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, (197 reviews)
"Great experience and the perfect environment"
United States
Stephanie
The price is AED 496
AED 739 total
includes taxes & fees
2 Nov - 3 Nov
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, (38 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 AED 459
AED 948 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A large, white, multi-story building with a prominent tower and a flag on top.

3. 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 AED 529
AED 911 total
includes taxes & fees
20 Oct - 21 Oct
Walk To Goodspeed Opera House!
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

4. 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 AED 466
AED 1,160 total
includes taxes & fees
4 Oct - 5 Oct
2BR Apartment Near Wesleyan 301
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.

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is AED 579
AED 1,793 total
includes taxes & fees
4 Oct - 5 Oct
Cozy basement apartment with private bathroom, kitchen and entrance.
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 AED 456
AED 1,045 total
includes taxes & fees
4 Oct - 5 Oct
2BR Apartment Near Wesleyan 102
Veterans Park, near the house

7. 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 AED 514
AED 965 total
includes taxes & fees
27 Oct - 28 Oct
Family Stays: Middletown, CT
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 AED 804
AED 1,858 total
includes taxes & fees
7 Oct - 8 Oct
#29 - Modern 5 Bedroom/2 Bath
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

9. 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 AED 584
AED 1,311 total
includes taxes & fees
2 Nov - 3 Nov
3 BR Apartment Near Wesleyan 201
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

10. 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 AED 456
AED 1,149 total
includes taxes & fees
4 Oct - 5 Oct
Private Apt in Middletown-Wesleyan 101
Stairwell

11. 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 AED 430
AED 1,019 total
includes taxes & fees
6 Oct - 7 Oct
Private Apartment in Berlin
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

12. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (29 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is AED 595
AED 1,440 total
includes taxes & fees
13 Oct - 14 Oct
Spacious modern home on private lake
A hotel room with a desk, chair, TV, two beds, and a window with curtains.

13. 2 Full Beds | Wethersfield

2 Full Beds | Wethersfield
Wethersfield
The price is AED 277
AED 318 total
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Wethersfield
A hotel room with a bed, a desk with a TV, and a bathroom visible through an open door.

14. 1 Queen Bed | Wethersfield

1 Queen Bed | Wethersfield
Wethersfield
The price is AED 259
AED 298 total
includes taxes & fees
1 Nov - 2 Nov
1 Queen Bed | Wethersfield
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

15. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
The price is AED 514
AED 1,117 total
includes taxes & fees
25 Oct - 26 Oct
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A kitchen with a sink, wooden shelves, a decorative sign, and a vase with flowers.

16. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
8.8 out of 10, Excellent, (3 reviews)
"We enjoyed our stay at the cottage. It was perfect for traveling with our dogs very comfortable, nice and quiet."
United States
Ed B.
The price is AED 645
AED 1,187 total
includes taxes & fees
7 Oct - 8 Oct
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (49 reviews)
"Very peaceful and beautiful area. Well needed relaxing time. Highly recommend! Also Host was exceptional and attentive."
United States
Melissa
The price is AED 523
AED 1,149 total
includes taxes & fees
20 Oct - 21 Oct
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
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 AED 511
AED 1,131 total
includes taxes & fees
4 Oct - 5 Oct
Modern & Cozy Cape | 4 Bedroom House | Central Location
A wooden deck with a staircase leading to a covered area with chairs.

19. 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 AED 441
AED 580 total
includes taxes & fees
4 Oct - 5 Oct
Humble Abode #2
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

20. 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 AED 463
AED 786 total
includes taxes & fees
4 Oct - 5 Oct
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
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

The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"It was a great relaxing oasis. Meant for a peaceful getaway for my wife's birthday and it was just that. I will say just to be mindful and this is by no means a critique of the property but this is for your own planning. It is operated as a resort so your activities, meals, etc can be charged to your room very easily and it includes a gratuity so the final bill was more than I planned but that was on me getting caught up in all of the great amenities. Just wanted to mention for your planning."
Daniel 2-night trip
Posted 2 hours ago
The Spa at Norwich Inn

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.