Vacation Rentals in Westerly, RI

499 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Westerly, RI vacation rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

499 Vacation rentals and Airbnb in Westerly, RI

Best family friendly Westerly, RI vacation rentals

Among the 499 accommodations in Westerly, RI, here are the 4 best family friendly rentals

A Mystic Stay As Sweet As Apple Pie! - Westerly, RI
No reviews

A Mystic Stay As Sweet As Apple Pie!

apartment, Stonington
This riverside apartment in Stonington offers proximity to Mystic Seaport, Mystic Aquarium, and the Foxwoods and Mohegan Sun Casinos.
This 279 square meter flat is equipped with a fridge, microwave, and dishwasher, and accommodates up to two guests.
Ocean Views  Historic Borough  Near Mystic Ct - Westerly, RI
10 17 reviews

Ocean Views Historic Borough Near Mystic Ct

apartment, Stonington
This historic 1900 first-floor flat in Stonington Borough offers water views and is a 5-minute walk from The Velvet Mill and an 18-minute walk to duBois Beach, with convenient access to Stonington Borough's Water Street and a 10-kilometre drive to Mystic, CT and Westerly, RI.
This two-bedroom, one-bathroom apartment accommodates four guests and features a well-equipped kitchen, air conditioning, a garden, private parking, and a back deck with ocean views, making it ideal for families and pet owners seeking a coastal getaway.
Beach House, Inground Pool, Hot Tub, Large Backyard,1.5 Miles From Misquamicut - Westerly, RI
10 15 reviews

Beach House, Inground Pool, Hot Tub, Large Backyard,1.5 Miles From Misquamicut

apartment, Westerly
This Westerly holiday home boasts a superb coastal location, less than 5km from East Beach, Fenway Beach, and Weekapaug Beach, and within 10km of Misquamicut State Beach and Water Wizz.
The 223 square metre property offers four bedrooms, three bathrooms, sleeping up to eight guests, and includes a private pool, hot tub, fitness centre, and fully equipped kitchen.
New England Hospitality At The Carriage House Mystic Vacation Rentals Llc - Westerly, RI
10 23 reviews

New England Hospitality At The Carriage House Mystic Vacation Rentals Llc

apartment, Stonington
This Stonington Borough flat boasts a seafront location, offering stunning ocean views and proximity to Shady Oaks Park (3.2km), Olde Mistick Village (3.2km), Mystic Aquarium (4.8km), the Institute for Exploration (4.8km), and the Charles W. Morgan at Mystic Seaport (4.8km).
The 33-square-metre self-catering apartment sleeps four, featuring a bedroom, bathroom, terrace, garden access, free Wi-Fi, a fireplace, Smart TV, and parking; enjoy a relaxing stay with access to the apartment building's garden.

Best Westerly, RI vacation rentals with a pool

Among the 499 accommodations in Westerly, RI, here are the 4 best rentals with a pool

Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass - Westerly, RI
9.6 10 reviews

Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass

apartment, Westerly
This five-bedroom Westerly house, a short 8km drive from Wauskenaw Town Beach and close to Watch Hill, offers convenient access to local attractions.
The 269 square metre property boasts a saltwater pool, three bathrooms, and sleeps eleven guests, with amenities including a dishwasher, microwave, and air conditioning; nearby activities include Mystic Aquarium and Foxwoods Resort Casino.
Affordable Luxury Resort Home With An In-ground Heated Pool & Hot Tub. Sleeps 10 - Westerly, RI
10 13 reviews

Affordable Luxury Resort Home With An In-ground Heated Pool & Hot Tub. Sleeps 10

apartment, Stonington
This Pawcatuck holiday home, part of the 'Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10' offer, is situated within 5km of attractions including the Black Duck Gallery, Wilcox Park, Westerly Public Library, Granite Theatre, and Babcock-Smith House.
Sleeping up to 10 guests, the three-bedroom property boasts two bathrooms, a private in-ground pool, hot tub, and access to tennis courts, all within a smoke-free environment; a fully equipped kitchen and laundry facilities are also provided.
Brand New Home Close To Charlestown/westerly Beaches. - Westerly, RI
9.8 46 reviews

Brand New Home Close To Charlestown/westerly Beaches.

apartment, Westerly
This Bradford holiday home is located 4km from Burlingame State Park and within 10km of Captain Bruce Ladd Memorial Dog Park and Wilcox Park in Westerly, Rhode Island.
This three-bedroom, two-bathroom property sleeps eight guests and boasts a private pool, fully equipped kitchen with dishwasher, smart TV, patio, barbecue, and washing machine; nearby attractions include hiking trails and dog parks.
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches - Westerly, RI
10 28 reviews

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches

cottage, Westerly
This waterfront holiday home is situated in Westerly, just a 12-minute drive from the nearest beach and several other attractions. The property boasts excellent user ratings, indicating a high level of satisfaction from previous guests.
The two-bedroom cottage can accommodate up to six guests and features a fully equipped kitchen, two bathrooms, and a comfortable living area. Enjoy the private dock, fire pit, and outdoor games, or relax on the patio with stunning sunset views.

Frequently asked questions about holiday rentals in Westerly, RI

  • What are the top family-friendly attractions in Westerly, RI?

    Westerly's got plenty for kids! The Mystic Aquarium is a great option, just a short drive away, with all sorts of marine life. You can also take the kids to the Misquamicut State Beach, a popular spot for swimming, sunbathing, and building sandcastles. And don't forget the Westerly Library, which hosts regular events for children.
  • What are the best Airbnb and vacation rentals in Westerly, RI?

  • When is the best time to book a vacation rental in Westerly, RI?

    Westerly is a popular destination, so it's best to book your vacation rental in advance, especially if you're travelling during the peak season, which runs from June to August. You can also find good deals during the shoulder seasons, like May and September, when the weather is still pleasant and the crowds are smaller.
  • What are the most popular Airbnbs in Westerly, RI?

  • What events or festivals should visitors check out in and around Westerly, RI?

    Westerly's got a lively events calendar! The Watch Hill Beach Party is a popular summer event with live music and food stalls. The Westerly Art Walk is a great way to see local art and meet artists, held every month from May to October. And don't miss the annual Westerly Wine Festival, which takes place in September.
  • What are the best vacation rentals with a pool in Westerly, RI?

  • What are the best budget-friendly activities in Westerly, RI?

    You can have a great time in Westerly without breaking the bank! Take a walk along the Westerly Town Beach, enjoy a picnic at Wilcox Park, or explore the historic downtown area. You can also visit the Watch Hill Lighthouse for a small fee, which offers stunning views of the coastline.
  • What are the best rentals for families and kids in Westerly, RI?

  • What are the best restaurants with local dishes in Westerly, RI?

    For authentic Rhode Island seafood, head to The Cooked Goose. They've got fresh catches, clam chowder, and other local favourites. You can also try The Bridge Restaurant, known for its delicious lobster rolls and scenic views. And for a taste of Italian, check out The Grotto, a local favourite with a classic menu.
  • 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 cycle, stretching for 8 km along the Pawcatuck River. For a scenic walk, try the Watch Hill Cliff Walk, which offers stunning views of the Atlantic Ocean. You can also explore the historic downtown area on foot, taking in the charming architecture and local shops.
  • Are there pet-friendly attractions in Westerly, RI?

    Westerly is a dog-friendly town! You can bring your furry friend to the Westerly Town Beach, which has a designated dog-friendly area. You can also walk your dog along the Westerly Bike Path or enjoy a picnic at Wilcox Park, where pets are welcome.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with amenities like kitchens, allowing you to cook your own meals and save on dining costs. You can also find rentals in different locations, from the bustling town centre to the quiet seaside.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly's got a few sports options! The Westerly High School athletic fields are open to the public, offering facilities for baseball, football, and track and field. The Westerly YMCA also has a fitness centre and swimming pool. You can also find several golf courses in the surrounding area.

Popular destinations

Best Westerly, RI holiday rentals with a balcony

Comfortable Living In Casual 100 Yr Old Home, 10 Min Walk To Stonington Village - Westerly, RI
9.8 186 reviews

Comfortable Living In Casual 100 Yr Old Home, 10 Min Walk To Stonington Village

apartment, Stonington
This Stonington holiday home is located just 1.5km from the Captain Nathaniel Brown Palmer House and James Merrill House, and within a 15-minute walk of Saltwater Farm Vineyard and Quimper Faience, making it an ideal base for exploring the area. It has received excellent user ratings, so you can be sure of a comfortable stay.
The property has one bedroom and one bathroom, sleeping up to four guests. The kitchen is fully equipped with a fridge, microwave, oven, and stovetop, and there is a garden, barbecue grills, and a terrace for outdoor dining and relaxation.
Along The Mysic River W/ 5 Queen @ Mystic Seaport - Westerly, RI
9.6 197 reviews

Along The Mysic River W/ 5 Queen @ Mystic Seaport

apartment, Stonington
This modern split-level house is located just a block from the Mystic River and a short walk to Mystic Seaport Museum, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall experience.
The spacious house, spanning 204 square metres, comfortably accommodates 12 guests in its four bedrooms and two bathrooms. The property boasts a range of amenities including a fully equipped kitchen, a furnished outdoor deck, high-speed internet, and a spa, making it ideal for families and groups seeking a comfortable and enjoyable stay.
The Sea Shanty Suite · Walk Mystic-train/ev Lvl-2 - Westerly, RI
No reviews

The Sea Shanty Suite · Walk Mystic-train/ev Lvl-2

apartment, Stonington
This updated one-bedroom flat in Mystic offers convenient access to Stonington, being a 10-minute walk to historic downtown and a 15-minute walk to the Mystic Amtrak station.
This 60 square meter apartment accommodates up to four guests and features a newly updated kitchen with granite countertops and a dishwasher, in-unit laundry, a shared Level-2 EV charger, and outdoor Adirondack chairs, all a short drive from Mystic Aquarium, Mystic Seaport, and Foxwoods Resort Casino.
Newly Renovated Quonnie Beach House -  Qeba Beach Pass & Pond Access - Westerly, RI
10 11 reviews

Newly Renovated Quonnie Beach House - Qeba Beach Pass & Pond Access

apartment, Charlestown
This Charlestown property is situated just 800 metres from East Beach and within a 5km radius of several natural attractions, including Burlingame State Park and Ninigret National Wildlife Refuge. This highly rated house is perfect for families or groups.
The house has three bedrooms and four bathrooms, comfortably accommodating up to 10 guests. The property is equipped with a fully equipped kitchen, a washing machine, a Smart TV, a garden, and a barbecue grill.

Best Westerly, RI holiday rentals with parking

Couples 3rd Floor Apartment By Velvet Mill, Mystic - Westerly, RI
9.6 11 reviews

Couples 3rd Floor Apartment By Velvet Mill, Mystic

apartment, Stonington
This historic third-floor flat in Stonington Borough offers water views and is a 5-minute walk to The Velvet Mill and an 18-minute walk to duBois Beach, with Mystic approximately 10 minutes away by car.
This apartment sleeps two, featuring a fully equipped kitchen with a coffee and tea station, one queen bed, one full bathroom, and convenient private and street parking.
Entire House, Less Than 2 Miles To Beach - Westerly, RI
9.7 6 reviews

Entire House, Less Than 2 Miles To Beach

house, Westerly
This Westerly house, situated in a peaceful neighbourhood 3.2km from Misquamicut Beach and 9.7km from Westerly town centre, offers convenient access to local attractions.
Sleeping ten comfortably in three bedrooms and two bathrooms, this family-friendly property boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, ample parking, a screened porch, and a large backyard – perfect for a relaxing Westerly getaway.
Cheerful Cozy Colonial - Westerly, RI
10 182 reviews

Cheerful Cozy Colonial

apartment, Westerly
This Westerly apartment, situated on over two acres approximately 6.4km from Westerly's town centre and beaches, offers secluded hiking trails.
The three-bedroom, one-and-a-half-bathroom dwelling sleeps six, boasting a well-equipped kitchen with a Vitamix blender and an outdoor fire pit; two large TVs provide streaming services, and unique interior design incorporates historical newspaper clippings.
Apartment In Stonington: Near The Velvet Mill - Westerly, RI
9.9 80 reviews

Apartment In Stonington: Near The Velvet Mill

apartment, Stonington
This Stonington Borough ground-floor flat is situated steps from the Velvet Mill and a short walk from shops, restaurants, and the Lobster Trap Tree.
The two-bedroom, one-bathroom apartment sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, and on-street parking, offering easy access to Westerly, Watch Hill, and Mystic's attractions.
©2026 cozycozy.com