Holiday Rentals in Westerly, RI

499 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

Find the Best Seaside Holiday Rentals in Westerly, RI

Plan a relaxing coastal trip at shoreside holiday rentals in Westerly, RI, located a brief distance from regional boardwalks.

Upscale Apartment In Mystic 7 Minute Walk To Drawbridge - Westerly, RI
10 36 reviews

Upscale Apartment In Mystic 7 Minute Walk To Drawbridge

apartment, Stonington
This Stonington apartment, a short 0.8-1.1km walk from Mystic's drawbridge and close to attractions such as Mystic Seaport and Mystic Aquarium, offers convenient access to shops, restaurants (including S&P Oyster and Sift Bakery), and water activities near Blue Heaven Kayak rentals.
The self-catering flat comprises one bedroom with a queen-size bed, one bathroom, and sleeps two guests; amenities include air conditioning, internet access, and private driveway parking, with additional street parking available.
Breathtaking Beach House On The Water - Westerly, RI
9.9 17 reviews

Breathtaking Beach House On The Water

apartment, Westerly
This beach house is located on the breachway in Misquamicut, Westerly, just a short walk from the beach and a 5-minute drive from the town centre. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This two-bedroom house can comfortably sleep eight people and is ideal for families or groups of friends. Guests can enjoy direct water access, two kayaks, a dock, and a garden, as well as access to Misquamicut beach and its attractions.
Fabulous 4-bedroom Waterfront Home With Beach And Dock In Charming Stonington - Westerly, RI
10 1 review

Fabulous 4-bedroom Waterfront Home With Beach And Dock In Charming Stonington

apartment, Stonington
This Pawcatuck holiday home offers a convenient base, situated a short drive from Stonington and within easy reach of Misquamicut State Beach, Mystic Aquarium and Institute for Exploration, and the historical exhibits of Mystic Seaport.
This four-bedroom, four-bathroom property accommodates up to eight guests, providing essential amenities such as air conditioning and heating, with a flexible check-out time of 11:00.
Misquamicut Waterfront Beach House - Westerly, RI
9.8 55 reviews

Misquamicut Waterfront Beach House

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.

Best family friendly Westerly, RI holiday rentals

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

Entire House 2 Miles To Misquamicut Beach- Sleeps 10! - Westerly, RI
9.2 7 reviews

Entire House 2 Miles To Misquamicut Beach- Sleeps 10!

apartment, Westerly
This 3-bedroom, 2-bathroom flat in Westerly is situated conveniently 3.2 kilometres from Misquamicut beach and 9.7 kilometres from historic downtown Westerly, offering easy access to attractions such as Charlestown, South Kingstown, Mystic Aquarium, Mystic Seaport, Foxwoods, and Mohegan Sun, with ferry and air travel to Block Island also readily available.
This family-friendly property accommodates up to 11 guests with ample onsite parking, a large backyard, a screened-in porch for al fresco dining, and essential amenities including internet, air conditioning, and a kitchen equipped with a fridge, microwave oven, and dishwasher.
Charming 3-bedroom Townhome-like Guest Unit With Ac And Wifi In Qeba - Westerly, RI
10 3 reviews

Charming 3-bedroom Townhome-like Guest Unit With Ac And Wifi In Qeba

apartment, Charlestown
This Charlestown holiday home is situated an 8-minute walk (approximately 1.3km) from Quonochontaug East Beach, offering easy access to other attractions such as Misquamicut State Beach and Burlingame State Park.
The three-bedroom property sleeps eight guests, boasting a master bedroom with private patio, two further upstairs bedrooms, a large deck, and amenities including Wi-Fi, air conditioning, a cedar-paneled outdoor shower, and a washer.
Walk To Downtown Westerly | Near Beaches | 4br 3ba - Westerly, RI
No reviews

Walk To Downtown Westerly | Near Beaches | 4br 3ba

apartment, Westerly
This Westerly abode is situated a short distance from Foxwoods Resort Casino and Mystic Seaport, with Mystic Aquarium also within easy reach.
This 4-bedroom, 3-bathroom house accommodates up to 8 guests, offering air conditioning, Wi-Fi, and a kitchen equipped with a fridge and dishwasher for a comfortable stay.
Amazing Beach House In The Woods With Pool And Hot Tub - Westerly, RI
10 67 reviews

Amazing Beach House In The Woods With Pool And Hot Tub

apartment, Westerly
This spacious apartment is located in Misquamicut, Rhode Island, just 800 metres from the beach and a short drive from the village and beaches of Watch Hill. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has four bedrooms and can accommodate up to ten guests, making it ideal for families or groups of friends. It is equipped with a private pool, hot tub, outdoor shower, Sonos sound system, a well-equipped kitchen, and a ping pong table, ensuring a comfortable and entertaining stay.

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.

Popular destinations

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.

Misquamicut Beach House, Just 1 Mile From The Ocean! - Westerly, RI
10 55 reviews

Misquamicut Beach House, Just 1 Mile From The Ocean!

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.
Breezeway Resort - Westerly, RI
9.4 98 reviews

Breezeway Resort

resort, Westerly
Breezeway Resort in Westerly offers an excellent location near the ocean, with private beach access and within a 5-kilometre drive of Misquamicut State Beach and East Beach.
This family-friendly hotel provides complimentary continental breakfast, free Wi-Fi, on-site parking, and a seasonal outdoor swimming pool, with check-out available before 11:00.
Watch Hill Beach & Pool Escape - Westerly, RI
10 18 reviews

Watch Hill Beach & Pool Escape

apartment, Westerly
This holiday home is situated just 6km from Rhode Island's best beaches in Watch Hill, a charming seaside town. The property has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom, three-bathroom house can comfortably accommodate up to 9 guests. Enjoy the private saltwater pool with a safety fence, multilevel decks with water views, fire pit, BBQ grilling section, and a fully equipped kitchen.
Saltwater Pool And Beach Pass - Westerly, RI
9.6 29 reviews

Saltwater Pool And Beach Pass

apartment, Westerly
This apartment is located in Westerly, just a short 5-8 minute drive from the beautiful Wuskenau Beach. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment is spacious and can comfortably accommodate up to 8 guests. It features a private in-ground saltwater pool, multiple decks, a gas fire pit, and a Murphy bed for extra sleeping space. Guests also have access to Wuskenau Beach via a provided beach pass.

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.

Cottage Feel! #World Cup! - Westerly, RI
9.9 62 reviews

Cottage Feel! #World Cup!

cottage, Westerly
This charming house is located in Westerly, just a 1-kilometre walk from the train station, downtown restaurants and bars, and the Westerly Library and Wilcox Park. It has received excellent ratings for its location, cleanliness, and overall user experience.
The house has one bedroom and one bathroom, sleeping up to four guests. It comes with a fully equipped kitchen, a garden, parking, and air conditioning, as well as a deck with a grill for outdoor dining.
Westerly, Charming Cottage Blocks From Downtown - Westerly, RI
9.3 252 reviews

Westerly, Charming Cottage Blocks From Downtown

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.
Blue Rock - Westerly, RI
No reviews

Blue Rock

apartment, Westerly
This spacious Westerly house, situated in a quiet neighbourhood minutes from Westerly town centre, Watch Hill, and Westerly beaches (including a Wuskenau Beach pass), is approximately 32km from Foxwoods Casino.
The four-bedroom, two-bathroom property sleeps eight guests, offering a living room, kitchen with dishwasher, fridge and freezer, a dining room, garden, parking, air conditioning, internet access, and a mix of queen and twin beds.
House Of The Rising Sun - Westerly, RI
10 1 review

House Of The Rising Sun

house, Westerly
This Westerly beach house, situated near a private beach and within walking distance of local attractions, offers stunning sunrise ocean views.
Sleeping eight guests, the three-bedroom, three-bathroom property boasts a chef's kitchen, Italian marble bathrooms, a fenced yard with an outdoor shower, and a loft area – perfect for families seeking a luxurious coastal getaway.

Our Favourite 5-Star Self-Catering Holiday Rentals in Westerly, RI

A coastal luxury holiday rental or Airbnb in Westerly, RI sets the perfect tone for your stay, offering 5-star comfort and quality.

Private Chic Waterfront Retreat-newly Renovated. - Westerly, RI
9.9 62 reviews

Private Chic Waterfront Retreat-newly Renovated.

apartment, Westerly

Best Westerly, RI holiday rentals with a balcony

Waterfront Cottage - Mystic, Westerly, Stonington Beaches And Casinos Nearby - Westerly, RI
9.2 5 reviews

Waterfront Cottage - Mystic, Westerly, Stonington Beaches And Casinos Nearby

apartment, Stonington
The Sea Shanty Suite · Walk Mystic-train/ev Lvl-2 - Westerly, RI
No reviews

The Sea Shanty Suite · Walk Mystic-train/ev Lvl-2

apartment, Stonington
Stonington Village | Walk To Beach, Shops & Dining - Westerly, RI
No reviews

Stonington Village | Walk To Beach, Shops & Dining

apartment, Stonington
Beach Cottage - Westerly, RI
10 3 reviews

Beach Cottage

cottage, Westerly

Guest-Favourite Dog-Friendly Self-Catering Holiday Rentals in Westerly, RI

These dog-friendly holiday rentals and Airbnbs in Westerly, RI guarantee a holiday your pet will enjoy as much as you.

Beach On A Budget: Next To Forest, Ocean 4 Miles - Westerly, RI
No reviews

Beach On A Budget: Next To Forest, Ocean 4 Miles

apartment, Westerly
Wonderful Rental - Westerly, RI
8.2 26 reviews

Wonderful Rental

apartment, Westerly
Shelter Harbor Spacious House - Westerly, RI
10 2 reviews

Shelter Harbor Spacious House

apartment, Westerly
New! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome. - Westerly, RI
10 2 reviews

New! Beautiful Stone House Near Mystic, Beaches & Foxwoods. Pets Welcome.

apartment, Stonington

Choose the Right Holiday Rentals with a Hot Tub in Westerly, RI

A holiday rental or Airbnb with a hot tub near the water in Westerly, RI is ideal for a private evening soak.

Secret Garden - Westerly, RI
No reviews

Secret Garden

apartment, Westerly
Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres - Westerly, RI
No reviews

Luxurious Expansive Villa In Prestigious Watch Hill Set On 5 Acres

house, Westerly

Popular Self-Catering Holiday Rentals with Spa Facilities in Westerly, RI

Unwinding after a day by the water in Westerly, RI is much easier with a spa on-site, delivering waterside wellness at its best.

The Blue Raccoon Beach Cottage - Westerly, RI
10 12 reviews

The Blue Raccoon Beach Cottage

apartment, Westerly
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