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

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.

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.

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.

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.

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.

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!

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.

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.

Family Stays, CT
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our welcoming home is an ideal choice for families, solo travelers, couples, professionals, business travelers, and almost anyone. Whether you're here to explore Middletown or the surrounding Connecticut towns, you'll have the entire property to yourself for a comfortable and enjoyable stay.

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 holiday rentals
Stay near East Hampton's top sights
Other great holiday rentals in East Hampton

Country getaway - pool, huge yard,
Sunny Bedroom in Cozy Bungalow

Peaceful room in quiet apartment - Near Wesleyan

Salt House

Secluded colonial in an idyllic country setting

Lake House, Pet-Friendly

Your Sweet Spot in Middletown CT

Spacious Farmhouse Retreat-The Farm at Carter Hill
When is the best time to visit East Hampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £161 | £160 | £180 | £183 | £210 | £215 | £210 | £202 | £189 | £191 | £183 | £184 |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°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 wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in East Hampton

Total holiday rentals
Explore 50 holiday rentals in East Hampton

Nightly prices starting at
East Hampton holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of East Hampton holiday 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!
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- Family-friendly rentals East Hampton
- Pet-friendly rentals East Hampton
- House rentals East Hampton
- Rentals with a washing machine and dryer East Hampton
- Rentals with a patio East Hampton
- Rentals with a fireplace East Hampton
- Waterfront rentals East Hampton
- Rentals with a firepit East Hampton
- Rentals with lake access East Hampton
- Rentals with outdoor seating East Hampton
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Kent Falls State Park
- Mohegan Sun
- Mohawk Mountain Ski Area
- Long Island Aquarium
- Hammonasset Beach State Park
- Mount Southington Ski Area
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Burlingame State Park
- Sleeping Giant State Park
- Ski Sundown
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Wölffer Estate Vineyard
- Ditch Plains Beach




