Vacation rentals in Westerly, RI

363 available vacation rental offers

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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

Historic Shoreline Home Minutes To Stonington Village And Mystic! - Westerly, RI
9.9 35 reviews
Westerly, RI
10/21 – 10/26
$698/nighttotal: $3490 (5 )

Historic Shoreline Home Minutes To Stonington Village And Mystic!

3 2
apartment , Stonington
This Stonington vacation rental is located near the sea, Captain Nathaniel Brown Palmer House, Quimper Faience, and James Merrill House. It has excellent user, location, and cleanliness ratings.
This 3-bedroom, 2-bathroom house can accommodate up to 6 guests and offers a spacious 2,000 square feet of living space. Enjoy amenities like a swimming pool, jacuzzi, sauna, and a terrace or balcony, perfect for relaxing and enjoying the beautiful Stonington surroundings.
Beautiful 5 Bdr Weekapaug Rental - Westerly, RI
Westerly, RI
09/18 – 09/21
$1519/nighttotal: $4557 (3 )

Beautiful 5 Bdr Weekapaug Rental

5 2
apartment , Westerly
This Westerly vacation home is located in the Weekapaug Fire District, a short walk to the beach and recreational facilities, and a 10-minute drive from Watch Hill and The Ocean House.
This 5-bedroom, 4-bathroom house accommodates 14 guests and features internet, air conditioning, a terrace, garden, parking, an infrared sauna, trampoline, and complimentary canoes and kayaks.
Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station - Westerly, RI
Westerly, RI
09/18 – 09/21
$463/nighttotal: $1389 (3 )

Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station

1 2
studio , Stonington
This studio apartment is located 1 mile from downtown Mystic, 0.5 miles from the Mystic train station, and less than a mile from Mystic Seaport and Mystic Aquarium.
This 650-square-foot studio sleeps up to 4 guests and features a full kitchen, air conditioning, parking, and a shared washer and dryer.
Mytic Inn Suite #3-stylish Modern - Westerly, RI
Westerly, RI
07/17 – 07/20
$423/nighttotal: $1269 (3 )

Mytic Inn Suite #3-stylish Modern

1 3
apartment , Stonington
This studio apartment at 44 Williams Ave is located 1 mile from downtown Mystic and 0.5 miles from the Mystic train station, offering convenient access to Mystic Seaport and Mystic Aquarium.
This 650-square-foot residence accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a kitchenette, air conditioning, a fireplace, and a shared on-site washer and dryer.

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.

Whalers Rest, Historic Flat Near Harbor, Beach & Mystic - Westerly, RI
10 1 review
Westerly, RI
08/27 – 08/30
$557/nighttotal: $1671 (3 )

Whalers Rest, Historic Flat Near Harbor, Beach & Mystic

2 2
apartment , Stonington
This Stonington Borough flat, a short walk from the harbor and a 10-minute drive from Mystic's Seaport Museum and Aquarium, offers a convenient base for exploring the area's historical sites and attractions.
The 1800-square-foot first-floor rental features two bedrooms (one queen, one full/twin bunk bed), one bathroom, and can comfortably accommodate five guests, boasting a fully equipped kitchen, central A/C, high-speed Wi-Fi, and access to a shared yard with a BBQ grill.
Home Away From Home - 3bdr 1 Ba - Westerly, RI
10 100 reviews
Westerly, RI
08/27 – 08/30
$486/nighttotal: $1458 (3 )

Home Away From Home - 3bdr 1 Ba

1 2
apartment , Stonington
This three-bedroom Stonington house, perfect for families, is conveniently located near Westerly's downtown area, beaches, and a short drive from Mystic, casinos, and Watch Hill's Ocean House.
The 2024-renovated home boasts a fully equipped kitchen, a playroom/office, a private backyard with a swing set, and sleeps six guests comfortably, offering white noise machines in two bedrooms.
The Westerly Waves House - Westerly, RI
9.9 31 reviews
Westerly, RI
09/18 – 09/21
$1094/nighttotal: $3282 (3 )

The Westerly Waves House

1 2
apartment , Westerly
The Westerly Wave House, located in Westerly, Rhode Island, is a 1.5-mile drive from the beach, offering a free beach pass and convenient proximity to coastal attractions.
This four-bedroom, three-bathroom home sleeps ten guests and features a fully equipped kitchen, central air conditioning, a kids' room with bunk beds, outdoor shower, firepit, and deck with dining and lounge areas.
Central To Mystic And Vineyards - Westerly, RI
10 159 reviews
Westerly, RI
09/18 – 09/21
$1528/nighttotal: $4584 (3 )

Central To Mystic And Vineyards

5 2
apartment , Stonington
This Stonington vacation home is just a 10-minute drive from Downtown Mystic, Olde Mistick Village, and the Historic Stonington Borough, offering easy access to the area's attractions. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
This 3,420 square foot home comfortably accommodates up to 16 guests with four bedrooms, two full bathrooms, and a finished basement with additional entertainment space. Enjoy modern amenities like air conditioning, WiFi, a hot tub, a private outdoor fire pit, and a spacious garden.

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

The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium - Westerly, RI
9.6 10 reviews
Westerly, RI
07/17 – 07/20
$1453/nighttotal: $4359 (3 )

The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium

3 3
apartment , Stonington
This Stonington waterfront home, less than a mile from the Mystic River Bascule Bridge and Mystic Seaport, offers stunning Mystic River views and easy access to local attractions.
This 1,180-square-foot house features three bedrooms, two bathrooms, accommodates six guests, and includes a fully equipped kitchen, Wi-Fi, a private fenced yard, and a terrace.
Updated Ranch In A Quiet Neighborhood 5 Min From The Beach And Other Amenities - Westerly, RI
10 14 reviews
Westerly, RI
09/18 – 09/21
$623/nighttotal: $1869 (3 )

Updated Ranch In A Quiet Neighborhood 5 Min From The Beach And Other Amenities

3 2
apartment , Westerly
This 3-bedroom, 1-bathroom apartment is located in downtown Westerly, a short drive to Atlantic Avenue beaches and 10 miles from Watch Hill.
This family-friendly rental accommodates up to 6 guests and features a full kitchen with a fridge and microwave, air conditioning, a garden, and parking, with nightly, weekly, or monthly rates available.
Cozy 2-bedroom House In Perfect Westerly With Ac. Big,  Open Back Yard! - Westerly, RI
Westerly, RI
09/11 – 09/18
$353/nighttotal: $2471 (7 )

Cozy 2-bedroom House In Perfect Westerly With Ac. Big, Open Back Yard!

2 2
apartment , Westerly
This Westerly apartment is located in the Bradford district, offering proximity to Misquamicut State Beach and within a 15 to 25-minute drive of Mystic Aquarium and Mystic Seaport.
This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features internet, air conditioning, a terrace/balcony, garden, and parking.
Following Seas | Modern Charmer Walk To Downtown! - Westerly, RI
9.9 73 reviews
Westerly, RI
08/27 – 08/30
$1232/nighttotal: $3696 (3 )

Following Seas | Modern Charmer Walk To Downtown!

3 2
apartment , Stonington
This centrally-located house in Mystic is within a 15-minute walk of Mystic Seaport and Mystic River Bascule Bridge. With excellent user, location, and cleanliness ratings, this house is a great choice for travelers visiting Stonington.
The house has a private outdoor space with barbecue grills, a fully equipped kitchen, laundry facilities, a dining area, a smoke-free environment, an outdoor garden, a TV, and air conditioning. It is also pet-friendly and family-friendly, and has 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.

Weekapaug Get-away - Westerly, RI
10 3 reviews
Westerly, RI
07/01 – 08/15
$956/nighttotal: $43020 (45 )

Weekapaug Get-away

3 2
apartment , Westerly
This Westerly apartment offers stunning water views and easy access to both Quonnie Pond and Weekapaug Beach. The property has consistently received excellent ratings for cleanliness, location, and user experience.
This 3-bedroom, 2-bathroom home comfortably sleeps 8 guests and is perfect for families or groups. Enjoy amenities like a private in-ground pool, spa, fire pit, and beach access, making it a perfect year-round destination.
Beach House, Inground Pool, Hot Tub, Large Backyard,1.5 Miles From Misquamicut - Westerly, RI
10 11 reviews
Westerly, RI
09/18 – 09/21
$1432/nighttotal: $4296 (3 )

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

4 2
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.
Villa Salt Acres  Idyllic East Coast Estate In Stonington - Westerly, RI
Westerly, RI
06/23 – 06/30
$13221/nighttotal: $92547 (7 )

Villa Salt Acres Idyllic East Coast Estate In Stonington

7 4
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.
Saltwater Pool And Beach Pass - Westerly, RI
9.5 26 reviews
Westerly, RI
07/17 – 07/20
$1250/nighttotal: $3750 (3 )

Saltwater Pool And Beach Pass

3 3
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.

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.

2bed/2bath With Water Views, Large Deck, Walking Distance To Beach/restaurants - Westerly, RI
8.8 23 reviews
Westerly, RI
08/27 – 08/30
$602/nighttotal: $1806 (3 )

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

2 2
apartment , Stonington
The Cove At Champlin - Westerly, RI
10 1 review
Westerly, RI
08/27 – 08/30
$628/nighttotal: $1884 (3 )

The Cove At Champlin

1 2
apartment , Westerly
Apartment Located Next To Beach And Restaurants - Westerly, RI
10 4 reviews
Westerly, RI
07/08 – 07/10
$722/nighttotal: $1444 (2 )

Apartment Located Next To Beach And Restaurants

4 2
apartment , Stonington
Mystic Magical Sunsets Awaits Your Arrival - Westerly, RI
9.8 21 reviews
Westerly, RI
10/21 – 10/26
$491/nighttotal: $2455 (5 )

Mystic Magical Sunsets Awaits Your Arrival

2 2
cottage , Stonington

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.

Charming, Bright Gateway - Westerly, RI
9.7 42 reviews
Westerly, RI
09/18 – 09/21
$278/nighttotal: $834 (3 )

Charming, Bright Gateway

1 2
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.

Walk To Town, Sauna + Cold Plunge, Chefs Kitchen, Central Ac, Backyard - Westerly, RI
10 8 reviews
Westerly, RI
07/08 – 07/10
$980/nighttotal: $1960 (2 )

Walk To Town, Sauna + Cold Plunge, Chefs Kitchen, Central Ac, Backyard

3 2
apartment , Stonington
South County Guesthouse - Westerly, RI
10 24 reviews
Westerly, RI
07/25 – 08/01
$717/nighttotal: $5019 (7 )

South County Guesthouse

1 2
apartment , Westerly
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