
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.

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.

Classic CT Cottage w/ Trail by Harkness Park/Ocean
Tastefully appointed! A quaint cottage in a forest setting on 6 acres bordering Harkness State Park. A peaceful & serene setting where you can hear nature by day and the lighthouse sound signal at night. The cottage is fully equipped & very comfortable for your stay. The Waterford beach is a short drive away...less than 2 miles through the forest...as are beautiful hikes along the coast. Centrally located near Historic Mystic, Niantic, Conn College, US Coast Guard Academy & the US Naval Base.

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.

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.

Private Peaceful Great Island Waterfront Cottage
Private - Quiet - Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Launch a 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 AC NEW for 2025 There will be a Bed Linens & Bath Towel Package Pillows & Blankets will be available Blankets must be washed before leaving

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

Lakeside cottage with beautiful views up the lake!

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

4 Br Beach House; Short Walk to Beach!

Private Beach Cottage

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

Sunset Farm Cottage great location

Welcome to The Holly at Amston Lake

Beachfront Driftwood Cottage!

Storybook 2 Bedroom Cottage

Mystic Magical Sunsets awaits your arrival

Shuck Shack: Waterfront, Marina Access, Oysters!

Serene Waterfront Cottage

Montauk Cottage Escape
Private cottage rentals

RI Perfect Misquamicut Beach Cottage Get-Away

Quaint Cottage in Charlestown

Charming Cottage, walk to the beach.

Charming Cottage in Historic Sag Harbor

Peaceful Cottage + Spa services + Gardens+ Beaches

BEACH COTTAGE-NARRAGANSETT, RI (JEM) "OSPREY"

Walk to beach and beach bars

Blueberry Patch - fantastic deck, family friendly
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 $217 SGD 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!
Destinations to explore
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- Fitness-friendly rentals Westerly
- Rentals with beach access Westerly
- Beachfront rentals Westerly
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- Rentals with outdoor seating Westerly
- Rentals with a washing machine and dryer Westerly
- Waterfront rentals Westerly
- Rentals with a firepit Westerly
- Beach house rentals Westerly
- House rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with a fireplace Westerly
- Rentals with breakfast Westerly
- Rentals with a kayak Westerly
- Family-friendly rentals Westerly
- Rentals with a patio Westerly
- Apartment rentals Westerly
- Flat rentals Westerly
- Pet-friendly rentals Westerly
- Cottage rentals Rhode Island
- Cottage rentals United States
- Brown University
- Cooper's Beach, Southampton
- Charlestown Beach
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- East Matunuck State Beach
- Mohegan Sun
- Bonnet Shores Beach
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- Point Judith Lighthouse
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- South Shore Beach
- Fort Adams State Park
- Amagansett Beach
- Burlingame State Park
- Ocean Beach
- University of Connecticut
- Orient Beach State Park
- Narragansett Town Beach




