Cottage holiday rentals in Watch Hill

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Top-rated cottage rentals in Watch Hill

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Top guest favourite
A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.
Cottage in Ledyard
4.92 out of 5 average rating, 128 reviews

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.❤️

Top guest favourite
An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.
Cottage in Portsmouth
4.97 out of 5 average rating, 155 reviews

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.

Top guest favourite
The charming cottage is nestled within a wooded environment, bordered by lush greenery. An American flag is proudly displayed on a flagpole, while vibrant shrubs and grasses frame the entrance. The inviting front porch features hanging planters, enhancing the cottage's welcoming appeal.
Cottage in Waterford
4.99 out of 5 average rating, 117 reviews

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.

Top guest favourite
Cottage in South Kingstown
4.94 out of 5 average rating, 138 reviews

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

Top guest favourite
An open living area features warm wood flooring and a working fireplace framed by a wooden mantel. Two comfortable chairs sit beside a small table, while a spacious red sofa is positioned nearby. A well-equipped kitchen is visible in the background, with modern appliances.
Cottage in Mystic
4.98 out of 5 average rating, 270 reviews

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!

Top guest favourite
A charming cottage exterior is surrounded by lush greenery, featuring a patio with a shaded table and chairs. A gas grill is positioned nearby, and large windows provide a view into the cozy interior. The patio area invites relaxation amidst the tranquil outdoor setting.
Cottage in South Kingstown
4.99 out of 5 average rating, 134 reviews

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.

Top guest favourite
A serene lakeside patio is featured, with outdoor dining furniture arranged on a stone surface. A large awning provides shade, while a well-maintained lawn leads to the tranquil waters of the lake, surrounded by trees. A view of the shoreline and boats is visible across the lake.
Cottage in Montville
4.96 out of 5 average rating, 121 reviews

Beautiful lakefront retreat just 15 mins to casino

Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.

Guest favourite
A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.
Cottage in Ledyard
4.89 out of 5 average rating, 249 reviews

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.

Top guest favourite
An outdoor seating area is set up with wicker chairs and a coffee table, positioned on a stone patio. A large tree provides shade, and the Mystic River is visible in the background, flanked by buildings along the waterfront.
Cottage in Groton
4.96 out of 5 average rating, 348 reviews

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.

Guest favourite
An expansive deck is showcased, offering views of the ocean and sandy beach below. The gentle waves are seen lapping at the shore under a soft, colorful sky, with wooden railings framing the scene.
Cottage in South Kingstown
4.97 out of 5 average rating, 123 reviews

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

Top guest favourite
The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.
Cottage in Bristol
4.97 out of 5 average rating, 193 reviews

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.

Guest favourite
A charming white cottage is surrounded by lush greenery and vibrant orange lilies in the foreground. The entrance features a decorative wrought-iron railing, set against a backdrop of tall trees and an inviting garden, creating a serene outdoor atmosphere.
Cottage in Westerly
4.96 out of 5 average rating, 125 reviews

Romantic water view cottage - CASITA AL MAR

This water view cozy Mediterranean-style 1 bedroom romantic cottage is located within the charming community of Shelter Harbor. Across the street is Quonochontaug Pond, a four mile saltwater pond perfect for kayaking, windsurfing, sailing, fishing, clamming, and of course swimming. :)

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