Cottage holiday rentals in Westerly

4.95 out of 5 average rating, 139 reviews

The living area features a comfortable brown couch adorned with decorative pillows, positioned in front of a mounted TV. Two windows provide natural light, complemented by light gray shades. A wooden desk and chair are visible in the corner, adding functionality to the space.

Cottage in Stonington

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.

4.92 out of 5 average rating, 122 reviews

A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.

Cottage in Ledyard

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.❤️

5 out of 5 average rating, 224 reviews

The kitchen features modern white cabinetry and marble countertops, equipped with essential appliances including a stove, microwave, and refrigerator. Natural light fills the space, highlighting the decorative elements such as houseplants and tableware. A functional island provides additional counter space and organization.

Cottage in Portsmouth

Cozy Cottage Near Newport. Water Views. Fireplace

Welcome to Aquidneck Cottage! Relax in our charming 3BR retreat, just a short walk to Island Park beach. This sun-drenched cottage features an open layout & well appointed kitchen, perfect for families or friends to unwind together. Explore the stunning Newport & Bristol coastline before returning to the comforts of the cottage including water views, fireplace, and a private backyard. Perfectly located near beaches, vineyards, breweries, shopping, golf courses, colleges, wedding venues, & more

4.99 out of 5 average rating, 115 reviews

The charming cottage is nestled within a wooded environment, bordered by lush greenery. An American flag is proudly displayed on a flagpole, while vibrant shrubs and grasses frame the entrance. The inviting front porch features hanging planters, enhancing the cottage's welcoming appeal.

Cottage in Waterford

Classic CT Cottage w/ Trail by Harkness Park/Ocean

Tastefully appointed! A quaint cottage in a forest setting on 6 acres bordering Harkness State Park. A peaceful & serene setting where you can hear nature by day and the lighthouse sound signal at night. The cottage is fully equipped & very comfortable for your stay. The Waterford beach is a short drive away...less than 2 miles through the forest...as are beautiful hikes along the coast. Centrally located near Historic Mystic, Niantic, Conn College, US Coast Guard Academy & the US Naval Base.

Cottage in South Kingstown

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.

4.94 out of 5 average rating, 138 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

4.98 out of 5 average rating, 266 reviews

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

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!

4.97 out of 5 average rating, 115 reviews

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

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!

4.96 out of 5 average rating, 254 reviews

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

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.

4.97 out of 5 average rating, 303 reviews

The living area features a vaulted ceiling with bright natural light streaming through large windows. A cozy seating arrangement includes a light grey couch and a comfortable chair. A stylized coffee table sits in the center, with a dining table set for two nearby.

Cottage in East Lyme

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.

4.96 out of 5 average rating, 342 reviews

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

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.

Cottage in South Kingstown

An expansive deck is showcased, offering views of the ocean and sandy beach below. The gentle waves are seen lapping at the shore under a soft, colorful sky, with wooden railings framing the scene.

4.98 out of 5 average rating, 115 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

4.93 out of 5 average rating, 230 reviews

The exterior of a quaint lakefront cottage is displayed, featuring a welcoming front porch with seating and a comfortable swing. Surrounded by tall trees, the property exudes a tranquil atmosphere. The well-maintained lawn leads to the entrance, showcasing a blend of nature and home.

Cottage in Voluntown

Lakeside Cottage in the Forest

Quaint lakefront cottage in the woods just steps from Beach Pond. Peaceful view of the lake from the front porch. Includes use of our private sand beach, 10 person wood-fired sauna and abundant hiking trails in Pachaug and Arcadia Forests. Visit with our 6 horses, take a quiet kayak, or relax tired muscles in the sauna. Dock available.

Popular amenities for cottage rentals in Westerly

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A cozy living area features a plush white sofa and two stylish chairs, arranged around a coffee table. Natural light floods the space through large windows, highlighting the decorative fireplace and modern television mounted on the wall.

Cottage in Portsmouth

4.88 out of 5 average rating, 16 reviews

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

4.89 out of 5 average rating, 240 reviews

A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.

Cottage in Ledyard

Waterfront cottage overhanging the water!

4.94 out of 5 average rating, 128 reviews

A hot tub is situated on a private outdoor deck, featuring soft blue lighting. A set of steps leads up to the hot tub, which is covered with a protective lid. Nearby, a pool and a fenced area are visible, complementing the relaxing space.

Cottage in Jamestown

Jamestown:Coastal Cottage in town near beach/Nwp

5 out of 5 average rating, 249 reviews

A sunny exterior of a single-story home features warm yellow siding complemented by a wooden porch and steps. Two adirondack chairs are positioned on the front lawn, surrounded by well-maintained grass and landscaping. The sky above is clear with a hint of clouds.

Cottage in Narragansett

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

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, 251 reviews

Private Beach Cottage

4.98 out of 5 average rating, 61 reviews

The cottage's exterior showcases a charming facade with bright blue accents and large glass windows. Lush greenery surrounds the entrance, which features a set of stairs leading up to the front door. A decorative mailbox stands at the forefront, adding a touch of personality.

Cottage in Barrington

Coastal Waterview with Bunkhouse & Hot Tub!

4.97 out of 5 average rating, 149 reviews

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

Waterfront Oasis minutes from Newport w/ hot tub!

Pet-friendly cottage rentals

The exterior of the cottage features a gray-green facade with a welcoming front porch. A set of stairs leads to the entrance, flanked by neatly maintained landscaping including shrubs and decorative stones. Skylights enhance the natural lighting of the home.

4.93 out of 5 average rating, 89 reviews

RI Perfect Misquamicut Beach Cottage Get-Away

Cottage in North Stonington

A serene landscape is depicted, showcasing a vibrant sunset illuminating a rural scene. Cows graze near a pond, set against a backdrop of rolling hills and lush trees, enhancing the tranquil atmosphere of the countryside.

5 out of 5 average rating, 28 reviews

Sunset Farm Cottage great location

Cottage in North Kingstown

A charming cottage is set against a clear blue sky, surrounded by a spacious green lawn. Flower planters hang from the porch, and tall trees provide a natural backdrop. The house features a welcoming front porch, offering an inviting spot to relax outdoors.

4.97 out of 5 average rating, 86 reviews

Tide's Rest: Charming Coastal Escape Near Wickford

4.91 out of 5 average rating, 312 reviews

A serene waterfront view is captured at sunset, with vibrant hues of orange and purple reflecting on the calm water. Silhouetted against the colorful sky, a small boat is visible in the distance, providing a tranquil focal point to the scene.

Cottage in Tiverton

Beachfront Driftwood Cottage!

4.85 out of 5 average rating, 110 reviews

A serene backyard is featured, showcasing a small white metal table surrounded by four matching chairs. Lush green grass is present, complemented by blooming pink flowers on a bush nearby. A clean exterior of the cottage is visible, with light clouds scattered in a blue sky.

Cottage in Newport

Harrington Cottage

4.93 out of 5 average rating, 167 reviews

A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.

Cottage in The Hamptons

Montauk Cottage Escape

4.92 out of 5 average rating, 88 reviews

The exterior of a single-story house is shown, featuring solar panels on the roof. Surrounding landscapes are visible, including manicured gardens and a wooden fence. Mature trees and a gentle slope are present in the background, contributing to a serene setting.

Cottage in Deep River

Country Cottage in Private Garden Setting

4.87 out of 5 average rating, 188 reviews

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

Peaceful Riverfront Cottage w/Dock, Walk to Beach

Private cottage rentals

4.96 out of 5 average rating, 27 reviews

A cozy living area features neutral tones and modern finishes. A blue sofa is paired with a patterned area rug, accompanied by a round coffee table. Natural light enters through large windows adorned with bamboo shades, creating a warm, inviting space.

Cottage in Quonochontaug

Quaint Cottage in Charlestown

The exterior of the cottage is displayed, featuring a welcoming sign and well-maintained landscaping. Colorful shrubs and flowers frame the entrance, while a gravel pathway leads toward the inviting home, which is surrounded by lush greenery and trees.

4.98 out of 5 average rating, 46 reviews

Charming Cottage, walk to the beach.

4.99 out of 5 average rating, 83 reviews

A bright living room area features two light blue sofas, complemented by decorative pillows with coastal themes. A white coffee table sits in the center, showcasing a decorative bowl and a remote. Wooden flooring adds warmth to the inviting space.

Cottage in Niantic

Little Gem Waterfront beach home/ cottage

4.89 out of 5 average rating, 158 reviews

A serene view of the lower Moodus Reservoir is presented, showcasing calm water and surrounding greenery. A small dock extends into the lake, accompanied by a rack holding three colorful kayaks. Lush grass leads to the water's edge, enhancing the natural landscape.

Cottage in Moodus

Direct Waterfront Cottage on Moodus Reservoir.

5 out of 5 average rating, 191 reviews

The charming exterior of the cottage is framed by lush greenery and colorful plants. A red double door welcomes guests, while a brick pathway leads to the entrance. A tree provides shade, enhancing the serene atmosphere of the private yard.

Cottage in Bristol

Downtown Historic Cottage-2 or 4 guests

4.97 out of 5 average rating, 190 reviews

The image captures a serene view of a calm lake surrounded by trees displaying autumn foliage. A small dock extends into the water, featuring a wooden platform and a seating area. The reflection of the sky and trees creates a tranquil atmosphere.

Cottage in Colchester

Lakefront peaceful getaway cottage

The exterior of a single-story gray house is depicted, featuring a sloped roof and a welcoming front porch with steps. Several large windows allow ample natural light, while surrounding greenery adds to the inviting appearance. The yard is neatly maintained with small plants and shrubs.

4.84 out of 5 average rating, 50 reviews

Entire Misquamicut Cottage

The exterior of a light blue cottage features a center front door with a small overhang, flanked by two symmetrical windows. Green shrubs line the base of the house, and a concrete pathway leads to the entrance, surrounded by well-maintained grass.