
Cottage holiday 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.❤️

East Matunuck cottage walking distance to beach!
Pack up the family and head to the beach for a vacation destination at The Village at Potters Pond! East Matunuck State Beach is a short walk from this fully equipped one bedroom cottage located in the center of everything. Go for a swim, kayak, paddle board ride or even quahog in the Salt Pond which is just a few steps away from your front door. Grab dinner directly across the street at Captain Jacks or the Matunuck Oyster Bar. Setup your lawn games, relax with friends/family & fire up the BBQ!

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!

A very special beach cottage in the country
Our beach cottage in the country is located on a dead end country road and looks out over a beautiful meadow, part of an abutting farm. It is within walking distance from the quaint New England main street of Wakefield where you will find many shops and restaurants. You are also within 10 minutes driving distance to many beautiful beaches, a short drive to Newport and a ferry ride to Block Island. You can have all kinds of seaside adventures while coming home to your quiet country cottage.

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.

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 Mystic, CT - Harbor View Landing - The Cove Waterfront Cottage
The Cove unit is a queen-sized studio, waterfront cottage, with custom tiled private bathroom. This cottage comes equipped with retro mini-fridge, microwave, Nepresso coffee maker, HD TV, Amazon smart speaker, free wi-fi as well as a complimentary bottle of wine and water. Matouk linens and luxury Molton Brown bath products. Beach towels provided for complimentary water activities.

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 cottage rentals in Westerly
Cottage rentals with a hot tub

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Jamestown:Coastal Cottage in town near beach/Nwp

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

4 Br Beach House; Short Walk to Beach!

Exclusive Modern Cottage

Montville Retreat Near Mohegan Sun: 2-Home Bundle!

Lakeside cottage with beautiful views up the lake!

Lovely 2 BR Beach House No. Shore
Pet-friendly cottage rentals

Quahog Cottage- Full Home with a private yard

Welcome to The Holly at Amston Lake

New Shoreham Cottage

Beachfront Driftwood Cottage!

Harrington Cottage

Mystic Magical Sunsets awaits your arrival

Shuck Shack: Waterfront, Marina Access, Oysters!

Walk to beach and beach bars
Private cottage rentals

RI Perfect Misquamicut Beach Cottage Get-Away

Quaint Cottage in Charlestown

Charming Cottage, walk to the beach.

Peaceful Cottage + Spa services + Gardens+ Beaches

3 Bedroom Cottage Gem

Bonnet's Little Beauty !

Entire Misquamicut Cottage

Salt Air for the Soul - Cozy Beach Cottage
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 £126 per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Westerly holiday rentals include wifi 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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- Rentals with a kayak Westerly
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- Rentals with a patio Westerly
- Rentals with beach access Westerly
- Fitness-friendly rentals Westerly
- Beachfront rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with a fireplace Westerly
- Family-friendly rentals Westerly
- Apartment rentals Westerly
- Rentals with a firepit Westerly
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- Rentals with a washing machine and dryer Westerly
- Pet-friendly rentals Westerly
- Cottage rentals Rhode Island
- Cottage rentals United States
- Brown University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Bonnet Shores Beach
- Easton Beach
- Foxwoods Resort Casino
- Roger Williams Park Zoo
- Second Beach
- Mystic Seaport Museum
- Narragansett Town Beach
- The Breakers
- Point Judith Lighthouse
- Hammonasset Beach State Park
- South Shore Beach
- Powder Ridge Mountain Park & Resort
- Blue Shutters Beach
- Easton's Beach
- Wölffer Estate Vineyard
- University of Connecticut
- Fort Adams State Park
- Orient Beach State Park





