Vacation Rentals in Cutchogue, NY

PRICE PER NIGHT

ACCOMMODATION TYPES

NEW! Historic North Fork Farmhouse Near Wineries!
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
On Site Laundry · Furnished · In Unit Laundry ·
From
$247/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Furnished
In Unit Laundry
Air Conditioning
Wifi
Storage
Other spaces
Kitchen
NEW! Historic North Fork Farmhouse Near Wineries!
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
Assigned Parking · Toiletries · Cable ·
From
$225/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Toiletries
Cable
Free Parking
Central Heat
Tv
Air Conditioning
Wifi
Other spaces
Garden, Kitchen
NORTH FORK WATERFRONT, SUNSETS, MATURE GARDENS, PRIVATE BEACH, STYLISH YET COZY
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 7
·
Ocean · Ev Charging · Waterfront ·
From
$654/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Ocean
Ev Charging
Waterfront
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Other spaces
Workspace, Kitchen
NEW! Charming Cutchogue Cottage Close to Vineyards

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
Cable · Microwave · Ceiling Fan ·
From
$550/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Cable
Microwave
Ceiling Fan
Tv
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Garden, Kitchen
North Fork Spring Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Deck · Carpet · Balcony ·
From
$558/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Carpet
Private Pool
Pool
Beach
Fireplace
Dishwasher
Oven
Furnished
Other spaces
Deck, Balcony, Kitchen
Perfect Family-Friendly Home on the North Fork With Pool + Steps to the Beach
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Beach ·
From
$698/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Private Pool
Pool
Beach
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Other spaces
Kitchen
Family-friendly getaway walk to beach in private community, w/ park, playground

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
High Ceilings · Workspace · Dishwasher ·
From
$575/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
High Ceilings
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Workspace, Kitchen
North Fork Wine Country, quiet tree lined street, walk to beach & bay
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 4
·
In Unit Laundry · Furnished · Wifi ·
From
$293/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
In Unit Laundry
Furnished
Wifi

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
Newly renovated North Fork beach house! 5 minutes from the beach!
10

Excellent

·
Cutchogue
·
2 br
·
Sleeps 6
·
Beach · Fireplace · Dishwasher ·
From
$471/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Beach
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Gorgeous, Creek-front vacation rental
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 10
·
Waterfront · Fitness Center · Fireplace ·
From
$805/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Waterfront
Fitness Center
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Northfork Contemporary Cottage
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 5
·
Fireplace · Dishwasher · Furnished ·
From
$354/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fireplace
Dishwasher
Furnished
In Unit Laundry
Air Conditioning
Garage Parking
Other spaces
Kitchen
Home in Long Island Wine Country - Walk to Beach!
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 7
·
Toiletries · Microwave · Free Parking ·
From
$230/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Toiletries
Microwave
Free Parking
Ceiling Fan
Central Heat
Tv
Fireplace
Dishwasher
Other spaces
Garden, Kitchen
North Fork Vacation Home - Great location, Walk to Beach - with Hot Tub
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Hot Tub · Workspace · Beach ·
From
$525/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hot Tub
Beach
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to all
9.7

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
Central Heat · Fitness Center · Outdoor Space ·
From
$429/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Central Heat
Fitness Center
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Exclusive Nassau Point House with Pool and Deeded Beach!

No reviews

·
Cutchogue
·
5 br
·
Sleeps 10
·
Private Pool · Workspace · Pool ·
From
$1,100/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Private Pool
Pool
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
North Fork Farms & Vineyards Near Beaches & 40 Minutes From The Hamptons

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
High Ceilings · Balcony · Fitness Center ·
From
$283/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
High Ceilings
Fitness Center
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Workspace, Kitchen
Great Getaway! Exceptional Cottage in Best Location
9.7

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
Workspace · Beach · Outdoor Space ·
From
$495/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Residents Lounge
Other spaces
Workspace, Kitchen
North Fork Waterfront Oasis

No reviews

·
Cutchogue
·
4 br
·
Sleeps 14
·
Hot Tub · Waterfront · Private Pool ·
From
$1,100/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hot Tub
Waterfront
Private Pool
Pool
Beach
Dishwasher
Oven
Furnished
Other spaces
Kitchen
Airy Summer Retreat on Nassau Point – Short stroll to private beach

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
High Ceilings · Beach · Fireplace ·
From
$500/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
High Ceilings
Beach
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Waterfront Beach House on the Bay
10

Excellent

·
Cutchogue
·
5 br
·
Sleeps 8
·
Balcony · Waterfront · Beach ·
From
$850/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Waterfront
Beach
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Peconic Bay idyllic waterfront for perfect relaxation

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
Private Pool · Pool · Furnished ·
From
$1,000/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Private Pool
Pool
Furnished
In Unit Laundry
Air Conditioning
Wifi
Swimming Pool
Cozy Ranch in Broadwaters Cove: Beaches, Marinas and Wineries!
2

Poor

·
Cutchogue
·
3 br
·
Sleeps 6
·
Carpet · Hardwood Floor · Fireplace ·
From
$248/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Carpet
Hardwood Floor
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Waterfront w/ Private Beach on Nassau Point
8

Very good

·
Cutchogue
·
5 br
·
Sleeps 10
·
Outdoor Space · Fireplace · Dishwasher ·
From
$833/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Kitchen
Wine Country Getaway on Private Street & Peconic Bay Neighborhood Beach Access
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
Beach · Outdoor Space · Dishwasher ·
From
$498/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Kitchen
Waterfront Beach Cottage on Peconic Bay, Cutchogue, NY
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 7
·
Waterfront · Workspace · Beach ·
From
$657/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Waterfront
Beach
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Barn Luxury Living in Town Center Near Public Golf Course
10

Excellent

·
Cutchogue
·
2 br
·
Sleeps 5
·
Fitness Center · Outdoor Space · Dishwasher ·
From
$357/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Fitness Center
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Wheelchair Accessible
Other spaces
Kitchen
Experience the North Fork!

No reviews

·
Cutchogue
·
4 br
·
Sleeps 10
·
Beach · Furnished · In Unit Laundry ·
From
$600/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Beach
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
North Fork Life: Pool, Beach, Wineries, Farmstands
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
On Site Laundry · Private Pool · Pool ·
From
$825/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Private Pool
Pool
Beach
Fireplace
Dishwasher
Oven
Furnished
Other spaces
Kitchen
North Fork Bayfront Home w Private Beach & Nearby the Finest Wineries & Eateries

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
Waterfront · Fitness Center · Beach ·
From
$1,000/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Waterfront
Fitness Center
Beach
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Other spaces
Kitchen
North Fork,Cutchogue-Nassau Point Home w Saltwater Pool, Private Beach Access
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 6
·
Deck · Hardwood Floor · Waterfront ·
From
$900/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Waterfront
Fitness Center
Private Pool
Pool
Beach
Dishwasher
Oven
Other spaces
Deck, Kitchen
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 10
·
Smoking Allowed · Private Pool · Pool ·
From
$900/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Smoking Allowed
Private Pool
Pool
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Other spaces
Kitchen
Stunning Beach House - steps from Peconic Bay w/Heated Pool
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 6
·
Hardwood Floor · Balcony · Pool ·
From
$766/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hardwood Floor
Pool
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Cozy Cottage on the North Fork Close to Vineyards & Beaches
9.7

Excellent

·
Cutchogue
·
1 br
·
Sleeps 2
·
Furnished · In Unit Laundry · Air Conditioning ·
From
$230/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Pace's Place Close to North Fork Vineyards
9.8

Excellent

·
Cutchogue
·
2 br
·
Sleeps 3
·
Oven · Furnished · In Unit Laundry ·
From
$267/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Waterfront Cottage on the North Fork
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 8
·
Fireplace · Dishwasher · Oven ·
From
$1,000/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
9.8

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Fitness Center · Outdoor Space · Oven ·
From
$422/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Fitness Center
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Kitchen
Restored Farmhouse in The Heart of Wine and Farm Country
10

Excellent

·
Cutchogue
·
3 br
·
Sleeps 8
·
Workspace · Pool · Outdoor Space ·
From
$611/night
Check availability
Property
House · 3 Beds · 5 baths
Amenities
Pool
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Swimming Pool
Other spaces
Workspace, Kitchen
NEW! Charming Cutchogue Cottage Close to Vineyards

No reviews

·
Cutchogue
·
3 br
·
Sleeps 6
·
Ceiling Fan · Dishwasher · Oven ·
From
$594/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Ceiling Fan
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
North Fork, New Construction with heated pool, walking distance to beach
9.8

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Balcony · Pool · Outdoor Space ·
From
$1,210/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Pool
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
10

Excellent

·
Cutchogue
·
2 br
·
Sleeps 4
·
Hardwood Floor · Dishwasher · Oven ·
From
$381/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Hardwood Floor
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Residents Lounge
Other spaces
Kitchen
North Fork Wine Region—Walk to Beach
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Outdoor Space · Fireplace · Dishwasher ·
From
$649/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Kitchen
Waterfront, newly renovated cottage with deck on water.
10

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Outdoor Space · Fireplace · Dishwasher ·
From
$616/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Other spaces
Kitchen
Tastefully updated home closet vineyards and beaches

No reviews

·
Cutchogue
·
4 br
·
Sleeps 6
·
Workspace · Dishwasher · Oven ·
From
$566/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Fitness Center
Other spaces
Workspace, Kitchen
Perfect Getaway. Pool. Beach walks. Vineyards. Apple & Pumpkin picking.
9.9

Excellent

·
Cutchogue
·
4 br
·
Sleeps 8
·
Private Pool · Pool · Fireplace ·
From
$350/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Pool
Fireplace
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Vintage Style Farmhouse in the Heart of Wine Country

No reviews

·
Cutchogue
·
2 br
·
Sleeps 7
·
Workspace · Outdoor Space · Dishwasher ·
From
$300/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Dishwasher
Oven
Furnished
In Unit Laundry
Air Conditioning
Wifi
Garage Parking
Residents Lounge
Other spaces
Workspace, Kitchen
Showing 1 - 45 of 45 results
Home > New-york Vacation Rentals > Cutchogue Vacation Rentals
Updated: March 24, 2023

Learn about vacation rentals in

Cutchogue

Explore 45 vacation rentals near Cutchogue, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Cutchogue, you can see photos of Cutchogue vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Cutchogue vacation rentals in specific areas. Whether you’re looking for a Cutchogue staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Cutchogue is $225 per night and the highest price is $1,210 per night.
38 of the vacation rentals near Cutchogue are houses. The average bathroom count for a vacation house near Cutchogue is 3. The average price for vacation houses near Cutchogue is $618 per night. There are 22 vacation homes under this price. The most common amenities for vacation rentals near Cutchogue are: furnished, outdoor space, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

1 available

2 bed rentals

5 available

3 bed rentals

19 available

4+ bed rentals

20 available

Getting around Cutchogue

Walking

2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

1/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Cutchogue

Groceries

2/10
No grocery stores within walking distance

Shopping

1/10
Few or no shops within walking distance

Cafes

1/10
Few or no cafés within walking distance

Restaurants

2/10
Few or no restaurants within walking distance

Nightlife

0/10
Few or no bars within walking distance

Vacation Rentals in Cutchogue, NY FAQ

How many vacation rentals in Cutchogue are available?

There are currently 45 vacation rentals in Cutchogue available. Our vacation rentals in Cutchogue include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Cutchogue?

Yes, right now there are 14 pet friendly vacation rentals in Cutchogue. A pet friendly vacation rental in Cutchogue means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Cutchogue with a pool?

Yes there are vacation rentals with a pool available in Cutchogue, NY. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Cutchogue with internet access?

As of March 24, 2023, there are vacation rentals with internet access available in Cutchogue, New York. Check out more enjoyable destinations on Vacations by Zumper.

More Options

Compare over 500K vacation listings

Search in one place

Our marketplace is populated with rentals from trusted partners like Vrbo, Booking.com, and more, so you can search a wide selection on a single platform.

City Vacation Rentals In New York

Vacation Rentals Woodstock, NY

Vacation Destinations in New York