Cottage holiday rentals in Watch Hill

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.❤️

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.

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.

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 .

Bonnet's Little Beauty !

This quaint home has gone through some wonderful upgrades. It is open and bright to make for comfortable space . Enjoy the hardwood floors, tile baths , separate bedrooms, with upscale linens for your stay. Wake up and take a stroll to (2) beaches. Great location for SUP boarding, Kayaking, Surf Kiting one block from the bay and a short drive to Narrow River and Beaches Wifi Always, Cable during peak season only. 1 hr to Gillette/Foxborough for the World Cup 2026

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.

The Cottage

Step into a piece of history with this charming, fully converted 1930s changing house. Ideally located, it’s just a short stroll to downtown or a scenic bike ride to the beach, putting the best of the area right at your doorstep. Inside, you’ll discover a thoughtfully designed studio layout, offering the perfect setting for a peaceful getaway. The Cottage seamlessly blends comfort, convenience, and character, creating a truly inviting retreat.

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.