Westerly vacation rentals

We found 732 vacation rentals — enter your dates for availability

Select from 105 homes, 26 cottages, and other vacation rentals in Westerly to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the amenities you expect and more, such as parking and air conditioning. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Westerly

Showing deals for:Mar 13 - Mar 20

Image gallery for Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

Property grounds
10 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)

Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

Westerly, RI

9% off
Price is $1,272
$8,903 for 7 nights
All fees included
Winter Rental Available Immediately ~ Penthouse stunning Ocean and Bay Views

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Find out more about Westerly

Why visit Westerly

  • Beautiful Beaches: Enjoy stunning coastal views and relax on pristine sandy shores perfect for sunbathing and beach activities.
  • Outdoor Adventures: Engage in various outdoor pursuits, from hiking to water sports, in a picturesque natural setting.
  • Historic Attractions: Visit the local maritime museum and explore the scenic lighthouse, rich in history and charm.
  • Family-Friendly Atmosphere: Experience a welcoming vibe with plenty of activities suitable for all ages.
  • Variety of Accommodations: Choose from cozy cottages to spacious beach houses for a memorable stay.

Popular types of accommodation in Westerly

Westerly vacation rentals offer a variety of accommodations to suit every traveler’s needs. Whether you're looking for a cozy cottage, a spacious beach house, or a private vacation home, you’ll find the perfect spot to unwind. Our travelers frequently choose from house rentals or charming apartments, ensuring a memorable stay in this scenic coastal town. Discover the ideal rental for your getaway and enjoy all that Westerly has to offer.

  • Houses: The top choice for travelers in Westerly, offering spacious accommodations ideal for families or groups.
  • Cottages: A charming option for those seeking a cozy and quaint stay, perfect for couples or small families.
  • Apartments: A convenient and comfortable choice, great for travelers looking for a home-like atmosphere.
  • Condos: A popular selection providing modern amenities and often situated near the beach.
  • Villas: Luxurious options that deliver a high-end experience for those wanting extra comfort and style.**

Top attractions in and around Westerly

Westerly, Rhode Island, is perfect for outdoor enthusiasts and adventure seekers, offering stunning beaches, a maritime museum, and a historic lighthouse. Visitors can immerse themselves in the region's rich culture while enjoying the beautiful coastal scenery. Whether you're looking to relax by the shore or explore local attractions, Westerly provides a memorable beach experience for all travelers.

  • Misquamicut State Beach: A stunning stretch of sandy shoreline located right in Westerly, perfect for sunbathing, swimming, and beach activities. The lively atmosphere and scenic views make it a favorite spot for both locals and tourists.
  • Mystic Seaport: This captivating maritime museum, located 7 miles from Westerly, immerses you in New England's rich nautical history. Explore historic ships, exhibits, and charming waterfront views that showcase the region's maritime culture.
  • Mystic Downtown Marina: Just 8 miles away, this vibrant marina offers thrilling outdoor adventures, including boating and fishing. Enjoy picturesque views and a laid-back beach vibe, perfect for relaxing after a day of exploration.

Things to do recommended for couples

For a romantic getaway in Westerly, indulge in wine tasting at Saltwater Farm Vineyard, just 4 miles away, or enjoy luxury at Stonington Country Club, also 4 miles away. For some adventure, head 18 miles to Yawgoo Valley Ski Area and Water Park for skiing and fun.

Things to do recommended for families

Families visiting Westerly, Rhode Island, can splash around at Water Wizz, enjoy a nostalgic ride on The Flying Horse Carousel, and unwind in the serene atmosphere of Shady Oaks Park, located 7 miles away, making for a perfect blend of adventure and relaxation.

Things to do recommended for groups

Explore Olde Mistick Village for a vibrant shopping experience, enjoy a round of golf at the scenic Weekapaug Golf Club, and catch a show at the charming Granite Theatre for an evening of culture and entertainment. Perfect activities for your group getaway in Westerly.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, family, or pets, or if you're considering a longer stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Westerly with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Westerly with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Westerly: For many, a family vacation wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo listings that are pet-friendly. Most of these properties come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Westerly: If you're seeking vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like 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 vacation experience with its stunning beaches and charming beachside setting. Explore the scenic views and family-friendly atmosphere that make this city a perfect getaway. From the beautiful coastal landscapes to the welcoming vibe of the neighborhoods, you'll find plenty of adventure and relaxation. Don't miss the chance to enjoy the unique charm of Westerly while indulging in outdoor activities and soaking up the sun.

  • Mystic: Located 7 miles from Westerly, Mystic is a charming city renowned for its maritime history and vibrant waterfront. Visitors flock to Mystic for a romantic escape, outdoor adventures, and city-themed experiences. The area boasts a variety of attractions, including the Mystic Seaport Museum, where you can immerse yourself in the region's rich maritime heritage. Enjoy music concerts and relax at nearby resorts or challenge yourself on local golf courses. Don’t miss the picturesque marina, perfect for a leisurely stroll, and the event conference venue that hosts various gatherings throughout the year.
  • Misquamicut: Nestled within Westerly, Misquamicut is a delightful village that offers stunning scenery and adventurous outdoor activities. With its pristine beaches and family-friendly atmosphere, it's an ideal spot for a fun-filled day at the shore. Enjoy concerts and events at local resorts, or take a ride on the classic carousel for a nostalgic experience. The nearby Misquamicut State Beach and its natural beauty draw visitors looking to relax or partake in water sports, while the adjacent national state park offers hiking trails and unspoiled landscapes to explore.
  • Watch Hill: Also located in the Westerly area, Watch Hill is a picturesque village that captures the essence of coastal living. Travelers are drawn to this charming destination for its breathtaking scenery and adventurous spirit. Enjoy a round of golf at the scenic course, relax at luxury resorts, or attend lively music concerts during the summer months. With beautiful family beaches and access to a national state park, Watch Hill is perfect for those seeking both relaxation and outdoor adventure amidst stunning ocean views.

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

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash on the total booking amount. Being the organizer comes with its perks. Sign up for our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on qualifying stays. Join today and begin reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travels. Whether you're starting a new trip, picking up where you left off, or organizing your existing plans, it’s all in one place. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/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-sees 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

Do you want to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Westerly a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Saltwater Farm Vineyard (3.8 mi / 6.1 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)
  • Stonington Vineyard (4.3 mi / 6.9 km)

Exploring the beaches and other natural features in Westerly

Whether you're an adventurous traveler or just want to take in the scenery, Westerly is a great place to spend some time outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • 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 69°F.

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 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 11.8 mi (19 km) away.

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

Frequently asked questions

What is the best area to stay in Westerly when booking a vacation rental?
When planning a vacation in Westerly, Rhode Island, one of the best areas to consider is Misquamicut. This charming beach community boasts a stunning coastline and is home to some of the region's most beautiful beaches, making it a great spot for sunbathing, swimming, and enjoying water sports. Misquamicut State Beach is a top attraction in the area, known for its soft sands and family-friendly atmosphere. In addition to the beach, visitors can explore nearby attractions like the Historic Wilcox Park, which offers lovely walking paths and picturesque gardens.

Another excellent option is the downtown Westerly area, where you'll find a vibrant atmosphere filled with unique shops, restaurants, and galleries. This area is great for those looking to immerse themselves in local culture and enjoy the lively community vibe. The Wilcox Park, located near downtown, is an ideal spot for a leisurely stroll, picnicking, or simply relaxing amidst beautiful nature.

Both Misquamicut and downtown Westerly have a range of vacation rental properties available, with numerous options suiting different preferences and budgets. Whether you're seeking a cozy beach cottage or a more upscale rental in the heart of the town, you're likely to find something that suits your needs.
How much does it cost to rent a vacation home in Westerly?
Prices for vacation 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 vacation 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, consider the picturesque area along Misquamicut Beach, which is renowned for its stunning sandy shores and vibrant beach atmosphere. This neighborhood features a variety of vacation rentals, including beachfront cottages and larger homes with expansive decks that provide direct access to the beach. Many properties here come equipped with amenities such as outdoor showers, barbecue grills, and spacious living areas, making them superb for families and groups looking to enjoy coastal living.

Additionally, the area around Watch Hill offers a more upscale experience, with charming historic homes and modern rentals that often include luxurious touches like private pools, hot tubs, and gourmet kitchens. Watch Hill also boasts beautiful views of the ocean and is within walking distance to local boutiques and fine dining options, enhancing the overall beach experience.

Moreover, the nearby Napatree Point Conservation Area is a must-visit for nature lovers, offering scenic walking paths and opportunities for birdwatching. Properties in this region often emphasize outdoor spaces, with amenities such as fire pits and picnic areas, allowing guests to fully enjoy the serene coastal environment. Find your rental near the beach in Westerly.
What is the most popular type of vacation rental accomodation in Westerly?
In Westerly, vacation houses are the most popular type of rental, with around 107 available throughout the area. These homes are typically located in charming neighborhoods, often close to family-friendly beaches and scenic parks. Most vacation houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor patios or decks, making them ideal for family gatherings or group retreats.

Cottages are also a favored option, with about 25 available, offering a quaint and cozy atmosphere that appeals to couples or small families. These usually feature rustic charm, outdoor spaces, and easy access to local attractions like Misquamicut Beach. Additionally, there are approximately 22 condos and 10 apartments available, which provide more compact living arrangements with modern conveniences.
Are there any family house rentals in Westerly?
In Westerly, Rhode Island, families will find a wealth of vacation rentals—there are 102 options available throughout the area. The neighborhoods near the coastline, such as Watch Hill and Misquamicut, offer spacious homes superb for family gatherings. Many of these properties feature amenities like fully equipped kitchens, ample living spaces, and outdoor patios or decks, making them ideal for both relaxation and entertaining.

Visitors can enjoy the nearby beaches, which are superb for swimming and sunbathing. Additionally, attractions like the Watch Hill Lighthouse and the charming shops and eateries in town provide ample opportunities for family outings. See all family-friendly rentals in Westerly.
Can I rent a vacation home with a pool or hot tub in Westerly?
In Westerly, Rhode Island, there are many vacation homes available for rent that feature pools and hot tubs, with around 20 options to choose from. This picturesque coastal town offers a variety of neighborhoods, including the popular Misquamicut area known for its beautiful beaches, where you'll find properties that often boast private pools and hot tubs, great for relaxing after a day in the sun.

Travelers can expect amenities such as spacious outdoor living areas, fully equipped kitchens for easy meal preparation, and comfortable living spaces designed for family gatherings. Many rentals also include features like outdoor grills, fire pits, and proximity to local attractions, enhancing the overall vacation experience. Find your rental in Westerly with a pool or a hot tub.
Can I find long-stay vacation rentals in Westerly?
A long-stay vacation rental in Westerly is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Westerly?
In Westerly, Rhode Island, there are numerous pet-friendly house rentals available, with a total of 44 options to choose from. Many of these vacation homes are situated near beautiful beaches, such as Misquamicut Beach, which is known for its soft sands and welcoming atmosphere for families and pets alike. Travelers can expect amenities like spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, making them great for accommodating pets and ensuring a relaxing stay.

The surrounding neighborhoods also offer access to local parks and pet-friendly attractions. For instance, Wilcox Park in nearby Westerly provides lovely walking paths and green spaces where pets can enjoy some outdoor time. Additionally, many vacation rentals are conveniently located near pet-friendly dining options, allowing you to enjoy meals while bringing your furry companions along. See all pet-friendly rentals in Westerly.
Are there any remote work vacation rentals in Westerly?
In Westerly, Rhode Island, there are numerous remote work vacation rentals available, with around 134 options to choose from. This coastal town offers a unique blend of beach access and a tranquil atmosphere, making it a great place for remote workers. Many of the properties come equipped with essential amenities such as Wi-Fi, dedicated desk spaces, and comfortable chairs, creating an ideal setup for productivity.

Travelers can expect to find homes with spacious living areas, some featuring peaceful outdoor spaces great for taking breaks or enjoying the fresh sea air. The proximity to local attractions, such as the scenic beaches of Misquamicut and the charming downtown area with its shops and eateries, enhances the overall experience. Additionally, Westerly's rich cultural scene and beautiful landscapes provide a refreshing backdrop for those balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westerly vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Westerly with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens equipped for cooking, blenders for preparing smoothies or other meals, coffee and tea makers for morning routines, and patios for outdoor relaxation. These features enhance the comfort and convenience of travelers looking to enjoy a home-like experience while exploring the charming coastal town.
When is the best time to visit Westerly for a vacation rental?
The best time to visit Westerly for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts a wave of travelers seeking sun-soaked days at the beach, lively local festivals, and various outdoor activities. With warm temperatures averaging in the mid-70s to low 80s Fahrenheit, summer in Westerly is superb for enjoying the stunning coastline, swimming, and indulging in fresh seafood at local eateries.

During these summer months, you can immerse yourself in the energetic atmosphere as families and friends flock to the area for memorable vacations. From sailing on the beautiful waters of the Atlantic to exploring charming coastal towns nearby, there's no shortage of adventures waiting for you.

For those who prefer a quieter experience, consider visiting in November when the crowds have thinned, and the natural beauty of Westerly takes on a peaceful charm.
How early should I book a Westerly vacation rental?
Book your Westerly vacation 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 vacation 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 coastal charm. The beautiful Misquamicut State Beach is a major draw, offering miles of sandy shoreline for sunbathing and swimming. Nearby, the Watch Hill neighborhood features the iconic Watch Hill Lighthouse and picturesque views of the Atlantic Ocean, making it an excellent spot for leisurely strolls.

In the heart of Westerly, the historic downtown area offers quaint shops, galleries, and local eateries, superb for exploring on foot. The Wilcox Park, with its beautiful landscaping and tranquil ponds, provides a lovely setting for picnics and relaxation.
Can I change or cancel my Westerly home rental booking on Vrbo?
To find Westerly vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westerly vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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