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

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.
Brand New 4 Bed Luxurious Villa Ocean Views With New Private Pool. - Westerly, RI
10 14 reviews

Brand New 4 Bed Luxurious Villa Ocean Views With New Private Pool.

house, Westerly
This luxurious villa is located just 30 seconds from East Beach and a short walk from the charming Watch Hill town centre, offering easy access to both the beach and local attractions. It has an excellent user rating and is perfect for families and groups of friends.
The property has four bedrooms and five bathrooms, accommodating up to 12 guests. Guests can enjoy a range of amenities, including a tennis court, a hot tub, a private garden, a gym, and an outdoor kitchen with a BBQ grill.
Misquamicut Beach House, 1 Mile From The Ocean! - Westerly, RI
10 55 reviews

Misquamicut Beach House, 1 Mile From The Ocean!

apartment, Westerly
This family-friendly house is located in Westerly, just a short distance from popular beaches like East Beach and Misquamicut State Beach, making it a great choice for a beach getaway. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms, comfortably accommodating up to eight guests. It offers a variety of amenities including a private pool, a garden, a terrace, and a fully equipped kitchen, perfect for enjoying a relaxing and fun-filled holiday.
Discover The Heart Of The Ship Chandler In This Charming 2br Apt! - Westerly, RI
10 20 reviews

Discover The Heart Of The Ship Chandler In This Charming 2br Apt!

apartment, Stonington
This apartment is located in Stonington, a short distance from the river, a 2 kilometre walk from Shady Oaks Park and a 5 minute drive from Olde Mistick Village. It has received excellent user reviews, so you can be sure of a comfortable stay.
The apartment has two bedrooms and one bathroom, covering 73 square meters and comfortably accommodating up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, on-site parking, and a garden, making it ideal for families or groups of friends.

Best Westerly, RI vacation rentals with a pool

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

Lovely Home With Pool In Beautiful Stonington Ct! - Westerly, RI
9.9 57 reviews

Lovely Home With Pool In Beautiful Stonington Ct!

apartment, Stonington
This charming cottage is situated just a short drive from the picturesque Stonington Village, with its quaint shops and historic landmarks, as well as the popular Misquamicut Beach, offering easy access to the area's attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The cottage comfortably accommodates up to six guests in its three bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private swimming pool, a spacious garden, and a BBQ area, perfect for relaxing and entertaining.
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.
Breezeway Resort - Westerly, RI
9.4 98 reviews

Breezeway Resort

resort, Westerly
Breezeway Resort in Westerly offers an excellent location near the ocean, with private beach access and within a 5-kilometre drive of Misquamicut State Beach and East Beach.
This family-friendly hotel provides complimentary continental breakfast, free Wi-Fi, on-site parking, and a seasonal outdoor swimming pool, with check-out available before 11:00.
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.

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

New! Summer Escape - Sleeps 8! Avondale Preserve! - Westerly, RI
10 1 review

New! Summer Escape - Sleeps 8! Avondale Preserve!

apartment, Westerly
This three-bedroom flat in Westerly is located minutes from Watch Hill and the town centre, offering easy access to beaches, the Mystic Aquarium and Mystic Seaport.
With space for up to eight guests, this property boasts a large garden with a fire pit and barbecue, plus air conditioning and Wi-Fi throughout.
Private Charlestown Forest Retreat Near East Beach - Westerly, RI
No reviews

Private Charlestown Forest Retreat Near East Beach

apartment, Charlestown
This secluded forest sanctuary is located in Charlestown, a short drive from landmarks such as Babcock-Smith House and Granite Theatre, and convenient to attractions like Mystic Aquarium.
This 196 square meter residence offers three bedrooms, five bathrooms, and accommodates up to six guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden, and access to woodland trails and fire pits.
Mystic Refuge W/ Patio < 1 Mi To Downtown! - Westerly, RI
No reviews

Mystic Refuge W/ Patio < 1 Mi To Downtown!

house, Stonington
Vacation rental. You will be based in Stonington.
Facilities and services include air conditioning, a washing machine and a kitchen. Enjoy free parking with this accommodation in Stonington!
Walk To Pawcatuck River: Family-friendly Home! - Westerly, RI
9.8 57 reviews

Walk To Pawcatuck River: Family-friendly Home!

house, Stonington
This charming house is located in Pawcatuck, a peaceful area just 8.5 miles from Mystic Seaport and 14 miles from Foxwoods Casinos. The property has received excellent user ratings for location, cleanliness, and overall experience.
The house is a spacious 3-bedroom property that can comfortably accommodate up to 4 guests. It features a well-equipped kitchen, a garden, a patio with river views, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Westerly, RI holiday rentals with parking

Misquamicut Beach Cozy Condominium. Unit 6 - Westerly, RI
9.6 164 reviews

Misquamicut Beach Cozy Condominium. Unit 6

apartment, Westerly
This apartment is located in Misquamicut, Westerly, within easy walking distance of a private beach, perfect for a relaxing seaside getaway. It has consistently received excellent ratings for cleanliness, location, and overall experience.
This self-catering holiday home comfortably accommodates up to four guests, and features a kitchenette with a fridge, microwave, and other essentials. The apartment also includes a private beach pass, outdoor showers, and parking for one vehicle.
Saltwater Pool And Beach Pass - Westerly, RI
9.6 29 reviews

Saltwater Pool And Beach Pass

apartment, Westerly
This apartment is located in Westerly, just a short 5-8 minute drive from the beautiful Wuskenau Beach. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is spacious and can comfortably accommodate up to 8 guests. It features a private in-ground saltwater pool, multiple decks, a gas fire pit, and a Murphy bed for extra sleeping space. Guests also have access to Wuskenau Beach via a provided beach pass.
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.
Mile To Beach & Downtown Renovated Coastal Studio - Westerly, RI
9.9 23 reviews

Mile To Beach & Downtown Renovated Coastal Studio

apartment, Westerly
This coastal apartment is located 800 metres from the beach and a ten-minute drive from Westerly town centre.
This studio offers accommodation for two guests with air conditioning, Wi-Fi, a microwave, freezer, and shared outdoor space with BBQs, ideal for couples or short breaks.
©2026 cozycozy.com