Holiday Rentals in Westerly, RI

363 available vacation rental offers

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Westerly, RI holiday rentals
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Best Holiday rentals and Airbnb offers in Westerly, RI

Best family friendly Westerly, RI holiday rentals

Among the 363 accommodations in Westerly, RI, here are the 4 best family friendly rentals

Shelter Garden - Westerly, RI
Westerly, RI
23/06 – 30/06
£917/nighttotal: £6419 (7 )

Shelter Garden

1 4
apartment , Westerly
This family-friendly apartment in Westerly offers coastal elegance within a peaceful district, providing convenient access to the ocean and local attractions.
This property accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, alongside air conditioning and garden access.
Watch Hill Misquamicut Westerly Rhode Island - Westerly, RI
9.8 15 reviews
Westerly, RI
11/09 – 18/09
£814/nighttotal: £5698 (7 )

Watch Hill Misquamicut Westerly Rhode Island

3 2
apartment , Westerly
This Westerly oceanfront holiday home is a short walk (less than 2km) from East Beach and Misquamicut State Beach, and within 3km of Atlantic Beach Park and Water Wizz.
Sleeping five guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, private garden with barbecue facilities, free Wi-Fi, air conditioning, and a spa, perfect for families seeking a relaxing beach getaway.
Modern Beach House Serenity - Westerly, RI
9.8 8 reviews
Westerly, RI
11/09 – 18/09
£676/nighttotal: £4732 (7 )

Modern Beach House Serenity

3 2
apartment , Westerly
This Westerly holiday home is situated within 3.2km of East Beach and Misquamicut State Beach, and 4.8km of Water Wizz water park, offering easy access to Westerly's coastal attractions.
The 167 square metre property boasts three bedrooms, four bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio, garden, tennis court, and free Wi-Fi.
Modern Coastal Retreat W/ Pool,  Close To Beaches And Golf Courses. - Westerly, RI
9.8 24 reviews
Westerly, RI
11/09 – 18/09
£1505/nighttotal: £10535 (7 )

Modern Coastal Retreat W/ Pool, Close To Beaches And Golf Courses.

5 2
apartment , Westerly
This Westerly holiday home is situated within 5km of Burlingame State Park, East Beach, and Weekapaug Beach, offering easy access to stunning coastal scenery.
This 307 square metre property boasts five bedrooms, four bathrooms, and accommodates up to 13 guests, featuring a private pool, barbecue grills, and a fully equipped kitchen; a washing machine and fireplace add extra convenience.

Handpicked Holiday Rentals with a Pool in Westerly, RI

Dip in whenever you like as our holiday rentals near the water in Westerly, RI come with a swimming pool on-site.

Villa Salt Acres  Idyllic East Coast Estate In Stonington - Westerly, RI
Westerly, RI
23/06 – 30/06
£9866/nighttotal: £69062 (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.
Estate Property, Pool, Beaches, Watch Hill, Electric Boat, Naval Bases - Westerly, RI
8.4 20 reviews
Westerly, RI
11/09 – 18/09
£1239/nighttotal: £8673 (7 )

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.
Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres - Westerly, RI
Westerly, RI
25/07 – 01/08
£6940/nighttotal: £48580 (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.
Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass - Westerly, RI
9.6 5 reviews
Westerly, RI
11/09 – 18/09
£1525/nighttotal: £10675 (7 )

Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass

6 2
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.

Frequently asked questions about holiday rentals in Westerly, RI

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

    You should definitely check out the Watch Hill Lighthouse, it's a beautiful landmark and a must-see for any visitor. Also, don't miss the opportunity to stroll along the Westerly Town Beach, it's a lovely spot to relax and enjoy the ocean views.
  • What are the best Airbnb and holiday rentals in Westerly, RI?

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

    If you're looking for a more lively area, try the Watch Hill neighbourhood, it's close to the beach and has a good selection of restaurants and shops. But if you prefer a quieter stay, the Pawcatuck River neighbourhood is a great choice, it's more peaceful and has beautiful views of the river.
  • What are the most popular Airbnbs in Westerly, RI?

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

    Westerly has plenty of family-friendly attractions. The Mystic Aquarium, just a short drive away, is a great place to see marine life. For some outdoor fun, the Misquamicut State Beach offers a playground, picnic areas and swimming. The Wilcox Park is also a good spot for families, with its beautiful gardens and a pond where you can feed the ducks.
  • 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 avoid the crowds and still enjoy pleasant weather. If you're looking for a beach holiday, July and August are the peak months, but expect higher prices and more people.
  • What are the best rentals for families and kids in Westerly, RI?

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

    A walk along the Westerly Town Beach is a great way to enjoy the ocean views without spending a penny. You can also explore the historic downtown area, with its charming shops and restaurants, and visit the Westerly Public Library, which offers free events and activities.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

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

    The Cooked Goose is a popular spot for local seafood, try their New England clam chowder. For a more casual dining experience, head to The Red rooster, they have a great selection of burgers and sandwiches. If you're looking for something a bit more upscale, The Bayberry Restaurant offers delicious American cuisine with a focus on fresh, local ingredients.
  • What are the best walking or cycling routes in Westerly, RI?

    The Westerly Bike Path is a great option for a leisurely cycle, it runs along the Pawcatuck River and offers beautiful views. For a more challenging walk, try the Watch Hill Cliff Walk, it offers stunning views of the Atlantic Ocean and the coastline.
  • Are there pet-friendly attractions in Westerly, RI?

    Yes, many places in Westerly are pet-friendly. The Westerly Town Beach allows dogs on leash during certain hours, and many restaurants have outdoor seating where you can enjoy a meal with your furry friend. The Wilcox Park is also a great spot for a walk with your dog.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals in Westerly often offer more space and privacy compared to hotels, and many have kitchens, allowing you to prepare your own meals. You'll also have the flexibility to come and go as you please, and many rentals are located in desirable areas, close to the beach or other attractions.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly has a few sports attractions and facilities. The Westerly Town Beach is a popular spot for swimming, sunbathing and surfing. The Westerly Yacht Club offers sailing and boating opportunities. For those who prefer land-based sports, the Westerly Recreation Center offers a variety of activities, including basketball, tennis and volleyball.

Destinations nearby

Best Westerly, RI holiday rentals with a balcony

1784 Denison Home~ New England Nautical Inspiration~ Welcome To Warm Hospitality - Westerly, RI
10 542 reviews
Westerly, RI
10/09 – 13/09
£872/nighttotal: £2616 (3 )

1784 Denison Home~ New England Nautical Inspiration~ Welcome To Warm Hospitality

5 3
apartment , Stonington
The Denison Home B&B is situated in the charming hamlet of Old Mystic, just 4.8 kilometres from the Mystic Seaport, shops, and restaurants. The B&B has received excellent ratings for its location, cleanliness, and overall experience.
The 279 square metre property is a 1784 colonial home with original features, including wide-planked floors, a beehive oven, and working fireplaces. Guests can enjoy modern amenities, spacious outdoor areas with a gazebo, fire pit, hammocks, and patio tables, and a cosy and romantic atmosphere.
Summer Beach Rental W/ Beach Pass - 3 Bed/3 Bath - Westerly, RI
10 2 reviews
Westerly, RI
25/07 – 01/08
£590/nighttotal: £4130 (7 )

Summer Beach Rental W/ Beach Pass - 3 Bed/3 Bath

3 2
apartment , Charlestown
This Charlestown holiday home, minutes from Blue Shutters, Quonnie, and Charlestown Town Beaches, offers easy access to the area's best coastal spots.
The three-bedroom, three-bathroom property sleeps eight, boasting a modern kitchen with dishwasher, a private balcony, ample parking, a large garden, and outdoor amenities including a fire pit and barbecue.
Mytic Inn Suite #3-stylish Modern - Westerly, RI
Westerly, RI
25/07 – 01/08
£224/nighttotal: £1568 (7 )

Mytic Inn Suite #3-stylish Modern

1 2
apartment , Stonington
This modern studio flat is situated in Mystic, 1.6 kilometres from the town centre and 800 metres from the train station, offering convenient access to downtown shops, waterfront dining, Mystic Seaport, and Mystic Aquarium.
This 60 square metre studio apartment accommodates up to four guests, featuring an open-concept layout with a well-equipped kitchenette, air conditioning, a fireplace, and a luxurious bathroom with heated floors and an oversized shower.
Beautiful 5 Bdr Weekapaug Rental - Westerly, RI
Westerly, RI
11/09 – 18/09
£979/nighttotal: £6853 (7 )

Beautiful 5 Bdr Weekapaug Rental

5 2
apartment , Westerly
This spacious apartment is located in the Weekapaug Fire District, a short walk from the beach and offering easy access to The Weekapaug Inn and The Ocean House, with Mystic Aquarium and Mystic Seaport approximately 16 kilometres away.
This five-bedroom holiday home accommodates up to fourteen guests, featuring a bunk room, an infrared sauna, a trampoline, and provided recreational equipment including a canoe and kayaks for exploring the nearby waters.

Check Out Holiday Rentals with Parking in Westerly, RI

On-site parking takes one thing off your list when visiting Westerly, RI, and these holiday rentals have it included.

Mcm Beach Home - Ri - Westerly, RI
10 90 reviews
Westerly, RI
10/09 – 13/09
£980/nighttotal: £2940 (3 )

Mcm Beach Home - Ri

1 3
apartment , Westerly
This mid-century modern Airbnb is located in South County, Rhode Island, just a short drive from the beaches of Misquamicut and Watch Hill, offering a tranquil escape in a peaceful setting. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house has five bedrooms and three bathrooms, accommodating up to ten guests. Enjoy a spacious kitchen, a cosy fireplace, two flagstone terraces, two decks, three acres of outdoor space, and direct access to Quonochontaug Pond for kayaking, paddleboarding, or simply enjoying the scenery.
The Cottage On Pequot Trail
(Aka The Clubhouse) - Westerly, RI
9.8 26 reviews
Westerly, RI
17/07 – 20/07
£304/nighttotal: £912 (3 )

The Cottage On Pequot Trail (Aka The Clubhouse)

1 3
apartment , Stonington
This Stonington A-frame house, situated in a secluded area of Southern New England, offers easy access to Westerly, Watch Hill, and Mystic, all within a short driving distance (distances vary, but expect under 16 km to each).
The self-catering property boasts two bedrooms, one bathroom, sleeps four guests, includes a private garden with a koi pond, a spacious porch with a gas fireplace, and a fully equipped kitchen with a fridge, freezer, and microwave; nearby hosts provide assistance.
Best Value In Westerly! - Westerly, RI
9.5 68 reviews
Westerly, RI
25/07 – 01/08
£277/nighttotal: £1939 (7 )

Best Value In Westerly!

1 2
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.
Whalers Rest, Historic Flat Near Harbor, Beach & Mystic - Westerly, RI
10 1 review
Westerly, RI
10/09 – 13/09
£369/nighttotal: £1107 (3 )

Whalers Rest, Historic Flat Near Harbor, Beach & Mystic

2 3
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.
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