Holiday houses in East Hampton

4.97 out of 5 average rating, 358 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guesthouse in Portland

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.

A serene lakeside house is framed by lush greenery, with a wooden dock leading to the water. The porch, adorned with large windows, provides an inviting entrance. The structure features a classic design, complemented by natural surroundings, ideal for enjoying scenic views and outdoor activities.

4.86 out of 5 average rating, 150 reviews

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.

4.93 out of 5 average rating, 363 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

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.

An aerial view captures a lake house nestled along the water's edge, surrounded by a lush landscape. The peaceful setting features several nearby homes, with the serene lake stretching into the distance under a colorful sky.

4.83 out of 5 average rating, 77 reviews

Waterfront Lake House

Stunning 4-bedroom, 2.5-bathroom lake house that boasts luxurious amenities and breathtaking views. This spacious and elegantly designed home is perfect for families or groups of friends looking to escape the hustle and bustle of everyday life and unwind in a tranquil lakeside setting. Situated directly on the lake, allows access to all the water activities you could want. Whether you're looking to swim, fish, or simply soak up the sun, you can do it all from the comfort of your own backyard.

Large glass doors frame a serene view of the lake, with gentle waves reflecting the sky's colors. A coffee table with a decorative plant occupies the foreground, while outdoor seating is visible beyond the doorways, enhancing the connection between indoor and outdoor spaces.

4.89 out of 5 average rating, 114 reviews

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.

Guesthouse in East Hampton

A scenic view of a tranquil lake is captured, featuring a shoreline lined with smooth stones. The water reflects a soft sunset with clouds in shades of orange and blue. Nearby, a small boat is visible at the water's edge.

Lakeview Carriage House

Newly renovated lake view carriage house with lake views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 30 second walk to the lake -shared lawn with main house - 2 Kayaks and 2 paddle boards are available for use - Short drive to restaurants, and shops Perfect for romantic getaways, college graduation visits, or visiting family locally.

4.92 out of 5 average rating, 75 reviews

Superhost

Apartment in East Hampton

Village Studio Suite

Located in the village district. Walk to shops, coffee or take a longer walk on the 30+ mile air line trail! Peaceful dead end street. This place has everything you need with a bit of beautiful natural light with multiple windows with high end blinds in case you want some peace and quiet. Private parking. Enjoy a drink or a great meal at Robert’s lake-house restaurant. 20 mi from larger cities like Hartford. 12 mi from Middletown with an exceptional variety of good eats! Good hot water!

4.74 out of 5 average rating, 42 reviews

The house features a modern black exterior with large windows that welcome natural light. A set of wooden steps lead to the main entrance, flanked by a deck that extends toward the surrounding landscape. A detached garage is visible in the background.

5.0 out of 5 average rating, 72 reviews

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.

4.99 out of 5 average rating, 70 reviews

The exterior of the lake house features multiple levels with a spacious deck offering a view of the landscaped yard. Large windows enhance the natural light, and the surrounding trees provide a green backdrop. A well-maintained path leads to the entrance of the house.

Home in Marlborough

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

5.0 out of 5 average rating, 116 reviews

The exterior of the cottage is characterized by a charming stone chimney and a vibrant green door. The white siding contrasts with lush greenery, while a small seating area features two colorful chairs on the well-maintained lawn. A stone pathway leads toward the entrance.

Cottage in East Haddam

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.

Four black Adirondack chairs are arranged around a fire pit on the grassy lakeside. A serene view of the lake and trees is visible in the background, reflecting a clear sky and gentle sunlight. The peaceful setting invites relaxation and outdoor gatherings.

5.0 out of 5 average rating, 18 reviews

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.