Holiday rentals in Hammonasset Beach

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Top-rated holiday rentals in Hammonasset Beach

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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, 290 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”.

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.
Guest house in Madison
4.96 out of 5 average rating, 78 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

Guest favourite
A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.
Cottage in Westbrook
4.87 out of 5 average rating, 188 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Top guest favourite
Cabin in Madison
5 out of 5 average rating, 19 reviews

Riverfront Antique Cabin in the Heart of Madison

Antique, rustic cabin on Neck River just minutes from downtown Madison. Come kayak, birdwatch, and relax. First floor has a full, eat-in kitchen and tranquil living room with TV, pingpong, and games. Walk (1.5 miles) or kayak (during high tide) to Grass Island for a tranquil beach experience, or drive (2 miles) to downtown, with beaches, bookstores, a quaint town cinema and a wide array of restaurants. Relax (or fish) on the stone porch as egrets, osprey, and kingfishers fly above you.

Guest favourite
A historic New England home features a classic white exterior with multiple windows. Surrounding greenery includes mature trees and a well-maintained lawn. The side of the house provides a glimpse of a separate structure, enhancing the spacious outdoor area.
Home in Clinton
4.97 out of 5 average rating, 210 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.

Superhost
The living area features a compact black mini couch adorned with two decorative pillows. A small, rustic side table stands beside the couch, complemented by a lamp with a soft shade. A wall art piece depicting a pier view enhances the room's ambiance.
Guest suite in Madison
4.74 out of 5 average rating, 23 reviews

Vintage Cabin Suite near Hammonasset Beach (No.1)

Cozy cabin suite near the beach and greenway trail, just a quick drive to charming downtown area. Cottage (#1) is a suite-style space including one bedroom with 1 queen bed; sitting room; coffee bar with coffee maker, mini fridge, microwave, and toaster; and, a small private bathroom with shower. This space can accommodate up to 2 adults. This building is a duplex and you may have neighbors in the adjacent suite. Each unit has a private entrance on opposite ends of the building.

Top guest favourite
A compact kitchenette is seen, featuring wooden cabinets and a stainless steel refrigerator. A microwave is mounted above a sink with dark countertops. A light-filled sleeping area is visible in the background, furnished with a blue bedspread and a wooden dresser.
Flat in Clinton
4.92 out of 5 average rating, 72 reviews

Bright & Cozy Loft Near Beach

Enjoy a peaceful and bright retreat in Clinton! This spacious studio offers plenty of natural light from skylights, creating a cozy atmosphere. Located 10 minutes from Clinton Beach, Hammonasset State Park, and Clinton Premium Outlets. The entrance is up 15 steps to your private, separate space on a shared property. With a private bathroom and all the essentials for a comfortable stay, you’ll enjoy a relaxing experience in a quiet neighborhood, near dining and shops.

Top guest favourite
The exterior of a two-story, grey-shingled building is showcased, featuring multiple windows aligned symmetrically. A well-maintained garden with colorful flowers and greenery surrounds the entrance, which includes a modest front door. A gravel path leads to the property, set against a cloudy sky.
Cottage in Clinton
4.98 out of 5 average rating, 109 reviews

Guest House at the Marina

Traveling nurses, academic rentals happily considered! A beautiful, modern one bedroom apartment on the second floor with a gorgeous view of the Indian River and tidal marsh. It is 600 sq feet, completely renovated, with a queen size bed, a well-appointed kitchen & bathroom. Walking distance to the Clinton train station. Stays in-season include use of 2 kayaks or SUPs per day (2 hours) provided by Indian River Kayak from Memorial Day to Labor Day.

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 637 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Top guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 120 reviews

Lakeside Serenity Tiny House

Embrace Lakeside Serenity Unwind in our cozy tiny home at The Island RV Park, right on Pattagansett Lake. A retreat for relaxation, with a queen bed, full amenities, and fast Wi-Fi. Perfect for romantic escapes or peaceful solo retreats. Help yourself to our shared kayaks and watercraft (available May - Oct) to get out on the water!

Top guest favourite
An open studio layout is presented with soft blue walls and modern lighting. A cozy couch is positioned near large windows, while a kitchen featuring white cabinetry is visible in the background. Natural light enhances the airy feel of the space.
Guest suite in Essex
4.97 out of 5 average rating, 122 reviews

The Nest

Our warm and inviting studio apartment with bright and cheery decor offers a cozy get away any time of year. Nestled in a peaceful country neighborhood with endless hiking trails, beaches, and cozy villages nearby. The Nest offers a comfortable and convenient place to stay while enjoying the surrounding area.

Top guest favourite
A light and airy living area features a comfortable cream-colored sofa, a dark upholstered chair, and a modern television stand. A large area rug covers the floor, while a potted plant adds a touch of greenery. Natural light filters through a nearby window.
Flat in Clinton
4.99 out of 5 average rating, 85 reviews

Cozy Shoreline Getaway

Whether you’re visiting family, heading to the beach, or down on the shoreline for one of our many attractions, our peaceful and cozy apartment has everything you need to make your stay an enjoyable one. (Ask about our town beach guest pass - requires a security deposit refundable upon return of pass)

Popular amenities for Hammonasset Beach holiday rentals