Photo by Adriana T

Cutchogue holiday lettings

We found 1,077 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 44 homes, 12 cottages and other holiday rentals in Cutchogue to find one that's 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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:

  • 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)
  • Martha Clara Vineyards (5.8 mi / 9.3 km)
  • Jamesport Vineyards (7.3 mi / 11.7 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:

  • Sunset Beach (7.6 mi / 12.2 km)
  • Meschutt Beach (8.1 mi / 13 km)
  • 67 Steps Beach (9.7 mi / 15.6 km)
  • Sag Harbor Marine Park (10 mi / 16.1 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 most popular type of holiday rental accommodation in Cutchogue?

The most in-demand types of holiday rentals in Cutchogue are houses. Searching for something different? Vrbo offers a variety of options to match the unique needs of our guests, so you'll see properties in loads of shapes and sizes. The ideal fit is ready and waiting for you — get yours today.

How much does it cost to rent a holiday rental in Cutchogue?

The average price for a holiday home in Cutchogue can vary based on factors like time of year, length of stay and property type. Whether you'd like a villa with space for extended family or a cosy cottage perfect for just you and the kids, just enter your travel dates to discover stays with fantastic value.

How much does it cost to rent a beach house in Cutchogue?

Prices for beach houses in Cutchogue can vary depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to narrow down your search by nearby activities, amenities, ratings and more.

What are popular rental amenities in Cutchogue?

Nearby museums, a barbecue grill and a beach view rank as the most popular rental amenities in Cutchogue. Whether you're heading away as a party of one, with your better half or a group of family members, Vrbo can help you find a holiday rental that matches your style with all the features you'll enjoy.

What are the top attractions for families in Cutchogue?

There's a ton of fabulous things to see and do with the family in Cutchogue, including:

  • Railroad Museum of Long Island
  • East End Seaport Maritime Museum
  • Hallockville Museum Farm

Can I find two-bedroom holiday rentals in Cutchogue?

Take off with your loved ones and enjoy a relaxing escape in one of the eight two-bedroom holiday properties Cutchogue has to offer.

Are there holiday rentals with WiFi in Cutchogue?

Cutchogue has 20 holiday rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to scrolling social media, these Vrbo homes make it easy to get online.

How old do you have to be to rent a holiday rental in Cutchogue?

It's advisable to check with the Cutchogue holiday rental you're looking at on Vrbo as the minimum age differs. However, it's typically 16, 18 or 21.

How long can I rent a holiday rental in Cutchogue for?

It's up to the Cutchogue property. To look over a list of options offering extended stays, just type your travel dates and number of guests into Vrbo. Look forward to having the entire place to yourself, as well as comforts such as a fully-equipped kitchen, air conditioning and outdoor spaces where the kids can run and play. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.

More Holiday Rentals ideas