Cottage vacation rentals in Westerly

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Top-rated cottage rentals in Westerly

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Guest favorite

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

4.91 out of 5 average rating, 110 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.❤️

Top guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 145 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Top guest favorite

A welcoming front porch features a red door and white railing, leading to a single-level cottage. Lush greenery and colorful landscaping surround the entrance, with a stone path visible in the foreground. Bright sunlight illuminates the area, highlighting the inviting exterior.

Cottage in Mystic

4.98 out of 5 average rating, 243 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

The exterior of a charming cottage features a light blue front door and flower boxes with vibrant plants. A welcoming deck is adorned with two blue chairs, surrounded by a landscaped garden filled with daisies and lush greenery.

Cottage in South Kingstown

4.94 out of 5 average rating, 125 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Remodeled & simply adorable studio cottage. 216 sq.ft. New 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. Smoking not permitted in or on the premises. 2 parking spots on the property; NO BOATS/TRAILERS ALLOWED ON PROPERTY RE-01712-STR

Guest favorite

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, 195 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.

Superhost

A wooden dock extends over calm water, leading toward a charming waterfront dining venue. The establishment features large windows and an outdoor seating area shaded by umbrellas, surrounded by lush greenery and carefully arranged stones along the shoreline.

Cottage in South Kingstown

4.88 out of 5 average rating, 112 reviews

2 BR East Matunuck cottage 7 min walk to beach!

Two bedroom cottage in The Village at Potter Pond fully equipped with appliances and Wi-Fi! 1/ 2 of a mile from East Matunuck State Beach, this village is located in the center of everything. Go for a swim, kayak, paddle board 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. Set up your chairs, relax with friends / family & fire up the grill.

Top guest favorite

A spacious deck features comfortable lounge chairs facing the tranquil water view. Lush grass surrounds the area, while a white picket fence provides a picturesque boundary. A few boats are visible in the distance, adding a sense of serenity to the scene.

Cottage in Portsmouth

4.96 out of 5 average rating, 118 reviews

Waterfront, Dog-Friendly Cottage on the Cove

The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

Guest favorite

Cottage in Montauk

4.87 out of 5 average rating, 100 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Guest favorite

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

4.97 out of 5 average rating, 104 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.

Superhost

The open kitchen and dining area feature warm wooden flooring and cabinetry. A central island with bar stools provides seating, while a dining table is positioned by large windows, allowing natural light to brighten the space. Appliances are neatly arranged, enhancing functionality.

Cottage in Sag Harbor

4.87 out of 5 average rating, 103 reviews

Secluded Hamptons Cottage

This cottage has high ceilings, is bright and airy, has a wrap around deck with a great overhang for hanging out in the shade or sun. You can not see a neighbor. It has been described as “an adult tree house.” Just a fun and relaxing place to be. It is on over an acre of rustic property. Perfect for watching wildlife.

Guest favorite

The cottage exterior showcases a charming blue facade, framed by greenery. A spacious deck is visible at the front, equipped with outdoor seating. Large windows allow natural light to fill the interior, while a well-kept lawn enhances the welcoming appearance of the property.

Cottage in Mystic

4.9 out of 5 average rating, 248 reviews

Cottage in downtown Mystic

Cozy 3 bedroom, 1.5 bath cottage in the heart of downtown Mystic. Walk to shops and dining, parks, the Mystic River and the Mystic Seaport. Aquarium and beaches nearby. Indoor areas light and airy. Plenty of outdoor space to enjoy with a deck, porch, and patio with a fire pit. Access to 2 kayaks.