Best Holiday rentals and Airbnb offers in Westerly, RI
Westerly, RI
01/07 – 15/08
SG$1215/nighttotal: SG$54675 (45 )
Home In Watch Hill, Westerly, Ri
3 2
apartment , Westerly
This four-bedroom apartment is situated in the Watch Hill area of Westerly, just a short walk from some of the best beaches in the region. The area is known for its charming seaside atmosphere and proximity to attractions like the Ocean House and the Flying Horse Carousel. The apartment offers ample space for families or groups of up to six guests. It features a fully equipped kitchen, two bathrooms, a comfortable living area, and a private garden with a deck. The apartment also provides access to a fitness centre, parking, and a range of amenities, including bicycles, beach chairs, and a car pass for the Misquamicut Fire District Beach.
9.3 240 reviews
Westerly, RI
27/08 – 30/08
SG$462/nighttotal: SG$1386 (3 )
Westerly, Charming Cottage Blocks From Downtown
3 2
apartment , Westerly
This charming cottage is situated in Westerly, just a short 6.5km drive from the town centre and a 4km drive to the beaches. The property has received excellent ratings for its cleanliness, location, and overall user experience. The cottage offers three bedrooms and one bathroom, accommodating up to five guests. The property features a spacious garden, a large kitchen with a high-top table, air conditioning, private parking, and internet access, making it perfect for a relaxing and comfortable stay.
9.9 20 reviews
Westerly, RI
21/10 – 26/10
SG$300/nighttotal: SG$1500 (5 )
Entire 1-bed Apt For Relax & Remote Business Trips
1 2
apartment , Westerly
This apartment is located in a central Westerly neighbourhood, just a short walk from Stop & Shop and a shopping mall, and less than 10 kilometres from Misquamicut State Beach. It has been highly rated by previous guests for its cleanliness, location, and overall experience. The self-catering property has one bedroom and can accommodate up to two guests. Amenities include a private entrance, a fully equipped kitchen, a jacuzzi, a garden, parking, and air conditioning.
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.
9.8 54 reviews
Westerly, RI
26/06 – 29/06
SG$735/nighttotal: SG$2205 (3 )
Walk To Pawcatuck River: Family-friendly Home!
3 2
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.
9.9 64 reviews
Westerly, RI
18/09 – 21/09
SG$610/nighttotal: SG$1830 (3 )
Purple Ape Escape: Unit 4
1 2
island , Westerly
This Misquamicut Beach apartment boasts direct waterfront access, offering immediate beach access and is approximately 8km from Wilcox Park and 5km from Watch Hill. The second-floor unit features a spacious deck with stunning water views, one bedroom, one bathroom, sleeps four, includes kayaks, and has a kitchen with fridge, freezer and microwave, air conditioning and a garden.
10 22 reviews
Westerly, RI
11/09 – 18/09
SG$1028/nighttotal: SG$7196 (7 )
Waterfront Pool Cottage Watch Hill Misquamicut Westerly Beaches
2 2
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.
10 120 reviews
Westerly, RI
21/10 – 26/10
SG$395/nighttotal: SG$1975 (5 )
Downtown Westerly Beach Cottage Getaway
3 2
apartment , Westerly
This three-bedroom cottage is situated in the heart of Westerly, just a short walk from Wilcox Park and within a 16km drive of both Misquamicut Beach and Watch Hill Beach. The property is fully equipped with modern amenities, including smart TVs, high-speed Wi-Fi, and a washer-dryer, and can comfortably accommodate up to six guests.
Westerly, RI
25/07 – 01/08
SG$589/nighttotal: SG$4123 (7 )
< 1 Mi To Dtwn Westerly! Walkable Coastal Escape
3 2
house , Westerly
This detached house is located less than 1 kilometre from Downtown Westerly, offering a walkable coastal escape, and is situated 15.1 kilometres from Mystic Seaport and 1.9 kilometres from Westerly State Airport. This property offers 102 square metres of living space with 3 bedrooms, 1 bathroom, and accommodation for up to 11 guests, featuring a fully equipped kitchen, air conditioning, free private parking, and an outdoor dining area.
Westerly, RI
25/07 – 01/08
SG$1003/nighttotal: SG$7021 (7 )
Bike To Watch Hill & Walk To Misquamicut Beach!
1 2
apartment , Westerly
This Westerly flat offers a prime location in Misquamicut Beach, within 800 meters of the shore and a short cycle from Watch Hill. This three-bedroom holiday home accommodates eight guests and features a loft, open yard with games, an outdoor shower, off-street parking for two cars, and private laundry facilities.
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.
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.
Best family friendly Westerly, RI holiday rentals
Among the 363 accommodations in Westerly, RI, here are the 4 best family friendly rentals
10 18 reviews
Westerly, RI
08/07 – 10/07
SG$555/nighttotal: SG$1110 (2 )
Discover The Heart Of The Ship Chandler In This Charming 2br Apt!
2 2
apartment , Stonington
This apartment is located in Stonington, a short distance from the river, a 2 kilometre walk from Shady Oaks Park and a 5 minute drive from Olde Mistick Village. It has received excellent user reviews, so you can be sure of a comfortable stay. The apartment has two bedrooms and one bathroom, covering 73 square meters and comfortably accommodating up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, on-site parking, and a garden, making it ideal for families or groups of friends.
9.8 6 reviews
Westerly, RI
11/09 – 18/09
SG$1070/nighttotal: SG$7490 (7 )
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 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.
9.9 24 reviews
Westerly, RI
18/09 – 21/09
SG$611/nighttotal: SG$1833 (3 )
The Lighthouse Chalet!
1 2
apartment , Westerly
This Westerly lighthouse chalet, located 0.8km from Misquamicut Beach and a five-minute drive from Watch Hill, offers private beach access and proximity to URI, the Coast Guard Academy, and Connecticut College. Sleeping six, the property comprises a main floor with kitchen, living room, two queen bedrooms, and a bathroom, plus an upstairs loft with further sleeping arrangements, a garden, ample parking, and a fully equipped kitchen with modern appliances including a dishwasher, microwave, and fridge.
Best Westerly, RI holiday rentals with a pool
Among the 363 accommodations in Westerly, RI, here are the 4 best rentals with a pool
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.
10 48 reviews
Westerly, RI
21/10 – 26/10
SG$850/nighttotal: SG$4250 (5 )
Misquamicut Beach House, Just 1 Mile From The Ocean!
3 2
apartment , Westerly
This family-friendly house is located in Westerly, just a short distance from popular beaches like East Beach and Misquamicut State Beach, making it a great choice for a beach getaway. The property has received excellent ratings for location, cleanliness and overall user experience. The house has three bedrooms, comfortably accommodating up to eight guests. It offers a variety of amenities including a private pool, a garden, a terrace, and a fully equipped kitchen, perfect for enjoying a relaxing and fun-filled holiday.
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.
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.
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
9.6 83 reviews
Westerly, RI
21/10 – 26/10
SG$406/nighttotal: SG$2030 (5 )
Mystic Refuge W/ Patio < 1 Mi To Downtown!
2 2
house , Stonington
This Stonington apartment is conveniently located less than a mile from downtown Mystic, a charming New England town, and a short 4-minute walk from the renowned Mystic Seaport museum. This apartment has received excellent ratings for its cleanliness, location, and overall experience. The apartment offers 84 square metres of space, accommodating up to 6 guests in its two bedrooms and one bathroom. It's well-equipped with a kitchen, air conditioning, a private patio, and free Wi-Fi, making it ideal for a comfortable and enjoyable stay.
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.
Westerly, RI
25/07 – 01/08
SG$912/nighttotal: SG$6384 (7 )
Mystic Family Home 5-min Walk To Mystic Seaport
4 2
apartment , Stonington
This historic 1878 home is centrally located in Mystic, Connecticut, offering easy access to seaports, restaurants, shops, and the waterfront, with the Mystic Aquarium and Institute for Exploration approximately 1.6 kilometres away and Stonington Borough 6.4 kilometres distant. This four-bedroom, two-bathroom apartment accommodates up to eight guests with 141 square metres of living space, featuring a fully equipped kitchen, air conditioning, a terrace, garden, spa, parking, and a dedicated children's playroom, making it ideal for family stays.
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.
Best Westerly, RI holiday rentals with parking
10 8 reviews
Westerly, RI
08/07 – 10/07
SG$839/nighttotal: SG$1678 (2 )
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.
Westerly, RI
08/07 – 10/07
SG$282/nighttotal: SG$564 (2 )
Hospitality As Sweet As Apple Pie!
1 2
apartment , Stonington
This Stonington flat offers a riverside setting, conveniently located 1.5 kilometres from Mystic Seaport museum and within easy reach of Mystic Aquarium and Mohegan Sun Arena. This spacious 279 square metre apartment accommodates two guests with one bedroom and one bathroom, featuring a fully equipped kitchen, air conditioning, Wi-Fi, and a garden, with a check-out time of 11:00.
9.0 36 reviews
Westerly, RI
07/07 – 11/07
SG$737/nighttotal: SG$2948 (4 )
Stonington Borough - Private Townhome - Right In The Heart Of "The Boro"
3 2
apartment , Stonington
This apartment is situated in the heart of Stonington Borough, a short walk from the harbour, the Small Boat Association launch area, and the public library. It has been rated excellent by previous guests. The property offers three bedrooms and two bathrooms, with a total floor area of 167 square metres, and comfortably accommodates up to eight guests. The apartment has a well-equipped kitchen, a garden, a spa, and air conditioning, as well as internet access.
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.