Cottage holiday rentals in Westerly

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Top-rated cottage rentals in Westerly

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
Cottage in Stonington
4.94 out of 5 average rating, 161 reviews

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Experience the charm and beauty of Mystic at The Oar Cottage. This stunning 1-bedroom apartment is a short 10-minute walk to the Mystic Amtrak train station or a 15-minute stroll to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home. Whether you're planning a small family vacation or a romantic getaway, The Oar Cottage is the perfect escape. Book your stay today and make unforgettable memories in beautiful Mystic. LVL-2 EV charging.

Top guest favourite
A fire pit surrounded by white Adirondack chairs is set on a gravel area. Lush greenery and trees create a serene backdrop, with a large lawn leading to a cozy cottage nestled among the trees. The sky is clear and blue.
Cottage in Ledyard
4.92 out of 5 average rating, 129 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Guest favourite
The exterior of a cottage is showcased, featuring a beige color scheme with multiple large windows. A small wooden deck is visible, accompanied by white chairs and an umbrella. The lawn area is well-maintained, with utility poles in the background.
Cottage in South Kingstown
4.83 out of 5 average rating, 101 reviews

East Matunuck cottage walking distance to beach!

Pack up the family and head to the beach for a vacation destination at The Village at Potters Pond! East Matunuck State Beach is a short walk from this fully equipped one bedroom cottage located in the center of everything. Go for a swim, kayak, paddle board ride or even quahog in the Salt Pond which is just a few steps away from your front door. Grab dinner directly across the street at Captain Jacks or the Matunuck Oyster Bar. Setup your lawn games, relax with friends/family & fire up the BBQ!

Top guest favourite
The exterior of the cottage features weathered wooden siding with blue trim. A welcoming porch is adorned with two teal chairs and a flower box filled with colorful blooms. Surrounding the cottage, white daisies provide a vibrant floral display.
Cottage in South Kingstown
4.94 out of 5 average rating, 139 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 favourite
Cottage in Mystic
4.98 out of 5 average rating, 275 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 favourite
A charming cottage exterior is surrounded by lush greenery and colorful flowerbeds. A stone path leads to a welcoming entrance, adorned with window boxes filled with vibrant plants. Comfortable seating areas invite relaxation in the serene outdoor setting.
Cottage in South Kingstown
4.99 out of 5 average rating, 136 reviews

A very special beach cottage in the country

Our beach cottage in the country is located on a dead end country road and looks out over a beautiful meadow, part of an abutting farm. It is within walking distance from the quaint New England main street of Wakefield where you will find many shops and restaurants. You are also within 10 minutes driving distance to many beautiful beaches, a short drive to Newport and a ferry ride to Block Island. You can have all kinds of seaside adventures while coming home to your quiet country cottage.

Top guest favourite
The exterior of a charming cottage is shown, featuring light grey siding and a welcoming red front door. A well-maintained lawn with manicured bushes surrounds the property, while off-street parking is visible. Tall trees provide shade and contribute to a serene outdoor environment.
Cottage in Groton
4.96 out of 5 average rating, 274 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 favourite
A red chair is positioned on a wooden deck overlooking a calm lake. The surface of the water reflects surrounding green trees and a sky filled with fluffy clouds, creating a serene atmosphere.
Cottage in Ledyard
4.89 out of 5 average rating, 252 reviews

Waterfront cottage overhanging the water!

Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Top guest favourite
A charming outdoor space features a wooden pathway leading to a cozy fire pit surrounded by blue chairs. A vibrant turquoise umbrella provides shade over a nearby table, while a hammock hangs invitingly in the background amidst lush greenery.
Cottage in East Lyme
4.97 out of 5 average rating, 317 reviews

Your Nest Near The Beach

Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.

Guest favourite
The entrance to the waterfront cottage is framed by light grey shingles and features a dark front door. A small potted plant rests on a black side table beside the door, while the surrounding area showcases a gravel pathway leading to a serene view of the water.
Cottage in Mystic
4.98 out of 5 average rating, 128 reviews

Historic Mystic, CT - Harbor View Landing - The Cove Waterfront Cottage

The Cove unit is a queen-sized studio, waterfront cottage, with custom tiled private bathroom. This cottage comes equipped with retro mini-fridge, microwave, Nepresso coffee maker, HD TV, Amazon smart speaker, free wi-fi as well as a complimentary bottle of wine and water. Matouk linens and luxury Molton Brown bath products. Beach towels provided for complimentary water activities.

Top guest favourite
An outdoor seating area is set up with wicker chairs and a coffee table, positioned on a stone patio. A large tree provides shade, and the Mystic River is visible in the background, flanked by buildings along the waterfront.
Cottage in Groton
4.96 out of 5 average rating, 349 reviews

Historic Waterfront School House

Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.

Guest favourite
A spacious deck with wooden lounge chairs offers a direct view of the ocean and shoreline. Large glass doors frame the scene, allowing natural light to illuminate the interior space. The calm water reflects a clear sky, creating a serene coastal atmosphere.
Cottage in South Kingstown
4.96 out of 5 average rating, 128 reviews

Directly on the ocean!

Beautiful beach location on Matunuck Beach with a pocket beach front right outside your door! Entire home gutted and rebuilt with 3 bedrooms and 2 full baths. Outdoor shower and HUGE deck overlooking the ocean. Brand new everything! Enjoy all the natural elements from the beach within the house as well as a garage and room for 4 parking spots

Popular amenities for cottage rentals in Westerly

Quick stats about cottage rentals in Westerly

  • Total holiday rentals

    Explore 10 holiday rentals in Westerly

  • Nightly prices starting at

    Westerly holiday rentals start at £126 per night before taxes and fees

  • Verified guest reviews

    Over 1,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Westerly holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westerly rentals

  • 4.8 Average rating

    Westerly stays are highly rated by guests – averaging 4.8 out of 5!

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