Holiday houses in Hammonasset River

Cozy Restored barn near beaches

Restored Barn 5 minutes from the beach and the lovely town of Madison, CT . Vaulted ceilings, stone fireplace, radiant heat floors, newly renovated bathroom and kitchenette. Downstairs is one large open room, with bathroom. Upstairs is a loft space with twin beds and TV/sitting room space. Great area for biking, kayaking and exploring the CT shoreline. Good for a couple, small families, girl friends weekend or alone time in the country. We would consider a well behaved furry companion too.

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.

Clinton's Secret, Beach Pass, Pet Friendly

Imagine the clinking of glasses, laughter and friendship during prohibition. This was Pierre Houpert's private distillerie burned down before the feds stepped in. For 100 years it waited for new life whilst almost crumbling to the ground. Now new life breaths from every stone. Enjoy the views from any of the 3 porches. Take a walk on the trails across the street. Walk down to the reservoir at sunset or just listen to the history tell you the stories. Close to beaches, nearby Historic towns.

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

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.

Stylish Modern Home, 4-Bedroom, Madison CT

Beautiful 4-Bedroom Residential Home in Madison, Connecticut - Contemporary Scandinavian Interior Design - Close to Local/State Beaches (~10 Minute Drive) - Close to Local Parks and Hiking Areas (~3 Minute Drive) - Welcoming Open Floorplan - Quality Furnishings and Finishes - Up-to-Date/Modern Features/Clean and Comfortable - Wonderful Garden and Grass Lawn - Private (House Sits on 2-Acre Parcel) - Enclosed Outdoor Shower - Surrounded by Natural Beauty of the Countryside

A Peaceful Perch

Rustic, Restful and away from activity but under 10 minutes to the shoreline. You may find this over the garage studio the perfect place to perch for a weekend or a week. A short drive to the charming little town of Madison with many good restaurants and shops and to Hammonasset State park with walking trails and a beautiful beach . 48 River Rd. Is situated on the edge of a glacial rock formation on a scenic country road and is accessible to all the Good Stuff.

The Connecticut Cottage | Historic Modern Charm

Welcome to The Connecticut Cottage — a beautifully restored 1790s stone cottage blending historic New England charm with modern comfort. Thoughtfully renovated from top to bottom, this one-of-a-kind home offers the perfect mix of cozy escape and central convenience along the Connecticut shoreline. Whether you're planning a laid-back coastal getaway or exploring some of New England’s most iconic destinations, you’re perfectly positioned!!

Peaceful 4BR Cape w/ Sunroom | Near Beach

Peaceful, pet-friendly, owner-operated 4-bedroom Cape just 2 miles from the beach. Full of charm and character, this well-maintained home is filled with natural light and offers a warm, relaxing atmosphere, a four-season porch, and a large backyard. Sleeps 7 with 3 queen beds and 1 twin. Fully equipped kitchen, quality bedding, and 2 full baths. Close to grocery stores, top-rated shoreline restaurants, and outlet shopping.

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!

Field of Dreams Hot Tub - Fire Pit Retreat

Welcome to Field of Dreams, kick back and relax in the hot tub, hang out by the propane fire pit. Stunning large hexagon great room, will easily accommodate everyone, kitchen island seats 7, bar height dining table seats 8. Star gaze enjoyed from the hot tub. This property is perfect for creating memories in an area of natural beauty with meadow views.

@Get_Yurty w/ 2 sleeping pods, NO Cleaning/Pet fee

@Get_Yurty is a wooden round house set in a beautiful treelined area of Connecticut. The Yurt design being utilized in this structure provides a unique experience of 360 degree views of the outside along with modern amenities like private sleep pods, all major appliances, climate control and full modern bathroom. Disclaimer - this is NOT a tent!