Holiday Rentals in Westerly, RI

This Pawcatuck apartment, in Stonington, Connecticut, is conveniently located within a 2.4km walk of the Black Duck Gallery, Wilcox Park, and Westerly Public Library, with the Granite Theatre and Babcock-Smith House also within 3.2km.
The self-catering flat offers one bedroom, one bathroom, sleeps three, includes a fridge, air conditioning, parking, internet access, on-site barbecues, and is pet-friendly.

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.

This historic 1852 former schoolhouse, featured in Architectural Digest, is located in Watch Hill, Westerly, directly beside the Ocean House Hotel and just steps from a private residents' beach.
This two-bedroom, two-bathroom flat accommodates up to five guests and offers a full kitchen, air conditioning, private parking for three vehicles, and a private porch with ocean views.

This Westerly apartment, ideally located near the town centre, offers easy access to Westerly's beaches and casinos, though precise distances aren't specified.
The self-catering flat comprises two bedrooms (one king, one twin), one bathroom, a full kitchen with fridge, freezer and microwave, a private fenced yard with gazebo and grill, plus free parking and a washer/dryer; it comfortably sleeps three guests.

This Westerly apartment, situated on over two acres approximately 6.4km from Westerly's town centre and beaches, offers secluded hiking trails.
The three-bedroom, one-and-a-half-bathroom dwelling sleeps six, boasting a well-equipped kitchen with a Vitamix blender and an outdoor fire pit; two large TVs provide streaming services, and unique interior design incorporates historical newspaper clippings.

This Westerly, Rhode Island holiday home is conveniently located within walking distance of Westerly's downtown area, offering easy access to its restaurants and shops.
Sleeping up to 11 guests, this four-bedroom, two-bathroom property boasts a modern open-plan design, a fully equipped kitchen including a freezer, microwave, and dishwasher, air conditioning, parking, and Wi-Fi; its registration number is RE00242-STR (valid until 31 December 2025).

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.

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.

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.

This apartment is located in Misquamicut, Westerly, within easy walking distance of a private beach, perfect for a relaxing seaside getaway. It has consistently received excellent ratings for cleanliness, location, and overall experience.
This self-catering holiday home comfortably accommodates up to four guests, and features a kitchenette with a fridge, microwave, and other essentials. The apartment also includes a private beach pass, outdoor showers, and parking for one vehicle.

This three-bedroom flat is located in Misquamicut, Westerly, Rhode Island, a 300-metre walk from Misquamicut Fire District Beach and the local amenities.
This property offers parking for two cars, a well-equipped kitchen, a washer/dryer, and an outdoor deck with a grill, seating, and a retractable awning, ideal for up to eight guests.

This Westerly apartment, a brand new 2025 listing, is situated in the historic Italian North End, within walking distance of Westerly's Amtrak station and the Grey Sail Tap Room, and a short stroll from downtown shops and restaurants.
The four-bedroom, three-bathroom dwelling sleeps eight guests, boasts a fully equipped kitchen, private patio with grill (seasonal), and includes bedding, towels, and beach chairs; individual air conditioning units are provided in each room.