Vacation Rentals in Westerly, RI

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Westerly, RI holiday rentals
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499 Holiday rentals and Airbnb in Westerly, RI

Explore Our Range of Family-Friendly Holiday Rentals in Westerly, RI

Browse family holiday rentals in Westerly, RI with space for everyone to relax.

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.
Perfect Group Escape · Coastal Mystic Ranch - Westerly, RI
9.9 133 reviews

Perfect Group Escape · Coastal Mystic Ranch

apartment, Stonington
This charming house is situated on a river, just a short walk from Williams Beach and Mystic Seaport, offering a peaceful retreat close to popular attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms, comfortably accommodating up to eight guests. Enjoy modern amenities, a private fenced yard with a barbecue grill, and a spacious terrace or balcony for relaxing and enjoying the river views.
Downtown Westerly Getaway Near Beaches & Mystic! - Westerly, RI
10 6 reviews

Downtown Westerly Getaway Near Beaches & Mystic!

apartment, Westerly
This Westerly holiday home is conveniently located near Westerly Train Station (a 10-minute walk), Wilcox Park, and Westerly Public Library.
The two-bedroom apartment, sleeping six, offers a fully equipped kitchen, in-unit laundry, free Wi-Fi, a billiard table, and on-site covered parking.
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.

Popular Holiday Rentals with a Swimming Pool in Westerly, RI

Discover holiday rentals with a pool in Westerly, RI and make every day a swim day.

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.

Frequently asked questions about holiday rentals in Westerly, RI

  • What should a first-time visitor not miss in Westerly, RI?

    Westerly has a lot to offer, but you shouldn't miss the Watch Hill Lighthouse, a beautiful landmark with stunning views of the coastline. Also, make sure you visit the Misquamicut Beach, a popular spot for swimming, sunbathing, and surfing.
  • What are the best Airbnb and holiday rentals in Westerly, RI?

    Sweet Retreat Circa 1900 Restaurants - Shops &Park, Cozy Condo -walk To The Misquamicut Beach and The Cool House are among the best Airbnb and holiday rentals in Westerly, RI.

  • Which neighborhood in Westerly, RI should you consider for a vacation rental?

    For a classic seaside experience, you should consider staying in Watch Hill. It offers beautiful beaches, charming shops, and a vibrant atmosphere. If you're looking for something more relaxed, try the neighbourhood of Weekapaug, known for its peaceful setting and scenic views.
  • What are the most popular Airbnbs in Westerly, RI?

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

    The Westerly-Pawcatuck Area Chamber of Commerce runs a fantastic summer concert series at the Wilcox Park, a beautiful green space with a bandstand. You can also take the kids to the Mystic Aquarium, a short drive from Westerly, where they can see various marine animals.
  • What are the best holiday rentals with a pool 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 enjoy pleasant weather, fewer crowds, and potentially lower prices compared to the peak summer months.
  • What are the best rentals for families and kids in Westerly, RI?

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

    Take a stroll along the Westerly Town Beach, a beautiful stretch of sand with free access. You can also explore the scenic Pawcatuck River by kayak or canoe, renting from one of the local outfitters.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

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

    For authentic New England seafood, visit the George's of Galilee, known for its fresh catches and beautiful harbour views. If you're looking for a more casual dining experience, try the Saltwater Restaurant, a popular spot for lobster rolls and clam chowder.
  • What are the best walking or cycling routes in Westerly, RI?

    The scenic coastal path along the Watch Hill area offers stunning views of the Atlantic Ocean. You can also enjoy a leisurely bike ride along the Pawcatuck River Trail, a paved route that stretches through picturesque landscapes.
  • Are there pet-friendly attractions in Westerly, RI?

    The Westerly Town Beach is dog-friendly during certain hours, so you can enjoy a walk with your furry friend. You can also visit the Wilcox Park, where dogs are welcome on leash.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to traditional hotels. They are also often located closer to the beach and other attractions, allowing for a more immersive experience.
  • What are the top sports attractions and facilities in Westerly, RI?

    The Westerly-Pawcatuck Area Chamber of Commerce hosts a variety of sporting events, including the annual Westerly Triathlon. The town also has several golf courses, including the Watch Hill Golf Club, offering challenging rounds with stunning ocean views.

Popular destinations

Popular Holiday Rentals with a Terrace in Westerly, RI

Wake up to the soothing sights and sounds of blue ocean waters directly from your private rental balcony in Westerly, RI.

Château Stonington - Westerly, RI
9.8 19 reviews

Château Stonington

apartment, Stonington
This Stonington holiday home is situated 1.9km from the Captain Nathaniel Brown Palmer House and within 4.8km of Saltwater Farm Vineyard, Quimper Faience, Stonington's Old Lighthouse Museum, and Dubois Beach.
The three-bedroom, three-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private balcony, garden, free Wi-Fi, and parking; enjoy nearby attractions including the Captain Nathaniel Brown Palmer House.
Best Value In Westerly! - Westerly, RI
9.5 71 reviews

Best Value In Westerly!

apartment, Westerly
This apartment is located in Westerly, Rhode Island, just a short distance from both East Beach and Fenway Beach, offering easy access to the beautiful coastline. It boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment features one bedroom and one bathroom, with a total floor area of 33 square metres. Guests can enjoy a fully equipped kitchen, a terrace or balcony, a garden, a swimming pool, and on-site parking, as well as access to a water park, making it an ideal choice for families and those seeking a fun-filled getaway.
The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium - Westerly, RI
9.6 10 reviews

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

apartment, Stonington
This Stonington waterfront property, less than 1.6km from the Mystic River Bascule Bridge and Mystic Seaport, offers stunning Mystic River views and easy access to Mystic Station (a 5-minute walk).
This three-bedroom, two-bathroom house boasts 110 square metres of floor space, sleeps six guests, includes a fully equipped kitchen, private garden, terrace, parking and free Wi-Fi.
Watch Hill Luxury By The Sea, Iconic 1852 School House, Beside Ocean House Hotel - Westerly, RI
10 5 reviews

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

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.

Best Westerly, RI holiday rentals with parking

Lovely Home 5 Minutes From Westerly Beaches! - Westerly, RI
9.5 24 reviews

Lovely Home 5 Minutes From Westerly Beaches!

apartment, Westerly
This updated cape in Westerly is located 800 metres from Westerly beaches, 2.4 kilometres from Watch Hill village and 6.4 kilometres from Newport Beach.
This three-bedroom flat accommodates up to six guests and features a spacious, updated kitchen, in-unit laundry, central air conditioning, and an outdoor grill.
Seaside Retreat, Stonington - Westerly, RI
9.9 105 reviews

Seaside Retreat, Stonington

apartment, Stonington
This two-bedroom apartment is situated in Stonington Village, just a short walk from the harbour and within easy reach of the town's main attractions.
The property offers comfortable accommodation for up to four guests, boasting a fully equipped kitchen, air conditioning, and parking, as well as access to a friendly local restaurant downstairs.
Private Chic Waterfront Retreat-newly Renovated. - Westerly, RI
9.9 62 reviews

Private Chic Waterfront Retreat-newly Renovated.

apartment, Westerly
This newly renovated apartment is located on Winnapaug Pond, a secluded waterfront location, just 8km from Misquamicut Beach and 16km from Historic Watch Hill and downtown Westerly. The apartment has received excellent user, location, and cleanliness ratings.
This spacious 3-bedroom apartment is 279 square metres in size. The property offers a range of amenities, including a private garden, a treehouse, a fire pit, and a range of water activities such as kayaking, canoeing, and paddleboarding.
Spacious Home With Private Beach Access - Westerly, RI
10 72 reviews

Spacious Home With Private Beach Access

apartment, Westerly
This Westerly seaside property, located approximately 5km from Weekapaug Beach, Fenway Beach, and Burlingame State Park, offers easy access to popular attractions.
This 242 square metre house boasts three bedrooms, sleeping up to six guests, a fully equipped kitchen, a terrace, garden, tennis court, and free Wi-Fi; enjoy al fresco dining with barbecue facilities.

Guest-Favourite High-End Rentals in Westerly, RI

Live the ultimate tropical fantasy in properties boasting high-end coastal architecture and absolute privacy at luxury holiday rentals in Westerly, RI.

Modern Apt 5 Miles To Beach 5 Min Walk To Westerly - Westerly, RI
9.7 275 reviews

Modern Apt 5 Miles To Beach 5 Min Walk To Westerly

apartment, Stonington

Popular Holiday Rentals in the CBD of Westerly, RI

Find holiday rentals in the heart of Westerly, RI close to shops and beaches.

Charming 1870s Home Near Beaches And Casinos - Westerly, RI
9.7 119 reviews

Charming 1870s Home Near Beaches And Casinos

apartment, Stonington
The Travel Bums Hideaway - Westerly, RI
10 75 reviews

The Travel Bums Hideaway

apartment, Westerly
Brand New Private House In A Charming Beach Town - Westerly, RI
10 152 reviews

Brand New Private House In A Charming Beach Town

apartment, Westerly
Westerly Garden Apartment Minutes Walk To Downtown - Westerly, RI
9.8 163 reviews

Westerly Garden Apartment Minutes Walk To Downtown

apartment, Westerly

Popular Holiday Rentals by the Sea in Westerly, RI

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in Westerly, RI.

Beach Escape. Walk To Beautiful Beaches - Westerly, RI
9.9 160 reviews

Beach Escape. Walk To Beautiful Beaches

apartment, Westerly
2-bedroom Apartment In Beautiful Stonington Boro - Westerly, RI
10 3 reviews

2-bedroom Apartment In Beautiful Stonington Boro

apartment, Stonington
Misquamicut Beach Condo. Unit 8 - Westerly, RI
9.7 35 reviews

Misquamicut Beach Condo. Unit 8

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

Misquamicut Beach Cozy Condominium. Unit 6

apartment, Westerly

Best-Rated Holiday Rentals with a Jacuzzi in Westerly, RI

Watch the sun set over the horizon while soaking in a steaming outdoor hot tub at island holiday rentals in Westerly, RI.

Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake - Westerly, RI
9.8 233 reviews

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

cottage, Ledyard
Central To Mystic And Vineyards - Westerly, RI
10 169 reviews

Central To Mystic And Vineyards

apartment, Stonington
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