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Cutchogue vacation rentals

We found 1,115 vacation rentals — enter your dates for availability

Discover a selection of 44 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:Aug 29 - Sep 5
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Find out more about Cutchogue

Find out more about Cutchogue

Why visit Cutchogue

  1. Charming outdoor experiences: Cutchogue is ideal for romantic getaways with beautiful beaches and scenic views.
  2. Rich cultural attractions: Explore history museums and local art, immersing yourself in the area’s unique charm.
  3. Family-friendly activities: Enjoy a variety of activities perfect for all ages during the summer months.
  4. Welcoming neighborhoods: Discover friendly locals and vibrant communities that enhance your travel experience.
  5. Diverse accommodation options: Choose from cozy cottages, stylish apartments, or private homes for your stay.

Popular types of accommodation in Cutchogue

Planning a getaway to Cutchogue, NY? You're in for a treat! This charming town offers a variety of vacation rentals, including private homes, cozy cottages, and stylish apartments. Whether you're looking for a summer rental or a serene escape, Cutchogue has the perfect home for your stay. Explore your options and make the most of your vacation in this picturesque destination!

  • Houses: The top choice for travelers in Cutchogue, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A quaint option for a relaxing getaway, these charming retreats provide a cozy atmosphere surrounded by nature.
  • Apartments: Ideal for those seeking convenience, these rentals offer a home-like experience with easy access to local attractions.
  • Villas: Luxurious and spacious, villas are perfect for those looking for a lavish experience in Cutchogue.
  • Condos: A practical choice for vacationers, condos combine comfort with great amenities in a community setting.**

Top attractions in and around Cutchogue

Cutchogue, New York, is perfect for a romantic outdoor getaway, offering a blend of beaches, history museums, and golf courses. Visitors can indulge in cultural experiences and outdoor activities while exploring charming local attractions. Don't miss the opportunity to check out open houses for a taste of the area's unique charm. Cutchogue promises a delightful vacation filled with relaxation and entertainment.

  1. The Hamptons Beaches: Experience the stunning coastal beauty and relaxing beach vibes at The Hamptons Beaches, located 8 miles from Cutchogue. Enjoy sunbathing, swimming, and picturesque sunsets along the shoreline.
  2. Harbes Family Farm: Just 5 miles away, Harbes Family Farm offers a fun, family-friendly atmosphere with seasonal activities, fresh produce, and delightful farm experiences, making it a perfect spot for all ages.
  3. 8 Hands Farm: Situated in Cutchogue, 8 Hands Farm showcases local art and culture. Explore its community-centric vibe, where you can appreciate unique public art and engage with the local culture.

Things to do recommended for couples

For a romantic getaway in Cutchogue, enjoy wine tasting at Pindar Vineyards, just 2 miles away, or challenge each other at the Shelter Island Whale's Tail mini-golf, located 9 miles away. Don't miss a romantic dinner at Indian Wells Beach, 18 miles away, with stunning views.

Things to do recommended for families

Families can splash around at Splish Splash Water Park, only 14 miles away, or unwind at Goldsmith's Inlet Park, just 3 miles from Cutchogue. Don’t miss the charming Greenport Carousel, a delightful 9-mile trip that offers outdoor fun and family bonding.

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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences in the filters. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Cutchogue with a group: Take into account how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cutchogue with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Cutchogue: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and pet beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Cutchogue: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can easily discover and save on monthly rental options. Don't forget to consider adding features like a parking space, a spacious kitchen, or a private pool to enhance your search.

Where to stay near Cutchogue

Experience the charm of Cutchogue, New York, perfect for romantic getaways and outdoor adventures. Enjoy summer days filled with family-friendly activities, scenic views, and luxurious excursions. Explore the welcoming neighborhoods nearby, where friendly locals enhance the atmosphere. With its beautiful family homes and vibrant community, Cutchogue offers a delightful escape "out east" for travelers seeking relaxation and unforgettable memories.

  • Greenport: Greenport is a charming waterfront village located 9 miles from Cutchogue. This vibrant community is ideal for those seeking outdoor adventures and romantic beach experiences. Visitors can enjoy a variety of activities, including exploring local beaches, hitting the golf course, or catching live music concerts. The picturesque harbor offers stunning views and a lively atmosphere, making it a perfect spot for leisurely strolls. Key attractions include family-friendly beaches and event venues, ensuring there’s something for everyone in this delightful seaside town.
  • Southampton: Southampton, situated 10 miles from Cutchogue, is known for its beautiful beaches and outdoor recreation, making it a favorite among travelers seeking romance and relaxation. With its luxurious golf courses and nearby ski fields, visitors can indulge in a range of activities throughout the year. The town's stunning beaches and serene lakes provide the perfect backdrop for sunbathing, swimming, or picnicking. Southampton's quaint shops and fine dining options also make it an excellent place to unwind and enjoy the coastal charm of Long Island.
  • Sag Harbor: Located 10 miles from Cutchogue, Sag Harbor is a picturesque village that captures the essence of coastal living. Known for its outdoor and beach experiences, it attracts visitors looking to soak up the sun or enjoy romantic getaways. Popular activities include golfing and skiing, catering to both summer and winter enthusiasts. The local beaches, along with lovely parks, provide ample opportunities for relaxation and recreation. With its rich history and vibrant arts scene, Sag Harbor offers a unique blend of culture and natural beauty that enhances any vacation experience.

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 a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your entire booking. Being the planner definitely has its perks! When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy and organized way to plan your travels. You can create new trips, continue from where you last left off, or review and arrange your travel plans. Saved or booked properties will be neatly categorized as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply 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?
According to our research, cottages are considered the most popular vacation property type in Cutchogue. But naturally, everyone’s idea of an awesome stay will differ. Vrbo has vacation homes of all sizes and shapes, and we’ll help you find the perfect fit for you.
How much does it cost to rent a vacation rental in Cutchogue?
Several things influence how much you pay for a vacation rental in Cutchogue, such as the time of year, length of stay and property type. However, all of our vacation homes have something in common — amazing value. Just add your travel dates to find your perfect fit.
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 type of the property and time of year you’re traveling. All you have to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to refine your search results by nearby activities, ratings, amenities and more.
What are popular rental amenities in Cutchogue?
When it comes to rental amenities that people search for in Cutchogue, a swimming pool, a nearby waterfront and a nearby river rank highest. With Vrbo vacation rentals, you’ll discover options to match your taste and style, whether you’re traveling with relatives, friends or even pets.
What are the top attractions for families in Cutchogue?
If you’re seeking some entertainment for the family close to the center of Cutchogue, don’t miss 8 Hands Farm.
Can I find two-bedroom vacation rentals in Cutchogue?
Cutchogue has nine two-bedroom properties that you can choose from. Go for a vacation home with all the space and privacy you’re looking for at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Cutchogue?
Whether you want to keep up with the latest news, send a few emails or update your social media, there are 28 vacation homes with WiFi in Cutchogue. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How old do you have to be to rent a vacation rental in Cutchogue?
The minimum age is usually 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Cutchogue stay before making a booking.
How long can I rent a vacation rental in Cutchogue for?
The amount of time you can rent a Cutchogue vacation home for depends on the property. Simply tap in your travel dates to browse available options that offer extended stays. They include all you require to make your extended break more convenient and comfortable, such as kitchens and laundries. Some vacation rentals may also offer weekly or monthly discounted prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Cutchogue?
In Cutchogue, you’ll find amazing bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a weekend getaway or a much longer stay, we have plenty of options to suit every kind of traveler.

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