Holiday houses in East Hampton

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Top-rated holiday rentals in East Hampton

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Superhost

Apartment in East Haddam

4.79 out of 5 average rating, 285 reviews

The Federal Suite at the Wisteria Rest

The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

Guest favourite

Apartment in Middletown

4.94 out of 5 average rating, 805 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Guest favourite

Home in East Haddam

4.95 out of 5 average rating, 223 reviews

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.

Top Guest favourite

Home in East Hampton

4.99 out of 5 average rating, 72 reviews

Lake Fun: PingPong, Pool Table, 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

Guest favourite

Home in East Hampton

4.94 out of 5 average rating, 18 reviews

Lake House, Pet-Friendly

Just 300 feet from the lake, Caladan Cottage is a perfect haven. There is a large bedroom with 1 king bed, another bedroom with twin bunk beds, and a third room with a queen-size pull-out couch bed. The lovely property features a screened-in porch, a work-from-home space, a firepit, high speed internet, AC, washer/dryer, and access to two different neighborhood association lake beaches. Unwind on the porch, relax by the firepit, and walk down the hill to enjoy the natural beauty of the lake.

Guest favourite

Home in East Hampton

4.87 out of 5 average rating, 101 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.

Superhost

Apartment in East Hampton

4.71 out of 5 average rating, 24 reviews

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!

Guest favourite

Home in East Hampton

5 out of 5 average rating, 19 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.

Guest favourite

Guesthouse in East Hampton

4.94 out of 5 average rating, 47 reviews

Family-Friendly Lakeside Cottage

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

Top Guest favourite

Guesthouse in Portland

5 out of 5 average rating, 203 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favourite

Apartment in East Haddam

4.9 out of 5 average rating, 168 reviews

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Top Guest favourite

Cottage in East Hampton

5 out of 5 average rating, 48 reviews

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.