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Cutchogue vacation rentals

We found 1,105 vacation rentals — enter your dates for availability

Discover a selection of 42 homes and other vacation rentals in Cutchogue that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cutchogue

Showing deals for:Nov 7 - Nov 14
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Find out more about Cutchogue

Find out more about Cutchogue

Why visit Cutchogue

  1. Beautiful Beaches: Enjoy the stunning coastal views and relax on the sandy shores, perfect for sunbathing and swimming.
  2. Outdoor Adventures: Engage in various outdoor activities such as hiking and golfing at picturesque country clubs.
  3. Cultural Exploration: Visit local museums to delve into the rich history and culture of the region.
  4. Charming Accommodations: Stay in cozy cottages and private vacation homes that enhance your experience.
  5. Family-Friendly Excursions: Discover numerous family-oriented activities that create lasting memories for all ages.

Popular types of accommodation in Cutchogue

Discover the charm of Cutchogue with our selection of vacation rentals, featuring houses, cozy cottages, and comfortable apartments. Whether you're planning a family getaway or a romantic retreat, you'll find the perfect accommodation to suit your needs. With transparency and savings at the forefront, our platform connects you to the best Cutchogue vacation rentals, ensuring a memorable experience in this beautiful part of Canada.

  • Houses: The top choice for travelers in Cutchogue, ideal for groups or families seeking a homey atmosphere.
  • Cottages: A charming option, perfect for those wanting a quaint and cozy retreat in the heart of nature.
  • Apartments: A convenient choice for solo travellers or couples, offering a comfortable stay with essential amenities.
  • Villas: Luxurious accommodations that provide ample space and upscale amenities for a relaxing getaway.
  • Condos: A flexible option, often featuring shared facilities, ideal for enjoying a social atmosphere.**

Top attractions in Cutchogue

Cutchogue, New York, offers a delightful blend of romance and outdoor adventures, perfect for a memorable vacation. Visitors can explore beautiful beaches, delve into local history at museums, and enjoy a round of golf at country clubs. With attractions that cater to beach lovers, culture enthusiasts, and families, Cutchogue promises an enriching experience for all travellers looking to unwind and explore.

  1. The Hamptons Beaches: A picturesque stretch of sand offering classic beach vibes, perfect for sunbathing, swimming, and enjoying the scenic coastal views, located 12.9km from Cutchogue.
  2. 8 Hands Farm: A unique public art space that embodies the city and culture vibes of the area, providing an engaging experience with its artistic installations and community atmosphere right in Cutchogue.
  3. Harbes Family Farm: A charming farm located 8.0km away, offering seasonal activities, fresh produce, and a delightful taste of rural life in the heart of Long Island.

Things to do recommended for couples

Experience romance in Cutchogue with a visit to Pindar Vineyards for wine tasting just 3.2km away. For a bit of fun, try mini-golf at Shelter Island Whale's Tail, 14.5km distant. Lastly, enjoy a romantic dinner at Indian Wells Beach, 112.9km from your base.

Things to do recommended for families

Your family will love the serene Goldsmith's Inlet Park, a mere 4.8km from Cutchogue, perfect for relaxation. Enjoy the thrills at Splish Splash Water Park, located 22.5km away, and take a ride on the charming Greenport Carousel, just 14.5km from your base.

Things to do recommended for groups

Groups visiting Cutchogue can enjoy a round of golf at Shinnecock Hills Golf Course, indulge in shopping at the Tanger Outlet Center, and experience captivating performances at Bay Street Theatre, all while soaking in the local culture and vibrant atmosphere.

What do I need to keep in mind when booking a vacation in Cutchogue

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cutchogue with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cutchogue with young kids: Travelling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Cutchogue: For many families, a vacation isn't truly fulfilling without their furry companion. If that resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties equip you with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cutchogue: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Cutchogue

Cutchogue, New York, offers a delightful blend of romantic getaways and outdoor adventures, making it an ideal destination for Canadian travellers. Explore the charming coastal cottages and enjoy spectacular views that the region has to offer. Within walking distance, you’ll find family-friendly excursions and a welcoming atmosphere, perfect for creating lasting memories. Venture nearby to discover the scenic beauty of the Jersey Shore and indulge in luxury vacation rentals for a cozy retreat.

  • Sag Harbor: Sag Harbor is a charming village located approximately 16.1km from Cutchogue, renowned for its rich maritime history and vibrant arts scene. Visitors are drawn to its picturesque waterfront, where you can enjoy outdoor activities like sailing and beachcombing. The local beaches and parks provide ideal spots for leisure and romance, while nearby golf courses cater to sports enthusiasts. Don't miss the chance to explore historic sites and galleries, making Sag Harbor an excellent destination for those seeking a mix of culture and natural beauty.
  • Greenport: Nestled around 14.5km from Cutchogue, Greenport is a quaint maritime village that offers visitors an array of outdoor experiences and romantic settings. The vibrant waterfront is perfect for leisurely strolls and beach outings. Popular activities include visiting local wineries and attending live music concerts. The town also features a bustling market and unique shops, providing a delightful shopping experience. Greenport's beaches and event venues make it a fantastic spot for family gatherings or a romantic getaway.
  • Southampton: Located about 16.1km from Cutchogue, Southampton is celebrated for its stunning beaches and luxurious atmosphere. This upscale town offers a wealth of outdoor activities, from golfing at renowned courses to enjoying the scenic shoreline. Visitors can bask in the sun at family-friendly beaches or explore the serene lakes in the area. Southampton's charming shops and fine dining options add to its allure, making it a prime destination for those seeking relaxation, adventure, and romance.

Best time to go to Cutchogue

If you're planning a trip to Cutchogue, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyModerately LowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Planning your next getaway and hoping to save some money? Having flexible travel dates can be a great advantage, as prices often fluctuate. Additionally, booking an extended stay can lead to considerable savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the perfect spot for your adventure!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, refine your existing itineraries, or manage your bookings effectively. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Cutchogue getaway

Learn about the unique charm of Cutchogue with a stay in a private vacation home. There's no shortage of things to see and do in the area.Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Cutchogue

Are you looking for attractions to visit while you're in town? Venture out of your vacation home and experience everything that Cutchogue has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Cutchogue. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation to and around Cutchogue

The nearest airport is in East Hampton, NY (HTO), located 12.8 mi (20.7 km) from the city center. If you're unable to find a flight that fits your schedule, 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 vacation rental accommodation in Cutchogue?
The most in-demand types of vacation 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 vacation rental in Cutchogue?
The average price for a vacation 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 cozy 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 vacation 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 vacation rentals in Cutchogue?
Take off with your loved ones and enjoy a relaxing escape in one of the eight two-bedroom vacation properties Cutchogue has to offer.
Are there vacation rentals with WiFi in Cutchogue?
Cutchogue has 20 vacation 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 vacation rental in Cutchogue?
It's advisable to check with the Cutchogue vacation 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 vacation 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.

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