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Holiday houses in East Hampton

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Top-rated holiday rentals in East Hampton

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

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Guesthouse in East Hampton

4.83 out of 5 average rating, 42 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

11 – 18 Nov

$2,536 AUD total

Guest favourite

Apartment in Middletown

4.94 out of 5 average rating, 706 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.

7 – 14 Dec

$1,531 AUD total

Guest favourite

Guest suite in Wethersfield

4.99 out of 5 average rating, 252 reviews

Bright, clean studio in charming Old Wethersfield

Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

4 – 11 Dec

$1,465 AUD total

Home in East Hampton

4.87 out of 5 average rating, 114 reviews

Lakehouse, 4 bedrms, winter discounts available

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.

5 – 12 Dec

$5,405 AUD total

Guest favourite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 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.

20 – 27 July

$1,938 AUD total

Guest favourite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. 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. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

12 – 19 Aug

$1,072 AUD total

Guest favourite

Condo in Middletown

4.97 out of 5 average rating, 102 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kichen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking, swimming pool. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

4 – 11 Apr

$1,582 AUD total

Guest favourite

Apartment in Glastonbury

4.9 out of 5 average rating, 409 reviews

Quiet 2 bed room apt w/ private entrance.

NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

28 Oct – 4 Nov

$1,488 AUD total

Guest favourite

Apartment in Middletown

4.98 out of 5 average rating, 147 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

3 – 10 Sept

$1,728 AUD total

Guest favourite

Apartment in East Haddam

4.9 out of 5 average rating, 105 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.

19 – 26 Nov

$1,261 AUD total

Guest favourite

Home in Manchester

4.94 out of 5 average rating, 175 reviews

Paradise On The Hill Luxury Apartment.

Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

8 – 15 Oct

$1,317 AUD total

Guest favourite

Guesthouse in Glastonbury

4.91 out of 5 average rating, 171 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.

12 – 19 Nov

$1,864 AUD total

Holiday rentals for every style

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Popular amenities for East Hampton holiday rentals

Free parking on premises

Air conditioning

Stay near East Hampton's top sights

Sadler's Ordinary9 locals recommend

Loco Perro4 locals recommend

Po's Rice and Spice12 locals recommend

Angelico's Lakehouse Restaurant6 locals recommend

Rossini's5 locals recommend

Marlborough Tavern5 locals recommend

Other great holiday rentals in East Hampton

Guest favourite

Home in East Hampton

4.98 out of 5 average rating, 51 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

6 – 13 May

$6,082 AUD total

Guest favourite

Home in East Hampton

4.96 out of 5 average rating, 24 reviews

A Relaxing Getaway Lake House

15 – 22 Sept

$7,901 AUD total

Guest favourite

Home in East Hampton

4.99 out of 5 average rating, 92 reviews

Classic Lake House~4 Steps to water_FirePit_kayaks

26 Dec – 2 Jan

$6,006 AUD total

Guest favourite

Holiday home in East Hampton

5.0 out of 5 average rating, 23 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

31 Jan – 7 Feb

$5,064 AUD total

Guest favourite

Home in East Hampton

4.93 out of 5 average rating, 81 reviews

LAKE HOUSE! Ask about monthly discounts!

14 – 21 Sept

$3,141 AUD total

Guest favourite

Farm stay in Glastonbury

5.0 out of 5 average rating, 54 reviews

Historic Farmhouse by the River (Duplex)

8 – 15 Jan

$1,566 AUD total

Guest favourite

Home in East Hampton

4.95 out of 5 average rating, 20 reviews

Waterfront Lake House

3 – 10 Feb

$6,450 AUD total

Guest favourite

Guesthouse in Portland

5.0 out of 5 average rating, 65 reviews

Guesthouse Farm Stay

22 – 29 Nov

$1,889 AUD total

Quick stats about holiday rentals in East Hampton

Total rentals
40 properties
Wi-Fi availability
30 properties include access to Wi-Fi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews

Destinations to explore