Holiday houses 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
Cottage in Guilford
4.98 out of 5 average rating, 55 reviews

Newly Restored Cottage on River

Newly restored cottage, after being off Airbnb for 5 years, with cathedral living/kitchen area. Indoor/outdoor fireplaces & views of the stone sculpted grounds on the West River. The bedroom is on the ground floor with bath & wood stove. There are miles of trails across the river at Bittner Park. Bittner has a beautiful 18 hole disc golf course, pickle ball courts, basketball and a running track. A 1/4 mile away by car or a 5 minutes walk over the "Peter Pan Bridges"-not for the faint of heart.

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, 298 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
4.85 out of 5 average rating, 47 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
A charming cottage with a light-colored exterior sits in a manicured yard. The structure features multiple windows that allow natural light to fill the space. A small staircase leads to the entrance, surrounded by greenery and decorative landscaping, providing a welcoming facade.
Guesthouse in Madison
4.97 out of 5 average rating, 87 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
A modern living space features a comfortable sofa, a circular coffee table, and a television unit. Large sliding glass doors create a seamless view of the outdoors, with natural greenery visible beyond the private deck. Soft natural light fills the room, enhancing its inviting ambiance.
Guesthouse in Guilford
4.99 out of 5 average rating, 519 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
The sunken living room showcases expansive windows offering unobstructed views of the water, allowing natural light to fill the space. A spacious gray couch faces a low black table, while a comfortable reading chair with an ottoman is positioned nearby, creating an inviting gathering area.
Home in Guilford
5 out of 5 average rating, 38 reviews

3BR Waterfront Oasis on Joshua Cove, Private Beach

Kick back & relax in this modern, stylish waterfront home with a private beach. Newly renovated, this house offers beautiful, unobstructed views of the Long Island Sound and a backyard equipped with an outdoor patio & dining area, hammock, firepit, adirondack chairs, chaise lounges, and cushioned outdoor furniture (in season). You can enjoy swimming at the home's private beach in summer, leaf-peeping in fall, and bird watching in spring. The house is located 5 minutes from downtown Guilford.

Superhost
An open living space features a modern yellow couch adorned with cushions, accompanied by a small coffee table. Natural light filters in through large windows, illuminating the light-colored walls and wooden flooring. A glimpse of the kitchen and a TV mounted on the wall is visible.
Cabin in Clinton
5 out of 5 average rating, 4 reviews

Clinton Beach Bungalow #3 Waterside Landing

Walk to beach. Connecticut Shoreline in Clinton, situated between Madison and Old Saybrook. Relax in this chic Bungalow with water & garden views, fully equipped kitchen, luxurious linens, comfortable queen bed, beautiful furnishings, and vaulted ceilings. To make your beach days effortless, beach towels and wagons are included. Perfect for couples seeking a relaxing coastal getaway. Planning a larger gathering? Ask about our 3 other bungalows & The Captains House that sleeps 4!

Top Guest favourite
The exterior of The Barn features a modern design, with a wood-paneled facade and large windows set under a sloping roof. A bench is positioned on the grass nearby, surrounded by greenery and trees, providing a tranquil outdoor space.
Guesthouse in Madison
4.98 out of 5 average rating, 91 reviews

The Barn by the Sound

Spend a weekend in The Barn: a modern designed free-standing building with guest studio apartment above, designed to look like a barn; the studio has views at tree level of a quiet, old neighborhood; one block from Long Island Sound; on a section of the historic old Boston Post Road. There is lots of natural light coming from a large window with a lovely view of a privet hedge on our property overlooking a park like property across the street.

Top Guest favourite
The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.
Cottage in Pawling
4.99 out of 5 average rating, 175 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Superhost
An airy living area is highlighted by a spiral staircase leading to a loft space. Light-colored walls and furnishings complement warm wood accents. A round dining table is set with woven placemats, while a cozy seating area features a television and large windows allowing natural light to fill the room.
Cottage in Clinton
4.68 out of 5 average rating, 62 reviews

The Beach Nest-Lux Cottage Steps to the Beach

Come enjoy the cutest cottage on Shore Rd. Newly renovated. Just steps to the beach and minutes away from town and all of the CT shoreline attractions. This newly renovated cottage has all the modern amenities of today and all the old charm of yesterday. The cottage features water views, a fully equipped kitchen, washer/dryer, and dishwasher. The cottage sleeps up to 6 (1 queen,1 bunkbed, and 1 sleeper sofa)and has parking for 2 cars.

Top Guest favourite
A charming cottage exterior is framed by wooden shingles and large windows, allowing natural light to fill the interior. A set of steps leads to the welcoming entrance. Outdoor seating is visible, accompanied by stacked firewood, creating an inviting outdoor space.
Cottage in Guilford
4.95 out of 5 average rating, 88 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
A charming cottage sits elevated on wooden stilts, framed by sandy beach. A set of white stairs leads up to a spacious deck with railings. Nearby, beach chairs are positioned on the sand, and a striped umbrella provides shade.
Home in Clinton
5 out of 5 average rating, 8 reviews

The Viola Beach Cottage

Nestled just steps away from the water, The Viola Cottage boasts stunning views and gentle ocean breezes. * 2 Bedrooms + Sleeper Sofa * Sleeps 7 * Fully Stock Kitchen * Direct Water Front * Direct TV & WiFi * Gas Grill *Only a few Flip-Flop Steps to the Water Your coastal haven awaits at The Viola Cottage—book your stay today! Relax with the whole family at this peaceful place to stay.

Popular amenities for Hammonasset Beach holiday rentals