Cottage vacation rentals in Westerly

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Top-rated cottage rentals in Westerly

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Top guest favorite

A queen bed is dressed in a plaid comforter and topped with decorative pillows. A bedside table holds a lamp and a mug, while a wicker chair and a wooden coffee table, featuring magazines, complete the cozy sleeping area. Soft light filters through nearby curtains.

Cottage in Ledyard

4.91 out of 5 average rating, 115 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 favorite

An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.

Cottage in Portsmouth

4.99 out of 5 average rating, 124 reviews

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

Top guest favorite

A charming red cottage is framed by lush greenery, with large windows featuring flower boxes. The sloping terrain leads down to the tranquil lake, while stone pathways and landscaped areas enhance the natural setting.

Cottage in Vernon

4.97 out of 5 average rating, 114 reviews

Vintage Bolton Lake

Experience the nostalgia of vintage lake charm and enjoy the calming lake waters! The Vintage is nestled on the shores of picturesque Middle Bolton Lake. Relax, unplug, and savor the good life of times past. The cottage has been tastefully updated and outfitted with period furnishings to allow for vacationing in comfort and style. As our guest, you will enjoy full use of the cottage, WiFi, property, propane grill, smokeless firepit, kayaks and much more. Come enjoy vintage lakefront lifestyle.

Guest favorite

Adirondack chairs are positioned along the waterfront, offering scenic views of a vibrant sunset reflecting on calm waters. Soft hues of orange and purple dominate the sky, with a boat visible in the distance and a grassy area extending from the shoreline.

Cottage in Waterford

4.81 out of 5 average rating, 102 reviews

Peaceful Oceanfront Cottage

Welcome to our oceanfront pleasure beach guesthouse. Enjoy the waterfront view as our guests on this beautiful private family compound. A modernized quintessential 18th century get-away. The entire cottage is yours, with 2 bedrooms, 1.5 bathrooms, full kitchen, patio with picnic table, living room and sunroom all offering stunning views of the water and evening sunsets. Just a short walk to a sand bar (great for walking and kids) and near multiple beaches. A very quiet and safe neighborhood .

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, 251 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, 104 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 bright kitchen area features white cabinetry contrasted by deep blue accents. A modern island with seating is complemented by a dining space nearby, illuminated by natural light through a window. Decorative elements include an anchor motif and pendant lighting.

Cottage in South Kingstown

4.93 out of 5 average rating, 119 reviews

Starfish Cottage | Fire Pit | Beach Pass | 3BR

Our newly renovated Starfish Cottage is a hidden gem tucked away in a quiet beach community in Charlestown, RI. It's the ideal getaway as there are plenty of activities in the area such as kayaking, biking, fishing, hiking, or just beaching it. At night, enjoy the sunset while grilling alongside a fire on the patio & eating s'mores! 2 miles to Greenhill or Charlestown beach; 15 minutes to URI, 30 minutes to Newport, 20 minutes to the Block Island Ferry & 35 minutes to the Foxwoods Casino.

Guest favorite

A charming cottage exterior is surrounded by lush greenery, featuring a patio with a shaded table and chairs. A gas grill is positioned nearby, and large windows provide a view into the cozy interior. The patio area invites relaxation amidst the tranquil outdoor setting.

Cottage in South Kingstown

4.99 out of 5 average rating, 132 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.

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 Westerly

4.82 out of 5 average rating, 112 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 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, 132 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

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, 224 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.

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, 327 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.