Cutchogue vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Cutchogue

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Cutchogue vacation rentals

Most recommended vacation rentals in Cutchogue

Show all
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country - Cutchogue - Bedroom
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
Cutchogue, NY
Free Wi-Fi
$652+
Check availability
Walk to Beach Long Island Wine Country Home! - Cutchogue - Bedroom
Walk to Beach Long Island Wine Country Home!
Cutchogue, NY
10Wonderful(2)
Free Wi-Fi
$328+
Check availability
Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries! - Cutchogue - Bedroom
Cozy Ranch in Broadwaters Cove! Near beaches, boating and wineries!
Cutchogue, NY
$248+
Check availability
Near Wineries Historic North Fork Farmhouse! - Cutchogue - Living room
Near Wineries Historic North Fork Farmhouse!
Cutchogue, NY
Free Wi-Fi
$308+
Check availability
North Fork Beach House - short walk to Peconic Bay and beach - Cutchogue - Kitchen
North Fork Beach House - short walk to Peconic Bay and beach
Cutchogue, NY
$445+
Check availability
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets - Cutchogue
North Fork Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
Cutchogue, NY
Free Wi-Fi
Pool
Pet friendly
$413+
Check availability
North Fork, New Construction with heated pool, walking distance to beach - Cutchogue - Living room
North Fork, New Construction with heated pool, walking distance to beach
Cutchogue, NY
Pool
$1,631+
Check availability
Beachfront North Fork Escape on Nassau Point, rare August availability - Cutchogue - Living room
Beachfront North Fork Escape on Nassau Point, rare August availability
Cutchogue, NY
Free Wi-Fi
Pet friendly
$1,026+
Check availability
The Bay Breeze - Cutchogue - Living room
The Bay Breeze
Cutchogue, NY
Free Wi-Fi
$832+
Check availability
Barn Luxury Living in Town Center Near Public Golf Course - Cutchogue
Barn Luxury Living in Town Center Near Public Golf Course
Cutchogue, NY
Free Wi-Fi
Pet friendly
$416+
Check availability
Waterfront Cottage on the North Fork - Cutchogue
Waterfront Cottage on the North Fork
Cutchogue, NY
$1,252+
Check availability
Perfect Family-Friendly Home on the North Fork With Pool + Steps to the Beach - Cutchogue
Perfect Family-Friendly Home on the North Fork With Pool + Steps to the Beach
Cutchogue, NY
$628+
Check availability
Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to all - Cutchogue
Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to all
Cutchogue, NY
Pet friendly
$557+
Check availability
HUGE house for an anytime holiday . Family or friends gatherings, weddings! - Cutchogue
HUGE house for an anytime holiday . Family or friends gatherings, weddings!
Cutchogue, NY
Pet friendly
$888+
Check availability
North Fork Bayfront Home w Private Beach & Nearby the Finest Wineries & Eateries - Cutchogue
North Fork Bayfront Home w Private Beach & Nearby the Finest Wineries & Eateries
Cutchogue, NY
Pet friendly
$1,296+
Check availability
Vintage Style Farmhouse In The Heart Of Wine Country - Cutchogue
Vintage Style Farmhouse In The Heart Of Wine Country
Cutchogue, NY
$394+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $606$606 - $1,211$1,211 - $1,817$1,817 - $2,422$2,422+ per night

Property Types

CottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet
Useful Info

Good to know

Low season

June

High season

September
Cheapest month to stay with an average 41% drop in price.
Most expensive month to stay with an average 41% rise in price.

KAYAK's top tips for finding Cutchogue vacation rental deals

  • If you’re looking for a cheap vacation rental in Cutchogue, you should consider visiting during the low season. The cheapest vacation homes in Cutchogue can be found in June and September.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Cutchogue for 5 days.

FAQs when booking a vacation home in Cutchogue

  • What types of vacation rentals are available in Cutchogue?

    There are loads of different property types that you can make your vacation home in Cutchogue. You’ll find cottages and houses.

  • Are there any pet-friendly vacation rentals in Cutchogue?

    There are a number of dog and pet-friendly Cutchogue vacation rentals, with around 24% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Cutchogue?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Cutchogue?

Our map will help you find the perfect place to stay in Cutchogue by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Cutchogue

Cutchogue vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Cutchogue. Find cheap vacation homes to rent in Cutchogue. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Cutchogue that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.