Cottage vacation rentals in Watch Hill

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Top-rated cottage rentals in Watch Hill

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Top guest favorite
A fire pit surrounded by white Adirondack chairs is set on a gravel area. Lush greenery and trees create a serene backdrop, with a large lawn leading to a cozy cottage nestled among the trees. The sky is clear and blue.
Cottage in Ledyard
4.92 out of 5 average rating, 129 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.❤️

Guest favorite
The exterior of 'LaBoDee' is framed by lush greenery and wildflowers. The door is painted in a warm red hue, accompanied by a sign displaying the cottage's name. Natural light filters through the foliage, providing a serene and inviting entrance.
Cottage in Old Lyme
4.82 out of 5 average rating, 194 reviews

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!!

Top guest favorite
A view of Blue Bill Cove is showcased, featuring calm waters reflecting the blue sky and scattered clouds. Marsh grasses line the shore, with distant structures visible along the waterfront, creating a serene outdoor setting.
Cottage in Portsmouth
4.98 out of 5 average rating, 160 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 favorite
The exterior of the cottage features weathered wooden siding with blue trim. A welcoming porch is adorned with two teal chairs and a flower box filled with colorful blooms. Surrounding the cottage, white daisies provide a vibrant floral display.
Cottage in South Kingstown
4.94 out of 5 average rating, 139 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

Guest favorite
A red chair is positioned on a wooden deck overlooking a calm lake. The surface of the water reflects surrounding green trees and a sky filled with fluffy clouds, creating a serene atmosphere.
Cottage in Ledyard
4.89 out of 5 average rating, 252 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.

Guest favorite
Adirondack chairs are positioned along the waterfront, offering scenic views of a vibrant sunset reflecting on calm waters. Soft hues of orange and purple dominate the sky, with a boat visible in the distance and a grassy area extending from the shoreline.
Cottage in Waterford
4.82 out of 5 average rating, 106 reviews

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 .

Superhost
A charming home exterior is lined with vibrant green ivy, surrounded by a lush garden area. A gravel pathway leads to the entrance, and cozy seating arrangements are visible in front of the house. Large windows allow natural light to fill the interior.
Cottage in Old Saybrook
4.78 out of 5 average rating, 106 reviews

Storybook 2 Bedroom Cottage

Enjoy a relaxing stay at this charming storybook home which has just been refreshed professionally and redesigned with unique and gorgeous antique furnishings and decor. Built in 1895, the home was re-envisioned by designer Charles Spada in the 90’s. A lovely private back yard with beautiful stone work and plantings. The proximity to shopping, galleries, restaurants and Old Saybrook, Town Beach and Katherine Hepburn theater makes this location ideal.

Top guest favorite
A charming outdoor space features a wooden pathway leading to a cozy fire pit surrounded by blue chairs. A vibrant turquoise umbrella provides shade over a nearby table, while a hammock hangs invitingly in the background amidst lush greenery.
Cottage in East Lyme
4.97 out of 5 average rating, 317 reviews

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.

Guest favorite
The entrance to the waterfront cottage is framed by light grey shingles and features a dark front door. A small potted plant rests on a black side table beside the door, while the surrounding area showcases a gravel pathway leading to a serene view of the water.
Cottage in Mystic
4.98 out of 5 average rating, 128 reviews

Historic Mystic, CT - Harbor View Landing - The Cove Waterfront Cottage

The Cove unit is a queen-sized studio, waterfront cottage, with custom tiled private bathroom. This cottage comes equipped with retro mini-fridge, microwave, Nepresso coffee maker, HD TV, Amazon smart speaker, free wi-fi as well as a complimentary bottle of wine and water. Matouk linens and luxury Molton Brown bath products. Beach towels provided for complimentary water activities.

Top guest favorite
An inviting sleeping area features a spacious bed with soft bedding and decorative pillows. Light enters through a nearby window, while slanted ceilings create a cozy atmosphere. Nightstands with lamps flank the bed, and a few folded towels are neatly placed at the foot.
Cottage in Groton
4.96 out of 5 average rating, 349 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 favorite
A spacious deck with wooden lounge chairs offers a direct view of the ocean and shoreline. Large glass doors frame the scene, allowing natural light to illuminate the interior space. The calm water reflects a clear sky, creating a serene coastal atmosphere.
Cottage in South Kingstown
4.96 out of 5 average rating, 128 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 favorite
A side yard features a wooden walkway leading to the beach. A pair of blue Adirondack chairs is positioned on a deck, while potted flowers add color. The calm waters are visible in the background, framed by a verdant landscape and dotted with boats.
Cottage in Bristol
4.97 out of 5 average rating, 202 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.

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