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Cottage holiday rentals in Westerly

Find and book unique cottages on Airbnb

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 $281 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Westerly holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Westerly rentals

  • 4.8 Average rating

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

Top-rated cottage rentals in Westerly

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

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Top Guest favourite
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.

4.94 out of 5 average rating, 188 reviews
Top Guest favourite
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!

4.98 out of 5 average rating, 292 reviews
Guest favourite
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

A magical cottage within 1 mile walking distance from train station and downtown historical Mystic. The Williams Beach, a public beach is located across the street, local restaurants and shopping are walking distance away. You will enjoy watching the sunrises and sunsets from your deck. Short driving distance away you find The Mystic Seaport, Mystic Aquarium, Stonington Borough and Watch Hill, Ri. The cottage has all the amenities you need to enjoy your stay in the Picturesque Mystic area.

4.87 out of 5 average rating, 106 reviews
Top Guest favourite
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.

4.96 out of 5 average rating, 301 reviews
Guest favourite
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!

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.

4.9 out of 5 average rating, 260 reviews
Top Guest favourite
A waterfront cottage is situated amidst lush greenery, featuring a well-maintained lawn. The house exhibits a soft grey exterior with a prominent turret and a patio area covered by a trellis. Various shrubs and trees frame the property, enhancing its peaceful surroundings.
Cottage in Narragansett

Private Peaceful Great Island Waterfront Cottage

Private, Quiet, Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Kayak from house. TV Room 65" w/flat TV, 3 Bedrooms on Main Level w/TV's - New Kitchen, Dining Room & FR w/flat screen 75" Bedroom 1 KB Bedroom 2 QB Bedroom 3 -QB 2 Full Bathrooms & Outdoor Shower Central AC NEW - Bed Linens & Bath Towel Package Note: Pillows, Blankets & Beach Towels are available, they need to be WASHED & returned to the rooms.

4.91 out of 5 average rating, 116 reviews
Guest favourite
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.
Cottage in South Kingstown

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.

4.94 out of 5 average rating, 304 reviews
Top Guest favourite
The exterior of the cottage is characterized by a charming stone chimney and a vibrant green door. The white siding contrasts with lush greenery, while a small seating area features two colorful chairs on the well-maintained lawn. A stone pathway leads toward the entrance.
Cottage in East Haddam

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

5.0 out of 5 average rating, 116 reviews
Top Guest favourite
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.

4.97 out of 5 average rating, 330 reviews
Top Guest favourite
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.

4.96 out of 5 average rating, 365 reviews
Guest favourite
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.
Cottage in South Kingstown

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

4.96 out of 5 average rating, 138 reviews
Top Guest favourite
The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.
Cottage in Bristol

Beach Front Cottage in Bristol

“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.

4.96 out of 5 average rating, 228 reviews

Popular amenities for Westerly cottage rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Top Guest favourite
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!

4.98 out of 5 average rating, 178 reviews
Guest favourite
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: In town cottage near beach and Newport

4.93 out of 5 average rating, 134 reviews
Top Guest favourite
Cottage in Barrington

Coastal Cottage with Bunkhouse, Kayaks & Hot Tub!

4.99 out of 5 average rating, 71 reviews
Top Guest favourite
A hot tub is situated on a textured surface, surrounded by a low, stone wall. A wooden shed is positioned to the right, and a small window allows natural light to enter. Grass borders the area, contributing to a relaxed outdoor environment.
Cottage in Narragansett

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

5.0 out of 5 average rating, 270 reviewsAn 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

Private Beach Cottage in Point O'Woods

4.8 out of 5 average rating, 274 reviewsA 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

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

4.85 out of 5 average rating, 20 reviews
Guest favourite
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!

4.92 out of 5 average rating, 299 reviews
Cottage in Montville

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Pet-friendly cottage rentals

Guest favourite
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.
Cottage in North Kingstown

Tide's Rest: Charming Coastal Escape Near Wickford

4.94 out of 5 average rating, 115 reviews
Top Guest favourite
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

4.93 out of 5 average rating, 140 reviews
Top Guest favourite
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 Portsmouth

Boathouse Cottage

4.97 out of 5 average rating, 344 reviews
Superhost
A serene beach view captures gentle waves lapping at the shore under a soft light. The smooth sand stretches into the distance, with subtle textures and footprints creating a sense of tranquility. A distant silhouette of a bird can be seen against the sky.
Cottage in Montauk

Montauk Oceanview

4.9 out of 5 average rating, 661 reviews
Top Guest favourite
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!

4.92 out of 5 average rating, 326 reviews
Superhost
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

4.86 out of 5 average rating, 209 reviews
Top Guest favourite
A wooden dock extends over calm waters, reflecting lights from nearby shorelines. Fireworks burst in vibrant colors above the water, illuminated against a cloudy evening sky. Soft lights from distant buildings create a serene atmosphere, enhancing the tranquil setting of the cove.
Cottage in Portsmouth

Waterfront, Dog-Friendly Cottage on the Cove

4.97 out of 5 average rating, 153 reviews
Guest favourite
An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.
Cottage in Montauk

Secluded 1Br cottage on the lake, close to Ditch

4.87 out of 5 average rating, 126 reviews

Private cottage rentals

Top Guest favourite
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

5.0 out of 5 average rating, 133 reviews
Top Guest favourite
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

The Snug Cottage: Walk to Water-Newly Renovated

4.94 out of 5 average rating, 155 reviews
Top Guest favourite
A spacious deck is framed by greenery, featuring a table surrounded by six metal chairs. An umbrella provides shade, while potted plants add color. The view beyond the deck reveals a wooded landscape, enhancing the overall privacy and tranquility of the space.
Cottage in Swansea

Cottage in the woods.

4.99 out of 5 average rating, 151 reviews
Top Guest favourite
A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.
Cottage in Old Saybrook

Belle Vue Cottage

4.98 out of 5 average rating, 169 reviews
Superhost
Cottage in Narragansett

Beach Cottage by the Sea in Narragansett

4.79 out of 5 average rating, 107 reviews
Guest favourite
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 East Haddam

Direct Waterfront Cottage on Moodus Reservoir.

4.89 out of 5 average rating, 178 reviews
Top Guest favourite
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

Peaceful Oceanfront Cottage

4.85 out of 5 average rating, 123 reviews
Top Guest favourite
A cozy cottage is presented with a wooden deck and a sloped roof. The deck features a dining table surrounded by chairs. Lush greenery and neatly trimmed bushes surround the pathway leading to the cottage, with a serene lake visible in the background.
Cottage in Hopkinton

Lakeside Cottage in Hope Valley, RI

4.96 out of 5 average rating, 163 reviews

Destinations to explore