
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.❤️

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!

Mr. Salty’s Way with Private Apartment Suite
Perfect beach get-away on a quiet street. This house is large enough for 2 full families or perfect for a family with grandparents in the in-law suite above the garage. Catwalk connects both spaces. You asked and we delivered! Brand new flooring, new furniture, and new beds. To make our guests stay more comfortable, we installed a top-of-the-line airconditioning/heating unit within the apt above the garage and brand new central air conditioning in the main home. You will love your stay!

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.

Cozy Coastal Winter Getaway Close to URI
Discover the perfect fall escape at our newly renovated Starfish Cottage, a gem nestled in a peaceful beach community in RI. Whether you're seeking adventure or relaxation, the area offers plenty to do from kayaking to biking, & of course, the beach. In the evenings, unwind by grilling on the patio & making s'mores by the fire. Located just 2 miles from Greenhill & Charlestown beaches, you'll also be only 15 mins. to URI, 30 mins. to Newport & 20 mins. to the Block Island Ferry.

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.

The School House | Mystic River Cottage
Once a local schoolhouse relocated in 1857, this 1-bedroom, 1-bath cottage now offers a peaceful retreat on the Mystic River. Enjoy a private entrance, full kitchen, cozy family room, and patio with stunning river and drawbridge views. Perfect for couples or solo travelers seeking historic charm and waterfront tranquility, just a short walk from Downtown Mystic and the Seaport.

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

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Jamestown: Coastal Cozy Cottage in town pets OK

Walk/Bike to East Hampton Village & Ocean Beaches

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

4 Br Beach House; Short Walk to Beach!

Lakeside cottage with beautiful views up the lake!

Lovely 2 BR Beach House No. Shore

Private Beach Cottage
Pet-friendly cottage rentals

Sunset Farm Cottage great location

Captain's Quarters: Waterfront, Marina Access

Beachfront Driftwood Cottage!

Peaceful Cottage + Spa services + Gardens+ Beaches

Harrington Cottage

Serene Waterfront Cottage

Montauk Cottage Escape

Cottage on River near Providence/Cape Cod/Newport
Private cottage rentals

Tide's Rest: Charming Coastal Escape Near Wickford

Quaint Cottage in Charlestown

Hurricane Hill-farm cottage near Providence

A very special beach cottage in the country

Beautiful lakefront retreat just 15 mins to casino

Westerly, Charming Cottage blocks from downtown

Cove-Cottage, Waterfront year-round Getaway

Cozy Cottage on the Great Pond near beach.
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 ₹5,316 per night before taxes and fees

Verified guest reviews
Over 1,210 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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- Pet-friendly rentals Westerly
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- Rentals with a fireplace Westerly
- Rentals with beach access Westerly
- Rentals with a hot tub Westerly
- Rentals with pools Westerly
- Apartment rentals Westerly
- Rentals with a kayak Westerly
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- Cottage rentals Rhode Island
- Cottage rentals United States
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Oakland Beach
- Napeague Beach
- TPC River Highlands
- Roger Williams Park Zoo
- Brownstone Adventure Sports Park
- Horseneck Beach State Reservation
- Second Beach
- Sandy Beach
- Amagansett Beach
- Ninigret Beach
- The Breakers
- Island Park Beach
- Groton Long Point South Beach




