A forested hillside with autumn foliage.

East Hampton Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for East Hampton holiday rentals

A lakeside property with a gazebo, dock, kayaks, and a flag.

1. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is AU$444
includes taxes & fees
7 Sept - 8 Sept
Lakeview Carriage House with Spectacular Sunset Views
A cabin with a large window, surrounded by trees.

2. 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, (184 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
The price is AU$345
includes taxes & fees
30 Sept - 1 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.

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, (36 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is AU$366
includes taxes & fees
15 Sept - 16 Sept
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.

4. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (42 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
The price is AU$404
includes taxes & fees
9 Sept - 10 Sept
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.

5. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.8 out of 10, Excellent, (5 reviews)
2BR Apartment Near Wesleyan 102
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

6. #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 AU$565
includes taxes & fees
20 Sept - 21 Sept
#24 *Serenity* A Lakefront Cottage Retreat
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

7. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AU$211
includes taxes & fees
7 Sept - 8 Sept
The Tiny Cottage & Mini Farm
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

8. 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, (53 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is AU$353
includes taxes & fees
3 Sept - 4 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
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.

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is AU$680
includes taxes & fees
2 Sept - 3 Sept
Cozy basement apartment with private bathroom, kitchen and entrance.
A living room with a dining area, a TV, and a large window with a view of buildings.

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

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is AU$293
includes taxes & fees
16 Sept - 17 Sept
Central Chic Pad - with Free Parking, Heat & AC
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

11. 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, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is AU$363
includes taxes & fees
2 Sept - 3 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A wooden deck with a staircase leading to a covered area with chairs.

12. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (4 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is AU$223
includes taxes & fees
16 Sept - 17 Sept
Humble Abode #2
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

13. “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.
“3BR Home Near Wesleyan & Downtown Middletown
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

14. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$322
includes taxes & fees
2 Sept - 3 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

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

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (45 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is AU$422
includes taxes & fees
10 Sept - 11 Sept
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

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

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$408
includes taxes & fees
2 Sept - 3 Sept
Once the old Schools house now a newly furnished Apartment
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, (16 reviews)
"Great place"
United States
Jason
The price is AU$297
includes taxes & fees
15 Sept - 16 Sept
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

18. Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is AU$341
includes taxes & fees
2 Sept - 3 Sept
Premier League Pad - with Free Parking, Heat & AC
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

19. 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, (29 reviews)
"Was a great stay"
United States
John S.
The price is AU$446
includes taxes & fees
2 Sept - 3 Sept
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

20. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
The price is AU$408
includes taxes & fees
2 Sept - 3 Sept
All New 1BR with tons of Charm
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Reasonable price, nice staff, clean rooms. Fills the need for a short stay!"
Julia 1-night trip
Posted 5 hours ago
Pier Blue Inn Old Saybrook - Essex

Find out more about East Hampton

Everything you need to know about East Hampton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the East Hampton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

East Hampton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East Hampton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Hampton holiday rentals we have selected for you start as low as AU$211 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on East Hampton rentals

At Expedia, we put the best East Hampton holiday 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 holiday.

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 holiday rentals in East Hampton?

Yes, there are holiday rentals close to the most popular sights in East Hampton, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that East Hampton has to offer?

Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut: This holiday home rental outside of East Hampton is equipped with a garden, air conditioning and WiFi to help you feel comfortable during your stay.

How many holiday rentals are there in East Hampton?

With 14 Expedia holiday rentals, you're guaranteed 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 holiday rental in East Hampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Hampton. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.