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Cutchogue Vacation Rentals

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Vacation Rentals in Cutchogue

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 CA $277
CA $600 total
includes taxes & fees
Jul 16 - Jul 17
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Stunning Southampton Village Modern Home

The price is CA $18,484
CA $22,715 total
includes taxes & fees
Jul 16 - Jul 17
Stunning Southampton Village Modern Home

Sag Harbor Water View w Dock

The price is CA $6,778
CA $9,259 total
includes taxes & fees
Jul 17 - Jul 18
Sag Harbor Water View w Dock

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

8.0 out of 10, Very good, (1)
The price is CA $822
CA $1,073 total
includes taxes & fees
Jul 16 - Jul 17
Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

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 CA $245
CA $357 total
includes taxes & fees
Jul 16 - Jul 17
Shoreline Oasis

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

The price is CA $5,477
CA $8,834 total
includes taxes & fees
Jul 19 - Jul 20
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 CA $3,079
CA $4,778 total
includes taxes & fees
Jul 23 - Jul 24
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

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 CA $548
CA $984 total
includes taxes & fees
Aug 5 - Aug 6
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

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 CA $822
CA $1,697 total
includes taxes & fees
Jul 20 - Jul 21
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

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 CA $479
CA $885 total
includes taxes & fees
Aug 2 - Aug 3
adorable ranch in beach community

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 CA $670
CA $929 total
includes taxes & fees
Jul 30 - Jul 31
Aqua by American Beech - Rooftop Suite

east hampton getaway

The price is CA $1,848
CA $2,725 total
includes taxes & fees
Aug 2 - Aug 3
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 CA $1,869
CA $2,778 total
includes taxes & fees
Jul 27 - Jul 28
Gorgeous Greenport Beach House right on the Sound! Breathtaking views

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is CA $478
CA $682 total
includes taxes & fees
Jul 16 - Jul 17
American Beech - Deluxe King Suite 14

Beautifully farmhouse

10.0 out of 10, Exceptional, (1)
"good experience"
The price is CA $822
CA $1,608 total
includes taxes & fees
Jul 16 - Jul 17
Beautifully farmhouse

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 CA $1,779
CA $3,171 total
includes taxes & fees
Jul 29 - Jul 30
Private beach on a fenced in property sunset views

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Very clean, flexible, great communication and exceptional view"
The price is CA $533
CA $759 total
includes taxes & fees
Aug 6 - Aug 7
Aqua by American Beech - Superior King

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 CA $683
CA $1,250 total
includes taxes & fees
Jul 16 - Jul 17
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

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 CA $1,369
CA $2,921 total
includes taxes & fees
Aug 4 - Aug 5
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 CA $957
CA $2,054 total
includes taxes & fees
Jul 20 - Jul 21
Cozy quiet gem, private & fenced in backyard
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 vacation rentals in Cutchogue?

Yes, you can find vacation rentals in Cutchogue close to 8 Hands Farm, or you can choose a more secluded option if you want a relaxing stay.

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

Hamptons Retreat: This vacation home rental outside of Cutchogue offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Cutchogue?

With 44 Expedia vacation rentals, you're sure 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 vacation rental in Cutchogue like?

Vacation rentals are private properties you can stay in for short or long periods in Cutchogue. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.