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Cutchogue Holiday Rentals

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Holiday Rentals in Cutchogue

Stunning Southampton Village Modern Home

The price is NZ$27,611
includes taxes & fees
15 July - 16 July
Stunning Southampton Village Modern Home

Sag Harbor Water View w Dock

The price is NZ$11,255
includes taxes & fees
17 July - 18 July
Sag Harbor Water View w Dock

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (8)
"Great place! Great communication with property owner!"
The price is NZ$870
includes taxes & fees
15 July - 16 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

8.0 out of 10, Very good, (1)
The price is NZ$1,304
includes taxes & fees
24 July - 25 July
Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

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

The price is NZ$10,468
includes taxes & fees
18 July - 19 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (8)
"Great location and amenities. "
The price is NZ$5,807
includes taxes & fees
22 July - 23 July
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (9)
"Beautiful sunrise, sunsets and scenery. Beautiful property"
The price is NZ$3,854
includes taxes & fees
29 July - 30 July
Private beach on a fenced in property sunset views

east hampton getaway

The price is NZ$3,312
includes taxes & fees
2 Aug - 3 Aug
east hampton getaway

Gorgeous Greenport Beach House right on the Sound! Breathtaking views

9.8 out of 10, Exceptional, (6)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
The price is NZ$3,432
includes taxes & fees
27 July - 28 July
Gorgeous Greenport Beach House right on the Sound! Breathtaking views

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
8.0 out of 10, Very good, (6)
"We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! "
The price is NZ$1,196
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is NZ$1,947
includes taxes & fees
15 July - 16 July
Cozy quiet gem, private & fenced in backyard

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is NZ$437
includes taxes & fees
15 July - 16 July
Shoreline Oasis

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (2)
"The property was exactly as posted. The host was great, super helpful and responsive. The pool was awesome for the kids. It was private and a wonderful stay in Sag Harbor. The town was cute and close. We would definitely stay again ! Thanks so much!"
The price is NZ$2,063
includes taxes & fees
20 July - 21 July
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Beautifully farmhouse

10.0 out of 10, Exceptional, (1)
"good experience"
The price is NZ$1,955
includes taxes & fees
15 July - 16 July
Beautifully farmhouse

Aqua by American Beech - Rooftop Suite

10.0 out of 10, Exceptional, (1)
"Quick stay after a day at the wineries. Location is is set in a beautiful quiet area and the view is just amazing. The staff could truly not be any better, any request or issue was dealt with in literally a minute. Room was perfect, clean and made you feel at home with anything you needed. Will definitely be back!"
The price is NZ$1,139
includes taxes & fees
28 July - 29 July
Aqua by American Beech - Rooftop Suite

East Hampton slice of heaven with heated pool and 3 minute drive to village.

9.2 out of 10, Wonderful, (19)
"We loved the simple « ranch » layout with an architectural twist and the beautiful swimming pool And we really appreciated all the little attentions and touches that made our stay feel like a real vacation! Thank you Dorothy!"
The price is NZ$3,550
includes taxes & fees
4 Aug - 5 Aug
East Hampton slice of heaven with heated pool and 3 minute drive to village.

Southampton, Hampton Bays, 5 bedroom, 5.5 bath Estate. Indoor heated pool. Gym.

4.0 star property
The price is NZ$3,434
includes taxes & fees
15 July - 16 July
Southampton, Hampton Bays, 5 bedroom, 5.5 bath Estate. Indoor heated pool. Gym.

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is NZ$1,075
includes taxes & fees
2 Aug - 3 Aug
adorable ranch in beach community

Waterfront Retreat with Heated Pool, Spa & Seasonal Water Sports

The price is NZ$2,449
includes taxes & fees
16 July - 17 July
Waterfront Retreat with Heated Pool, Spa & Seasonal Water Sports

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is NZ$1,519
includes taxes & fees
15 July - 16 July
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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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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?

Hamptons Retreat: This holiday home rental outside of Cutchogue offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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.