Compare Vacation Rentals & Airbnb in Westerly, RI

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Westerly, RI vacation rentals
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499 Rentals and Airbnb in Westerly, RI

Best family friendly Westerly, RI vacation rentals

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

Whaler's Rest: Family, Pets, Walk To Beach - Westerly, RI
10 8 reviews

Whaler's Rest: Family, Pets, Walk To Beach

apartment, Stonington
This Stonington Borough flat, a short walk from the harbour and 6.4km from Mystic's Seaport Museum and aquarium, offers a beautifully renovated first-floor dwelling in a historic neighbourhood.
The two-bedroom, one-bathroom apartment sleeps five, features a full kitchen with dishwasher, central air conditioning, Wi-Fi, smart TVs, and access to a shared yard with BBQ facilities; nearby beaches, vineyards and scenic trails provide additional leisure options.
Sweet Mystic Retreat - Westerly, RI
10 286 reviews

Sweet Mystic Retreat

apartment, Stonington
This charming house is situated in Mystic, just a short walk (less than 1km) from Mystic Seaport, the Mystic River Bascule Bridge, and the Charles W. Morgan, making it perfect for exploring this historic and picturesque town. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has four bedrooms, accommodating up to eight guests, making it ideal for families or groups of friends. It comes equipped with a fully fitted kitchen, a garden, a patio, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.
The Mystic Surfside Getaway 1-bd Apt - Westerly, RI
No reviews

The Mystic Surfside Getaway 1-bd Apt

apartment, Stonington
This modern second-floor flat is located just outside Historic Downtown Mystic, providing convenient walking or driving access to its shops, restaurants, and attractions, approximately 500 meters from the town centre.
This stylish apartment accommodates two guests with one bathroom, featuring a modern interior, a fully equipped kitchen, a private balcony, a dedicated workspace, in-unit laundry, and access to a shared backyard with a gas grill, all within easy reach of Mystic's historic sites.
Westerly Getaway- Short Drive To The Beach, Walk To Downtown Shops & Restaurants - Westerly, RI
10 31 reviews

Westerly Getaway- Short Drive To The Beach, Walk To Downtown Shops & Restaurants

apartment, Westerly
This Westerly apartment, situated near Westerly Town Beach and a short drive from Watch Hill and Misquamicut Beach, offers easy access to local attractions including Foxwoods Resort Casino and Mystic Seaport.
The three-bedroom, two-bathroom dwelling sleeps six guests, boasts a fully equipped kitchen with dishwasher, air conditioning, and a relaxing deck; a Westerly Town Beach Pass is included for stays of five nights or more (starting 2025).

Best Westerly, RI vacation rentals with a pool

Among the 499 accommodations in Westerly, RI, here are the 4 best rentals with a pool

Modern Coastal Retreat W/ Pool,  Close To Beaches And Golf Courses. - Westerly, RI
9.8 25 reviews

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

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.
Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10. - Westerly, RI
10 12 reviews

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

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.
Holiday Inn Express Mystic By Ihg - Westerly, RI
8.5 1615 reviews

Holiday Inn Express Mystic By Ihg

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.
One-bedroom Apartment - Westerly, RI
8.0 1 review

One-bedroom Apartment

apartment, Westerly
This one-bedroom flat is centrally located in Westerly, offering easy access to local amenities, beaches, and other attractions within a 5 kilometre radius.
This Westerly flat accommodates up to four guests and features air conditioning, a swimming pool, and a kitchen equipped with a fridge, with pets welcome and internet access provided.

Frequently Asked Questions about vacation rentals in Westerly, RI

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

    For families, the Mystic Aquarium in nearby Mystic, Connecticut, is a great day out, featuring a variety of marine life exhibits and interactive experiences. The Misquamicut State Beach is also a popular choice, with a playground, picnic areas, and a concession stand.
  • 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 best time to book a vacation rental in Westerly is during the shoulder seasons, from April to May and September to October. You'll find lower prices and fewer crowds compared to the peak summer months.
  • What are the most popular Airbnbs in Westerly, RI?

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

    A walk along the Westerly Town Beach is a great free activity. You can also explore the Westerly Land Trust's nature trails, offering scenic views and opportunities for birdwatching.
  • What are the best vacation rentals with a pool in Westerly, RI?

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

    For local dishes, try The Cooked Goose in the village of Watch Hill. They serve up classic New England fare with a modern twist, using fresh, local ingredients. The Bridge Restaurant in Westerly is another good option, offering seafood and other local specialties.
  • 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 Rail Trail is a great option for walking or cycling, offering a scenic route along the former railroad line. You can also take a walk or bike ride along the waterfront, enjoying views of the harbour and the Atlantic Ocean.
  • What are the best rentals or Airbnbs with a jacuzzi in Westerly, RI?

  • Are there pet-friendly attractions in Westerly, RI?

    Many of the beaches in Westerly are pet-friendly, especially during the off-season. You can also take your furry friend for a walk along the Westerly Rail Trail. Check with individual businesses and attractions for their pet policies.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy compared to hotels. They often come with kitchens, making it easier to prepare meals and save money. You'll also find a wider range of options, from cosy cottages to luxurious beachfront homes.
  • What are the top sports attractions and facilities in Westerly, RI?

    Westerly has a variety of sports attractions and facilities, including the Westerly Country Club, a private golf course with a challenging 18-hole layout. There are also several public tennis courts and a public swimming pool.

Popular destinations

Best Westerly, RI vacation rentals with a balcony

Rest In Westerly - Westerly, RI
10 26 reviews

Rest In Westerly

apartment, Westerly
This Westerly holiday home, ideally situated for exploring the area, is a 6km drive from Misquamicut State Beach and within easy reach of Westerly's town centre.
The 147 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, terrace, garden, parking, and air conditioning.
The Saltbox - Watch Hill's Award-winning Waterfront Retreat. - Westerly, RI
10 5 reviews

The Saltbox - Watch Hill's Award-winning Waterfront Retreat.

apartment, Westerly
The Saltbox apartment is located in the Watch Hill Historic District of Westerly, just 87 steps from the beach and a four-minute walk from Taylor Swift's home, Holiday House. The apartment has excellent user ratings and is perfect for a relaxing getaway.
The Saltbox offers 69 square metres of living space with two bedrooms and one bathroom, comfortably accommodating up to four guests. The apartment is equipped with a fully fitted kitchen, a terrace, a garden, parking, and internet access, as well as a fireplace, board games, and outdoor activities for your enjoyment.
A Mystic Stay As Sweet As Apple Pie! - Westerly, RI
No reviews

A Mystic Stay As Sweet As Apple Pie!

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.
Mystic Inn Suite #2-stylish Modern Studio Near Downtown & Train Station - Westerly, RI
10 3 reviews

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

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.

Best Westerly, RI vacation rentals with parking

Mystic Area Waterfront Cabin # 2 - Westerly, RI
9.7 15 reviews

Mystic Area Waterfront Cabin # 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.
3-bed 19thc Cottage 9minutes From  Misquamicut Beach - Westerly, RI
9.6 5 reviews

3-bed 19thc Cottage 9minutes From Misquamicut Beach

cottage, Stonington
This Pawcatuck River cottage, a short drive from Misquamicut Beach and close to Westerly, Rhode Island, offers easy access to I-95 and attractions such as Mystic Seaport and Mystic Aquarium.
The 109 square metre property sleeps eight guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, air conditioning, a garden with fire pit and outdoor shower, plus beach gear and high-speed Wi-Fi.
Cozy 2 Bed 1 Bath Near Downtown & Beaches - Westerly, RI
9.5 17 reviews

Cozy 2 Bed 1 Bath Near Downtown & Beaches

apartment, Westerly
This Westerly apartment is centrally located, a short walk from the town centre and within a few kilometres of Misquamicut Beach and Foxwoods Resort Casino.
The two-bedroom, one-bathroom flat sleeps four guests and includes a kitchen, parking, and internet access; nearby attractions include the historic carousel.
Coastal Colonial Near Misquamicut - Westerly, RI
10 5 reviews

Coastal Colonial Near Misquamicut

apartment, Westerly
This coastal colonial residence is located in Dunn's Corners, Westerly, offering convenient access to Misquamicut State Beach, Watch Hill, and Charlestown beaches, all within 5 kilometres.
This detached house accommodates up to six guests and features two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, fitness centre, parking, and a vaulted family room with a wood-burning fireplace, plus a deck and firepit for outdoor enjoyment.
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