Holiday Rentals in Westerly, RI

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Westerly, RI holiday rentals
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363 Holiday rentals and Airbnb 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

Quintessential New England Home On Private Beach - Westerly, RI
10 37 reviews
Westerly, RI
21/10 – 26/10
1469 €/nighttotal: 7345 € (5 )

Quintessential New England Home On Private Beach

4 2
apartment , Westerly
This spacious four-bedroom apartment is situated at the quieter end of Misquamicut Beach in Westerly, just 3.2km from Watch Hill. It has received excellent ratings for location, cleanliness, and user experience.
The apartment spans 167 square metres and can comfortably accommodate up to 10 guests. It offers a range of amenities, including direct beach access, a private backyard with a picnic area and gas grill, and modern features like a renovated kitchen and central air conditioning.
Coastal Retreat • 2br Near Beaches & Mystic - Westerly, RI
9.6 35 reviews
Westerly, RI
08/07 – 10/07
278 €/nighttotal: 556 € (2 )

Coastal Retreat • 2br Near Beaches & Mystic

1 2
apartment , Stonington
Willow Apartment, situated less than 1.6km from Westerly town centre and a short drive from Mystic, Connecticut, offers easy access to local amenities and popular tourist attractions.
This one-bedroom flat sleeps six guests and includes parking, Wi-Fi, air conditioning, and a fully-equipped kitchen; nearby casinos provide additional entertainment options.
Westerly Garden Apartment Minutes Walk To Downtown - Westerly, RI
9.8 146 reviews
Westerly, RI
18/09 – 21/09
151 €/nighttotal: 453 € (3 )

Westerly Garden Apartment Minutes Walk To Downtown

1 2
apartment , Westerly
This one-bedroom apartment is located within walking distance of Westerly town centre, close to the United Theatre, the Knick, and Wilcox Park.
The self-catering apartment sleeps four and includes a patio, outdoor dining area, and a fire pit, perfect for enjoying the beautiful Westerly weather.
Cozy, Summer House Near Misquamicut Beach - Westerly, RI
10 19 reviews
Westerly, RI
11/09 – 18/09
368 €/nighttotal: 2576 € (7 )

Cozy, Summer House Near Misquamicut Beach

1 2
apartment , Westerly
This cosy house is located in a peaceful residential area of Westerly, just a 5-kilometre drive from the beautiful beaches of Watch Hill, Misquamicut, and Weekapaug. The property is also within walking distance of the river and marina, offering scenic walks and a variety of restaurants.
The house sleeps up to six guests and has three bedrooms and two bathrooms. It features a fully equipped kitchen, a garden, parking, and air conditioning, ensuring a comfortable stay.

Best Westerly, RI holiday rentals with a pool

Among the 363 accommodations in Westerly, RI, here are the 4 best rentals with a pool

Misquamicut Beach House, Just 1 Mile From The Ocean! - Westerly, RI
10 48 reviews
Westerly, RI
21/10 – 26/10
572 €/nighttotal: 2860 € (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.
Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10. - Westerly, RI
10 11 reviews
Westerly, RI
21/10 – 26/10
716 €/nighttotal: 3580 € (5 )

Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10.

3 2
resort , Stonington
This Pawcatuck holiday home, part of the 'Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10' offer, is situated within 5km of attractions including the Black Duck Gallery, Wilcox Park, Westerly Public Library, Granite Theatre, and Babcock-Smith House.
Sleeping up to 10 guests, the three-bedroom property boasts two bathrooms, a private in-ground pool, hot tub, and access to tennis courts, all within a smoke-free environment; a fully equipped kitchen and laundry facilities are also provided.
Saltwater Pool And Beach Pass - Westerly, RI
9.5 26 reviews
Westerly, RI
17/07 – 20/07
1081 €/nighttotal: 3243 € (3 )

Saltwater Pool And Beach Pass

3 3
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.
Holiday Inn Express Mystic By Ihg - Westerly, RI
8.5 1558 reviews
Westerly, RI
21/10 – 26/10
238 €/nighttotal: 1190 € (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.

Frequently asked questions about holiday rentals in Westerly, RI

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

    Westerly is full of charm! You shouldn't miss the historic Watch Hill Lighthouse, a beautiful landmark with stunning views. Also, take a stroll along the Westerly Town Beach, a lovely sandy beach perfect for a relaxing day.
  • What are the best Airbnb and holiday rentals in Westerly, RI?

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

    For a classic seaside experience, consider Watch Hill. It's a charming area with beautiful houses and a lively atmosphere. If you prefer a more relaxed vibe, try the quieter neighbourhood of Misquamicut, known for its long sandy beach.
  • What are the most popular Airbnbs in Westerly, RI?

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

    The Mystic Aquarium in nearby Mystic, Connecticut, is always a hit with families. In Westerly itself, the Wilcox Park is great for kids, with a playground, a carousel, and a pond. And don't forget the Westerly Town Beach for some fun in the sun!
  • 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 summer months, from June to August, are the busiest, so booking in advance is essential. If you prefer a quieter experience and milder weather, consider visiting in the shoulder seasons, spring or autumn.
  • What are the best rentals for families and kids in Westerly, RI?

  • What events or festivals should visitors check out in and around Westerly, RI?

    The Watch Hill Beach Party in July is a lively event with music, food, and fireworks. In August, the Westerly Art & Craft Fair is a great opportunity to browse local art and crafts. If you're around in September, check out the annual Westerly Wine & Food Festival.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

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

    Take a walk or bike ride along the scenic Westerly Bike Path, which runs along the Pawcatuck River. You can also enjoy a picnic at Wilcox Park, or explore the charming shops and galleries in downtown Westerly.
  • What are the best restaurants with local dishes in Westerly, RI?

    For fresh seafood, try The Cooked Goose in Watch Hill. If you're looking for a classic New England dining experience, head to The Windjammer in Misquamicut, known for its lobster rolls and clam chowder.
  • What are the best walking or cycling routes in Westerly, RI?

    The Westerly Bike Path is a great option for a leisurely bike ride or walk, offering scenic views of the Pawcatuck River. For a more challenging ride, try the Watch Hill Loop, which takes you through the charming streets of Watch Hill and offers stunning ocean views.
  • Are there pet-friendly attractions in Westerly, RI?

    Yes, many places in Westerly welcome furry friends. Westerly Town Beach allows dogs on a leash during certain hours, and Wilcox Park has a designated dog park. Many restaurants also have outdoor seating that's pet-friendly.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to hotels. They can also be more budget-friendly, especially for families or groups. Many rentals are located in desirable areas, offering easy access to local attractions and amenities.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly has a few sports facilities, including the Westerly Recreation Center, which offers a variety of programs and activities. For outdoor sports, there are plenty of options, like the Westerly Town Beach for swimming and sunbathing, and the Pawcatuck River for kayaking and paddleboarding.

Destinations nearby

Best Westerly, RI holiday rentals with a balcony

Perfect Group Escape · Coastal Mystic Ranch - Westerly, RI
9.9 125 reviews
Westerly, RI
18/09 – 21/09
628 €/nighttotal: 1884 € (3 )

Perfect Group Escape · Coastal Mystic Ranch

3 2
apartment , Stonington
This charming house is situated on a river, just a short walk from Williams Beach and Mystic Seaport, offering a peaceful retreat close to popular attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property has three bedrooms, comfortably accommodating up to eight guests. Enjoy modern amenities, a private fenced yard with a barbecue grill, and a spacious terrace or balcony for relaxing and enjoying the river views.
Mini Palace @ Mystic Seaport & Aquarium: 5 Queen Beds 1 Bunk Bed - Westerly, RI
9.8 194 reviews
Westerly, RI
18/09 – 21/09
651 €/nighttotal: 1953 € (3 )

Mini Palace @ Mystic Seaport & Aquarium: 5 Queen Beds 1 Bunk Bed

4 2
apartment , Stonington
This modern split-level house is located just a block from the Mystic River and a short walk to Mystic Seaport Museum, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall experience.
The spacious house, spanning 204 square metres, comfortably accommodates 12 guests in its four bedrooms and two bathrooms. The property boasts a range of amenities including a fully equipped kitchen, a furnished outdoor deck, high-speed internet, and a spa, making it ideal for families and groups seeking a comfortable and enjoyable stay.
Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station - Westerly, RI
Westerly, RI
18/09 – 21/09
401 €/nighttotal: 1203 € (3 )

Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station

1 2
studio , Stonington
This modern, open-concept studio apartment, located in Mystic, is situated 1.6 kilometres from downtown Stonington and 800 metres from the train station, offering convenient access to Mystic Seaport and the Mystic Aquarium.
This well-equipped accommodation for up to four guests features a kitchenette with a fridge and microwave, air conditioning, parking, and a floor area of 60 square metres, with a luxurious bathroom boasting heated floors and an oversized shower.
Fair Winds | Twin Charmer Walk To Downtown Mystic! - Westerly, RI
9.9 73 reviews
Westerly, RI
11/09 – 18/09
672 €/nighttotal: 4704 € (7 )

Fair Winds | Twin Charmer Walk To Downtown Mystic!

3 2
apartment , Stonington
This charming house is located in Mystic, just a 15-minute walk from Mystic Seaport and the Mystic River Bascule Bridge, offering easy access to the area's historical landmarks and waterfront. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The property features a fully equipped kitchen, two bathrooms, and a private balcony. It also offers a garden, barbecue grills, a washing machine, and a smoke-free environment, making it ideal for families or groups looking for a comfortable and convenient stay.

Best Westerly, RI holiday rentals with parking

Historic 1900s Ship Smith Cottage... A Patriotic New England Inspiration! - Westerly, RI
10 908 reviews
Westerly, RI
27/08 – 30/08
1162 €/nighttotal: 3486 € (3 )

Historic 1900s Ship Smith Cottage... A Patriotic New England Inspiration!

4 2
B&B , Stonington
The Williams Home, a charming bed and breakfast, sits on Main Street in Old Mystic, just a short walk from the scenic River Road and a few minutes' drive from the Mystic Seaport Museum. This accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The Williams Home offers a range of rooms, including spacious private rooms with king-sized beds and ensuite bathrooms, as well as shared amenities like a kitchen and a tavern room. Guests can enjoy a relaxing stay with features like a Jacuzzi, a terrace, and a garden, as well as the option of bringing their pets.
Book Now For Summer 2026! Great Location! Beach Parking Pass!! - Westerly, RI
9.8 13 reviews
Westerly, RI
25/07 – 01/08
418 €/nighttotal: 2926 € (7 )

Book Now For Summer 2026! Great Location! Beach Parking Pass!!

2 2
apartment , Westerly
This apartment is located in Westerly, a mile from both East Beach and Misquamicut State Beach, offering easy access to the coast and its attractions. It has been rated excellent by previous guests.
This two-bedroom apartment, with one bathroom, is 56 square metres in size. The apartment comes with a range of features, including a kitchen with a fridge, microwave oven and dishwasher, air conditioning, a jacuzzi, a terrace/balcony, a garden, parking, internet, and a smoke-free environment.
Comfortable Living In Casual 100 Yr Old Home, 10 Min Walk To Stonington Village - Westerly, RI
9.8 179 reviews
Westerly, RI
18/09 – 21/09
199 €/nighttotal: 597 € (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.
Walk To 3 Private Misquamicut Beaches, 3-bdrm Completely Renovated Beach House! - Westerly, RI
10 7 reviews
Westerly, RI
18/09 – 21/09
901 €/nighttotal: 2703 € (3 )

Walk To 3 Private Misquamicut Beaches, 3-bdrm Completely Renovated Beach House!

3 2
apartment , Westerly
This Misquamicut Fire District property in Westerly, Rhode Island, offers private beach access and is situated a short walk (approximately 1.3 km) from three beaches, an 8-minute drive (approximately 13 km) from Watch Hill, and a 25-minute drive (approximately 40 km) from Mystic Aquarium.
The 102-square-metre house boasts three bedrooms, two bathrooms, sleeping up to eight guests, and features a fully equipped kitchen, a spacious coastal-inspired interior with a king bedroom, a queen bedroom, and bunk beds, plus a fully fenced backyard with a fire pit and Weber BBQ grill; kid-friendly amenities are also provided.
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