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

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

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.

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

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.

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Spotless Riverview apartment with EV charger

Private apartment on 5 serene acres of Connecticut River waterfront. New structure with kitchen, living room, dining area, bedroom and bathroom with laundry room. Large shared flat yard with access to shared patio, grill, outdoor dining area. Paved path leads to the CT river. Amenities include a shallow dock, canoe, 2 kayaks, paddleboard. While host’s residence is attached, this apartment is separated by a locked firewall door and has its own entrance

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.

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!

Hillside Retreat/Quiet space-WiFi-longer stays

Perfect for extended stays, professionals & healthcare visits This quiet hillside retreat is ideal for 6-night or longer stays — perfect for medical professionals visiting nearby hospitals, remote workers who need a peaceful workspace with fast Wi-Fi, or families needing a tranquil home base near Quinnipiac, Yale, and Meriden attractions. Enjoy nature, privacy, and comfort all in one stay.