
Cottage holiday rentals in Westerly
Find and book unique cottages on Airbnb
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 £150 per night before taxes and fees

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Over 1,100 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!
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.❤️

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.

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, CAMPERS, RVs OR TRAILERS ALLOWED . 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.

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.

Peaceful Oceanfront Cottage
Welcome to our oceanfront guesthouse. Enjoy the waterfront view as our guests on this beautiful private family compound. A modernized quintessential 18th century get-away. The entire cottage is yours, with 2 bedrooms, 1.5 bathrooms, full kitchen, patio with picnic table, living room and sunroom all offering stunning views of the water and evening sunsets. Just a short walk to a sand bar (great for walking and kids) and near multiple beaches. A very quiet and safe neighborhood .

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

Beach Front Cottage in Bristol
“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.
Popular amenities for cottage rentals in Westerly
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!

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

Private Beach Cottage in Point O'Woods

Coastal, World Cup (35 miles), Bunkhouse, Hot Tub!

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

Tide's Rest: Charming Coastal Escape Near Wickford

Welcome to The Holly at Amston Lake

Kayaks and Glimpses of Westport Bay

Beachfront Driftwood Cottage!

Storybook 2 Bedroom Cottage

Montauk Oceanview

Waterfront, Dog-Friendly Cottage on the Cove

EASY BEAT
Private cottage rentals

Riverview beach cottage

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Peaceful Cottage + Spa services + Gardens+ Beaches

Great Island Water View Cottage

Direct Waterfront Cottage on Moodus Reservoir.

The Cottage

Entire Misquamicut Cottage

Salt Air for the Soul - Cozy Beach Cottage
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Rentals with beach access Westerly
- Rentals with a fireplace Westerly
- House rentals Westerly
- Rentals with a kayak Westerly
- Beachfront rentals Westerly
- Waterfront rentals Westerly
- Pet-friendly rentals Westerly
- Rentals with a hot tub Westerly
- Rentals with pools Westerly
- Flat rentals Westerly
- Fitness-friendly rentals Westerly
- Rentals with breakfast Westerly
- Family-friendly rentals Westerly
- Beach house rentals Westerly
- Rentals with a firepit Westerly
- Rentals with a patio Westerly
- Apartment rentals Westerly
- Rentals with outdoor seating Westerly
- Rentals with a washing machine and dryer Westerly
- Cottage rentals Rhode Island
- Cottage rentals United States
- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Roger Williams Park Zoo
- Point Judith Lighthouse
- Narragansett Town Beach
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- University of Connecticut
- University of Rhode Island
- Powder Ridge Mountain Park & Resort
- Soundview Beach
- Wölffer Estate Vineyard
- Easton's Beach





