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Cutchogue holiday lettings

We found 1,099 holiday rentals — enter your dates for availability

Discover a selection of 42 homes and other holiday rentals in Cutchogue that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Cutchogue

Showing deals for:14 Nov - 21 Nov

Image gallery for Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Exterior
9.6 out of 10 rating
Exceptional
(18 reviews)

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead, NY

7% off
Price is £4,050
£579 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

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Find out more about Cutchogue

Find out more about Cutchogue

Book a holiday rental for your Cutchogue getaway

Learn about the unique charm of Cutchogue with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cutchogue

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cutchogue a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Peconic Bay Winery (0.6 mi / 1 km)
  • Bedell Cellars (1.5 mi / 2.5 km)
  • Pindar Vineyards (1.8 mi / 2.9 km)
  • Raphael Winery (2.1 mi / 3.4 km)
  • Macari Vineyards (4.6 mi / 7.4 km)
  • Noyac Golf Club (6.5 mi / 10.5 km)

Exploring the natural landscape of Cutchogue

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cutchogue is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Crescent Beach (7.3 mi / 11.7 km)
  • Sunset Beach (7.6 mi / 12.2 km)
  • Meschutt Beach (8.1 mi / 13 km)
  • 67 Steps Beach (9.7 mi / 15.6 km)
  • Cooper's Beach (11 mi / 17.7 km)
  • The Hamptons Beaches (11.2 mi / 18 km)

Transport to and around Cutchogue

The nearest airport is in East Hampton, NY (HTO), located 12.8 mi (20.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Westhampton, NY (FOK-Francis S. Gabreski), which is 14.2 mi (22.9 km) away.

Frequently asked questions

What is the best area to stay in Cutchogue when booking a holiday rental?
When considering a holiday rental in Cutchogue, New York, a popular area to stay in is the vicinity of the charming village centre. This area offers a delightful blend of tranquillity and accessibility, making it an ideal spot for both relaxation and exploration. The village centre is home to a variety of quaint shops, local eateries, and tasting rooms that showcase the region's renowned wine culture.

A top attraction nearby is the Cutchogue Village Green, which often hosts community events and provides a lovely space for leisurely strolls. Additionally, the Cutchogue New Suffolk Free Library is a gem for those who enjoy local history and culture, featuring a selection of books and programmes that reflect the area's rich heritage.
How much does it cost to rent a holiday home in Cutchogue?
Prices for holiday rentals in Cutchogue vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cutchogue to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cutchogue holiday house rentals?
You can find great discounts on house rentals in Cutchogue on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Cutchogue?
For renting a beach house in Cutchogue, New York, the area along Peconic Bay is an excellent choice. The waterfront properties here often provide stunning views of the bay and easy access to sandy beaches, superb for a relaxing getaway. Many of these beach houses come equipped with amenities such as spacious decks for outdoor dining, private gardens, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the coastal lifestyle.

In addition, the nearby North Fork vineyard region offers a unique charm, with numerous holiday rentals set amidst picturesque vineyards and farms. Travellers can find delightful cottages featuring amenities like outdoor fire pits, BBQ areas, and proximity to local wineries for tastings and tours. The area is also known for its farmer's markets and fresh seafood restaurants, enhancing the local experience.
What is the most popular type of holiday rental accomodation in Cutchogue?
In Cutchogue, holiday houses are the most popular type of rental accommodation, with about 31 available throughout the charming village. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces like patios or gardens, ideal for enjoying the picturesque surroundings. Additionally, several cottages can be found, providing a quaint and cosy atmosphere for travellers looking to immerse themselves in the local charm.
Are there any family house rentals in Cutchogue?
In Cutchogue, there are numerous family-friendly house rentals available—approximately 33 in total. This charming hamlet, located on Long Island's North Fork, is superb for families seeking a relaxing getaway. Properties in the area often boast spacious living areas ideal for family gatherings, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and explore.
Can I rent a holiday home with a pool or hot tub in Cutchogue?
In Cutchogue, there are several holiday homes available for rent that feature pools and hot tubs, with around 14 options to choose from. This quaint village located on Long Island's North Fork is known for its picturesque vineyards and charming atmosphere. Many of the properties offer a range of amenities, including private pools, outdoor hot tubs, and spacious patios, great for enjoying the serene surroundings. Fully equipped kitchens are common, allowing guests to prepare meals with local produce, while some rentals may also include outdoor dining areas and lovely gardens.
Can I find long-stay holiday rentals in Cutchogue?
A long-stay holiday rental in Cutchogue is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cutchogue?
In Cutchogue, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties are situated near the picturesque North Fork of Long Island, offering amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas that cater to both families and their furry companions.
Are there any remote work holiday rentals in Cutchogue?
In Cutchogue, New York, there are numerous remote work holiday rentals available, with around 37 options to choose from. This charming village on the North Fork of Long Island is known for its picturesque landscapes, vineyards, and close proximity to the waterfront. Many of the properties cater specifically to remote workers, featuring amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable workstations that often include desks and ergonomic chairs. Some rentals may even offer additional conveniences like computer monitors and safes for secure storage of personal items. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cutchogue holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cutchogue with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cutchogue?
In Cutchogue, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Most rentals feature essentials such as microwaves, dishwashers, and stovetops, alongside cookware and utensils, ensuring a convenient cooking experience. These amenities cater to travellers looking for a cozy feel while exploring the charming surroundings of this picturesque area.
When is the best time to visit Cutchogue for a holiday rental?
July is the most popular month to visit Cutchogue, as it falls within the peak travel season from June to August. During this vibrant time, visitors flock to the area to enjoy the delightful summer weather, great for exploring the beautiful North Fork of Long Island. You can expect warm temperatures averaging around 26-30 degrees Celsius, ideal for outdoor activities such as vineyard tours, beach outings, and enjoying local festivals.

The summer months also offer a lively atmosphere, with many events taking place, including farmers' markets and live music performances, making it a fantastic choice for those looking to soak up the local culture.

For those seeking a more budget-friendly option, visiting in December can be a charming experience, as the area takes on a quieter, more intimate feel during the winter season. While temperatures drop to around 0-5 degrees Celsius, you can enjoy cozy wine tastings and the beauty of the winter landscape without the summertime crowds.
How early should I book a Cutchogue holiday rental?
Book your Cutchogue holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cutchogue home rental booking on Vrbo?
To find Cutchogue holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cutchogue holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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