provide ample options for leisure, while the vibrant music scene adds to its allure. Watch Hill’s stunning coastal views and serene atmosphere make it an ideal spot for those looking to unwind and immerse themselves in nature.

Best time to go to Westerly

If you're planning a trip to Westerly, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.2°F (0.1°C)Light RainMostly SunnyModerately LowSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April47.7°F (8.7°C)Light RainMostly SunnyAverageAverage
May56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyModerately HighAverage
July72.7°F (22.6°C)Light RainMostly SunnyModerately HighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyModerately HighSlightly High
September66.0°F (18.9°C)Light RainMostly SunnyAverageSlightly High
October56.8°F (13.8°C)Light RainMostly SunnyModerately LowAverage
November46.2°F (7.9°C)Light RainMostly SunnyModerately LowAverage
December38.7°F (3.7°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking for a longer duration can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with a convenient platform to plan new trips, refine your existing plans, or review and organise your bookings. The properties you've saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Water Wizz of Westerly (4 mi / 6.5 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)

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)
  • East Beach (4.7 mi / 7.6 km)
  • East Beach Watch Hill (5 mi / 8 km)
  • Napatree Point (5.8 mi / 9.3 km)
  • Williams Beach (7.2 mi / 11.6 km)
  • East Beach (7.8 mi / 12.6 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 rental accommodation in Westerly?
The most sought-after types of holiday rentals in Westerly are houses. Hoping for something different? Vrbo 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 rental in Westerly?
The average price for a holiday rental 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 Vrbo. 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 rental.
Are there pet-friendly holiday rentals 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 rentals on Vrbo. 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 Vrbo, and then spend lazy days splishing and splashing in a swimming pool that's just for you.
What are popular rental amenities in Westerly?
An electric car charging station, a barbecue grill and an ocean view rank as the most popular rental amenities in Westerly. Whether you plan to travel by yourself, with your spouse or a group of dear friends, Vrbo will help you find a holiday home that fits your style with all the features you're looking for.
Are there large group holiday rentals 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 rentals 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 rentals in Westerly?
Westerly has 11 one-bedroom rentals available. Usually situated in prime spots thanks to their smaller size, a one-bedroom holiday rental 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 rentals in Westerly?
Gather your loved ones and enjoy total privacy and comfort in one of the 31 two-bedroom holiday rentals Westerly has to offer.
Are there holiday rentals 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 Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Westerly?
You can choose from 79 Vrbo 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 rental in Westerly?
It's advisable to check with the Westerly holiday home you'd like on Vrbo as age restrictions differ. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Westerly for?
How long you can book a holiday rental 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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