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Cottage vacation rentals in Westerly

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Quick stats about cottage rentals in Westerly

  • Total vacation rentals

    Explore 10 vacation rentals in Westerly

  • Nightly prices starting at

    Westerly vacation rentals start at €173 per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Westerly vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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Guest favorite
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.❤️

4.93 out of 5 average rating, 139 reviews
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

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, 290 reviews
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

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, CAMPERS, RVs OR TRAILERS ALLOWED . No street parking. No candles. RE-01712-STR

4.94 out of 5 average rating, 151 reviews
Guest favorite
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, 105 reviews
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

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, 298 reviews
Guest favorite
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

Escape to our peaceful oasis near Wickford! This charming cottage, nestled in a private compound in the Hamilton neighborhood, offers a perfect retreat for couples or families with small children. Relax in the tranquil yard, ideal for morning coffee or evening unwinding. Just minutes from Wickford Village, beautiful beaches, and conveniently located between Newport, Narragansett, and Providence. Discover coastal charm, local attractions, and serene surroundings for a memorable getaway!

4.94 out of 5 average rating, 112 reviews
Guest favorite
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.

4.89 out of 5 average rating, 257 reviews
Guest favorite
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, 115 reviews
Guest favorite
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, 299 reviews
Top guest favorite
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, 111 reviews
Top guest favorite
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, 362 reviews
Guest favorite
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, 134 reviews

Popular amenities for Westerly cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a pool

Top guest favorite
A clean in-ground pool is surrounded by a spacious patio, offering ample room for relaxation. Lush greenery and mature trees frame the area, while a picnic table provides a space for outdoor dining. The house is visible in the background, featuring a light exterior.
Cottage in North Kingstown

Vineyards, Newport, Narragansett, In-Ground Pool

4.98 out of 5 average rating, 58 reviews
Top guest favorite
A charming yellow exterior of a house is framed by leafy green trees and well-maintained shrubs. The entrance features a wooden door with a decorative lantern, complemented by vertical bamboo accents positioned alongside the driveway.
Cottage in Cranston

The Denison Markham Carriage House

4.97 out of 5 average rating, 68 reviews
Guest favorite
The red cottage is framed by leafy trees and a well-maintained yard. A stone pathway leads to the entrance, where a welcoming porch displays a small American flag. Large windows allow for natural light, showcasing the cottage's rustic charm.
Cottage in Norwich

Spacious 2BR Norwich Cottage

4.87 out of 5 average rating, 76 reviews
Guest favorite
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

4.93 out of 5 average rating, 176 reviews
Cottage in North Fork

Beechwood Cottage 1BD

4.97 out of 5 average rating, 30 reviews
Top guest favorite
A hexagonal-shaped bungalow with white exterior and large front windows, sits amidst lush greenery. A pathway lined with grass leads to the entrance. Two blue chairs and an umbrella can be seen on the deck, providing a space to relax outdoors.
Cottage in Springs

Springs Beach Cottage - brand new heated pool

5.0 out of 5 average rating, 18 reviews
Guest favorite
A wooden coffee table is positioned in the foreground, featuring a large book titled 'The Wild Horses of Sable Island' prominently displayed. In the background, light filters through sliding glass doors, leading to an outdoor space, with green patio furniture partially visible.
Cottage in Montauk

Montauk Oceanfront for Families, Singles & Surfers

4.89 out of 5 average rating, 27 reviewsA tranquil swimming pool is set within a landscaped yard, surrounded by lush greenery and tall trees. Lounge chairs are positioned along the pool's edge, complemented by a spacious umbrella providing shade. A charming house is visible in the background, emphasizing the serene atmosphere.
Cottage in Montville

Private Guest House w/ Deck + Spectacular Views!

4.89 out of 5 average rating, 70 reviews

Cottage rentals with a hot tub

Top 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

Waterfront Oasis minutes from Newport w/ hot tub!

4.98 out of 5 average rating, 176 reviews
Guest favorite
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 Newport 9/2-5 OPEN

4.93 out of 5 average rating, 134 reviews
Top guest favorite
Cottage in Barrington

Coastal Cottage with Bunkhouse, Kayaks & Hot Tub!

4.99 out of 5 average rating, 70 reviews
Top guest favorite
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, 268 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

4.79 out of 5 average rating, 272 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 favorite
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, 298 reviews
Cottage in Montville

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Pet-friendly cottage rentals

Top guest favorite
The exterior of the cottage is showcased, featuring a modern design with grey shingles. Multiple windows allow natural light to fill the interior. Lush greenery and blooming hydrangeas border the entrance, with a set of wooden steps leading up to the deck.
Cottage in New Shoreham

New Shoreham Cottage

4.91 out of 5 average rating, 111 reviews
Guest favorite
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

4.97 out of 5 average rating, 327 reviews
Top guest favorite
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, 323 reviews
Top guest favorite
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 favorite
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

4.87 out of 5 average rating, 203 reviews
Top guest favorite
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-Waterfront Yearound studio suite

4.97 out of 5 average rating, 337 reviews
Top guest favorite
Cottage in South Kingstown

Cottage 5 Mins to the Beach w/ Beach Parking Pass

4.94 out of 5 average rating, 148 reviews
Guest favorite
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

4.86 out of 5 average rating, 131 reviews

Destinations to explore