A forested hillside with autumn foliage.

East Hampton Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (199 reviews)
"Great experience and the perfect environment"
United States
Stephanie
$175 nightly
The price is $201
Nov 5 - Nov 6
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

2. 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.
$239 nightly
The price is $271
Oct 7 - Oct 8
Total with taxes and fees
2BR Apartment Near Wesleyan 301
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.

3. 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.
$226 nightly
The price is $256
Oct 19 - Oct 20
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A modern living room with a sofa, a dining table, and a massage chair.

4. #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.
$436 nightly
The price is $464
Oct 7 - Oct 8
Total with taxes and fees
#29 - Modern 5 Bedroom/2 Bath
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

5. 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.
$215 nightly
The price is $243
Oct 8 - Oct 9
Total with taxes and fees
2BR Apartment Near Wesleyan 102
A large, white, multi-story building with a prominent tower and a flag on top.

6. 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
$213 nightly
The price is $241
Nov 4 - Nov 5
Total with taxes and fees
Walk To Goodspeed Opera House!
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
$432 nightly
The price is $488
Oct 7 - Oct 8
Total with taxes and fees
Cozy basement apartment with private bathroom, kitchen and entrance.
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

8. 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.
$307 nightly
The price is $348
Nov 2 - Nov 3
Total with taxes and fees
3 BR Apartment Near Wesleyan 201
Veterans Park, near the house

9. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (32 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
$237 nightly
The price is $269
Nov 3 - Nov 4
Total with taxes and fees
Family Stays: Middletown, CT
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

10. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
United States
Jousette C.
$254 nightly
The price is $288
Oct 31 - Nov 1
Total with taxes and fees
“3BR Home Near Wesleyan & Downtown Middletown
A modern kitchen with a central island, bar stools, and pendant lighting.

11. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (34 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
$913 nightly
The price is $1,033
Oct 7 - Oct 8
Total with taxes and fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A two-story house with a front porch, a garage, and a well-maintained lawn.

12. Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown
9.6 out of 10, Exceptional, (19 reviews)
"The house was exactly what we were looking for, for a weekend away. Will surely book again, thank you!"
United States
Lee S.
$726 nightly
The price is $821
Oct 7 - Oct 8
Total with taxes and fees
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

13. 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
$274 nightly
The price is $311
Oct 8 - Oct 9
Total with taxes and fees
Private Apt in Middletown-Wesleyan 101
A kitchen with a sink, wooden shelves, a decorative sign, and a vase with flowers.

14. 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.
$287 nightly
The price is $324
Oct 7 - Oct 8
Total with taxes and fees
Privet Farm cottage with AC and Deck in charming Salem Connecticut
Stairwell

15. 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.
$254 nightly
The price is $288
Nov 2 - Nov 3
Total with taxes and fees
Private Apartment in Berlin
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

16. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (30 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
$339 nightly
The price is $384
Oct 13 - Oct 14
Total with taxes and fees
Spacious modern home on private lake
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

17. 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
$188 nightly
The price is $213
Oct 7 - Oct 8
Total with taxes and fees
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A wooden deck with a staircase leading to a covered area with chairs.

18. 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
$140 nightly
The price is $158
Oct 11 - Oct 12
Total with taxes and fees
Humble Abode #2
A white bathroom with a sink, a mirror, a toilet, and a roll of toilet paper on a shelf.

19. Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.4 out of 10, Exceptional, (8 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
$208 nightly
The price is $221
Oct 7 - Oct 8
Total with taxes and fees
Central Chic Pad - with Free Parking, Heat & AC
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

20. 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
$259 nightly
The price is $294
Oct 19 - Oct 20
Total with taxes and fees
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
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

Inn on Storrs

Inn on Storrs

8/10 Good
"Excellent parking"
Juliana 2-night trip
Posted 5 hours ago
Inn on Storrs

Find out more about East Hampton

Everything you need to know about East Hampton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Hampton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Hampton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Hampton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Hampton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit East Hampton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $201 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on East Hampton rentals

At Expedia, we put the best East Hampton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top East Hampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Hampton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Hampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.