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Cutchogue Holiday Rentals

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Holiday Rentals in Cutchogue

Stunning Southampton Village Modern Home

The price is AU$25,461
includes taxes & fees
19 July - 20 July
Stunning Southampton Village Modern Home

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

The price is AU$9,725
includes taxes & fees
23 July - 24 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor Water View w Dock 1.5ml from town

The price is AU$10,560
includes taxes & fees
21 July - 22 July
Sag Harbor Water View w Dock 1.5ml from town

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 AU$997
includes taxes & fees
27 July - 28 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 AU$1,220
includes taxes & fees
21 July - 22 July
Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

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 AU$4,713
includes taxes & fees
22 July - 23 July
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

east hampton getaway

The price is AU$3,097
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 AU$3,157
includes taxes & fees
27 July - 28 July
Gorgeous Greenport Beach House right on the Sound! Breathtaking views

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 AU$3,588
includes taxes & fees
29 July - 30 July
Private beach on a fenced in property sunset views

Beautifully farmhouse

10.0 out of 10, Exceptional, (1)
"good experience"
The price is AU$1,820
includes taxes & fees
24 July - 25 July
Beautifully farmhouse

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 AU$1,929
includes taxes & fees
20 July - 21 July
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Shoreline Oasis

8.0 out of 10, Very good, (2)
"The house and town were adorable. The space was the second floor. It was clean and and comfortable. "
The price is AU$408
includes taxes & fees
21 July - 22 July
Shoreline Oasis

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 AU$1,065
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 AU$3,317
includes taxes & fees
4 Aug - 5 Aug
East Hampton slice of heaven with heated pool and 3 minute drive to village.

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is AU$2,334
includes taxes & fees
20 July - 21 July
Cozy quiet gem, private & fenced in backyard

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 AU$1,414
includes taxes & fees
21 July - 22 July
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

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

4.0 star property
The price is AU$3,220
includes taxes & fees
19 July - 20 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 AU$1,001
includes taxes & fees
2 Aug - 3 Aug
adorable ranch in beach community

Serene Island Getaway with Tennis, Pickleball, Free Bikes & Watersports

The price is AU$2,069
includes taxes & fees
22 July - 23 July
Serene Island Getaway with Tennis, Pickleball, Free Bikes & Watersports

Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn

The price is AU$4,103
includes taxes & fees
21 July - 22 July
Charming, Stand-alone, Single-story Garden Cottage at Historic Canoe Place Inn
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

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 43 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.