Photo by Erisa Dilo

The Heights vacation rentals

We found 26 vacation rentals — enter your dates for availability
Discover a selection of 9 homes and other vacation rentals in The Heights that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as a fireplace and garden. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Find out more about The Heights

Why visit The Heights

  • Stunning Beaches: Enjoy the picturesque shorelines perfect for sunbathing and relaxation.
  • Outdoor Activities: Engage in various sports and outdoor pursuits amidst beautiful natural settings.
  • Historic Charm: Explore the area's rich history through its well-preserved buildings and landmarks.
  • Family-Friendly Experiences: Discover attractions and activities suitable for visitors of all ages.
  • Cozy Accommodations: Choose from charming cottages and private vacation homes for a comfortable stay.

Popular types of accommodation around The Heights

If you're exploring vacation rentals in The Heights, you’re in for a treat. Our most popular accommodation options include houses, charming cottages, and comfortable apartments. Whether you’re searching for available apartments or a welcoming apartment community, we have a range of heights apartment options to suit your needs. Discover your perfect rental building and enjoy a memorable stay in this vibrant area.

  • Houses: The top choice for visitors in The Heights, offering spacious and comfortable accommodations ideal for families, groups, or couples seeking a home-like experience.
  • Cottages: A charming option for those looking for a quaint and cozy retreat, perfect for enjoying the scenic surroundings of The Heights.
  • Apartments: A convenient choice for travelers desiring a modern living space with essential amenities, ideal for short or extended stays.
  • Condos: A popular selection that combines comfort with a resort-like atmosphere, perfect for those seeking a vibrant community feel.
  • Villas: An elegant accommodation option that provides luxury and privacy, ideal for a lavish getaway in The Heights.**

Top attractions near The Heights

The Heights in Shelter Island Heights, New York, is perfect for a sports and outdoor themed vacation. With its stunning beaches, historic buildings, and urban parks, visitors can enjoy a rich cultural experience while soaking up the sun and exploring nature. Whether you're travelling solo, with family, or as a couple, The Heights offers a variety of attractions that cater to your love for the outdoors and vibrant local culture.

  • 67 Steps Beach: A charming beach located 4.8km from The Heights, featuring serene shoreline, soft sands, and a relaxed atmosphere perfect for sunbathing and swimming.
  • Orient Point County Park: Situated 12.9km away, this urban park offers family-friendly activities, picnic areas, and outdoor adventures amidst beautiful natural surroundings.
  • Gardiner's Bay Country Club: Just 3.2km from The Heights, this golf course provides a delightful golfing experience with scenic views and well-maintained greens, ideal for golf enthusiasts.

Things to do recommended for couples

Ready for a romantic getaway at The Heights? Start with a delightful wine tasting at Kontokosta Winery, just 3.2km away. Enjoy a fun round of mini-golf at Shelter Island Whale's Tail, only 1.6km from your stay, and unwind at Osprey's Dominion Winery, 8.0km away, for more enchanting sips.

Things to do recommended for families

Families can explore Cedar Point County Park, a serene spot 11.3km from The Heights, or unwind at Goldsmith's Inlet Park, only 9.7km away. Don’t miss the charming Greenport Carousel, just 1.6km away, offering delightful outdoor fun for everyone.

Things to do recommended for groups

Explore the Greenport Farmers' Market for a taste of local produce, enjoy a captivating performance at the Bay Street Theatre, or hit the greens at Noyac Golf Club for a round of golf. These activities promise a delightful experience for your group on Shelter Island Heights.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around The Heights

If you're traveling with a group, enjoying a family getaway, bringing your pets along, or seeking longer accommodations, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to The Heights with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to The Heights with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to The Heights: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds to ensure everyone feels comfortable and at home.
  • Planning for a long term stay visiting The Heights: If you're searching for vacation rentals with special offers for month-long stays, you've come to the perfect spot. By using the appropriate filters, you'll effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near The Heights

The Heights, nestled in Shelter Island Heights, offers an ideal blend of outdoor activities and family-friendly experiences. Nearby neighborhoods like Vancouver Heights and Burnaby Heights present stunning scenery and luxury excursions, while the Austin Heights area boasts rich historical charm. Whether you're enjoying sports or exploring the local atmosphere, your vacation promises memorable adventures and relaxation in this picturesque locale.

  • Hamptons: Located approximately 16.1km from The Heights, the Hamptons are renowned for their stunning beaches and vibrant outdoor lifestyle. This picturesque destination is perfect for a romantic getaway, offering activities such as golfing, attending music concerts, and enjoying luxurious resorts. Visitors can unwind on beautiful family-friendly beaches or take in the serene views of local lakes. The Hamptons blend a relaxed coastal atmosphere with upscale dining and shopping, making it an ideal spot for both leisure and adventure.
  • Greenport: Just 3.2km away from The Heights, Greenport is a charming city that attracts visitors seeking outdoor fun and romantic experiences. With its beautiful beaches and a variety of activities, including golf courses and music events, Greenport offers a delightful mix of relaxation and entertainment. The vibrant waterfront area features family-friendly beaches and event venues, perfect for gatherings or conferences. Stroll through the picturesque streets, explore local shops, and indulge in fresh seafood at waterfront restaurants.
  • Sag Harbor: Situated about 11.3km from The Heights, Sag Harbor is a quaint city that captivates tourists with its lovely beaches and outdoor experiences. Known for its romantic ambiance, Sag Harbor provides a variety of activities such as golfing and skiing, catering to diverse interests. Local attractions include family-friendly beaches and scenic parks, ideal for picnicking or leisurely walks. The town’s rich maritime history and charming shops enhance its appeal, making Sag Harbor an inviting destination for relaxation and exploration.

Best time to go to The Heights

If you're planning a trip to The Heights, 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 January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyLowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyLowModerately 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 SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately 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 SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new getaways, pick up from where you last left off, or manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation home in The Heights?
Prices for vacation rentals in The Heights 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in The Heights to more spacious homes.
Are there any discounts for The Heights vacation house rentals?
You can find great discounts on house rentals in The Heights 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.
Are there any The Heights vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in The Heights 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.
Can I find long-stay vacation rentals in The Heights?
A long-stay vacation rental in The Heights 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.
When is the best time to visit The Heights for a vacation rental?
The best time to visit The Heights for a vacation rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts a variety of tourists eager to experience the bustling atmosphere, lovely parks, and cultural attractions that The Heights has to offer. With warm temperatures ranging from 20 to 30 degrees Celsius, it's an ideal time for outdoor activities, enjoying the local cuisine, and exploring the charming neighbourhood.In July, visitors can engage in the lively community spirit, as numerous events and festivals take place, showcasing local art, music, and food. Take advantage of the pleasant weather by strolling through the area's parks or visiting nearby landmarks that are easily accessible.For those looking to save on their travel expenses, consider planning your trip in December. Though it's the low season, this month offers a great experience with festive decorations and a quieter atmosphere great for a cosy getaway. You can enjoy the charm of The Heights at a more relaxed pace, making it an excellent option for those seeking a peaceful retreat.
How early should I book a The Heights vacation rental?
Book your The Heights vacation 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 vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in The Heights, New York, United States of America?
In The Heights, New York, visitors can explore a variety of attractions that highlight the area's rich cultural heritage and stunning views. One of the most great sites is Fort Tryon Park, where you can enjoy picturesque gardens and scenic walking paths, as well as the renowned Cloisters museum, which showcases medieval European art and architecture. The park provides breathtaking views of the Hudson River and the Palisades, making it a great spot for a leisurely stroll.Another highlight is the vibrant George Washington Bridge, which offers impressive views and is an iconic landmark of New York City. The area is also known for its diverse dining options, featuring a mix of Dominican, Puerto Rican, and other Caribbean cuisines, particularly along Broadway and in the surrounding streets.Additionally, the neighbourhood boasts a rich history, with sites such as the Dyckman Farmhouse Museum, which provides insight into 18th-century life in the area.
Can I change or cancel my The Heights home rental booking on Vrbo?
To find The Heights vacation 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the The Heights vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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