
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.❤️

New! “LaBoDee”
“LaBoDee”, a fun play on the word abode, house, is a tiny cottage located central to CT’s unique shoreline communities, just off I95. “LaBoDee” is one room with a fully equipped kitchenette, ready for those who would like to stay awhile. “LaBoDee” is on a property contiguous to a state forest (a trail is right outside the door) yet within walking distance is a delicious deli, market, gas station, pizza, a lake, and close by is the beach. A local restaurant has day passes for their beach- $20!!

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

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!

Downtown Westerly Beach Cottage Getaway
This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

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.

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.

Pet-Friendly Private Beach Oceanfront Cottage A/C
Azure Cottage is traditional cedar shingled cottage directly on the private beach in Charlestown, RI with stunning views of Block Island Sound. With two bedrooms and a large queen loft, the cottage sleeps 6. Doggie guests are welcome for an amazing off-the-leash beach vacation. Handheld showers on stairs make washing sandy feet and paws a breeze. Why wait? Book now to reserve for your best summer vacation ever! Pet fees are $45/day per animal.

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.

Lakeside Cottage in the Forest
Quaint lakefront cottage in the woods just steps from Beach Pond. Peaceful view of the lake from the front porch. Includes use of our private sand beach, 10 person wood-fired sauna and abundant hiking trails in Pachaug and Arcadia Forests. Visit with our 6 horses, take a quiet kayak, or relax tired muscles in the sauna. Dock available.

Lakeside cottage with beautiful views up the lake!
Perfect cottage for a family, a couple, or friends. Relax by the serenity of the lake, and enjoy our kayaks, canoe, 2 fire pits, games, and more. Foxwoods, Mystic, and other attractions are only 10 minutes away. There is a lot of nature to see, as well as attractions in town and great restaurants in the area.
Popular amenities for Westerly cottage rentals
Cottage rentals with a hot tub

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Waterfront cottage overhanging the water!

Jamestown: Cottage New Year’s 1 night Min. Grab it

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

Private Beach Cottage

Coastal Waterview with Bunkhouse & Hot Tub!

Waterfront Oasis minutes from Newport w/ hot tub!
Pet-friendly cottage rentals

Sunset Farm Cottage great location

Beachfront Driftwood Cottage!

Harrington Cottage

Shuck Shack: Waterfront, Marina Access, Oysters!

Serene Waterfront Cottage

Montauk Cottage Escape

Lake Front "Windy Corner" Cottage

Sound View Beach Cottage
Private cottage rentals

Peaceful Oceanfront Cottage

Quaint Cottage in Charlestown

Windrush Cottage cozy charm, walk to ocean & ponds

Hurricane Hill-farm cottage near Providence

Beautiful lakefront retreat just 15 mins to casino

Cozy Cottage Near Newport. Water Views. Fireplace

Westerly, Charming Cottage blocks from downtown

Cottage 29 - Waterfront Cottage - Close to Newport
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 $82 CAD per night before taxes and fees

Verified guest reviews
Over 1,210 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Wifi availability
10 of Westerly vacation 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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