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East Hampton vacation rentals

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Top-rated vacation rentals in East Hampton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Rental unit in East Haddam

4.78 out of 5 average rating, 275 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.

Rental unit in Middletown

4.94 out of 5 average rating, 756 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.

Guesthouse in Glastonbury

4.94 out of 5 average rating, 145 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Home in East Haddam

4.94 out of 5 average rating, 158 reviews

Romantic Getaway at The Lake!

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 Hartford, 30 minutes from the Mohegan Casino.

Cabin in East Haddam

4.89 out of 5 average rating, 627 reviews

Postcard Cabins Machimoodus - NYC/Boston

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Cottage in Hebron

4.89 out of 5 average rating, 113 reviews

Welcome to The Holly at Amston Lake

Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

Guesthouse in Portland

4.99 out of 5 average rating, 149 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.

Home in Haddam

5 out of 5 average rating, 104 reviews

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!

Home in Lyme

4.97 out of 5 average rating, 235 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Rental unit in East Haddam

4.9 out of 5 average rating, 150 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.

Guest suite in Wallingford

5 out of 5 average rating, 545 reviews

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.

Guesthouse in Glastonbury

4.92 out of 5 average rating, 198 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

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Popular amenities for East Hampton vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near East Hampton's top sights

Po's Rice and Spice12 locals recommend

Crystal Ridge Winery10 locals recommend

Air Line State Park Trail - East Hampton9 locals recommend

Sadler's Ordinary9 locals recommend

Hurd State Park7 locals recommend

ECO Coffee House7 locals recommend

Other great vacation rentals in East Hampton

Home in East Hampton

4.86 out of 5 average rating, 95 reviews

Beautiful Lake House on Lake Pocotopaug

Cottage in East Hampton

4.89 out of 5 average rating, 35 reviews

Charming 3 bedroom cottage on Lake Pocotopaug

Home in East Hampton

4.79 out of 5 average rating, 24 reviews

Charming River Home

Home in East Hampton

4.89 out of 5 average rating, 37 reviews

A Relaxing Getaway Lake House

Home in East Hampton

4.84 out of 5 average rating, 19 reviews

Lakeside Paradise with Breathtaking Sunsets

Home in East Hampton

4.93 out of 5 average rating, 14 reviews

Lake House, Pet-Friendly

Home in East Hampton

5 out of 5 average rating, 25 reviews

The Little Nest Cottage at Lake Pocotopaug

Rental unit in Middletown

4.96 out of 5 average rating, 27 reviews

Your Sweet Spot in Middletown CT

Quick stats about vacation rentals in East Hampton

Total rentals
40 properties
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in East Hampton?
Yes! Work meets play with ease at over 20 vacation rentals in East Hampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in East Hampton?
Four-legged friends are welcome in East Hampton. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in East Hampton have wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in East Hampton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in East Hampton have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in East Hampton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in East Hampton?
East Hampton has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore