A forested hillside with autumn foliage.

East Hampton Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for East Hampton vacation rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (195 reviews)
"ABSOLUTELY BEAUTIFUL AND SERENE STAY . WE REALLY ENJOYED OUR STAY !"
United States
Melissa
The price is SAR 541
SAR 795 total
includes taxes & fees
29 Oct - 30 Oct
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

2. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (37 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
The price is SAR 469
SAR 969 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

3. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (3 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is SAR 345
SAR 1,016 total
includes taxes & fees
1 Oct - 2 Oct
2BR Apartment Near Wesleyan 301
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

4. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
The price is SAR 615
SAR 1,316 total
includes taxes & fees
12 Oct - 13 Oct
#24 Serenity A Lakefront Cottage Retreat
A large, white, multi-story building with a prominent tower and a flag on top.

5. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
The price is SAR 695
SAR 1,127 total
includes taxes & fees
5 Oct - 6 Oct
Walk To Goodspeed Opera House!
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

6. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (6 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is SAR 537
SAR 1,157 total
includes taxes & fees
4 Oct - 5 Oct
2BR Apartment Near Wesleyan 102
A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

7. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is SAR 591
SAR 1,825 total
includes taxes & fees
13 Oct - 14 Oct
Cozy basement apartment with private bathroom, kitchen and entrance.
A modern living room with a sofa, a dining table, and a massage chair.

8. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is SAR 698
SAR 1,738 total
includes taxes & fees
1 Oct - 2 Oct
#29 - Modern 5 Bedroom/2 Bath
Veterans Park, near the house

9. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (31 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is SAR 563
SAR 1,034 total
includes taxes & fees
20 Oct - 21 Oct
Family Stays: Middletown, CT
Stairwell

10. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is SAR 345
SAR 922 total
includes taxes & fees
1 Oct - 2 Oct
Private Apartment in Berlin
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

11. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Clean apartment plenty of parking"
United States
Rebecca P.
The price is SAR 706
SAR 1,480 total
includes taxes & fees
13 Oct - 14 Oct
3 BR Apartment Near Wesleyan 201
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

12. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
The price is SAR 389
SAR 522 total
includes taxes & fees
6 Oct - 7 Oct
The Tiny Cottage & Mini Farm
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

13. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (54 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is SAR 608
SAR 1,259 total
includes taxes & fees
4 Oct - 5 Oct
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A wooden deck with a staircase leading to a covered area with chairs.

14. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (6 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is SAR 451
SAR 593 total
includes taxes & fees
13 Oct - 14 Oct
Humble Abode #2
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

15. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (18 reviews)
"Great place"
United States
Jason
The price is SAR 526
SAR 864 total
includes taxes & fees
5 Oct - 6 Oct
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

16. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (47 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is SAR 571
SAR 1,220 total
includes taxes & fees
20 Oct - 21 Oct
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

17. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is SAR 526
SAR 1,250 total
includes taxes & fees
26 Oct - 27 Oct
Private Apt in Middletown-Wesleyan 101
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

18. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is SAR 522
SAR 1,156 total
includes taxes & fees
1 Oct - 2 Oct
Modern & Cozy Cape | 4 Bedroom House | Central Location
A modern kitchen with a central island, built-in appliances, and a dining area with a long table and chairs.

19. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
United States
nic
The price is SAR 547
SAR 1,602 total
includes taxes & fees
5 Oct - 6 Oct
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

20. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is SAR 443
SAR 1,095 total
includes taxes & fees
1 Oct - 2 Oct
Once the old Schools house now a newly furnished Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Hampton Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"The hotel overall was nice but the pool was very cold"
Nicole 2-night trip
Posted 12 hours ago
Hampton Inn & Suites Hartford/East Hartford

Frequently asked questions

Are there vacation rentals in East Hampton?

Yes, we offer vacation rentals near well known sights in East Hampton, or you can choose a more secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the lakeside in East Hampton. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best vacation rentals that East Hampton has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this East Hampton vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in East Hampton?

With 15 Expedia vacation rentals, you're sure to find just the right place for your East Hampton stay.

What’s there to see and do in East Hampton?

Connecticut River and Lake Pocotopaug are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Machimoodus State Park and Comstock Bridge.

What’s a vacation rental in East Hampton like?

Vacation rentals are privately owned properties where you can stay for short or long periods in East Hampton. Vacation rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.