Vacation rentals in East Hampton

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Family Stays, CT

Centrally located - just 1.2 miles from Wesleyan University, this home offers comfort, convenience, and generous space for groups. With 4 bedrooms across two floors, the layout lets everyone spread out. Bedrooms on separate levels provide natural privacy while still enjoying one shared home. Whether you're traveling with friends, children, extended family, or multiple couples, the 2‑floor setup helps everyone relax without feeling crowded. Ideal for multi‑generational stays and group getaways.

Your Own Barn Loft Suite Among the Treetops

Forget your worries in this spacious and serene space. You’ll arrive through your own driveway, park in your own spot and enter through a private entrance. Make yourself at home whether a weekend get away or traveling for work you’ll feel very relaxed. 250’ from the airline trail, walk or bike right into downtown East Hampton for a coffee in the morning or set out on the 30 + mi trail to enjoy your true country getaway. Head into Middletown to enjoy many restaurants, bars or clubs. *NOTE PET FEE

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Beautiful lakefront home, 4bed 2.5ba

80ft of lakefront. Perfect for summer water activities, stunning fall foliage and ice skating in the winter! East-facing with stunning sunrises. Very well equipped kitchen, cosy sitting room & wood-burning stove, dining room and 1/2 bath. Large porch faces lake, with sitting area and dining table. Ground floor king-size master & bathroom, with stunning lake views. Upstairs 3 queen bedrooms, all w lake views and ample closet space. TVs in 3 bedrooms + projector/screen for movie watching.

Fun on the Lake: Games, Dock, Slide, EV Charger

Fun on Lake Pocotopaug - Fun on the water with swimming, kayaks, rowboat, and paddle boards; fun on land with ping pong, pool table, puzzles, and many games. Gather around the fire pit at night & roast marshmallows. In central CT with easy day trips to Mystic Seaport & Aquarium, Gillette Castle, Mark Twain House and so much more. Close to renowned musical theater at Goodspeed Opera House. Hiking and mountain biking possibilities galore at close by state parks. EV CHARGER FOR YOUR USE IN GARAGE

Beautiful Lake House on Lake Pocotopaug

Enjoy a relaxing vacation in a beautiful, updated lakefront home on Lake Pocotopaug. Summer =grilling out, kayaking & paddle boarding with family & friends. A lakeside marina offers party boat rides & kayak rentals. Winter=relaxation by the cozy fireplace, games and ice skating when the lake freezes over. Projector Screen, Games, Books, AC, Heat, Outdoor Grill and a working fireplace. All year round, we'd love to have you at our home. which we love and use as a getaway from the city.

CT River Retreat - Modern Home with CT River Views

Welcome to your home away from home! This charming three-bedroom, three-full-bath house is the perfect retreat for your stay in or near East Hampton, CT. Explore the charm of the area with ease, as the house is conveniently located .1 mile away from Saint Clements Castle & Marina, and 7 miles from Wesleyan University. Nestled along the picturesque Connecticut River, this inviting haven offers not only comfortable accommodations but also stunning views that will leave you breathless.

Beautiful Remodeled Lake House on Lake Terramuggus

Welcome to our completely remodeled beautiful lake house retreat on Lake Terramuggus! This lake house has it all. The house overlooks the lake with stunning views. Access to private beach within walking distance and includes all of the amenities to make you feel at home! Located in the quaint town of Marlborough, CT. Close to RT 2 and RT 66 . Just 20 minutes from Hartford and 45 minutes from the shoreline in CT. Please make sure to read "Additional rules" Section before booking

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

Lovely, peaceful lakefront home.

Relax with the whole family at this peaceful lakefront house. Swim and fish from the dock. Explore the lake in kayaks or the canoe, toast marshmallows at the fire pit. Curl up with a book and/or a cocktail in the den/bar/library. Cook a gourmet meal in the kitchen or kick back and grill outside. Hike the trails in the 100 acre land trust across the street. Shop and dine in the charming village center. Wind down and relax in a truly tranquil space.

Family Friendly Lake House Lake Pocotopaug Sunsets

Enjoy this newly renovated and beautifully decorated lakefront retreat! With stunning sunsets and breathtaking views, this charming 3-bedroom, 2-bathroom cottage offers a peaceful escape. Cozy indoor and outdoor spaces—including a unique undersea mermaid mural—invite relaxation. With all the comforts of a larger home, plus direct water access for kayaking and paddleboarding, it’s the perfect place to unwind and make lifelong memories.