Vacation rentals in Hammonasset Beach

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Top-rated vacation rentals in Hammonasset Beach

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

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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

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”.

4.94 out of 5 average rating, 312 reviews

Top guest favourite

Cottage in Madison

Charming Madison, CT Carriage House ocean rental

Enjoy coastal living four homes from the water and within a short walk to three town beaches, the Madison Beach Club, the Town Center and it’s quaint shops. One bedroom, kitchen, bathroom, family room with Queen sleeper, plus your own sunny porch. Area amenities include premium outlets, quaint local shops and eateries, hiking trails, kayaking, swimming, beaches, concerts, nature talks, author talks at RJ Julia’s, vineyards and breweries. Please note this is a seasonal rental. None past sept

5.0 out of 5 average rating, 39 reviews

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

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

4.97 out of 5 average rating, 99 reviews

Guest favourite

A charming cottage is set amidst lush greenery and colorful hydrangeas. The front porch is adorned with rocking chairs, inviting relaxation. A red door adds a vibrant contrast to the light exterior, while gravel pathways guide the way through the well-kept yard.

Home in Madison

Perfect Cape Beach Cottage in Madison CT!

Come enjoy your perfectly quintessential New England vacation in this beautiful beach cottage in Madison, Conncecticut - modern, luxe, and pull-at-your-heart-strings-endearing, your worries will melt away in this peaceful property. DEEDED BEACH ACCESS TO PRIVATE NEIGHBORHOOD SANDY BEACH - pics of the beach included. Note that bedrooms are located at the top of a (one-story) spiral staircase - if anyone in your party has mobility issues or questions on access, please contact host for inputs.

4.84 out of 5 average rating, 50 reviews

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

Adorable single story cottage-by-the-sea

Adorable, quiet seasonal single story cottage-by-the-sea, in Westbrook, CT. The beach is a short walk, about 25 yards, at the end of the street. You will love the huge 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 the sand off, after a day at the beach. Off road parking on the side of the house.

4.87 out of 5 average rating, 62 reviews

Guest favourite

A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.

Cottage in Westbrook

A Beach House Gem

Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1

4.91 out of 5 average rating, 114 reviews

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

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.

4.96 out of 5 average rating, 227 reviews

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

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.

4.92 out of 5 average rating, 191 reviews

Guest favourite

Home in Clinton

Historic Coastal Home • Marsh Views • Pet-Friendly

Historic Coastal Home • Marsh Views • Pet-Friendly ★☆ ABOUT THIS SPACE ☆★ Step into a home that blends historic charm with modern comfort, all set against peaceful marsh views—ideally located in the desirable Liberty Green neighborhood. With 4 bedrooms, 3.5 bathrooms, and thoughtful details throughout, you’ll have the perfect retreat for relaxing, working remotely, or exploring the coast. Pet-friendly, cozy, and full of character—this is where your memorable getaway begins.

5.0 out of 5 average rating, 19 reviews

Guest favourite

A charming cottage exterior features white clapboard siding and dark blue shutters. A sloped asphalt roof and a front door with decorative glass provide focal points. Landscaped greenery and a gravel pathway enhance the welcoming entrance, surrounded by trees that offer natural shade.

Guesthouse in Clinton

The Gardener's Cottage Dog friendly/weekly/monthly

The Gardener's Cottage, less then a mile from the Long Island Sound, is a great alternative to the common hotel. Situated a stones throw from Hammonasset State Park and Beach, Clinton Outlets, and the Shore Line East train station. Near by you will find places to kayak, Chamard Wineries, Marinas and many quaint New England towns. The Cottage is fitted with it's own router coupled with an eating nook that can double as a work space. Pets are allowed. Self check-in

4.95 out of 5 average rating, 255 reviews

Guest favourite

A charming cottage exterior is framed by lush greenery and seasonal decorations. A welcoming sign is positioned near the entrance, and large windows offer natural light. The angled roof and symmetrical design highlight the cozy character of the home, complemented by a well-maintained front yard.

Cottage in Clinton

Cozy cottage near Clinton Marina on CT Shoreline

It's cozy and warm, close to downtown with lots of great neighborhood walking. Enjoy the beauty of quintessential New England towns while having access to local shops and world class Outlet Malls. The cottage is sunny, with lots of windows and sky lights, and even a cozy upstairs loft with a reading space. Bedrooms furnished with allergy free bedding, all free trade, organic sheets. Perfect for a getaway! Two parking spaces and washer/dryer included.

4.95 out of 5 average rating, 96 reviews

Guest favourite

Home in Clinton

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

INSTANT BOOK: Oct '26 - End Sept '27 **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Seasonal Outdoor Deck Area w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

4.93 out of 5 average rating, 145 reviews