
Holiday houses in East Hampton
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Top-rated holiday rentals in East Hampton
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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.

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
Fully renovated, on 80ft of lake front. Perfect for summer water activities, stunning fall foliage and often ice skating in the winter! East-facing with stunning sunrises. Very well equipped kitchen, cosy sitting room with wood-burning stove, dining room for 8, and powder room. Large porch faces the lake, with a sitting area, and dining table for 8. Ground floor king-size master & bathroom, with stunning lake views. Upstairs, 3 queen bedrooms, all with lake views and ample closet space.

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.

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!

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.

Cozy Comforts!
Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

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.

Spacious Cozy Guest Suite
This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Classic Lake House~4 Steps to water_FirePit_kayaks
Spectacular sunsets 365 days a year. What will your stay look like? Enjoy Lakeside Ferns with Family & Friends. Fish from the dock. Cruise the lake in a two person kayak, two individual kayaks, canoe, or peddle boat. Grill dinner on the charcoal or gas grills. Roast marshmallows by the fire pit. Gaze at sunsets over the lake while rocking in a hammock.

Direct Waterfront Cottage on Moodus Reservoir.
Relax with the whole family at this peaceful place to stay with direct access to the lower Moodus Reservoir. The backyard leads out to the lake with a small beach area (fits approximately two lawn chairs). Sit on the patio by the fire pit and enjoy the view or grab a kayak, pedal boat, or paddleboard and enjoy your time directly on the lake.

"Sunset Shores" Lakeside Oasis
Welcome to "Sunset Shores", a peaceful lakeside oasis with panoramic views and stunning sunsets on gorgeous Lake Pocotopaug. Beautifully renovated open concept home with amenities galore! Enjoy a romantic getaway or time with your family and friends as you create cherished memories on this vacation of a lifetime.
Popular amenities for East Hampton holiday rentals
Other great holiday rentals in East Hampton

MAGNIFICENT PRIVATE RIVERFRONT HOME, 10% off

Charming 3 bedroom cottage on Lake Pocotopaug

Lakefront Retreat on Lake Pocotopaug

Lovely, peaceful lakefront home.

cozy warm rise ranch house

Private Barn Retreat Nestled In Nature

Cozy 1-Bedroom Wesleyan-Middletown

Country escape w/pool, waterfall - 2h NYC/Boston
Quick stats about holiday rentals in East Hampton
Total rentals
50 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
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- Mount Pocono Holiday rentals
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- The Hamptons Holiday rentals
- Rentals with outdoor seating East Hampton
- Rentals with lake access East Hampton
- Rentals with a washing machine and dryer East Hampton
- Rentals with a fire pit East Hampton
- Waterfront rentals East Hampton
- Pet-friendly rentals East Hampton
- Rentals with a patio East Hampton
- Family-friendly rentals East Hampton
- House rentals East Hampton
- Rentals with a fireplace East Hampton
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Six Flags New England
- Ocean Beach Park
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Kent Falls State Park
- Mystic Seaport Museum
- Seaside Beach
- Groton Long Point South Beach