A coastal landscape with a sandy beach, calm waters, and a clear sky.

Cutchogue Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Cutchogue holiday rentals

A balcony with a view of the ocean, a lawn, and a house in the background.

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is HK$1,326
HK$2,385 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A spacious living area with a white sofa, a white armchair, and a dining table. There is a staircase leading to an upper level.

2. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is HK$471
HK$3,341 total
includes taxes & fees
1 Nov - 2 Nov
Steps to the beach | Seabreeze Cottage #3
A covered patio with outdoor furniture, a door, and a view of a residential area.

3. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is HK$745
HK$1,998 total
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

4. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is HK$671
HK$1,904 total
includes taxes & fees
3 Nov - 4 Nov
Harbor Heights
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

5. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is HK$745
HK$1,998 total
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista
A modern house with a deck, outdoor seating, and a fire pit.

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (70 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is HK$2,520
HK$2,879 total
includes taxes & fees
26 Oct - 27 Oct
North Fork Resort
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

7. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is HK$1,143
HK$2,516 total
includes taxes & fees
8 Nov - 9 Nov
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

8. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is HK$1,023
HK$2,782 total
includes taxes & fees
2 Nov - 3 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A compact kitchen with a dining table, chairs, a refrigerator, a stove, and a hanging light fixture.

9. Cozy Cottage by the beach - Seabreeze #1

Cozy Cottage by the beach - Seabreeze #1
Hampton Bays
The price is HK$471
HK$3,377 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Cottage by the beach - Seabreeze #1
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

10. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.8 out of 10, Excellent, (9 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$471
HK$3,368 total
includes taxes & fees
8 Nov - 9 Nov
Walk to Beach | Seabreeze Cottage #4
A patio area with wicker chairs and a table, surrounded by gravel and plants.

11. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is HK$1,561
HK$2,401 total
includes taxes & fees
26 Oct - 27 Oct
American Beech in Greenport - Petite King Room 7
A hot tub with a checkered roof structure and surrounding greenery.

12. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 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$557
HK$12,166 total
includes taxes & fees
28 Oct - 29 Oct
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

13. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is HK$729
HK$9,197 total
includes taxes & fees
27 Oct - 28 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

14. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is HK$1,529
HK$3,530 total
includes taxes & fees
3 Nov - 4 Nov
Beach Block Hideaway
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

15. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is HK$1,094
HK$4,395 total
includes taxes & fees
26 Oct - 27 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A wooden interior with a staircase, a blue sofa, and a fireplace.

16. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Breakwater Estate: Heated Saltwater Pool, Sleeps 12
Mattituck
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is HK$5,278
HK$11,118 total
includes taxes & fees
11 Nov - 12 Nov
Breakwater Estate: Heated Saltwater Pool, Sleeps 12
A house with a covered outdoor seating area, a well-maintained lawn, and a sunset in the background.

17. North Fork Fall Escape—Vineyards, Apple Picking & Greenport

North Fork Fall Escape—Vineyards, Apple Picking & Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Great home overall. Backyard was huge! Pool and seating options were was amazing!"
United States
Vanessa S.
The price is HK$4,000
HK$9,829 total
includes taxes & fees
31 Oct - 1 Nov
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

18. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,765
HK$3,969 total
includes taxes & fees
26 Oct - 27 Oct
Charming Accommodations in the Hamptons
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

20. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (65 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$1,275
HK$2,226 total
includes taxes & fees
1 Nov - 2 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
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

Zey Hotel

Zey Hotel

10/10 Excellent
"Had a nice stay. Room was very clean. Amenities were nice. We enjoyed our 40th anniversary."
Kathleen 2-night trip
Posted 1 day ago
Zey Hotel

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,Beach,Fam/Pet Frly: 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 37 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.