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Cutchogue Holiday Rentals

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Check prices for these dates

Tonight
10 Jan - 11 Jan
Tomorrow
11 Jan - 12 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Our top choices for Cutchogue holiday rentals

Smart TV, fireplace, ping pong, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$32,666
HK$57,591 total
includes taxes & fees
21 Jan - 22 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
1 bedroom, desk, iron/ironing board, travel cot
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (34 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is HK$678
HK$1,465 total
includes taxes & fees
12 Jan - 13 Jan
1-bedroom cottage with Grove Beach 🏖️ access.
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$429
HK$3,473 total
includes taxes & fees
20 Jan - 21 Jan
Seabreeze #4: Charming Cottage Footsteps to the Beach
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is HK$31,168
HK$50,174 total
includes taxes & fees
21 Jan - 22 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Interior
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is HK$35,064
HK$49,818 total
includes taxes & fees
21 Jan - 22 Jan
Sag Harbor Water View w Dock 1.5ml from town
Dining
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
Clinton
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is HK$1,087
HK$4,097 total
includes taxes & fees
13 Jan - 14 Jan
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Private kitchen
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$11,263
HK$13,640 total
includes taxes & fees
15 Jan - 16 Jan
Canoe Place Waterfront Residences
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is HK$1,149
HK$4,020 total
includes taxes & fees
21 Jan - 22 Jan
Beachside Bliss w/ Game Room, Gym & Golf Green
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,169
HK$9,921 total
includes taxes & fees
14 Jan - 15 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$771
HK$7,621 total
includes taxes & fees
10 Feb - 11 Feb
Blackberry: Private home with jacuzzi year-round
Outdoor dining
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$772
HK$10,419 total
includes taxes & fees
20 Jan - 21 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Interior
Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is HK$1,470
HK$3,386 total
includes taxes & fees
11 Jan - 12 Jan
Adorable Cottage, 5 min walk to water & town
Property grounds
Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is HK$1,403
HK$2,806 total
includes taxes & fees
11 Jan - 12 Jan
Stylish Modern Stay Steps from the Ocean
Exterior detail
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
Calverton
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is HK$2,406
HK$5,179 total
includes taxes & fees
23 Jan - 24 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
On the beach, sun-loungers, beach towels
Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
Laurel
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,105
HK$6,314 total
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.
Property grounds
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac

MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac

MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
2.0 star property
Manorville
The price is HK$1,036
HK$1,558 total
includes taxes & fees
23 Jan - 24 Jan
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,239
HK$1,959 total
includes taxes & fees
11 Jan - 12 Jan
American Beech in Greenport - Petite King Room 7
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is HK$2,182
HK$4,622 total
includes taxes & fees
5 Feb - 6 Feb
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Interior
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (134 reviews)
"We loved our stay!"
United States
Deana L.
The price is HK$1,559
HK$3,991 total
includes taxes & fees
11 Jan - 12 Jan
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Interior
Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is HK$9,354
HK$12,209 total
includes taxes & fees
11 Jan - 12 Jan
Cozy Hamptons Escape 3BR Minutes From Beach!
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 Cutchogue Hotel Reviews

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

10/10 Excellent
"great place,I loved it"
Ryan 1-night trip
Posted 3 days ago
Residence Inn by Marriott New York Long Island East End

Find out more about Cutchogue

Search for holiday rentals in Cutchogue on Expedia! You can easily find your home rentals, villas, holiday apartments in Cutchogue using one of the methods below:

  • View our selection of featured holiday rentals in Cutchogue
  • Use the map to find apartments and other holiday homes in the Cutchogue neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cutchogue while they last

Look no further and take a look at our great range of rental properties in Cutchogue!

Frequently asked questions

Are there holiday rentals in Cutchogue?

Yes, there are holiday rentals in Cutchogue close to 8 Hands Farm, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cutchogue has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Cutchogue offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Cutchogue?

With 44 Expedia holiday rentals, you're guaranteed to find just the right place for your Cutchogue stay.

What’s there to see and do in Cutchogue?

Cutchogue Village Green and Fisherman Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Peconic Bay Winery and Bedell Cellars are other places worth a visit.

What’s a holiday rental in Cutchogue like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cutchogue. Holiday rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.