Holiday rentals 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

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.

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.

Clinton's Secret, Close to Beaches, 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.

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.

The Farmhouse Stay

Designed to be your very own home away from home. At The Farmhouse Stay, we’ve honored its history and all that makes it special, while thoughtfully tucking in modern additions to create a cozy, contemporary environment for today’s houseguest. The Farmhouse Stay is a 1780 cape situated on 15 quiet acres. The 2,000 square ft home features 2 bedrooms, 2 bathrooms, an eat-in kitchen, butler’s pantry, living room, formal dining room, dedicated laundry room, and an upper level landing.

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.

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Chester Village 'Pied-à-terre' above art gallery

Our lovely apartment is well designed in an ideal location. A sunshine filled living room w/high ceilings, a private bedroom in back, and large private deck overlooking Pattaconk Brook. A true gem, set up solely for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique. We're neighbor to some of the BEST restaurants, art and shopping in CT! We know you'll enjoy your stay!

Private Barn Retreat Nestled In Nature

Welcome to the Deep River Studio Barn! Check us out @thedeepriverbarn ✨ This newly renovated barn offers modern amenities and quiet comfort. It’s a peaceful retreat nestled in the scenic Lower Connecticut River Valley. Surrounded by lush landscaping, the space invites relaxation. Whether you're exploring the area, taking a break from the city, or working remotely, this tranquil escape is the perfect spot.

Guilford Field House

Enjoy a wonderful guest house with all the amenities on a historic property in Guilford, Connecticut. The main house built in 1779 extends its character to the guest house which has views of an open field. On property there is a working restored horse barn. We are minutes to the spectacular downtown area of Guilford and easy access to Durham, Madison, and other surrounding towns and highways!