Holiday Rentals in Westerly, RI

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

Best family friendly Westerly, RI holiday rentals

Among the 499 accommodations in Westerly, RI, here are the 4 best family friendly rentals

Casa De Las Olas - Cute Cozy Cottage In Westerly, Ri - Westerly, RI
9.8 92 reviews

Casa De Las Olas - Cute Cozy Cottage In Westerly, Ri

cottage, Westerly
This charming cottage is located just 3km from Westerly Hospital, Babcock-Smith House, and Fenway Beach, offering easy access to local attractions and amenities. Guests have consistently rated this cottage as excellent, praising its comfortable and convenient features.
The cottage offers a single bedroom and bathroom, comfortably accommodating up to two guests. Guests can enjoy a fully equipped kitchen, a private terrace, a garden, and free Wi-Fi, making it a perfect choice for a relaxing 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.
Newly Renovated Quonnie Beach House -  Qeba Beach Pass & Pond Access - Westerly, RI
10 11 reviews

Newly Renovated Quonnie Beach House - Qeba Beach Pass & Pond Access

apartment, Charlestown
This Charlestown property is situated just 800 metres from East Beach and within a 5km radius of several natural attractions, including Burlingame State Park and Ninigret National Wildlife Refuge. This highly rated house is perfect for families or groups.
The house has three bedrooms and four bathrooms, comfortably accommodating up to 10 guests. The property is equipped with a fully equipped kitchen, a washing machine, a Smart TV, a garden, and a barbecue grill.
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 a pool

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

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

Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches

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.
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.
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.
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 is full of charm! You shouldn't miss the historic Watch Hill Lighthouse, a beautiful landmark with stunning views. Also, take a stroll along the Westerly Town Beach, a lovely sandy beach perfect for a relaxing day.
  • What are 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, consider Watch Hill. It's a charming area with beautiful houses and a lively atmosphere. If you prefer a more relaxed vibe, try the quieter neighbourhood of Misquamicut, known for its long sandy beach.
  • What are the most popular Airbnbs in Westerly, RI?

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

    The Mystic Aquarium in nearby Mystic, Connecticut, is always a hit with families. In Westerly itself, the Wilcox Park is great for kids, with a playground, a carousel, and a pond. And don't forget the Westerly Town Beach for some fun in the sun!
  • 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 summer months, from June to August, are the busiest, so booking in advance is essential. If you prefer a quieter experience and milder weather, consider visiting in the shoulder seasons, spring or autumn.
  • What are the best rentals for families and kids in Westerly, RI?

  • What events or festivals should visitors check out in and around Westerly, RI?

    The Watch Hill Beach Party in July is a lively event with music, food, and fireworks. In August, the Westerly Art & Craft Fair is a great opportunity to browse local art and crafts. If you're around in September, check out the annual Westerly Wine & Food Festival.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

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

    Take a walk or bike ride along the scenic Westerly Bike Path, which runs along the Pawcatuck River. You can also enjoy a picnic at Wilcox Park, or explore the charming shops and galleries in downtown Westerly.
  • What are the best restaurants with local dishes in Westerly, RI?

    For fresh seafood, try The Cooked Goose in Watch Hill. If you're looking for a classic New England dining experience, head to The Windjammer in Misquamicut, known for its lobster rolls and clam chowder.
  • What are the best walking or cycling routes in Westerly, RI?

    The Westerly Bike Path is a great option for a leisurely bike ride or walk, offering scenic views of the Pawcatuck River. For a more challenging ride, try the Watch Hill Loop, which takes you through the charming streets of Watch Hill and offers stunning ocean views.
  • Are there pet-friendly attractions in Westerly, RI?

    Yes, many places in Westerly welcome furry friends. Westerly Town Beach allows dogs on a leash during certain hours, and Wilcox Park has a designated dog park. Many restaurants also have outdoor seating that's pet-friendly.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to hotels. They can also be more budget-friendly, especially for families or groups. Many rentals are located in desirable areas, offering easy access to local attractions and amenities.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly has a few sports facilities, including the Westerly Recreation Center, which offers a variety of programs and activities. For outdoor sports, there are plenty of options, like the Westerly Town Beach for swimming and sunbathing, and the Pawcatuck River for kayaking and paddleboarding.

Popular destinations

Best Westerly, RI holiday rentals with a balcony

Best Value In Westerly! - Westerly, RI
9.5 72 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.
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.
The Oar Cottage (24) · Walk Mystic-train/ev Lvl-2 - Westerly, RI
10 9 reviews

The Oar Cottage (24) · Walk Mystic-train/ev Lvl-2

cottage, Stonington
This Stonington cottage, a 60-square-metre (646-square-foot) self-catering property, is conveniently located within a 2.4km radius of Mystic Seaport, the Mystic River Bascule Bridge, and Mystic Station.
The two-bedroom, one-bathroom dwelling sleeps four guests and offers amenities including free Wi-Fi, a balcony, on-site barbecue grills, and a fully equipped kitchen with a refrigerator, stovetop, and microwave.
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.

Best Westerly, RI holiday rentals with parking

One Bedroom Apartment - Westerly, RI
8.4 14 reviews

One Bedroom Apartment

resort, Westerly
This one-bedroom apartment is situated within a beach resort in Westerly, offering direct access to the sandy shores and a short walk to the town's centre. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The self-catering flat can comfortably sleep up to four guests and comes equipped with a fridge, freezer, microwave, and air conditioning. You'll also have access to a garden, parking, and the resort's amenities including pools, fitness centres, and restaurants.
Hidden Haven - Westerly, RI
9.9 249 reviews

Hidden Haven

house, Stonington
This charming guest house is situated in a tranquil setting just a short distance from Stonington Borough, with Mystic, Westerly, and Rhode Island beaches all within easy reach. The property has received consistently excellent ratings for its location, cleanliness, and overall experience.
This cosy cottage offers one bedroom and one bathroom, comfortably accommodating up to four guests. It comes equipped with a fully-functional kitchen featuring a fridge, microwave oven, and dishwasher, as well as air conditioning and parking.
Beach Cottage Great Location Close To Misquamicut - Westerly, RI
9.8 44 reviews

Beach Cottage Great Location Close To Misquamicut

apartment, Westerly
This Westerly holiday home is conveniently located a 10-minute drive (approx. 16km) from Misquamicut and Watch Hill beaches, and within walking distance of local restaurants, with Westerly town centre (3.2km) also easily accessible.
Sleeping six guests in four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and beach-themed décor.
Ocean Shire Coastal Cottage + Beach Pass - Westerly, RI
10 121 reviews

Ocean Shire Coastal Cottage + Beach Pass

house, Westerly
This charming cottage is situated in Westerly, Rhode Island, just 5 kilometres from beautiful beaches and a short drive from Block Island, Newport, and Mystic. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The cottage provides comfortable accommodation for up to five guests and features two bedrooms, one bathroom, a well-equipped kitchen, and a private garden. The home offers modern amenities, including air conditioning, Wi-Fi, and a fitness centre, allowing guests to relax and enjoy their stay.
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