Holiday houses in Killingworth

Life on the Farm

Imagine living on a horse farm! Enjoy the wildlife, & watch horses graze right from your steps. Relax, at this unique tiny getaway. As you drive down the entry to Fortunato Farm, you’ll feel a level of comfort allowing relaxation. Open the door, sip your coffee in the sunshine. You're in the country, yet close to CT shoreline areas & restaurants, Clinton Town Beach, and only 15 minutes to Middletown. 25 Miles to Tweed Airport and 45 Miles to Bradley International. 37 miles to Mystic & Mohegan

Fortune Retreat

Kick back and relax in this calm, stylish space surrounded by nature (2,480 sq. ft.), Quiet retreat for your enjoyment on 1.7 acres for family gatherings. Close to Guilford beaches (20 minutes to Hammonasset Beach State Park), I-95, Clinton Mall and New Haven Universities. Home features 4 bedrooms, 3 bathrooms, open concept kitchen, dining and living room. Lower level features spacious family room, laundry room, 3rd bathroom and bedroom 1. Outdoor patio and deck with seating, fire pit and grill.

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”.

The Dragon Fly Garden

The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

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

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.

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.

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

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

Killingworth Estate - Elite Amenities & Finishings

Enjoy your own resort-style oasis in Killingworth/Madison CT! 6 bedrooms (7 beds), in-home theater, private gym, bar, chef's kitchen, sparkling heated saltwater pool and spa, custom pergola in equipped outdoor kitchen w/ pizza oven, outdoor fireplace...all with the highest-end finishes imaginable. Two+ acres with children's playground, soccer field, and climbing wall. Peaceful country setting, yet minutes from Shoreline beaches, acclaimed restaurants, and scenic hiking!

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!!