Vacation rentals in Westerly, RI

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Westerly, RI vacation rentals
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Best Vacation rentals and Airbnb offers in Westerly, RI

Best Westerly, RI vacation rentals with a balcony

Brand New 4 Bed Luxurious Villa Ocean Views With New Private Pool. - Westerly, RI
10 15 reviews

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

house, Westerly
This luxurious villa is located in Watch Hill, a short 10-minute drive from downtown Westerly, giving you easy access to both the charming seaside town and its bustling downtown area. The villa has received excellent user ratings and is perfect for large families and groups.
The home features four master suites with private balconies and stunning ocean views, accommodating up to 12 guests. Amenities include a European Red Clay Tennis Court, a hot tub, a fully enclosed garden, a basement gym, an EV charging station, a modern kitchen, a butler's pantry, a cocktail bar, and a comfortable lounge area.
Waterfront Cottage With Dock - Westerly, RI
9.8 214 reviews

Waterfront Cottage With Dock

apartment, Stonington
This charming Arts and Crafts cottage sits on an ocean cove in Stonington, close to Saltwater Farm Vineyard and a short drive from Mystic Aquarium and Seaport. The cottage has earned excellent ratings for location, cleanliness, and overall user experience.
This 980-square-foot home comfortably accommodates up to 10 guests with its four bedrooms and two bathrooms. Enjoy a private dock, complimentary water sports equipment, a spacious backyard with a fire pit, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher.
Stonington Village | Walk To Beach, Shops & Dining - Westerly, RI
No reviews

Stonington Village | Walk To Beach, Shops & Dining

apartment, Stonington
This non-smoking apartment is located in Stonington's Borough district, a short walk from the James Merrill House and 0.3 miles from Dubois Beach, offering convenient access to local exploration.
This five-bedroom, four-bathroom residence accommodates up to 11 guests with amenities including Wi-Fi, air conditioning, a full kitchen, in-unit laundry, and on-site parking, plus a garden and balcony for outdoor relaxation.
Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake - Westerly, RI
9.8 234 reviews

Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake

cottage, Ledyard
This waterfront cottage is located in Ledyard, just a short drive from the Mashantucket Pequot Museum and Research Center, Foxwoods Resort Casino, and Grand Theater at Foxwoods Resort Casino. The cottage has received excellent user ratings, making it a popular choice for travelers visiting Ledyard.
The cottage offers 1,000 square feet of space, comfortably accommodating up to six guests in two bedrooms and one bathroom. The cottage is equipped with a full kitchen, a private spa tub, a garden with BBQ grills, a balcony, and a DVD player.

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.

New! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome. - Westerly, RI
10 2 reviews

New! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.

apartment, Stonington
This Stonington rental, a 3-bedroom house, is situated in a rural setting near the coast, approximately 5 miles from Mystic Seaport, 6 miles from Mystic Aquarium, and 9 miles from Foxwoods Casino.
This pet-friendly, family-friendly apartment offers 2630 square feet of living space for up to 8 guests, featuring a full kitchen, air conditioning, a garden, spa, and parking, with nearby opportunities for winter activities and access to Great Wolf Lodge Water Park and Wilcox Park.
Walk To Pawcatuck River: Family-friendly Home! - Westerly, RI
9.8 57 reviews

Walk To Pawcatuck River: Family-friendly Home!

house, Stonington
Situated by the sea in Stonington, this vacation home is within 3 miles of popular tourist destinations such as Black Duck Gallery, Westerly Public Library, and Wilcox Park. It has excellent user, location, and cleanliness ratings.
The house has 3 bedrooms, accommodates 4 guests, and has a floor area of 1300 square feet. It features a garden, barbecue grills, a fireplace, a DVD player, a patio, a fully equipped kitchen, and air conditioning.
Mystic Refuge W/ Patio < 1 Mi To Downtown! - Westerly, RI
9.8 50 reviews

Mystic Refuge W/ Patio < 1 Mi To Downtown!

apartment, Stonington
This family-friendly apartment is located in Mystic, a short 10-minute walk from Mystic Seaport - The Museum of America and the Sea, a popular attraction known for its maritime history. Guests have rated this rental highly, praising its excellent location and amenities.
The apartment is spacious, offering 900 square feet of living space and comfortably accommodating up to 6 guests. Enjoy modern conveniences such as a fully equipped kitchen, in-unit laundry, a private patio, and a smoke-free environment.
Walk To Downtown! Ideal Location For Mystic Adventures. - Westerly, RI
10 41 reviews

Walk To Downtown! Ideal Location For Mystic Adventures.

apartment, Stonington
The Dollhouse, an excellent-rated four-bedroom apartment, is located in the heart of downtown Mystic, within walking distance to the seaport, train station, and local restaurants.
The apartment has two bathrooms, accommodates eight guests, and features a fully equipped kitchen, library with games and entertainment system, covered porch with rockers, deck with fire pit and gas grill, and a fenced landscaped yard shared with a friendly rescue dog.

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.

Popular destinations

Best Westerly, RI vacation rentals with parking

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 vacation home boasts a prime location near East Beach, Fenway Beach, and Weekapaug Beach, all within 3 miles, and Misquamicut State Beach and Water Wizz within 6 miles.
This 2400-square-foot house features four bedrooms, three bathrooms, sleeps eight, and includes a private pool, hot tub, fitness center, and fully equipped kitchen; free Wi-Fi and a patio add to the comfort.
Misquamicut Home On Private Beach - Westerly, RI
10 40 reviews

Misquamicut Home On Private Beach

apartment, Westerly
Situated directly on Misquamicut Beach, this apartment in Westerly offers private beach access and stunning ocean views. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers seeking a comfortable and convenient stay.
The apartment features four bedrooms, two full bathrooms, and a half-bath, providing ample space for families and groups. With a floor area of 1800 square feet, it can accommodate up to 10 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and access to a full-sized laundry room. Guests can also enjoy a secluded backyard with a picnic area, outdoor shower, and gas grill.
Purple Ape Escape: Unit 2 - Westerly, RI
9.9 49 reviews

Purple Ape Escape: Unit 2

apartment, Westerly
This three-bedroom Misquamicut Beach rental offers direct beachfront access in Westerly, Rhode Island, with proximity to Misquamicut State Beach's carousel and a short drive to Westerly's downtown area.
The first-floor unit sleeps six, includes kayaks, a kitchen with a fridge, freezer, and microwave, and boasts excellent guest ratings for cleanliness and location.
2-bedroom Apartment In Beautiful Stonington Boro - Westerly, RI
9.6 5 reviews

2-bedroom Apartment In Beautiful Stonington Boro

apartment, Stonington
This Stonington apartment offers a prime location within Stonington Borough, steps from the Viaduct and a short stroll to town amenities, overlooking the boat yard and Stonington harbor, with a 10-minute walk to Stonington Lighthouse and Dubois Beach.
This newly renovated 1400 square foot rental comfortably sleeps four guests in two bedrooms, featuring a fully equipped kitchen, a private courtyard, and amenities including air conditioning, internet, and parking.

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.

Saltwater Pool And Beach Pass - Westerly, RI
9.6 29 reviews

Saltwater Pool And Beach Pass

apartment, Westerly
This Westerly apartment is just a short 5-8 minute drive from Wuskenau Beach, making it the perfect base for exploring the area. The apartment has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The apartment offers a comfortable layout with three bedrooms and two bathrooms, accommodating up to eight guests. You'll enjoy a private saltwater pool, access to a nearby beach, two decks, and outdoor dining and relaxation areas.
Breezeway Resort - Westerly, RI
9.4 98 reviews

Breezeway Resort

resort, Westerly
The Breezeway Resort in Westerly offers proximity to the ocean with private beach access, located less than a 5-minute drive from Misquamicut State Beach and East Beach.
This family-friendly hotel features a seasonal outdoor pool, complimentary continental breakfast, free Wi-Fi, 24-hour front desk services, and air-conditioned rooms with cable TV, with parking available on-site.
Lovely Home With Pool In Beautiful Stonington Ct! - Westerly, RI
9.9 60 reviews

Lovely Home With Pool In Beautiful Stonington Ct!

apartment, Stonington
This charming cottage is conveniently located just a short drive from Mystic, Stonington Village, Misquamicut beach, and Westerly, making it a perfect base for exploring the region. The property has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The cottage features three bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the spacious deck, the in-ground pool, and the screened-in pool room, perfect for relaxing and enjoying the outdoors.
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 vacation home is located in Westerly, just a short distance from popular beaches like East Beach and Misquamicut State Beach, as well as the Water Wizz water park. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
This spacious home comfortably accommodates up to eight guests and features a well-equipped kitchen, a private pool, a relaxing spa, and a beautiful garden. Guests can enjoy outdoor dining on the terrace or balcony, and take advantage of the free WiFi and air conditioning.

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.

Central To Mystic & Beaches With Outdoor Shower - Westerly, RI
10 112 reviews

Central To Mystic & Beaches With Outdoor Shower

house, Stonington
Waterfront Westerly Retreat | Amazing Views - Westerly, RI
No reviews

Waterfront Westerly Retreat | Amazing Views

apartment, Westerly
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches - Westerly, RI
10 28 reviews

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches

cottage, Westerly
3br Beach House W/private Beach! - Westerly, RI
9.4 50 reviews

3br Beach House W/private Beach!

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.

Large 5br Westerly Home | Golf + Wineries - Westerly, RI
9.9 22 reviews

Large 5br Westerly Home | Golf + Wineries

apartment, Westerly

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.

South County Guesthouse - Westerly, RI
9.9 27 reviews

South County Guesthouse

apartment, Westerly
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