Holiday Homes in East Hampton

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Find holiday rentals that suit your style

Check prices for these dates

Our top choices for East Hampton holiday homes

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is €420
includes taxes & fees
15 Nov - 16 Nov
Cozy basement apartment with private bathroom, kitchen and entrance.

2. #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 €421
includes taxes & fees
23 Nov - 24 Nov
#29 - Modern 5 Bedroom/2 Bath

3. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is €234
includes taxes & fees
8 Dec - 9 Dec
Family Stays: Middletown, CT

4. 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, (31 reviews)
"Was a great stay"
United States
John S.
The price is €258
includes taxes & fees
9 Nov - 10 Nov
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

5. 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 €261
includes taxes & fees
9 Nov - 10 Nov
Modern & Cozy Cape | 4 Bedroom House | Central Location

6. 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 €353
includes taxes & fees
17 Nov - 18 Nov
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

7. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
6.8 out of 10, (3 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
Willow Haven 2BR Cozy Retreat, Close to Hartford

8. 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, (35 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.
The price is €1,037
includes taxes & fees
9 Nov - 10 Nov
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

9. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
United States
Arthur
Entire guest suite in South Windsor, Connecticut

10. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is €424
includes taxes & fees
20 Nov - 21 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

11. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (75 reviews)
"All aspects of our stay were excellent!"
United States
Lori G.
The price is €203
includes taxes & fees
9 Nov - 10 Nov
Cozy, comfy,quiet &close to casinos

12. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
United States
Hilda C.
The price is €351
includes taxes & fees
9 Nov - 10 Nov
#22- 4 Br 2 Ba house-Central CT

13. 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, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is €263
includes taxes & fees
12 Nov - 13 Nov
Once the old Schools house now a newly furnished Apartment

14. The Game House Arcade | West Hartford

The Game House Arcade | West Hartford
West Hartford
10.0 out of 10, Exceptional, (1 review)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is €364
includes taxes & fees
9 Nov - 10 Nov
The Game House Arcade | West Hartford

15. Red Door Retreat

Red Door Retreat
Vernon
The price is €333
includes taxes & fees
8 Dec - 9 Dec
Red Door Retreat

16. Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (14 reviews)
"Excellent on all points!"
United States
DAVID C.
The price is €463
includes taxes & fees
29 Nov - 30 Nov
Winner's Getaway - 2mi to Mohegan Sun

17. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (4 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is €320
includes taxes & fees
7 Dec - 8 Dec
Thames River Cottage · Near Casinos - USCGA

18. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is €563
includes taxes & fees
19 Nov - 20 Nov
The Cottage by the Woods -private getaway to relax

19. NEW private studio 1.1 miles to beach in East Lyme

NEW private studio 1.1 miles to beach in East Lyme
East Lyme
The price is €125
includes taxes & fees
9 Nov - 10 Nov
NEW private studio 1.1 miles to beach in East Lyme

20. Prime West Hartford Center | Timeless Charm

Prime West Hartford Center | Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (27 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is €424
includes taxes & fees
9 Nov - 10 Nov
Prime West Hartford Center | Timeless 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.

Learn more about East Hampton

Stroll along the shores of Lake Pocotopaug where locals gather for summer swimming and kayaking adventures. The Air Line Trail offers peaceful hiking through forests, with Comstock Bridge providing a perfect spot for picnics and photography.

A wooden covered bridge with a sign that reads "No Smoking" on both sides.