Vacation rentals in East Hampton

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Top-rated vacation rentals in East Hampton

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

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Top guest favourite
The exterior of a spacious home is presented, featuring a sloped roof and multiple windows. A well-maintained lawn surrounds the house, which is complemented by neatly trimmed shrubs. The structure's muted tones are highlighted under a partly cloudy sky, creating a serene country setting.
Guest suite in Lebanon
4.96 out of 5 average rating, 140 reviews

Rural Homestead Stay in Your a Private Suite

Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

Top guest favourite
Guesthouse in East Hampton
4.87 out of 5 average rating, 68 reviews

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

Top guest favourite
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
4.98 out of 5 average rating, 266 reviews

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.

Top guest favourite
A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.
Apartment in Middletown
4.94 out of 5 average rating, 848 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
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
4.93 out of 5 average rating, 258 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.

Guest favourite
A cozy living area features a comfortable gray sofa and an armchair positioned around a circular wooden coffee table. A flat-screen television is mounted above a brick fireplace. Natural light enters through multiple windows, highlighting the inviting space.
Home in Hebron
4.98 out of 5 average rating, 129 reviews

Welcome to The Avery!

Welcome to The Avery at Amston Lake! Great three-bedroom lake cottage situated in a peaceful lake community. Great place to slow down and relax. Lay out in the sun on the beach, enjoy a fire in the backyard, and even spend some time playing games in the cozy sun room! We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit area, two kayaks located at the kayak launch, and two main beaches.

Top guest favourite
An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.
Home in Haddam
4.99 out of 5 average rating, 140 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!

Superhost
An aerial view captures the serene lake home situated by a tranquil bay. Lush green trees surround the area, with docks visible along the shoreline. The clear blue water reflects the sky, creating a peaceful atmosphere where outdoor activities are easily accessible.
Home in Lake Pocotopaug
4.73 out of 5 average rating, 15 reviews

Lake Me Home

Relax and unwind at this cozy lake home, thoughtfully stocked with everything you need for a memorable stay. Direct Waterfront access easy access to a fantastic lake Offering Paddle Boat use,kayaks,paddle board dock access. This lake you can boat to down town shopping,restaurants offering dock and dine. Inside, the home is fully equipped with games, quality cookware, comfortable bedding, and a convenient laundry area. It’s the perfect spot to spend quality time.

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 624 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. I am not responsible for wifi.

Top guest favourite
A round wooden table is set with woven placemats, featuring a white cup filled with frothy coffee. A tall vase with a vibrant sunflower adds a touch of color, while a small tray with assorted snacks is visible in the background.
Apartment in New Britain
4.96 out of 5 average rating, 232 reviews

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.

Top guest favourite
The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.
Guesthouse in Glastonbury
4.92 out of 5 average rating, 221 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.

Top guest favourite
A two-story, brown wooden house is situated near the water, featuring multiple balconies and large windows. A wooden staircase leads down to the stone-studded shoreline. Lush greenery surrounds the property, with a hammock visible among the trees and a dock extending into the lake.
Home in Lake Pocotopaug
4.98 out of 5 average rating, 117 reviews

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.

Popular amenities for East Hampton vacation rentals

When is the best time to visit East Hampton?

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Avg. price$310 CAD$307 CAD$345 CAD$352 CAD$403 CAD$413 CAD$403 CAD$389 CAD$364 CAD$352 CAD$352 CAD$352 CAD
Avg. temp-3 °C-1 °C3 °C10 °C16 °C20 °C24 °C23 °C18 °C12 °C6 °C0 °C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in East Hampton?

    Yes! Work meets play with ease at over 30 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 20 vacation rentals for guests traveling with pets.

  • Do house rentals in East Hampton have wifi?

    Absolutely! We offer over 30 house rentals with wifi 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 30 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.

  • How much does it cost to stay in house rentals in East Hampton?

    Experience the best of East Hampton with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in East Hampton?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in East Hampton

  • Total vacation rentals

    Explore 50 vacation rentals in East Hampton

  • Nightly prices starting at

    East Hampton vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of East Hampton vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across East Hampton rentals

  • 4.9 Average rating

    East Hampton stays are highly rated by guests—averaging 4.9 out of 5!