Compare Vacation Rentals & Airbnb in Westerly, RI

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Westerly, RI vacation rentals
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363 Rentals and Airbnb in Westerly, RI

Best family friendly Westerly, RI vacation rentals

Among the 363 accommodations in Westerly, RI, here are the 4 best family friendly rentals

Visit Mystic & R.i. Beaches. Lovely Home, Short Drive To Misquamicut & Foxwoods! - Westerly, RI
10 26 reviews
Westerly, RI
10/09 – 13/09
$498/nighttotal: $1494 (3 )

Visit Mystic & R.i. Beaches. Lovely Home, Short Drive To Misquamicut & Foxwoods!

2 3
apartment , Stonington
This charming holiday home is located in a rural setting just 3.2km from the Northeast Medical Group Medical Center - Stonington, Black Duck Gallery, and Westerly Public Library, offering a peaceful escape from the hustle and bustle. It has received excellent guest reviews for its comfort and amenities.
The property has two bedrooms, a sofa bed, and a spacious 116 square metre floor area, comfortably accommodating up to six guests. Enjoy the benefits of a fully equipped kitchen, a private garden, a terrace, and a spa, perfect for relaxing and enjoying the beautiful Stonington weather.
2bed/2bath With Water Views, Large Deck, Walking Distance To Beach/restaurants - Westerly, RI
8.8 23 reviews
Westerly, RI
20/06 – 27/06
$736/nighttotal: $5152 (7 )

2bed/2bath With Water Views, Large Deck, Walking Distance To Beach/restaurants

2 2
apartment , Stonington
This Stonington seaside property is situated less than 2km from Dubois Beach and Stonington's Old Lighthouse Museum, and within a 15-minute walk of the Captain Nathaniel Brown Palmer House, Quimper Faience, and James Merrill House.
This 121 square metre house offers three bedrooms, two bathrooms, sleeps four, and boasts a fully equipped kitchen, terrace, garden, spa, and parking, plus barbecue facilities.
Home Away From Home - 3bdr 1 Ba - Westerly, RI
10 100 reviews
Westerly, RI
10/09 – 13/09
$564/nighttotal: $1692 (3 )

Home Away From Home - 3bdr 1 Ba

1 3
apartment , Stonington
This Stonington family home, sleeping six, is conveniently located near Westerly's downtown area, offering easy access to beaches and is within a short driving distance (approximately 16km) of Mystic, casinos, and Watch Hill, home to Ocean House.
The three-bedroom property features a fully equipped kitchen, a playroom/office, a private backyard with a swing set, and modern amenities following a 2024 renovation; a highchair and white noise machines are provided.
Brand New Private House In A Charming Beach Town - Westerly, RI
10 134 reviews
Westerly, RI
10/09 – 13/09
$1104/nighttotal: $3312 (3 )

Brand New Private House In A Charming Beach Town

1 3
apartment , Westerly
This Westerly house, ideally located minutes from the town centre and under 16km from Mystic's Seaport and Aquarium, offers easy access to beaches and Foxwoods Resort Casino.
The three-bedroom, two-bathroom property sleeps six, boasting a spacious open-plan layout with a fully equipped kitchen, king-size master bedroom with en-suite, patio with barbecue, and children's toys; plus public basketball and tennis courts are directly opposite.

Best Westerly, RI vacation rentals with a pool

Among the 363 accommodations in Westerly, RI, here are the 4 best rentals with a pool

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches - Westerly, RI
10 22 reviews
Westerly, RI
10/09 – 13/09
$1192/nighttotal: $3576 (3 )

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches

2 3
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.
Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres - Westerly, RI
Westerly, RI
25/07 – 01/08
$13211/nighttotal: $92477 (7 )

Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres

7 6
house , Westerly
This exclusive Watch Hill estate, situated on five acres of private land in Westerly, offers unparalleled sea views and is a short distance from East Beach, the Flying Horse Carousel, and the Ocean House Hotel.
This expansive property spans 1115 square meters, accommodating up to 14 guests across seven bedrooms and eight bathrooms, and boasts a resort-style aquatic centre, professional outdoor kitchen, world-class sports facilities, and a comprehensive wellness retreat.
Brand New Home Close To Charlestown/westerly Beaches. - Westerly, RI
9.8 42 reviews
Westerly, RI
10/09 – 13/09
$1521/nighttotal: $4563 (3 )

Brand New Home Close To Charlestown/westerly Beaches.

3 3
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.
Villa Salt Acres  Idyllic East Coast Estate In Stonington - Westerly, RI
Westerly, RI
20/06 – 27/06
$18481/nighttotal: $129367 (7 )

Villa Salt Acres Idyllic East Coast Estate In Stonington

7 2
house , Stonington
This Stonington apartment is situated just 1.6km from the James Merrill House, Dubois Beach, and Quimper Faience, offering easy access to these local attractions. The area is known for its charming historic character and beautiful coastal scenery.
The apartment is a spacious 929 square metre property with 9 bathrooms, a fireplace, and a fully equipped kitchen. Guests can enjoy a range of amenities, including a private pool, fitness centre, and tennis court, as well as a washing machine, air conditioning, and a terrace.

Frequently Asked Questions about vacation rentals in Westerly, RI

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

    For families, the Mystic Aquarium in nearby Mystic, Connecticut, is a great day out, featuring a variety of marine life exhibits and interactive experiences. The Misquamicut State Beach is also a popular choice, with a playground, picnic areas, and a concession stand.
  • 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 best time to book a vacation rental in Westerly is during the shoulder seasons, from April to May and September to October. You'll find lower prices and fewer crowds compared to the peak summer months.
  • What are the most popular Airbnbs in Westerly, RI?

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

    A walk along the Westerly Town Beach is a great free activity. You can also explore the Westerly Land Trust's nature trails, offering scenic views and opportunities for birdwatching.
  • What are the best vacation rentals with a pool in Westerly, RI?

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

    For local dishes, try The Cooked Goose in the village of Watch Hill. They serve up classic New England fare with a modern twist, using fresh, local ingredients. The Bridge Restaurant in Westerly is another good option, offering seafood and other local specialties.
  • What are the best rentals for families and kids in Westerly, RI?

  • What are the best walking or cycling routes in Westerly, RI?

    The Westerly Rail Trail is a great option for walking or cycling, offering a scenic route along the former railroad line. You can also take a walk or bike ride along the waterfront, enjoying views of the harbour and the Atlantic Ocean.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

  • Are there pet-friendly attractions in Westerly, RI?

    Many of the beaches in Westerly are pet-friendly, especially during the off-season. You can also take your furry friend for a walk along the Westerly Rail Trail. Check with individual businesses and attractions for their pet policies.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to hotels. They often come with kitchens, making it easier to prepare meals and save money. You'll also find a wider range of options, from cosy cottages to luxurious beachfront homes.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly has a variety of sports attractions and facilities, including the Westerly Country Club, a private golf course with a challenging 18-hole layout. There are also several public tennis courts and a public swimming pool.

Destinations nearby

Best Westerly, RI vacation rentals with a balcony

Historic Mystic Home, Walk To Seaport And Downtown - Westerly, RI
10 18 reviews
Westerly, RI
10/09 – 13/09
$1004/nighttotal: $3012 (3 )

Historic Mystic Home, Walk To Seaport And Downtown

3 3
house , Stonington
This recently renovated three-bedroom townhouse in Mystic, Connecticut, is situated in the downtown area, a short walk (under 1.6km) from the Mystic Drawbridge, Mystic Seaport, and Mystic Pizza.
The 188 square metre property offers ample space for seven guests, boasting a chef's kitchen, family room, private patio, and parking for three cars; high-speed Wi-Fi and smart TVs are also included.
The Crown Jewel Apartment In Watch Hill, Ri. - Westerly, RI
Westerly, RI
20/06 – 27/06
$2012/nighttotal: $14084 (7 )

The Crown Jewel Apartment In Watch Hill, Ri.

2 2
apartment , Westerly
This Watch Hill Historic District flat offers direct waterfront positioning above the Olympia Tea Room, with uninterrupted harbour views and sunsets, placing you steps from Watch Hill Village's shops, eateries, and beaches.
This two-bedroom, two-bathroom apartment accommodates up to six guests, featuring air conditioning, a kitchen with a microwave and dishwasher, a terrace, garden, and parking, with motor boating, surfing, and fishing opportunities nearby, and attractions such as Mystic Aquarium and Mystic Seaport approximately 24 to 32 kilometres away.
Charming Walk To Downtown Mystic Awaits Your Stay - Westerly, RI
10 1 review
Westerly, RI
10/09 – 13/09
$992/nighttotal: $2976 (3 )

Charming Walk To Downtown Mystic Awaits Your Stay

1 3
apartment , Stonington
This Stonington apartment, a short 1.9km walk from Williams Beach and a 4.8km drive from Mystic Seaport, offers convenient access to local attractions.
The 167 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, garden, balcony, parking, and in-unit laundry facilities.
Mytic Inn Suite #3-stylish Modern - Westerly, RI
Westerly, RI
10/09 – 13/09
$644/nighttotal: $1932 (3 )

Mytic Inn Suite #3-stylish Modern

1 3
apartment , Stonington
This modern studio flat is situated in Mystic, 1.6 kilometres from the town centre and 800 metres from the train station, offering convenient access to downtown shops, waterfront dining, Mystic Seaport, and Mystic Aquarium.
This 60 square metre studio apartment accommodates up to four guests, featuring an open-concept layout with a well-equipped kitchenette, air conditioning, a fireplace, and a luxurious bathroom with heated floors and an oversized shower.

Best Westerly, RI vacation rentals with parking

Summer 2026 Getaway!! Great Rates And Beach Parking Included!! - Westerly, RI
9.6 42 reviews
Westerly, RI
20/06 – 27/06
$434/nighttotal: $3038 (7 )

Summer 2026 Getaway!! Great Rates And Beach Parking Included!!

1 2
apartment , Westerly
This smoke-free apartment building is situated just 1.6 kilometres from both East Beach and Misquamicut State Beach in Westerly, offering easy access to the beautiful coastline. The apartment has received excellent guest reviews, highlighting its comfortable and convenient features.
This one-bedroom apartment provides 56 square metres of living space and can accommodate up to four guests. The apartment offers a range of amenities, including a fully equipped kitchen, a private patio, a fireplace, and access to a swimming pool, water park, and BBQ grills.
Oyster Lovers Wanted! One Of A Kind Property With 180 Degree Waterviews! - Westerly, RI
10 142 reviews
Westerly, RI
20/06 – 27/06
$329/nighttotal: $2303 (7 )

Oyster Lovers Wanted! One Of A Kind Property With 180 Degree Waterviews!

1 2
apartment , Stonington
This family-friendly apartment is situated in Mystic, just 1.6 kilometres from the Mystic River Bascule Bridge and Mystic Seaport, offering easy access to these popular attractions. The apartment has excellent user ratings and is a great option for families looking for a comfortable and convenient stay.
The apartment is 56 square metres and can accommodate up to 4 guests. It comes with a fully equipped kitchen, a garden, a spa, parking, and a range of amenities such as air conditioning, internet access, and a TV with a DVD player.
Watch Hill Luxury By The Sea, Iconic 1852 School House, Beside Ocean House Hotel - Westerly, RI
Westerly, RI
10/09 – 13/09
$4307/nighttotal: $12921 (3 )

Watch Hill Luxury By The Sea, Iconic 1852 School House, Beside Ocean House Hotel

2 3
apartment , Westerly
The "Watch Hill Luxury By The Sea, Iconic 1852 School House, Beside Ocean House Hotel" is a non-smoking holiday let located in Westerly's waterfront district, just 3 minutes on foot from East Beach and 7 minutes from East Beach Watch Hill.
This 85 square meter holiday let accommodates up to six guests across two bedrooms and two bathrooms, offering amenities such as air conditioning, a fireplace, free Wi-Fi, a well-equipped kitchen, and on-site parking, with a private garden and terrace for guest use.
Updated Beach Condo W Water View - Westerly, RI
10 2 reviews
Westerly, RI
20/06 – 27/06
$599/nighttotal: $4193 (7 )

Updated Beach Condo W Water View

1 2
apartment , Westerly
This Misquamicut, Westerly apartment offers unparalleled beach access, being directly opposite Misquamicut State Beach.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, private deck with ocean and pond views, and includes parking; walk-on passes to the Misquamicut Fire District Beach are also provided.
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