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Westerly holiday lettings

We found 735 holiday rentals — enter your dates for availability

Discover a selection of 112 homes, 25 apartments and other holiday rentals in Westerly that are 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.

Holiday rentals with weekly discounts - Westerly

Showing deals for:23 Jan - 30 Jan
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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)
  • 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)
  • 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 best area to stay in Westerly when booking a holiday rental?
When considering a holiday rental in Westerly, Rhode Island, a popular area to stay is Misquamicut. This vibrant coastal neighbourhood is renowned for its beautiful beaches, making it an ideal spot for those looking to soak up the sun and enjoy water activities. The stunning Misquamicut State Beach is a major attraction here, offering sandy shores and a family-friendly atmosphere. Additionally, the area is home to the charming Atlantic Beach Park, which features amusement rides and games, providing entertainment for visitors of all ages.
How much does it cost to rent a holiday home in Westerly?
Prices for holiday rentals in Westerly vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westerly to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westerly holiday house rentals?
You can find great discounts on house rentals in Westerly on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Westerly?
For renting a beach house in Westerly, Rhode Island, the area around Watch Hill is particularly desirable. This picturesque coastal village offers stunning views of the Atlantic Ocean and is known for its charming, historic homes. Many beach rentals in this vicinity come with amenities like modern kitchens, spacious living areas, and outdoor decks great for enjoying the sea breeze. Properties here often have easy access to the sandy beaches, making them ideal for families looking to spend their days by the water.

Another excellent option is the Misquamicut area, which is famous for its vibrant beach scene. Holiday rentals here typically feature beach access, private patios, and outdoor grills, allowing guests to enjoy barbecues while taking in the sunset. The nearby Misquamicut State Beach offers a lively atmosphere with various water activities, and local shops and restaurants are within walking distance, adding convenience and entertainment for visitors.
What is the most popular type of holiday rental accomodation in Westerly?
In Westerly, holiday houses are the most popular rental choice, with around 103 available throughout the area. These properties are often found in charming neighbourhoods close to the coastline, providing easy access to beautiful beaches such as Misquamicut and Watch Hill. Most holiday houses feature spacious interiors, fully equipped kitchens, and outdoor spaces like patios or decks, ideal for enjoying the pleasant Rhode Island weather.
Are there any family house rentals in Westerly?
In Westerly, Rhode Island, there are numerous family-friendly house rentals available, with around 103 options to choose from. This charming coastal town features various neighbourhoods, including Watch Hill and Misquamicut, which are great for family getaways. Properties in Watch Hill often come with spacious living areas, fully equipped kitchens, and delightful outdoor spaces where children can play. Visitors can also enjoy nearby attractions such as the beautiful beaches and the iconic Watch Hill Lighthouse.

In Misquamicut, you'll find larger homes that accommodate bigger families or groups, often equipped with amenities like private pools, outdoor grills, and even game rooms for entertainment. This area is particularly popular for its proximity to the beach, allowing for easy access to sun-soaked days by the water.
Can I rent a holiday home with a pool or hot tub in Westerly?
In Westerly, Rhode Island, there are several holiday homes available for rent that feature pools and hot tubs, with around 19 options to consider. This charming coastal town is known for its beautiful beaches and picturesque landscapes, making it a desirable destination for travellers seeking relaxation and leisure. Many of the rentals come equipped with private pools, hot tubs, spacious outdoor areas for lounging, and well-appointed kitchens, superb for creating a cozy feel during your stay.
Can I find long-stay holiday rentals in Westerly?
A long-stay holiday rental in Westerly is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Westerly?
In Westerly, Rhode Island, there are numerous pet-friendly house rentals available, with around 48 options to choose from. Many of these holiday homes are conveniently situated near beautiful beaches such as Misquamicut State Beach and Watch Hill, allowing easy access for both you and your furry companions to enjoy the coastal scenery.

Travellers can expect a variety of amenities in these rentals, including spacious outdoor areas, fully equipped kitchens, and comfortable living spaces superb for relaxing after a day of exploring. Some properties may also feature private patios or decks, ideal for enjoying morning coffee with your pet or unwinding in the evening.
Are there any remote work holiday rentals in Westerly?
In Westerly, Rhode Island, there is a substantial selection of remote work holiday rentals, with around 144 options available. This charming coastal town offers a delightful mix of beach life and convenience for those looking to work remotely. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westerly holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westerly with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Westerly?
In Westerly, popular holiday rental amenities include essential features like kitchens, microwaves, and refrigerators, allowing guests to prepare their own meals during their stay. Many properties are well-equipped with cookware, dishware, and utensils, making it convenient for families or groups who prefer dining in.
When is the best time to visit Westerly for a holiday rental?
July is the most popular time to visit Westerly, Rhode Island, as the summer months from June to August draw in visitors seeking sun-soaked beaches and vibrant seaside activities. This lively period is superb for those who love outdoor adventures, with opportunities for swimming, kayaking, and enjoying the picturesque sandy shores of Misquamicut Beach.

During these summer months, the coastal climate is typically warm, with average temperatures reaching the high 20s Celsius, creating a friendly space for sunbathing and waterfront dining. If you're looking to indulge in local seafood while soaking up the sun, this is the season for you.

For those who prefer a quieter experience, visiting in November can present a great opportunity to enjoy the beauty of Westerly without the crowds. During this time, the area is less bustling, allowing for peaceful walks along the beach and exploration of the charming downtown shops, where you can find unique gifts and local art.
How early should I book a Westerly holiday rental?
Book your Westerly holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westerly?
In Westerly, Rhode Island, visitors can enjoy a variety of attractions that showcase the area's natural beauty and rich history. Misquamicut State Beach is a prominent draw, offering sandy shores and opportunities for swimming, sunbathing, and water sports. Nearby, the charming village of Watch Hill features picturesque views and the iconic Watch Hill Lighthouse, making it a lovely spot for leisurely strolls.

For those interested in local history, the Wilcox Park in downtown Westerly is a beautifully landscaped area that hosts various events and provides a peaceful setting for picnics. The park is also home to the Westerly Library and Wilcox Park, offering a blend of cultural and recreational activities.
Can I change or cancel my Westerly home rental booking on Vrbo?
To find Westerly holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Westerly holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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