Cottage vacation rentals in Westerly

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Top-rated cottage rentals in Westerly

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Top guest favorite

Two adirondack chairs, one red and one yellow, are positioned on a grassy area overlooking Quaddick Lake. Sunlight reflects off the water's surface, and a dock can be seen extending into the lake. Lush greenery surrounds the scene, enhancing the serene lakeside view.

Cottage in Thompson

4.99 out of 5 average rating, 154 reviews

Waterfront Cottage in Thompson CT • Dogs Welcome

Escape to our beautifully renovated 1928 cottage on Quaddick Lake—your perfect retreat for relaxation and adventure. Just 60 minutes from Boston, Providence, and Hartford, this lakeside haven makes vacationing effortless. Start your day sipping coffee as the sunrise glows over the water and spend evenings by the crackling fire pit under the star filled sky. Whether paddling the lake or unwinding in cozy comfort, you'll feel miles away from the busy world, free to relax and make lasting memories.

Superhost

An open living space is shown with a spiral staircase leading to an upper level. A comfortable seating area is arranged with a soft couch and armchair. A dining table with wooden chairs is positioned near a large window, while a television is mounted on the wall.

Cottage in Old Lyme

4.8 out of 5 average rating, 235 reviews

Private Beach Cottage

Point 0'Woods Beach: Safe/quiet private community. Private roads & dedicated security. Walk to the beach. Tennis, Playground, Bocce, basketball, Movies on beach, Boat basin: "Golf cart" 15 mph community. 16 New York Times best-selling books about Point O'Woods, including 1 book about the property: "The Beach Inn" by Joanne DeMaio Easy access to nearby CT attractions: 15-25 minutes to Mohegan Sun casino, historic Mystic Seaport and Essex CT. 10-20 min:Amtrak (OSB or NLC)/Ferry $15-22 dollar Uber

Guest favorite

A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.

Cottage in Westbrook

4.88 out of 5 average rating, 168 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Top guest favorite

The cottage is surrounded by vibrant greenery and colorful flowering shrubs. A tall American flag waves in front of the charming structure, which features a blue door and windows framed by shingle siding. A white picket fence enhances the quaint curb appeal of the home.

Cottage in South Kingstown

4.94 out of 5 average rating, 135 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Simply adorable studio cottage. 216 sq.ft. Central AC & heat, kitchen w/stove, oven, refrigerator, sink, & cabinets. Outfitted w/ plates, dishes & cookware. Eating area w/ drop leaf table. Comfortable, memory foam double bed w/ storage bins underneath. Bathroom w/ shower stall & pocket door. An outdoor shower for an easy post beach rinse too. No smoking in or on the premises. 2 parking spots at property; NO BOATS, RVs/TRAILERS ALLOWED ON PROPERTY . No street parking. No candles. RE-01712-STR

Top guest favorite

An open living area features warm wood flooring and a working fireplace framed by a wooden mantel. Two comfortable chairs sit beside a small table, while a spacious red sofa is positioned nearby. A well-equipped kitchen is visible in the background, with modern appliances.

Cottage in Mystic

4.98 out of 5 average rating, 257 reviews

Mystic Cottage Retreat, near downtown

This recently renovated cottage is at the top of a quiet lane with a sweeping meadow view. Single level. Two bedrooms sleep four (queen and two twin beds); new, well-equipped kitchen and one bath, open living area, deck and patio. Light and spacious. Working fireplace, central A/C; W/D; expanded cable TV and wifi; off street parking for two cars. Market/deli nearby; pleasing walk (less than a mile from center of Mystic)- restaurants, shops, marinas, etc. Near Amtrak station. Great retreat!

Top guest favorite

A single-story home is presented with a grey exterior and a symmetrical design. The property features neatly trimmed shrubs and a well-maintained lawn. A driveway leads to a garage, while a pathway directs toward the front door, framed by small steps and a welcoming porch.

Cottage in Westerly

4.97 out of 5 average rating, 107 reviews

Downtown Westerly Beach Cottage Getaway

This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Guest favorite

A large, two-story house is framed by tall trees and a spacious lawn. A welcoming front porch features railings and is set against a backdrop of blue sky and scattered clouds. The driveway leads to the garage on the right, enhancing the home’s inviting exterior.

Cottage in Weekapaug

4.82 out of 5 average rating, 113 reviews

Mr. Salty’s Way with Private Apartment Suite

Perfect beach get-away on a quiet street. This house is large enough for 2 full families or perfect for a family with grandparents in the in-law suite above the garage. Catwalk connects both spaces. You asked and we delivered! Brand new flooring, new furniture, and new beds. To make our guests stay more comfortable, we installed a top-of-the-line airconditioning/heating unit within the apt above the garage and brand new central air conditioning in the main home. You will love your stay!

Top guest favorite

The exterior of the cottage is visible, showcasing a light grey facade with white trim. A paved driveway accommodates a parked car. A large tree provides shade, and an American flag hangs near the entrance. A spacious lawn is present, bordered by a fence.

Cottage in Groton

4.95 out of 5 average rating, 232 reviews

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 122 reviews

3BR Starfish Cottage | Fall Getaway + Close to URI

Discover the perfect fall escape at our newly renovated Starfish Cottage, a gem nestled in a peaceful beach community in RI. Whether you're seeking adventure or relaxation, the area offers plenty to do from kayaking to biking, & of course, the beach. In the evenings, unwind by grilling on the patio & making s'mores by the fire. Located just 2 miles from Greenhill & Charlestown beaches, you'll also be only 15 mins. to URI, 30 mins. to Newport & 20 mins. to the Block Island Ferry.

Top guest favorite

A bright living area showcases a comfortable leather sofa paired with a colorful accent chair. Large windows allow natural light to fill the space, while a small globe and decorative items add a touch of character. Wooden floors complement the cozy atmosphere.

Cottage in Groton

4.96 out of 5 average rating, 328 reviews

Charming Historic Schoolhouse on Mystic River

Enjoy stunning Mystic River views from this newly renovated 1BR/1Bath historic schoolhouse. Originally built in 1857 as a one-room school and later relocated, this charming retreat blends historic charm with modern comfort. Thoughtfully furnished to honor its past, it offers a cozy, inviting space for families or couples, to relax and explore Mystic’s rich history, scenic beauty, and waterfront attractions. Perfect for a memorable getaway in a storied New England setting.

Top guest favorite

The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.

Cottage in Bristol

4.98 out of 5 average rating, 160 reviews

Beach Front Cottage in Bristol

“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.

Guest favorite

The image features a serene lake scene with a wooden dock extending out over the water. Two white chairs are positioned on the dock, facing the calm water, while an American flag waves nearby. Lush green trees frame the lake, creating a peaceful atmosphere.

Cottage in Ledyard

4.93 out of 5 average rating, 257 reviews

Lakeside cottage with beautiful views up the lake!

Perfect cottage for a family, a couple, or friends. Relax by the serenity of the lake, and enjoy our kayaks, canoe, 2 fire pits, games, and more. Foxwoods, Mystic, and other attractions are only 10 minutes away. There is a lot of nature to see, as well as attractions in town and great restaurants in the area.