Best Holiday rentals and Airbnb offers in Westerly, RI
9.6 42 reviews
Westerly, RI
26/06 – 29/06
SG$701/nighttotal: SG$2103 (3 )
Our Charming Artsy Home 5 Ml To Watch Hill/beaches
5 2
apartment , Westerly
This spacious five-bedroom house, ideal for families, is situated near Wilcox Park and Westerly town centre, just an 8km drive from Watch Hill beaches and under 16km from Mystic Aquarium and Casinos. The property features a fully equipped kitchen, two decks, a garden, and parking, making it perfect for relaxing and exploring the local area.
9.9 72 reviews
Westerly, RI
27/08 – 30/08
SG$365/nighttotal: SG$1095 (3 )
Vibrant 2 Bedroom Apt - Conveniently Located
1 2
apartment , Westerly
This Westerly apartment, situated in the town centre, is less than 1.6km from Westerly Hospital and Amtrak station, and 6.4km from the beaches. The two-bedroom, one-bathroom flat sleeps four, boasts a fully equipped kitchen including a dishwasher, offers free internet access, pet-friendly accommodation, parking and a garden.
9.7 14 reviews
Westerly, RI
08/07 – 10/07
SG$345/nighttotal: SG$690 (2 )
Mystic Area Waterfront Cabin # 2
1 2
cabin , Stonington
This Stonington waterfront cottage is situated a short distance from Stonington Borough, offering easy access by kayak to Saltwater Farm Vineyard and Barn Island Nature Preserve, and is within a few kilometres of several popular beaches including Napatree and East Beach. The self-catering property sleeps two in one bedroom with one bathroom, including a king-size bed, and provides kayaks for guest use, air conditioning, internet access, a garden, parking, and access to the entire marina property.
Westerly, RI
25/07 – 01/08
SG$660/nighttotal: SG$4620 (7 )
Charming Beach Cottage
1 2
apartment , Westerly
This three-bedroom, three-bathroom holiday home in Watch Hill, Westerly, Rhode Island, is a short distance from Watch Hill's attractions. Sleeping six guests, the self-catering property (registration number RE.04714-STR, valid until 23 August 2025) boasts air conditioning, parking, internet access, and a family-friendly atmosphere with ample private land.
10 3 reviews
Westerly, RI
01/07 – 15/08
SG$1229/nighttotal: SG$55305 (45 )
Weekapaug Get-away
3 2
apartment , Westerly
This Westerly apartment is located just a short distance from both Quonnie Pond and Weekapaug Beach, offering easy access to the beautiful coastal scenery. The property has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The spacious home has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. The apartment comes equipped with everything you need for a relaxing stay, including a private pool, a spa, a fire pit, and beach amenities.
9.7 50 reviews
Westerly, RI
23/06 – 30/06
SG$577/nighttotal: SG$4039 (7 )
Entire Misquamicut Cottage
2 4
apartment , Westerly
This Westerly holiday home is situated less than 0.5 kilometres from Misquamicut State Beach, within the Misquamicut Fire District, offering easy access to Lawton, Benson, and Clark Farms beaches. Sleeping six guests, this two-bedroom, one-bathroom property boasts three smart TVs, a large wrap-around deck with outdoor seating and a propane grill, plus a recently installed washer and dryer, and three air conditioning units.
10 1 review
Westerly, RI
01/07 – 15/08
SG$608/nighttotal: SG$27360 (45 )
Holdredge House And Cottage B
2 2
house , Westerly
This two-bedroom, one-bathroom cottage in Watch Hill, Westerly, is within walking distance of Watch Hill beach and the Watch Hill carousel. The property, sleeping up to six guests, includes access to a bathhouse, Watch Hill beach admission and carousel tickets; further details and reviews are available at Holdredgehouse.com.
9.9 127 reviews
Westerly, RI
21/10 – 26/10
SG$522/nighttotal: SG$2610 (5 )
Romantic Water View Cottage - Casita Al Mar
1 2
apartment , Westerly
This charming cottage is located in Shelter Harbor, just a short distance from Foxwoods Resorts and Mohegan Casino, offering easy access to the region's attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage features one bedroom and one bathroom, comfortably accommodating up to three guests. Enjoy a fully equipped kitchen, outdoor fireplace, and access to a private beach, along with kayaking, windsurfing, and other water activities right across the street.
Westerly, RI
25/07 – 01/08
SG$432/nighttotal: SG$3024 (7 )
Coastal Escape Near Beaches And Casinos
4 2
apartment , Stonington
This four-bedroom, two-bathroom house in Stonington offers 158 square meters of living space and is located just minutes from the coast, beaches and casinos, ideal for holidaymakers. The property boasts a fully fenced garden, a fully equipped kitchen, and comfortable sleeping arrangements for up to eight guests, ensuring a convenient stay for families and groups seeking entertainment and relaxation.
8.8 174 reviews
Westerly, RI
21/10 – 26/10
SG$302/nighttotal: SG$1510 (5 )
1 Mile To Beach, 2br, 1 Ba, Sleeps 6
2 2
cottage , Westerly
This family-friendly cottage is located just a short distance from three popular beaches in Westerly, making it ideal for a seaside getaway. It has received very good ratings from previous guests. The cottage has two bedrooms and one bathroom, providing comfortable accommodation for up to six guests. It is equipped with a range of amenities including a kitchen, air conditioning, a swimming pool, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
10 5 reviews
Westerly, RI
18/09 – 21/09
SG$459/nighttotal: SG$1377 (3 )
Downtown Westerly Getaway Near Beaches & Mystic!
2 2
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.
Westerly, RI
25/07 – 01/08
SG$11956/nighttotal: SG$83692 (7 )
Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres
7 2
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.
Best family friendly Westerly, RI holiday rentals
Among the 363 accommodations in Westerly, RI, here are the 4 best family friendly rentals
9.6 52 reviews
Westerly, RI
18/09 – 21/09
SG$448/nighttotal: SG$1344 (3 )
Privately Located Beach Cottage Getaway
3 2
cottage , Westerly
This charming cottage is located just two miles from Westerly's beautiful beaches and a short drive from popular destinations like Newport and Mystic Seaport, offering a peaceful escape in a picturesque setting. It has consistently received excellent user ratings, making it a popular choice for travellers. The cottage spans 88 square metres and comfortably accommodates up to six guests with two bedrooms and a loft space, perfect for families. It features a modern bathroom, a well-equipped kitchen, a private garden, a terrace, and a range of amenities including air conditioning, a spa, and parking, ensuring a comfortable and enjoyable stay.
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.
10 83 reviews
Westerly, RI
11/09 – 18/09
SG$395/nighttotal: SG$2765 (7 )
Relaxing Getaway With Town Beach Access
2 2
cottage , Westerly
This charming cottage is located just 5 kilometres from both East Beach and Fenway Beach, offering easy access to Westerly's beautiful coastline. It has received excellent reviews from previous guests, highlighting its comfortable and convenient features. The cottage has two bedrooms and one bathroom, providing comfortable accommodation for up to five guests within its 49 square metres of space. Guests can enjoy a fully equipped kitchen, a patio for outdoor dining, free Wi-Fi, and a barbecue grill, making it ideal for a relaxing and enjoyable stay.
9.8 179 reviews
Westerly, RI
18/09 – 21/09
SG$296/nighttotal: SG$888 (3 )
Comfortable Living In Casual 100 Yr Old Home, 10 Min Walk To Stonington Village
1 2
apartment , Stonington
This Stonington holiday home is located just 1.5km from the Captain Nathaniel Brown Palmer House and James Merrill House, and within a 15-minute walk of Saltwater Farm Vineyard and Quimper Faience, making it an ideal base for exploring the area. It has received excellent user ratings, so you can be sure of a comfortable stay. The property has one bedroom and one bathroom, sleeping up to four guests. The kitchen is fully equipped with a fridge, microwave, oven, and stovetop, and there is a garden, barbecue grills, and a terrace for outdoor dining and relaxation.
Best Westerly, RI holiday rentals with a pool
Among the 363 accommodations in Westerly, RI, here are the 4 best rentals with a pool
9.8 42 reviews
Westerly, RI
23/06 – 30/06
SG$1275/nighttotal: SG$8925 (7 )
Brand New Home Close To Charlestown/westerly Beaches.
3 4
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.
8.4 20 reviews
Westerly, RI
21/10 – 26/10
SG$2160/nighttotal: SG$10800 (5 )
Estate Property, Pool, Beaches, Watch Hill, Electric Boat, Naval Bases
5 2
apartment , Charlestown
This Charlestown holiday home is located just 2 kilometres from Burlingame State Park, East Beach, and Kettle Pond Visitors Center, offering easy access to the area's natural beauty. The property has received very good reviews from previous guests, highlighting its comfortable accommodation and convenient location. This 5-bedroom house can comfortably sleep up to 12 guests, with a total floor area of 223 square metres. The house features a private swimming pool, a terrace, a garden, and a fully equipped kitchen, perfect for enjoying the Rhode Island sunshine and preparing meals at home.
Westerly, RI
23/06 – 30/06
SG$16997/nighttotal: SG$118979 (7 )
Villa Salt Acres Idyllic East Coast Estate In Stonington
7 4
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.
10 17 reviews
Westerly, RI
18/09 – 21/09
SG$1361/nighttotal: SG$4083 (3 )
Relaxing Private Poolside Retreat 5 Minutes From The Beach!
3 2
apartment , Westerly
This Westerly apartment is located just 5 kilometres from the beach and within 10 kilometres of historic Watch Hill and downtown Westerly's restaurants and shops, offering easy access to the area's attractions and natural beauty. It has received excellent user ratings, making it a popular choice for travellers. The spacious apartment spans 223 square metres and comfortably accommodates up to 10 guests, perfect for families or groups of friends. Amenities include a private courtyard, swimming pool access, a 3-season deck, a fully equipped kitchen, and a garden, providing everything you need for a relaxing and enjoyable stay.
Frequently asked questions about holiday rentals in Westerly, RI
What are the top family-friendly attractions in Westerly, RI?
The Westerly-Pawcatuck Area YMCA has a great pool and playground, perfect for kids. The Misquamicut State Beach is also a fantastic choice, with its sandy beach and shallow waters. And don't forget the Watch Hill Beach, which has a lovely playground and picnic areas.
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 (June to August) are the busiest, so booking in advance is essential. If you're looking for a quieter experience, consider visiting in the shoulder seasons (spring or autumn) when the weather is still pleasant and the crowds are smaller.
What are the most popular Airbnbs in Westerly, RI?
What are the best budget-friendly activities in Westerly, RI?
Take a walk along the beautiful Westerly Town Beach. It's free to access and offers stunning views of the coastline. You can also visit the Wilcox Park, which is a lovely green space with walking trails and a playground.
What are the best vacation rentals with a pool in Westerly, RI?
What are the best restaurants with local dishes in Westerly, RI?
The Cooked Goose is a popular choice for local cuisine, serving up fresh seafood and classic New England dishes. The George's of Watch Hill is another great option, known for its delicious lobster rolls and seaside views.
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 Bike Path is a great option for a leisurely cycle, running along the Pawcatuck River. The Watch Hill Greenway is another popular choice, offering stunning views of the coastline. You can also explore the many walking trails in the Wilcox Park.
What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?
Are there pet-friendly attractions in Westerly, RI?
Yes, many of the beaches in Westerly are dog-friendly, including the Watch Hill Beach and the Misquamicut State Beach. The Wilcox Park also welcomes dogs on leash.
What are the benefits of choosing a vacation rental in Westerly, RI?
Vacation rentals offer more space and privacy compared to hotels. You can also enjoy the convenience of having a kitchen and laundry facilities, making it ideal for families or groups.
What are the top sports attractions and facilities in Westerly, RI?
Westerly is home to the Westerly-Pawcatuck Area YMCA, which offers a range of sports facilities, including a swimming pool, gymnasium, and fitness centre. The Watch Hill Yacht Club is another popular choice for water sports enthusiasts.
Destinations nearby
Best Westerly, RI holiday rentals with a balcony
Westerly, RI
08/07 – 10/07
SG$302/nighttotal: SG$604 (2 )
A Mystic Stay As Sweet As Apple Pie!
1 2
apartment , Stonington
This riverside apartment in Stonington offers proximity to Mystic Seaport, Mystic Aquarium, and the Foxwoods and Mohegan Sun Casinos. This 279 square meter flat is equipped with a fridge, microwave, and dishwasher, and accommodates up to two guests.
10 7 reviews
Westerly, RI
18/09 – 21/09
SG$836/nighttotal: SG$2508 (3 )
The Blue Anchor House · Walk Mystic-train/aquarium
3 2
apartment , Stonington
This Stonington waterfront property is situated a short 1.6km walk from Mystic Seaport, the Mystic River Bascule Bridge, and Mystic Station. The 110 square metre house boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, garden, terrace, parking, and free Wi-Fi.
9.9 53 reviews
Westerly, RI
21/10 – 26/10
SG$1648/nighttotal: SG$8240 (5 )
Misquamicut Waterfront Beach House
4 2
apartment , Westerly
This waterfront apartment is located just 0.24 kilometres from Westerly's town beach and within walking distance of the fire district beaches along Atlantic Avenue, offering a prime location for enjoying the seaside. The property has received excellent ratings for user experience, location, and cleanliness. The apartment has four bedrooms and two bathrooms, spanning 177 square meters, providing ample space for a family or group of friends. You can enjoy a variety of amenities and features, including a fully equipped kitchen, a private garage with beach essentials, and access to beach parking and passes.
10 5 reviews
Westerly, RI
25/07 – 01/08
SG$638/nighttotal: SG$4466 (7 )
The Oar Cottage (24) · Walk Mystic-train/ev Lvl-2
1 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.
Best Westerly, RI holiday rentals with parking
9.6 5 reviews
Westerly, RI
18/09 – 21/09
SG$1253/nighttotal: SG$3759 (3 )
Westerly Retreat
4 2
apartment , Westerly
This apartment is located in Bradford, just a short drive from Westerly, with easy access to beaches, state parks, and casinos including Foxwoods (20 km away) and Mohegan Sun (35 km away). It has received excellent reviews from previous guests. The apartment has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It comes equipped with modern amenities, including air conditioning in every room, a fully equipped kitchen, a washer and dryer, and a patio with a grill, smoker, firepit, and seating.
10 1 review
Westerly, RI
27/08 – 30/08
SG$717/nighttotal: SG$2151 (3 )
Whalers Rest, Historic Flat Near Harbor, Beach & Mystic
2 2
apartment , Stonington
This Stonington Borough flat, a short walk from the harbour and a 6.4km drive from Mystic's Seaport Museum and Aquarium, offers easy access to local attractions. The 167 square metre, two-bedroom apartment features a sun-filled open-plan layout, accommodating up to five guests and including a fully equipped kitchen, central air conditioning, high-speed Wi-Fi, and a shared garden with BBQ.
10 54 reviews
Westerly, RI
11/09 – 18/09
SG$556/nighttotal: SG$3892 (7 )
Custom Cottage Close To Everything-enjoy Long Walks On Beach Without The Crowds!
1 2
apartment , Westerly
This golf-themed holiday home is located in Westerly, just 5km from beaches like East Beach, Fenway Beach and Weekapaug Beach, as well as attractions such as Atlantic Beach Park and Water Wizz of Westerly. Guests have consistently rated this property excellent for its location, cleanliness and overall experience. The property is a one-bedroom dwelling that can comfortably accommodate up to four guests. It boasts a range of amenities including a fully equipped kitchen, a spa tub, a fireplace, a garden, a barbecue grill and a balcony, making it perfect for enjoying a relaxing and comfortable stay.
8.5 1558 reviews
Westerly, RI
21/10 – 26/10
SG$354/nighttotal: SG$1770 (5 )
Holiday Inn Express Mystic By Ihg
1 2
resort , Stonington
The Holiday Inn Express Mystic is located just off Interstate 95 in Mystic, Connecticut, a short drive from Mystic Seaport and Mystic Aquarium. It has consistently received very good ratings for cleanliness, location, and overall user experience. The hotel offers comfortable rooms with a range of amenities including free Wi-Fi, a complimentary breakfast, and an indoor pool. Guests can also enjoy a fitness centre, business centre, and a range of other services including laundry facilities and a gift shop.