Vacation rentals in Westerly, RI

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Westerly, RI vacation rentals
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Best Vacation rentals and Airbnb offers in Westerly, RI

Best Westerly, RI vacation rentals with a balcony

Rest In Westerly - Westerly, RI
10 27 reviews

Rest In Westerly

apartment, Westerly
This Westerly vacation rental, a three-bedroom, two-bathroom house, is centrally located, 3.75 miles from Misquamicut State Beach and a short drive from downtown Westerly's shops and restaurants.
The 1580-square-foot property boasts a fully equipped kitchen, a patio with a fire pit, and accommodates up to six guests, offering easy access to attractions like Mystic Seaport and Foxwoods Resort Casino.
Walk To Mystic Seaport & Downtown | Family Retreat - Westerly, RI
10 1 review

Walk To Mystic Seaport & Downtown | Family Retreat

apartment, Stonington
This historic coastal retreat is centrally located in Mystic, Connecticut, mere minutes from its seaports, downtown attractions, and waterfront, offering a family-friendly atmosphere with a dedicated kids' playroom.
This 1520 sq ft, 4-bedroom, 2-bathroom home accommodates up to 8 guests and features a newly renovated kitchen with a Nespresso machine, a spacious backyard with a fire pit, and in-unit laundry, all within a short drive to Mystic Seaport, Mystic Aquarium, Foxwoods, and Mohegan Sun.
Newly Renovated Quonnie Beach House -  Qeba Beach Pass & Pond Access - Westerly, RI
10 11 reviews

Newly Renovated Quonnie Beach House - Qeba Beach Pass & Pond Access

apartment, Charlestown
This vacation home is located in Charlestown, just half a mile from East Beach and within three miles of Burlingame State Park and Kettle Pond Visitors Center, offering easy access to nature and the beautiful Charlestown coastline. This property has earned excellent user ratings, ensuring a comfortable and enjoyable stay for travelers.
This 3-bedroom, 4-bathroom house can comfortably accommodate up to 10 guests. The house features a fully equipped kitchen, a terrace, a garden, and a barbecue grill, perfect for enjoying the warm Charlestown weather and al fresco dining.
The Yellow House - Walk To Downtown Mystic - Westerly, RI
No reviews

The Yellow House - Walk To Downtown Mystic

apartment, Stonington
This private, two-story townhouse apartment in downtown Mystic offers exclusive access and is located within walking distance of the Mystic Bascule Drawbridge, train station, waterfront, restaurants, and shops.
This 800 square foot apartment accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a full kitchen, central heating and cooling, WiFi, and in-unit laundry, plus two off-street parking spaces and a private area on a wraparound porch.

Our Favorite Family-Friendly Vacation Rentals in Westerly, RI

Plan the perfect family beach trip to Westerly, RI with spacious rentals that offer plenty of room to spread out.

Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake - Westerly, RI
9.8 233 reviews

Lakeside Cottage Overhanging The Water, Beautiful Window Views Across The Lake

cottage, Ledyard
This waterfront cottage is located in Ledyard, just a short drive from the Mashantucket Pequot Museum and Research Center, Foxwoods Resort Casino, and Grand Theater at Foxwoods Resort Casino. The cottage has received excellent user ratings, making it a popular choice for travelers visiting Ledyard.
The cottage offers 1,000 square feet of space, comfortably accommodating up to six guests in two bedrooms and one bathroom. The cottage is equipped with a full kitchen, a private spa tub, a garden with BBQ grills, a balcony, and a DVD player.
New England Hospitality At The Carriage House Mystic Vacation Rentals Llc - Westerly, RI
10 23 reviews

New England Hospitality At The Carriage House Mystic Vacation Rentals Llc

apartment, Stonington
This Stonington apartment rental boasts a seaside location, two miles from Shady Oaks Park and three miles from Mystic Aquarium and Olde Mistick Village.
The 360-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a private patio, fireplace, free WiFi, and a dedicated office space.
Walk To Pawcatuck River: Family-friendly Home! - Westerly, RI
9.8 57 reviews

Walk To Pawcatuck River: Family-friendly Home!

house, Stonington
Situated by the sea in Stonington, this vacation home is within 3 miles of popular tourist destinations such as Black Duck Gallery, Westerly Public Library, and Wilcox Park. It has excellent user, location, and cleanliness ratings.
The house has 3 bedrooms, accommodates 4 guests, and has a floor area of 1300 square feet. It features a garden, barbecue grills, a fireplace, a DVD player, a patio, a fully equipped kitchen, and air conditioning.
The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium - Westerly, RI
9.6 10 reviews

The Mystic Harbor House · Walk Downtown Mystic · Train · Aquarium

apartment, Stonington
This Stonington waterfront home, less than a mile from the Mystic River Bascule Bridge and Mystic Seaport, offers stunning Mystic River views and easy access to local attractions.
This 1,180-square-foot house features three bedrooms, two bathrooms, accommodates six guests, and includes a fully equipped kitchen, Wi-Fi, a private fenced yard, and a terrace.

Frequently Asked Questions about vacation rentals in Westerly, RI

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

    The Westerly Library & Wilcox Park is great for kids, with a playground and lots of green space. The Misquamicut State Beach is perfect for building sandcastles and splashing in the waves. And for a fun day out, visit the Mystic Aquarium in nearby Mystic, Connecticut.
  • 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, from June to August, are the busiest time in Westerly. If you're looking for a more relaxed experience, consider visiting in the shoulder seasons, spring or fall. You'll find better deals on rentals and fewer crowds.
  • What are the most popular Airbnbs in Westerly, RI?

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

    The Watch Hill Beach Party is a great summer event, with live music and fireworks. The Westerly Art Walk is a popular event in the fall, with local artists showcasing their work. And in the spring, the Westerly Farmers Market is a great place to find fresh produce and local crafts.
  • What are the best vacation rentals with a pool in Westerly, RI?

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

    Take a walk along the beautiful Westerly Town Beach, or explore the scenic trails at the Watch Hill Conservancy. You can also enjoy a picnic at Wilcox Park, or visit the free exhibits at the Westerly Library.
  • What are the best rentals for families and kids in Westerly, RI?

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

    The Cooked Goose is a local favorite, known for its fresh seafood and cozy atmosphere. For a more casual dining experience, try the The Beach House, which has delicious lobster rolls and clam chowder. And if you're looking for something a little more upscale, check out The Ocean House, which has a beautiful view of the ocean and a menu featuring local ingredients.
  • What are the best rentals or Airbnbs with a jacuzzi 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 bike ride, and it connects to the Pawcatuck River Trail. For a scenic walk, try the Watch Hill Cliffs Walk, which offers stunning views of the ocean. You can also enjoy a walk along the Westerly Town Beach, which is a beautiful stretch of sand.
  • Are there pet-friendly attractions in Westerly, RI?

    Many of the beaches in Westerly are dog-friendly, including Misquamicut State Beach and Watch Hill Beach. The Westerly Town Beach is also dog-friendly during certain hours of the day. The Watch Hill Conservancy also has a few dog-friendly trails.
  • What are the benefits of choosing a vacation rental in Westerly, RI?

    Vacation rentals offer more space and privacy than traditional hotel rooms. They also often come with amenities like kitchens and laundry facilities, which can be helpful for families or groups. And you can often find vacation rentals in more convenient locations, close to beaches, restaurants, and other attractions.

Popular destinations

Best Westerly, RI vacation rentals with parking

Charming Apartment In Heart Of Stonington Borough - Westerly, RI
9.7 106 reviews

Charming Apartment In Heart Of Stonington Borough

apartment, Stonington
This Stonington apartment is located in the village district, just a short walk from shops, restaurants, and the library, offering a convenient and charming setting for your stay. It consistently receives excellent ratings for cleanliness, location, and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to three guests. Enjoy amenities like a fully equipped kitchen, a private garden, and parking, making your stay both comfortable and convenient.
The Office - Westerly, RI
9.9 52 reviews

The Office

apartment, Stonington
This charming house is located in Stonington, just a short drive from Foxwoods Casino and Westerly, RI's beaches, making it a perfect base for exploring the area. The house has received excellent ratings for its cleanliness, location, and overall experience.
The house has one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy the fully equipped kitchen, the spacious living areas with multiple TVs, and the relaxing outdoor spaces with a patio, a front porch, and a backyard.
Cheerful Cozy Colonial - Westerly, RI
10 182 reviews

Cheerful Cozy Colonial

apartment, Westerly
This Westerly apartment rental boasts a secluded 2+ acre setting ten minutes from Westerly's beach and downtown, surrounded by hiking trails.
The three-bedroom, one-bathroom unit comfortably sleeps six guests and features a well-equipped kitchen with modern appliances, two large TVs with streaming services, an outdoor fire pit, and an outdoor shower; unique interior design incorporates historical elements.
Renovated 1 Br Getaway 1 Block From Mystic River In Historic Downtown! - Westerly, RI
10 248 reviews

Renovated 1 Br Getaway 1 Block From Mystic River In Historic Downtown!

apartment, Stonington
This apartment is situated in the heart of Mystic, providing easy access to major tourist attractions like Mystic Seaport, just a 10-minute walk away. It has an excellent user rating.
The apartment has one bedroom, one bathroom, and a 400-square-foot floor area. It can accommodate up to two guests. It features a fully equipped kitchen, air conditioning, a spa, parking, and free Wi-Fi.

Neighborhoods and points of interest in Westerly, RI

Browse Vacation Rentals with a Pool in Westerly, RI

Choose a vacation rental with a pool in Westerly, RI to perfectly complement your day of adventures.

Spacious 5bdrm Home- Saltwater Pool, Wifi, Ac, Private Beach Parking Pass - Westerly, RI
9.6 10 reviews

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

apartment, Westerly
This five-bedroom Westerly home provides easy access to Westerly beaches and is conveniently located near Mystic Seaport and Foxwoods Resort Casino, though precise distances are unspecified.
This 2,900-square-foot rental boasts a saltwater pool, tennis court, and all the amenities of home including a full kitchen, laundry facilities, and Wi-Fi, comfortably accommodating up to eleven guests.
Brand New Home Close To Charlestown/westerly Beaches. - Westerly, RI
9.8 46 reviews

Brand New Home Close To Charlestown/westerly Beaches.

apartment, Westerly
This Bradford vacation home is located 2.5 miles from Burlingame State Park and within 6 miles of Captain Bruce Ladd Memorial Dog Park and Wilcox Park in Westerly, Rhode Island.
This three-bedroom, two-bathroom house sleeps eight guests and boasts a private pool, fully equipped kitchen with dishwasher, a patio, smart TV, and outdoor barbecue grills, perfect for enjoying Westerly's attractions.
Misquamicut Beach House, 1 Mile From The Ocean! - Westerly, RI
10 55 reviews

Misquamicut Beach House, 1 Mile From The Ocean!

apartment, Westerly
This family-friendly vacation home is located in Westerly, just a short distance from popular beaches like East Beach and Misquamicut State Beach, as well as the Water Wizz water park. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
This spacious home comfortably accommodates up to eight guests and features a well-equipped kitchen, a private pool, a relaxing spa, and a beautiful garden. Guests can enjoy outdoor dining on the terrace or balcony, and take advantage of the free WiFi and air conditioning.
Affordable Luxury Resort Home With An In-ground Heated Pool & Hot Tub. Sleeps 10 - Westerly, RI
10 13 reviews

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

apartment, Stonington
This Pawcatuck vacation home, part of the "Affordable Luxury Resort Home With An In-ground Pool & Hot Tub. Sleeps 10" offer, is located within 3 miles of attractions like the Black Duck Gallery, Wilcox Park, and the Westerly Public Library.
The three-bedroom, two-bathroom house sleeps ten guests and boasts a private in-ground pool, hot tub, fully equipped kitchen, laundry facilities, and convenient access to tennis courts.

Top-Rated Oceanfront Vacation Rentals in Westerly, RI

Relax near the shore in these coastal Westerly, RI vacation rentals, combining comfortable amenities with beautiful seaside scenery just moments away.

The Pink Pearl - Westerly, RI
10 4 reviews

The Pink Pearl

apartment, Westerly
3br Beach House W/private Beach! - Westerly, RI
9.4 50 reviews

3br Beach House W/private Beach!

apartment, Westerly
Stonington Borough - Private Townhome - Right In The Heart Of "The Boro" - Westerly, RI
9.2 39 reviews

Stonington Borough - Private Townhome - Right In The Heart Of "The Boro"

apartment, Stonington
Water Views | Kayaks & Bikes | Ev Charger | Pets - Westerly, RI
10 76 reviews

Water Views | Kayaks & Bikes | Ev Charger | Pets

apartment, Stonington

Top-Rated 5-Star Vacation Rentals in Westerly, RI

These high-end vacation rentals in Westerly, RI offer luxury living and unmatched quality near the shore.

Adorable In-law Studio W/private Entrance-minutes To Downtown, 5 Miles To Beach! - Westerly, RI
9.2 18 reviews

Adorable In-law Studio W/private Entrance-minutes To Downtown, 5 Miles To Beach!

studio, Westerly

Best Vacation Rentals with a Steam Room in Westerly, RI

Relax in style with an on-site sauna at these premium Westerly, RI vacation rentals near the water.

South County Guesthouse - Westerly, RI
9.9 27 reviews

South County Guesthouse

apartment, Westerly
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