Cottage holiday rentals in Westerly

4.95 out of 5 average rating, 144 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, 123 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.❤️

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!

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.

4.97 out of 5 average rating, 116 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!

4.96 out of 5 average rating, 261 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.

5 out of 5 average rating, 108 reviews

A charming cottage is showcased against a clear blue sky. The exterior features natural wood siding and a spacious deck with patio seating. Lush green foliage is visible in the foreground, leading up to the entrance, while a vehicle is parked nearby.

Cottage in Narragansett

Great Island Water View Cottage

Our newly renovated cottage provides an ocean view! We’re located within minutes of 3 local beaches, and within walking distance of the Block Island Ferry! A washer/dryer, full kitchen, outdoor shower, wifi, and BBQ grill are all fully available to guests during their stay. This is our second home! We are confident that you’ll find the necessary amenities to stay comfortable! Although children are welcome, we would not recommend our cottage to a family with small children.

Cottage in South Kingstown

A charming beach cottage is set in a lush green yard, framed by blooming trees. The front porch, furnished with chairs, provides a welcoming entryway. The exterior showcases light-colored siding and a neatly maintained landscape, enhancing the peaceful atmosphere of the neighborhood.

4.95 out of 5 average rating, 273 reviews

Riverview beach cottage

A cozy recently updated beach cottage across from Narrow River in the Middlebridge area of South Kingstown. You can watch the boats go by in summertime on the front porch. Nice quiet neighborhood, take the 3-minute walk to the neighborhood river access and launch the kayak and paddleboard available for our guests to use. Picturesque Narrow River divides Narragansett and South Kingstown. You can take a paddle about 2 miles to the mouth of the river at Narragansett beach.

4.97 out of 5 average rating, 309 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, 344 reviews

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

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, 121 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, 242 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.

4.91 out of 5 average rating, 266 reviews

A charming blue cottage is framed by lush greenery, with a stone pathway leading to a welcoming front door. The porch features red chairs, inviting relaxation. The yard is expansive, dotted with various plants and trees under a clear blue sky.

Cottage in Mystic

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.

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 Common Fence Point

4.88 out of 5 average rating, 16 reviews

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

4.89 out of 5 average rating, 247 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, 129 reviews

A sparkling blue pool is featured in the foreground, reflecting sunlight on its surface. Beyond the pool, a spacious outdoor deck is visible, furnished with lounge chairs, umbrellas, and shaded seating areas, surrounded by lush greenery.

Cottage in Jamestown

Jamestown:Coastal Cottage in town near beach/Nwp

5 out of 5 average rating, 252 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♛

Superhost

An expansive wooden deck is depicted, surrounded by greenery. Low wooden planters are positioned along the railing, providing a natural element. The clear blue sky and subtle hints of the bay can be seen in the distance, creating a serene outdoor space.

Cottage in The Hamptons

4.84 out of 5 average rating, 31 reviews

4 Br Beach House; Short Walk to Beach!

4.92 out of 5 average rating, 289 reviews

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

Lakeside cottage with beautiful views up the lake!

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

4.79 out of 5 average rating, 257 reviews

Private Beach Cottage

4.98 out of 5 average rating, 62 reviews

Cottage in Barrington

Coastal, World Cup (35 miles), Bunkhouse, Hot Tub!

Pet-friendly cottage rentals

Superhost

A bright, open living space features a compact kitchen with white cabinets and a full-sized refrigerator. A gray sofa sits adjacent to a small wooden coffee table on a light-colored rug, with natural light streaming through a nearby window.

Cottage in Charlestown

4.9 out of 5 average rating, 83 reviews

Captain's Quarters: Waterfront, Marina Access

4.89 out of 5 average rating, 177 reviews

A charming two-bedroom cottage is set amidst greenery, featuring a welcoming front porch with a railing. A stone pathway leads to the entrance, and landscaping is visible around the base of the home. Large windows allow natural light to enhance the inviting exterior.

Cottage in Hebron

Welcome to The Holly at Amston Lake

Cottage in South Kingstown

A bright living space features a spacious gray sofa adorned with decorative pillows. A yellow accent chair adds a pop of color beside a floor lamp. Light streams in through two windows, illuminating the textured rug beneath a coffee table and a cozy knotted pouf.

4.99 out of 5 average rating, 86 reviews

Contemporary cottage minutes to the heart of town!

4.86 out of 5 average rating, 111 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

Superhost

A charming home exterior is lined with vibrant green ivy, surrounded by a lush garden area. A gravel pathway leads to the entrance, and cozy seating arrangements are visible in front of the house. Large windows allow natural light to fill the interior.

Cottage in Old Saybrook

4.78 out of 5 average rating, 106 reviews

Storybook 2 Bedroom Cottage

4.97 out of 5 average rating, 321 reviews

A sturdy wooden deck is surrounded by green foliage, providing a view of the calm water and trees in the distance. Two chairs are visible, one bright pink and another in a darker color, creating a relaxing outdoor space.

Cottage in Island Park

Boathouse Cottage-Waterfront Yearound studio suite

4.88 out of 5 average rating, 97 reviews

A vibrant sunset casts warm hues across the water, reflecting the golden light onto moored boats in the marina. Silhouettes of trees and power lines frame the scene, while calm waters ripple gently in the foreground, creating a serene evening atmosphere.

Cottage in Stonington

Mystic Magical Sunsets awaits your arrival

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 Montauk

Montauk Cottage Escape

Private 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

4.98 out of 5 average rating, 125 reviews

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

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

4.94 out of 5 average rating, 467 reviews

The image showcases a peaceful lakeside setting with a cottage and a screened gazebo near the water. The area features lush trees and a well-maintained lawn leading to the private beach area on the lake. A clear blue sky is visible overhead.

Cottage in Killingly

Lake front cottage

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 Charlestown

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.

4.98 out of 5 average rating, 144 reviews

The entrance of the cottage is framed by vibrant flower beds featuring yellow and red blooms. A stone wall borders the garden, while a lantern stands at the base of a tree, leading to the dark-colored house in the background.

Cottage in Cranston

Hurricane Hill-farm cottage near Providence

A cozy studio space showcases a spacious bed adorned with decorative pillows and a macrame wall hanging. Surrounding elements include a patterned area rug, seating options with dark green chairs, and poufs, all contributing to a warm and inviting atmosphere.

4.98 out of 5 average rating, 58 reviews

Peaceful Cottage + Spa services + Gardens+ Beaches