Best Vacation rentals and Airbnb offers in Westerly, RI
10 19 reviews
Westerly, RI
09/10 – 09/13
$502/nighttotal: $1506 (3 )
Cozy, Summer House Near Misquamicut Beach
1 3
apartment , Westerly
This cozy house is located in a quiet residential neighborhood in Westerly, just a short walk from the river and marina, and three miles from Watch Hill and The Ocean House. The house is conveniently located near popular beaches, casinos, and cultural attractions. This charming rental features three bedrooms and two bathrooms, comfortably accommodating up to six guests. The house offers a fully equipped kitchen, air conditioning, a private garden, and parking. Enjoy the peaceful location, easy access to beaches, and proximity to local attractions, including casinos, restaurants, and cultural destinations.
9.8 10 reviews
Westerly, RI
09/10 – 09/13
$346/nighttotal: $1038 (3 )
Downtown Westerly Getaway Near Beaches & Mystic!
1 3
apartment , Westerly
This Westerly apartment rental is centrally located downtown, minutes from Misquamicut Beach and Watch Hill, offering easy walking access to shops, galleries, and restaurants. The two-bedroom, one-bathroom unit features a fully equipped kitchen, a downstairs game room with pool table and other games, free on-site parking, high-speed Wi-Fi, and accommodates up to six guests.
9.7 6 reviews
Westerly, RI
09/24 – 09/25
$548/nightfor 1 night
1-bedroom Guest Suite In Shelter Harbor
1 3
apartment , Westerly
This newly built Westerly guest suite in Shelter Harbor offers convenient access to Westerly's downtown area, beaches (a 10-minute drive away), and popular attractions like Mystic and Newport. The 1-bedroom unit features a fully equipped kitchen, washer/dryer, private entrance, outdoor garden area, accommodates up to 4 guests, and includes access to a nearby free fishing lot and beach pass upon request.
9.9 97 reviews
Westerly, RI
09/10 – 09/13
$306/nighttotal: $918 (3 )
Seaside Retreat, Stonington
2 3
apartment , Stonington
This Stonington Village apartment overlooks Stonington Harbor and Main Street, offering easy access to Noah's Restaurant and the Stonington Farmers' Market. The two-bedroom, one-bathroom unit sleeps four and features a full kitchen with a refrigerator, freezer, and microwave, plus air conditioning, parking, and complimentary internet access.
8.4 15 reviews
Westerly, RI
07/25 – 08/01
$512/nighttotal: $3584 (7 )
Overlook Ninigret Pond And Block Island
3 6
apartment , Charlestown
This Charlestown vacation home is located just a short walk from Burlingame State Park and Kettle Pond Visitors Center, offering easy access to beautiful natural scenery and outdoor activities. The property has received very good ratings from previous guests. This 3-bedroom home comfortably accommodates up to 6 guests. Enjoy the fully equipped kitchen, laundry facilities, outdoor patio, and modern amenities like a Smart TV, perfect for a relaxing stay.
10 6 reviews
Westerly, RI
09/24 – 09/25
$371/nightfor 1 night
Cozy Westerly Cottage
1 3
apartment , Westerly
This Westerly, Rhode Island rental is conveniently located a short drive from Westerly's sandy beaches and offers easy access to local attractions. The one-bedroom, one-bathroom cottage sleeps four guests and includes a kitchen, air conditioning, parking, and internet access (registration RE 07871-STR, expires June 10, 2026).
8.9 26 reviews
Westerly, RI
06/20 – 06/27
$166/nighttotal: $1162 (7 )
Glamping At White Clover Farm: Hillhouse
1 2
glamping , Stonington
This secluded cabin is located in a wooded area of North Stonington, just a short 10-minute drive from downtown Mystic and its attractions. The cabin has received excellent user ratings for its location, cleanliness, and overall experience. The cozy cabin offers a comfortable bed and can accommodate up to two guests. Enjoy the farm's three ponds, walking trail, wildlife viewing opportunities, and a shared restroom and shower located in the main farmhouse.
9.7 150 reviews
Westerly, RI
09/24 – 09/25
$223/nightfor 1 night
Salt & Stone House-1 Bedroom Oasis Sleeps 4
1 3
apartment , Westerly
This downtown Westerly apartment is just a short walk from shops, restaurants, and the United Theater, and a quick 10-minute drive from the beach. The apartment has received excellent ratings for location, cleanliness, and overall experience. This one-bedroom, one-bathroom rental can comfortably accommodate four guests and features a fully-equipped kitchen, a private backyard, and modern amenities like a Roku TV with Netflix, free Wi-Fi, and a Keurig coffee station. Beach chairs, an umbrella, and towels are provided for a relaxing day at the shore.
9.8 15 reviews
Westerly, RI
06/20 – 06/27
$925/nighttotal: $6475 (7 )
Watch Hill Misquamicut Westerly Rhode Island
3 2
apartment , Westerly
This Westerly oceanfront home offers stunning sea views and is a short walk from East Beach and Misquamicut State Beach, within 2 miles of Atlantic Beach Park and Water Wizz. This three-bedroom, two-bathroom vacation rental sleeps five, features a fully equipped kitchen with a dishwasher, in-house spa, free WiFi, private yard, and ample parking.
Westerly, RI
07/25 – 08/01
$457/nighttotal: $3199 (7 )
< 1 Mi To Dtwn Westerly! Walkable Coastal Escape
3 6
house , Westerly
This house offers a prime Westerly location, situated less than 1 mile from downtown and a short drive to Mystic Seaport and Foxwoods Casinos. This 1100 square foot rental accommodates up to 11 guests with 3 bedrooms, 1 bathroom, a fully equipped kitchen, air conditioning, and complimentary on-site parking.
9.8 28 reviews
Westerly, RI
06/20 – 06/27
$310/nighttotal: $2170 (7 )
Nautical Themed, Two Bedroom, Eclectic Getaway
2 2
apartment , Stonington
This Stonington apartment is just a short 10-minute drive from downtown Mystic and its attractions, and another 10-minute drive from the beaches of Rhode Island. Guests rave about the apartment's excellent location, cleanliness, and overall experience. The two-bedroom apartment comfortably sleeps four guests and features a private patio with a grill and fire pit. Guests can enjoy a unique nautical theme and prepare simple meals using the mini fridge, microwave, Keurig coffee maker, outdoor grill, and plug-in burners.
Westerly, RI
09/10 – 09/13
$491/nighttotal: $1473 (3 )
Fully-renovated Beach Cottage Next To Golf And Bike To Beach And Watch Hill
2 3
cottage , Westerly
This fully-renovated cottage offers an oceanside location in Westerly, situated on a private dead-end lane just 1.3 miles from town and state beaches and 3.4 miles from Watch Hill. This 2-bedroom beach house accommodates up to 6 guests and features a private fenced backyard with an outdoor shower and fire pit, a full basement with an exercise area, and includes a beach pass and chairs for Wuskenau town beach.
Best Westerly, RI vacation rentals with a balcony
10 54 reviews
Westerly, RI
06/20 – 06/27
$460/nighttotal: $3220 (7 )
Custom Cottage Close To Everything-enjoy Long Walks On Beach Without The Crowds!
1 2
apartment , Westerly
This Westerly vacation rental is ideally located within a 3-mile radius of three popular beaches, including East Beach, Fenway Beach, and Weekapaug Beach, as well as Atlantic Beach Park and Water Wizz of Westerly. It has received excellent ratings for location, cleanliness, and user satisfaction. The charming one-bedroom house comfortably sleeps four guests. Enjoy modern amenities including a spa tub, a garden, and barbecue grills, as well as a fully equipped kitchen, a fireplace, and a washing machine.
9.8 10 reviews
Westerly, RI
06/20 – 06/27
$753/nighttotal: $5271 (7 )
Coastal Farmhouse At Ninigret Pond - 3.1 Mi To Beach - Sleeps 4-12 People
6 2
farm , Charlestown
This restored 1865 farmhouse in Charlestown, Rhode Island, is minutes from pristine beaches like Blue Shutters and Charlestown beaches (beach passes included), and conveniently located near Narragansett and Watch Hill's shops and restaurants. This 4,000-square-foot property boasts six bedrooms, three bathrooms, and sleeps up to twelve guests, featuring a gourmet kitchen with a Viking stove and dual refrigerators, two living areas with smart TVs, and expansive grounds perfect for events (events over 15 people require prior approval).
10 5 reviews
Westerly, RI
09/10 – 09/13
$498/nighttotal: $1494 (3 )
The Oar Cottage (24) · Walk Mystic-train/ev Lvl-2
1 3
cottage , Stonington
This Mystic, Connecticut cottage, a 15-minute walk from Mystic Seaport – The Museum of America and the Sea, offers convenient access to Mystic River Bascule Bridge and the Charles W. Morgan. The 650-square-foot house features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, Wi-Fi, a Smart TV, and outdoor space with a garden.
9.5 68 reviews
Westerly, RI
09/10 – 09/13
$279/nighttotal: $837 (3 )
Best Value In Westerly!
1 3
apartment , Westerly
This Westerly apartment is located near the coast, less than 5 kilometers from both East Beach and Fenway Beach, offering easy access to the beautiful beaches of Westerly. It has received excellent ratings for user experience, location, and cleanliness. The apartment has one bedroom and one bathroom, with a total floor area of 360 square feet. It features a fully equipped kitchen, a comfortable living area with a sofa bed, and amenities like a swimming pool, a terrace, and a garden.
Our Favorite Family-Friendly Vacation Rentals in Westerly, RI
Plan the perfect family beach trip to Westerly, RI with spacious rentals that offer plenty of room to spread out.
9.8 14 reviews
Westerly, RI
09/10 – 09/13
$473/nighttotal: $1419 (3 )
Coastal Retreat 2br Near Beaches & Mystic
2 3
apartment , Stonington
This Pawcatuck apartment rental is less than a mile from Westerly's downtown and a short drive from Mystic, Foxwoods Resort Casino, and Southern Rhode Island beaches. This two-bedroom, one-bathroom unit sleeps six with three queen beds (plus a pack 'n play available), a fully equipped kitchen, smart TVs, private entrance, on-site parking, and high-speed internet.
10 28 reviews
Westerly, RI
09/10 – 09/13
$433/nighttotal: $1299 (3 )
Cottage By The Cove With Water Views!
1 3
apartment , Stonington
This Stonington cottage, near Wequetequock Cove, is 2.5 miles from the Stonington Lobster Trap Tree and within 1.7 miles of Stone Acres Farm and Saltwater Farm Vineyard. The two-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, a private yard with patio, and offers water views of Wequetequock Cove.
9.6 42 reviews
Westerly, RI
09/10 – 09/13
$546/nighttotal: $1638 (3 )
Our Charming Artsy Home 5 Ml To Watch Hill/beaches
1 3
apartment , Westerly
This charming 5-bedroom home is located near Wilcox Park and Downtown Westerly, just a short drive from Watch Hill beaches and Mystic, CT attractions. The house has earned excellent ratings for its location, cleanliness, and overall user experience. This spacious house can accommodate up to 10 guests and features two decks, a porch swing, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy the beautiful views, the cool ocean breezes, and the historic charm of this well-loved gathering place.
Westerly, RI
06/20 – 06/27
$461/nighttotal: $3227 (7 )
Blue Rock
4 2
apartment , Westerly
This family-friendly apartment in Westerly offers a convenient and comfortable stay for up to 8 guests. It features 4 bedrooms, 2 bathrooms, and a fully equipped kitchen with modern appliances. The apartment boasts air conditioning, a garden, and parking, ensuring a pleasant and hassle-free experience. Guests can enjoy the convenience of internet access and make use of the amenities for a relaxing and memorable vacation.
Frequently Asked Questions about vacation rentals in Westerly, RI
What are the top family-friendly attractions in Westerly, RI?
The Westerly Library & Wilcox Park is great for kids, with a playground and lots of green space. The Misquamicut State Beach is perfect for building sandcastles and splashing in the waves. And for a fun day out, visit the Mystic Aquarium in nearby Mystic, Connecticut.
What are the best Airbnb and vacation rentals in Westerly, RI?
When is the best time to book a vacation rental in Westerly, RI?
The summer months, from June to August, are the busiest time in Westerly. If you're looking for a more relaxed experience, consider visiting in the shoulder seasons, spring or fall. You'll find better deals on rentals and fewer crowds.
What are the most popular Airbnbs in Westerly, RI?
What events or festivals should visitors check out in and around Westerly, RI?
The Watch Hill Beach Party is a great summer event, with live music and fireworks. The Westerly Art Walk is a popular event in the fall, with local artists showcasing their work. And in the spring, the Westerly Farmers Market is a great place to find fresh produce and local crafts.
What are the best vacation rentals with a pool in Westerly, RI?
What are the best budget-friendly activities in Westerly, RI?
Take a walk along the beautiful Westerly Town Beach, or explore the scenic trails at the Watch Hill Conservancy. You can also enjoy a picnic at Wilcox Park, or visit the free exhibits at the Westerly Library.
What are the best rentals for families and kids in Westerly, RI?
What are the best restaurants with local dishes in Westerly, RI?
The Cooked Goose is a local favorite, known for its fresh seafood and cozy atmosphere. For a more casual dining experience, try the The Beach House, which has delicious lobster rolls and clam chowder. And if you're looking for something a little more upscale, check out The Ocean House, which has a beautiful view of the ocean and a menu featuring local ingredients.
What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?
What are the best walking or cycling routes in Westerly, RI?
The Westerly Bike Path is a great option for a leisurely bike ride, and it connects to the Pawcatuck River Trail. For a scenic walk, try the Watch Hill Cliffs Walk, which offers stunning views of the ocean. You can also enjoy a walk along the Westerly Town Beach, which is a beautiful stretch of sand.
Are there pet-friendly attractions in Westerly, RI?
Many of the beaches in Westerly are dog-friendly, including Misquamicut State Beach and Watch Hill Beach. The Westerly Town Beach is also dog-friendly during certain hours of the day. The Watch Hill Conservancy also has a few dog-friendly trails.
What are the benefits of choosing a vacation rental in Westerly, RI?
Vacation rentals offer more space and privacy than traditional hotel rooms. They also often come with amenities like kitchens and laundry facilities, which can be helpful for families or groups. And you can often find vacation rentals in more convenient locations, close to beaches, restaurants, and other attractions.
Destinations nearby
Best Westerly, RI vacation rentals with parking
10 26 reviews
Westerly, RI
09/10 – 09/13
$356/nighttotal: $1068 (3 )
Visit Mystic & R.i. Beaches. Lovely Home, Short Drive To Misquamicut & Foxwoods!
2 3
apartment , Stonington
This Stonington vacation home is located in a peaceful rural setting, just a short distance from attractions like the Black Duck Gallery, Westerly Public Library, and Northeast Medical Group Medical Center. This rental consistently receives excellent guest reviews. The 1250 square foot home provides comfortable accommodations for up to 6 guests in its 2 bedrooms and 2 bathrooms. Enjoy features like a fully equipped kitchen, a private garden, a relaxing spa, and a spacious terrace.
9.8 78 reviews
Westerly, RI
09/10 – 09/13
$255/nighttotal: $765 (3 )
Private Quiet Clean Beach Apartment
2 3
apartment , Charlestown
This Charlestown rental is situated in a secluded, rural setting on a private cul-de-sac, offering a quiet neighborhood experience with biking access to East Beach and Ninigret Pond's ocean access, and proximity to Burlingame State Park. This fully furnished 2-bedroom, 1-bathroom apartment spans 1000 square feet, accommodates up to 6 guests, and features a full kitchen, air conditioning, garden, spa, and private parking, with convenient access to shopping, dining, and attractions like Misquamicut State Beach and Foxwoods Casino.
10 7 reviews
Westerly, RI
09/10 – 09/13
$421/nighttotal: $1263 (3 )
Whaler’s Rest, Historic Flat Near Harbor & Beach
1 3
apartment , Stonington
This Stonington Borough flat, a short walk from the harbor and 10 minutes from Mystic's Seaport Museum and Aquarium, offers a beautifully renovated first-floor space in a historic neighborhood. The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen with dishwasher, central A/C, Wi-Fi, and access to a shared yard with BBQ grill; nearby beaches, vineyards, and scenic trails provide additional recreational options.
9.8 13 reviews
Westerly, RI
07/25 – 08/01
$483/nighttotal: $3381 (7 )
Book Now For Summer 2026! Great Location! Beach Parking Pass!!
2 6
apartment , Westerly
This Westerly apartment is located just a short distance from both East Beach and Misquamicut State Beach, offering easy access to the beautiful Rhode Island coastline. The apartment has received excellent user ratings, making it a popular choice for travelers. This two-bedroom, one-bathroom condo features a spacious 600 square foot layout. You'll enjoy amenities like a Jacuzzi, a balcony, and a garden, perfect for relaxing after a day of exploring the area.
Neighborhoods and points of interest in Westerly, RI
Browse Vacation Rentals with a Pool in Westerly, RI
Choose a vacation rental with a pool in Westerly, RI to perfectly complement your day of adventures.
10 22 reviews
Westerly, RI
09/10 – 09/13
$853/nighttotal: $2559 (3 )
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches
2 3
cottage , Westerly
This waterfront cottage is located in Westerly, just a short 12-minute drive from the nearest beach and other popular attractions. Guests rave about the cottage's excellent rating and appreciate its tranquil setting on 3.5 acres of private land. The cottage is spacious and comfortably sleeps up to six guests in its two bedrooms and two bathrooms. Amenities include a fully equipped kitchen, central air conditioning, a private dock, a patio, a fire pit, a BBQ grill, and beach chairs, making it the perfect place to relax and enjoy the beautiful surroundings.
Westerly, RI
07/25 – 08/01
$9452/nighttotal: $66164 (7 )
Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres
7 6
house , Westerly
This expansive 12,000-square-foot estate in prestigious Watch Hill, Westerly, offers unparalleled sea views from its five-acre perch, placing it moments from East Beach, the Flying Horse Carousel, and the Ocean House Hotel. This luxury villa accommodates up to 14 guests with 7 bedrooms and 8 bathrooms, featuring a resort-style aquatic center with a 50'x25' Grand Pool and 12-person hot tub, a professional outdoor kitchen, a world-class tennis court, a putting green, and luxurious spa facilities.
This five-bedroom Westerly home provides easy access to Westerly beaches and is conveniently located near Mystic Seaport and Foxwoods Resort Casino, though precise distances are unspecified. This 2,900-square-foot rental boasts a saltwater pool, tennis court, and all the amenities of home including a full kitchen, laundry facilities, and Wi-Fi, comfortably accommodating up to eleven guests.
Westerly, RI
06/20 – 06/27
$13221/nighttotal: $92547 (7 )
Villa Salt Acres Idyllic East Coast Estate In Stonington
7 2
house , Stonington
This beachfront vacation home in Stonington offers direct access to the shore and stunning ocean views. It is also close to James Merrill House, Dubois Beach, Quimper Faience, Stonington's Old Lighthouse Museum, and Captain Nathaniel Brown Palmer House (all within 1 mi). The apartment features 9 bathrooms, a washing machine, a fully equipped kitchen, a private pool, a fireplace, a spa tub, a fitness center, and a floor area of 10000 square feet.
Top-Rated Oceanfront Vacation Rentals in Westerly, RI
Relax near the shore in these coastal Westerly, RI vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.
9.7 15 reviews
Westerly, RI
09/10 – 09/13
$1346/nighttotal: $4038 (3 )
Experience Coastal Luxury At The Carousel Suite
1 3
apartment , Westerly
Westerly, RI
09/10 – 09/13
$460/nighttotal: $1380 (3 )
Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station
1 3
studio , Stonington
9.9 15 reviews
Westerly, RI
07/25 – 08/01
$1027/nighttotal: $7189 (7 )
Breathtaking Beach House On The Water
2 6
apartment , Westerly
10 5 reviews
Westerly, RI
09/10 – 09/13
$710/nighttotal: $2130 (3 )
Beach House Get Away
1 3
apartment , Westerly
Top-Rated 5-Star Vacation Rentals in Westerly, RI
These high-end vacation rentals in Westerly, RI offer luxury living and unmatched quality near the shore.
10 142 reviews
Westerly, RI
06/20 – 06/27
$236/nighttotal: $1652 (7 )
Oyster Lovers Wanted! One Of A Kind Property With 180 Degree Waterviews!
1 2
apartment , Stonington
Best Vacation Rentals with a Steam Room in Westerly, RI
Relax in style with an on-site sauna at these premium Westerly, RI vacation rentals near the water.
10 8 reviews
Westerly, RI
09/10 – 09/13
$790/nighttotal: $2370 (3 )
Walk To Town, Sauna + Cold Plunge, Chefs Kitchen, Central Ac, Backyard
