Westerly holiday homes

We found 777 holiday rentals — enter your dates for availability
Select from 104 homes, 31 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.

Holiday rentals with weekly discounts – Westerly

Showing deals for:18 Dec - 25 Dec

Property grounds
Interior
Property grounds
Exterior
Exceptional
(58 reviews)

Private Home in scenic Matunuck, RI within walking distance to Town Beach

South Kingstown

8% off
NZ$5,811
for 7 nights, 1 home
NZ$830 per night
includes taxes & fees
Private Home in scenic Matunuck, RI within walking distance to Town Beach
Room
Outdoor deck #2 next to master suite
Water views from master suite
Interior
Exceptional
(63 reviews)

Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan

Groton

8% off
NZ$10,100
for 7 nights, 1 home
NZ$1,443 per night
includes taxes & fees
Elevate your New England beach retreat experience - Mystic / Foxwoods / Mohegan
Exterior
Living area
Pool
Private kitchen
Exceptional
(28 reviews)

Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!

Pawcatuck

8% off
NZ$16,782
for 7 nights, 1 home
NZ$2,397 per night
includes taxes & fees
Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!
Fully equipped kitchen with washer/dryer
Exterior
Living area
Property grounds
Exceptional
(114 reviews)

Waterfront With It’s Own Private Sandy Beach

Rockville

8% off
NZ$4,643
for 7 nights, 1 home
NZ$663 per night
includes taxes & fees
Waterfront With It’s Own Private Sandy Beach
Interior
Dining
Living area
Exterior
Exceptional
(5 reviews)

NEW! Historic Mystic, Two Minute Walk to Mystic Pizza!

Mystic

5% off
NZ$10,364
for 7 nights, 1 home
NZ$1,481 per night
includes taxes & fees
NEW! Historic Mystic, Two Minute Walk to Mystic Pizza!
Front Covered Porch
Kitchen and Dining Area
Kitchen and Dining Area
Backyard
Exceptional
(15 reviews)

Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut

Westerly

7% off
NZ$11,314
for 7 nights, 1 home
NZ$1,616 per night
includes taxes & fees
Beach house, inground pool, hot tub, Large backyard,1.5 Miles from Misquamicut
A Cozy Coastal Great Room That All Family & Friends Can Enjoy.
Property grounds
Stunning Views All Around with High End Landscape Lighting For That Resort Feel!
Relax In Classic Coastal Style W/ Gorgeous Ship Lap & Coffered Ceilings!
Exceptional
(56 reviews)

Luxury Waterfront Retreat, Private Dock, Beach Access & Stunning Views

South Kingstown

16% off
NZ$26,320
for 7 nights, 1 home
NZ$3,760 per night
includes taxes & fees
Luxury Waterfront Retreat, Private Dock, Beach Access & Stunning Views
living room is very sunny with two sets of sliding glass doors opening to deck
deck on a sunny morning
This side of the house faces Stonington Harbor, over a large yard w/ sea view
Third floor mezzanine, between bedroom and bathroom. Overlooks living area
Exceptional
(80 reviews)

Sunny Scandinavian House on Wamphassuc Pt. Harbor view. Short walk to the beach

Stonington

8% off
NZ$5,611
for 7 nights, 1 home
NZ$802 per night
includes taxes & fees
Sunny Scandinavian House on Wamphassuc Pt. Harbor view. Short walk to the beach
Front porch
Front of the house
Sitting area
Exterior
Exceptional
(29 reviews)

Charming Colonial in the Heart of Mystic: Walk to Downtown, Sleeps 8

Mystic

8% off
NZ$8,509
for 7 nights, 1 home
NZ$1,216 per night
includes taxes & fees
Charming Colonial in the Heart of Mystic: Walk to Downtown, Sleeps 8
Living area
Exterior
Dining
Room
Exceptional
(35 reviews)

Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!

South Kingstown

7% off
NZ$4,348
for 7 nights, 1 home
NZ$621 per night
includes taxes & fees
Secluded Cedar Cottage in the Matunuck Hills - just minutes from local beaches!
Central living room with flat screen, cable and Bose surround sound
Private kitchen
Screen porch overlooking pool
Dining area / kitchen
Exceptional
(26 reviews)

Beautiful Watch Hill 4BR/3BA with Backyard Deck & Pool Just Steps From Beach

Westerly

8% off
NZ$13,265
for 7 nights, 1 home
NZ$1,895 per night
includes taxes & fees
Beautiful Watch Hill 4BR/3BA with Backyard Deck & Pool Just Steps From Beach
Property grounds
Beach
Dining
Classic screened in porch
Exceptional
(31 reviews)

Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!

Charlestown

8% off
NZ$4,641
for 7 nights, 1 cottage
NZ$663 per night
includes taxes & fees
Charlestown Beach, 2BR Cozy Cottage, Screened porch, 3 min drive to Beach!
Outdoor dining
Living area
Marina
Private kitchen
Exceptional
(23 reviews)

Arnolda Getaway

Charlestown

7% off
NZ$6,075
for 7 nights, 1 home
NZ$868 per night
includes taxes & fees
Arnolda Getaway
Sunny living room with TV
Living area
Patio dining area
Private kitchen
Exceptional
(5 reviews)

Charming 3 bedroom house in Stonington

Pawcatuck

11% off
NZ$6,378
for 7 nights, 1 home
NZ$911 per night
includes taxes & fees
Charming 3 bedroom house in Stonington
Living area
Outdoor dining
Interior
Exterior
Exceptional
(14 reviews)

Secluded Farmhouse Retreat - Minutes from Mystic

Stonington

7% off
NZ$8,004
for 7 nights, 1 home
NZ$1,143 per night
includes taxes & fees
Secluded Farmhouse Retreat - Minutes from Mystic
Room
Private kitchen
Interior
Outdoor dining
Exceptional
(24 reviews)

Welcome to Coastal Charm in beautiful Westerly, Rhode Island!

Westerly

17% off
NZ$4,331
for 7 nights, 1 home
NZ$619 per night
includes taxes & fees
Welcome to Coastal Charm in beautiful Westerly, Rhode Island!
Bedroom
Living/Dining Room + Deck
Kitchenette
Living/Dining Rm
Exceptional
(13 reviews)

Contemporary Cottage

Westerly

8% off
NZ$3,654
for 7 nights, 1 cottage
NZ$522 per night
includes taxes & fees
Contemporary Cottage
Private kitchen
Outdoor dining
Exterior
Interior
Exceptional
(21 reviews)

Château Stonington

Stonington

7% off
NZ$9,335
for 7 nights, 1 home
NZ$1,334 per night
includes taxes & fees
Château Stonington
Front entry.
Back porch with lounge area, outdoor eating area, BBQ & pool.
Living room, just off the front entry.
Kitchen eating area.
Exceptional
(23 reviews)

Misquamicut Beach House, Just 1 Mile From the Ocean!

Westerly

8% off
NZ$7,248
for 7 nights, 1 home
NZ$1,035 per night
includes taxes & fees
Misquamicut Beach House, Just 1 Mile From the Ocean!
Room
Interior
Exterior
Living area
Exceptional
(62 reviews)

Beautiful Studio overlooking the Mystic River

Mystic

8% off
NZ$2,460
for 7 nights, 1 apartment
NZ$351 per night
includes taxes & fees
Beautiful Studio overlooking the Mystic River
Large Open Kitchen
French doors to the deck
View From Guest B.R
Maplewoods - Ample Parking For Cars and Trailered Boat
Exceptional
(47 reviews)

Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise

Stonington

6% off
NZ$7,658
for 7 nights, 1 home
NZ$1,094 per night
includes taxes & fees
Private Sanctuary in Stonington Boro - Stunning Coastal Views - Boaters Paradise
Private kitchen
Room
Exterior
Living area
Exceptional
(76 reviews)

Historic Three Bedroom Townhouse -- Downtown Mystic

Mystic

12% off
NZ$4,429
for 7 nights, 1 home
NZ$633 per night
includes taxes & fees
Historic Three Bedroom Townhouse -- Downtown Mystic
Property grounds
Living area
Interior
Room
Exceptional
(5 reviews)

Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA

Charlestown

8% off
NZ$5,965
for 7 nights, 1 home
NZ$852 per night
includes taxes & fees
Charming 3-bedroom townhome-like guest unit with AC and WiFi in QEBA
Room
Living area
Exterior
Interior
Exceptional
(96 reviews)

Casa De Las Olas - Cute cozy cottage in Westerly, RI

Westerly

8% off
NZ$3,112
for 7 nights, 1 cottage
NZ$445 per night
includes taxes & fees
Casa De Las Olas - Cute cozy cottage in Westerly, RI

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    Enjoy full kitchens, laundry, pools, gardens and more

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    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:

  • Mystic Aquarium and Institute for Exploration (6.6 mi / 10.6 km)
  • Lake of Isles (9.5 mi / 15.3 km)
  • Saltwater Farm Vineyard (3.8 mi / 6.1 km)
  • Stonington Vineyard (4.3 mi / 6.9 km)
  • Ninigret (4.9 mi / 7.8 km)
  • Jonathan Edwards Winery (6.4 mi / 10.4 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 (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)

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 the best area to stay in Westerly, Rhode Island for a holiday rental, the Watch Hill neighbourhood is a delightful choice. This picturesque seaside area offers stunning views of the Atlantic Ocean and is renowned for its charming beaches, including the beautiful Watch Hill Beach, which is great for sunbathing and swimming. Visitors can also enjoy a stroll along the historic Watch Hill Lighthouse, a lovely spot for photographs and taking in the coastal scenery.Another excellent option is the Pawcatuck area, which is rich in local history and culture. Here, you can explore the quaint shops and restaurants that line the streets, offering a taste of local cuisine and artisan goods. The nearby Wilcox Park is a wonderful attraction, boasting lovely gardens and walking paths, making it an ideal spot for a leisurely afternoon.Westerly has a diverse range of properties available for holiday rentals, suiting various preferences and budgets, ensuring you find the great accommodation for your stay.
Where are the best areas for renting a beach house in Westerly?
For renting a beach house in Westerly, Rhode Island, the area around Misquamicut Beach is an ideal choice. This popular beach destination offers a variety of rental properties, from charming cottages to spacious homes with stunning ocean views. Many of these beach houses come equipped with amenities such as outdoor decks for soaking in the sun, modern kitchens for home-cooked meals, and private access to sandy shores, making them superb for families or groups looking to enjoy a seaside getaway.Furthermore, the Watch Hill neighbourhood is another excellent option, known for its picturesque streets and historic charm. Here, you can find elegant beach houses often featuring luxurious amenities like swimming pools, outdoor fire pits, and beautifully landscaped gardens. The proximity to the iconic Watch Hill Lighthouse and local boutique shops adds to the appeal, providing a delightful blend of relaxation and leisure activities.In addition, the nearby Napatree Point offers a more tranquil beach experience, where rental properties are often just a short walk from the beach. Many homes in this area come with features like private balconies, outdoor showers, and beach gear for easy access to the water. The scenic views and the peaceful atmosphere make it a great spot for those looking to unwind by the ocean.
What is the most popular type of holiday rental accomodation in Westerly?
In Westerly, holiday houses are the most sought-after type of holiday rental, with around 312 available throughout the area. These homes are often situated in charming neighbourhoods close to points of interest such as Misquamicut State Beach and the historic Wilcox Park. They typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces like decks or gardens, making them ideal for families and larger groups.Additionally, there are approximately 92 cottages that offer a quaint, rustic charm, often located closer to nature. These cottages usually come with kitchen facilities and comfortable living spaces, great for a relaxing getaway. For those seeking a more compact option, about 52 condos and 44 apartments are also available, providing modern amenities and convenient locations.
Are there any family house rentals in Westerly?
In Westerly, Rhode Island, there are a lot of family-friendly holiday rentals available, with around 87 options to choose from. This coastal town is known for its stunning beaches and charming atmosphere, making it an ideal spot for families. Properties typically offer spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can safely play. Many homes also come with amenities like Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay.Families can explore nearby attractions such as Misquamicut State Beach, which is great for a day of sun and sand, or venture to the Watch Hill Lighthouse for a bit of local history. The vibrant local community also features various dining options and shops, enriching the holiday experience.
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 or hot tubs, with around 12 options to choose from. This picturesque coastal town offers a range of neighbourhoods where these properties can be found, including the scenic Watch Hill area, known for its charming beaches and historic architecture, as well as the more tranquil residential areas that provide a peaceful retreat.Travellers can expect a variety of amenities in these rentals, including private swimming pools, relaxing hot tubs, well-equipped kitchens for self-catering, and spacious outdoor areas superb for entertaining or unwinding.
Are there pet-friendly house rentals in Westerly?
In Westerly, Rhode Island, there are numerous pet-friendly house rentals available, with options that cater to various group sizes and preferences. Many of these properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, ideal for enjoying the lovely coastal weather.The area is known for its beautiful beaches, such as Misquamicut Beach, which is a short drive away and offers a friendly space for both pets and their owners. Additionally, the nearby Watch Hill has scenic walking paths along the shoreline, providing opportunities for leisurely strolls with pets.Travellers can also explore local parks that welcome pets, ideal for those looking to enjoy the outdoors.
Are there any remote work holiday rentals in Westerly?
In Westerly, Rhode Island, there is a wide selection of remote work holiday rentals available, with around 476 options to choose from. This charming coastal town not only offers a picturesque setting but also convenient amenities for those working remotely. Many properties come equipped with reliable Wi-Fi in both public areas and individual units, ensuring that guests can stay connected. You'll often find dedicated workspaces or desks in the accommodations, allowing for a comfortable work environment.The area is known for its beautiful beaches, such as Misquamicut Beach, which provides a lovely backdrop for breaks during the workday. Additionally, local cafes and restaurants offer further opportunities for remote work in a more social setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Westerly?
In Westerly, popular rental amenities include kitchens, allowing guests to prepare their own meals with ease. Many properties feature decks or patios, great for enjoying the pleasant Rhode Island weather while relaxing outdoors. Onsite parking is also a common convenience, making it easier for travellers to explore the area. Additionally, rentals often come equipped with coffee and tea makers, ensuring that guests can start their day with a warm beverage.
When is the best time to visit Westerly for a holiday rental?
The peak season for visiting Westerly, Rhode Island, is from June to August, with July being the most popular month for holiday rentals. This lively period attracts beachgoers and families eager to bask in the sun and enjoy the charming coastal atmosphere. With temperatures typically ranging from 20 to 30 degrees Celsius, the warm summer days are great for outdoor activities such as swimming, kayaking, and exploring the beautiful beaches that Westerly has to offer.During this time, you'll find a plethora of activities, including local festivals, outdoor concerts, and fresh seafood markets, all contributing to the vibrant summer experience. The picturesque coastal scenery enhances the enjoyment of leisurely strolls along the shore or relaxing afternoons by the water.For those seeking a more budget-friendly experience, November presents a fantastic opportunity to visit Westerly. While the weather is cooler, with temperatures around 5 to 15 degrees Celsius, you'll encounter a quieter atmosphere, offering a chance to explore the town's historic sites and charming shops without the summer crowds. The fall season also showcases beautiful autumn colours, making it a lovely time for scenic walks.Ultimately, the best time to book a holiday rental in Westerly depends on your preference for lively summer activities or a tranquil off-peak experience filled with autumn charm.
What are the top attractions in Westerly?
In Westerly, Rhode Island, visitors can enjoy a variety of attractions that showcase the town's coastal charm and natural beauty. The famous Watch Hill, a picturesque seaside village, is known for its stunning beaches and the iconic Watch Hill Lighthouse, which offers panoramic views of the Atlantic Ocean. Holiday rentals in this area often provide easy access to the beach and quaint local shops.Another highlight is Misquamicut State Beach, a long stretch of sandy shoreline superb for sunbathing, swimming, and water sports. Nearby, the Atlantic Beach Park offers amusement rides and arcade games, making it a popular spot for families.For those interested in history, the Wilcox Park in the heart of Westerly features beautiful gardens and walking paths, along with the historic Westerly Library and Wilcox Park, which often hosts community events. The nearby town of Pawcatuck also offers charming shops and restaurants, providing a taste of local culture.
Are all fees included in the Westerly holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Westerly holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Westerly holiday homes?
You can find great discounts on holiday homes in Westerly on Bookabach, 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.
Can I change or cancel my Westerly holiday home booking on Bookabach?
To find Westerly holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Westerly?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Westerly holiday home?
Book your Westerly holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Westerly?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Westerly to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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