Holiday rentals in Hammonasset Beach

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Top-rated holiday rentals in Hammonasset Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.
Cottage in Guilford
4.96 out of 5 average rating, 202 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Top guest favourite
The sunroom features a light pink wall and a high ceiling with exposed beams. A comfortable wicker sofa with decorative throw pillows accompanies two matching chairs. A patterned area rug covers the floor, while a small table sits in the center. Soft light filters through sheer curtains.
Cottage in Guilford
4.94 out of 5 average rating, 296 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Guest favourite
A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.
Bungalow in Westbrook
4.84 out of 5 average rating, 45 reviews

Adorable single story cottage-by-the-sea

Adorable, quiet seasonal single story cottage-by-the-sea, in Westbrook, CT. The cottage is located approximately 25 yards from private West Beach. You will love the large front porch and living room with plenty of space for everyone. Updated kitchen with all the amenities. Two bedrooms with closets & drawers. Picnic bench with stainless steel grille & Bonfire Solo Stove outside. Hot & cold outdoor shower to wash off the sand, after a day at the beach. Off road parking on the side of the house.

Top guest favourite
Home in East Haddam
4.93 out of 5 average rating, 327 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Top guest favourite
The dining area features a round table surrounded by two woven chairs. Natural light floods the space through sheer white curtains covering multiple windows. A simple round rug anchors the seating area, and a light fixture hangs above the table, contributing to a bright and airy atmosphere.
Guest house in Madison
4.96 out of 5 average rating, 85 reviews

The Rising Tide Cottage

The Rising Tide Cottage is recently updated and located in a quiet neighborhood on the Connecticut shoreline. Downtown Madison is less than a mile away and home to award-winning restaurants, a movie theater, and many shops. We are 5 houses down from our neighborhood Pent Road Beach and supply complimentary beach chairs, towels and umbrella. Enjoy your morning coffee on the private patio watching the tide rise and fall, overlooking a protected wildlife sanctuary at Hammonassett Beach State Park

Top guest favourite
The guest house features a modern design with a bright yellow exterior, large glass doors, and a spacious front deck. Surrounding greenery and a stone wall create a natural, secluded atmosphere. The deck offers an inviting space for relaxation while overlooking the landscaped yard.
Guest house in Guilford
4.99 out of 5 average rating, 517 reviews

Get Back to Nature at a Modern Wood Clad Getaway

HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Top guest favourite
Home in Clinton
4.97 out of 5 average rating, 215 reviews

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Guest favourite
Home in Guilford
4.92 out of 5 average rating, 53 reviews

Beach Sanctuary on the Long Island Sound

Kick back and relax in this stylish, retro, newly renovated coastal oasis with beach access & stunning views of the Long Island Sound. You can enjoy bird watching in the backyard garden in the spring, swimming and fishing at the private association beach in the summer, and leaf-peeping in the fall. The Beach Sanctuary is located in charming, historic Guilford CT, minutes from the town green, train station, local restaurants, and shopping as well as 20 minutes from New Haven and Yale.

Guest favourite
A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.
Home in Clinton
4.92 out of 5 average rating, 181 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.

Top guest favourite
The charming barn exterior is illuminated by warm string lights, highlighting its rustic wood finish. Adirondack chairs are arranged in the lush, level yard, inviting relaxation. A covered porch extends from the barn, enhances outdoor living space while offering a cozy atmosphere as twilight approaches.
Barn in Essex
4.96 out of 5 average rating, 187 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Guest favourite
A comfortable seating area features large cushions in soft blue hues. Through expansive windows, serene views of the water and a distant sailboat can be seen, creating a connection with the tranquil seaside environment.
Cottage in Guilford
4.95 out of 5 average rating, 87 reviews

Direct Shoreline Long Island Sound Waterfront

A quintessential New England cottage with views of the water from all rooms. Spectacular sunrises and sunsets, enchanting panorama views. A stone's throw from the beautiful Grass Island state park and boat launch, a waterfront natural preserve, perfect for hiking or communing with nature. The interior underwent a full renovation in 2020 with new appliances and bath fixtures. Original structure preserved. A tranquil, quiet place.

Guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 149 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Popular amenities for Hammonasset Beach holiday rentals