
Cottage vacation rentals in Westerly
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Top-rated cottage rentals in Westerly
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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.❤️

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.

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

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!

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.

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.

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.

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.

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.

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.

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
Popular amenities for Westerly cottage rentals
Cottage rentals with a hot tub

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Jamestown:Coastal Cottage in town near beach/Nwp

Lakeside cottage with beautiful views up the lake!

Lovely 2 BR Beach House No. Shore

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

Private Beach Cottage in Point O'Woods

Coastal, World Cup (35 miles), Bunkhouse, Hot Tub!
Pet-friendly cottage rentals

Tide's Rest: Charming Coastal Escape Near Wickford

Kayaks and Glimpses of Westport Bay

Beachfront Driftwood Cottage!

Storybook 2 Bedroom Cottage

Boathouse Cottage-Waterfront Yearound studio suite

Montauk Oceanview

Peaceful Riverfront Cottage w/Dock, Walk to Beach

Waterfront, Dog-Friendly Cottage on the Cove
Private cottage rentals

Peaceful Oceanfront Cottage

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

Riverview beach cottage

Lakeside Cottage in Hope Valley, RI

Great Island Water View Cottage

New! “LaBoDee”

The Cottage

Bonnet's Little Beauty !
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 ﺩ.ﺇ 624 per night before taxes and fees

Verified guest reviews
Over 1,070 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!
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- Cottage rentals Rhode Island
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- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Southampton Beach
- Easton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- University of Connecticut
- Powder Ridge Mountain Park & Resort
- University of Rhode Island
- Easton's Beach
- South Shore Beach
- Wölffer Estate Vineyard





