Photo by Erisa Dilo

The Heights vacation rentals

We found 30 vacation rentals — enter your dates for availability

Discover a selection of 12 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.
  • 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, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about The Heights

Find out more about The Heights

Why visit The Heights

  1. Stunning Beaches: Enjoy relaxing days by the shore at picturesque beaches ideal for sunbathing and water sports.
  2. Historic Charm: Explore the charming historic buildings that add character to The Heights and narrate its rich past.
  3. Outdoor Activities: Engage in various sports and outdoor adventures, perfect for families and nature lovers alike.
  4. Vibrant Local Culture: Immerse yourself in the local art scene and experience unique cultural events.
  5. Diverse Accommodations: Choose from a range of vacation rentals, from cozy cottages to modern apartments, catering to every traveller's needs.

Popular types of accommodation around The Heights

Explore the charm of The Heights with Vrbo’s diverse vacation rentals, including houses, cozy cottages, and modern apartments. Whether you’re seeking available apartments in Vancouver Heights or looking for picturesque river heights apartments, we have the perfect option for every type of traveller. Enjoy transparency, savings, and reassurance as you plan your getaway in this vibrant community.

  • Houses: The top choice for visitors to The Heights, these homes offer ample space and a comfortable, home-like atmosphere for families and groups.
  • Cottages: Charming and often nestled in picturesque settings, cottages are a delightful option for a cozy getaway.
  • Apartments: Ideal for those seeking convenience, apartments provide a self-catering experience close to local attractions.
  • Condos: These modern accommodations typically come with amenities and are perfect for a relaxed stay.
  • Villas: Offering luxury and privacy, villas are an excellent choice for those looking for a lavish escape.**

Top attractions around The Heights

The Heights in Shelter Island Heights, New York, is an ideal destination for sports and outdoor enthusiasts. Visitors can enjoy a variety of attractions, including beautiful beaches, historic buildings, and urban parks. Whether you're seeking cultural experiences or simply want to unwind by the shore, The Heights offers a delightful mix of activities that cater to families, groups, and solo travellers alike, making it a perfect spot for an engaging vacation.

  1. 67 Steps Beach: A charming beach located 4.8km from The Heights, 67 Steps Beach offers a laid-back atmosphere perfect for sunbathing and relaxing by the water. The unique feature is its 67 steps leading down to the sandy shores, providing a picturesque descent to the beach.
  2. Railroad Museum of Long Island: Situated 1.6km away, this museum immerses visitors in the rich history of Long Island's railroads. With engaging exhibits and a focus on local culture, it's a must-visit for history enthusiasts.
  3. Sag Harbor Marine Park: Located 9.7km from The Heights, this marina offers a fantastic outdoor experience with beach access, adventure activities, and stunning views. It's perfect for water sports and enjoying the natural beauty of the area.

Things to do recommended for couples

Looking for a romantic getaway in Shelter Island Heights? Enjoy a wine tasting at Kontokosta Winery for a cozy experience just 3.2km away. For a little fun, try mini-golf at Shelter Island Whale's Tail, only 1.6km from your stay. End your day with a lovely dinner at Indian Wells Beach, 22.5km away.

Things to do recommended for families

Your family will delight in the Greenport Carousel, just 1.6km away, with its outdoor charm. For some relaxation, visit Goldsmith's Inlet Park and Cedar Point County Park, both offering serene vibes about 6 and 11.3km away, respectively. Enjoy your family adventure!

Things to do recommended for groups

Explore the Greenport Farmers' Market for fresh local produce, enjoy a captivating performance at Bay Street Theatre, or tee off at Noyac Golf Club for a day of sports and outdoor fun. These activities promise a delightful experience for your group on Shelter Island Heights!

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

If you're planning a trip with a group, family, pets, or looking for extended stays, it's important to prioritize your needs when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to The Heights with a group: Think about how many bedrooms you'll require, as well as amenities like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to The Heights with young kids: Traveling with young children can be quite a task. It's important to prioritize their comfort and safety, along with having 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 wouldn't be the same without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting The Heights: 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 effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around The Heights

Exploring The Heights in Shelter Island Heights offers an unforgettable vacation experience. This charming neighbourhood is perfect for outdoor enthusiasts and families alike, with picturesque scenery and ample opportunities for sports and entertainment. Nearby, you can discover the vibrant atmosphere of downtown Vancouver, complete with convenient shopping and stunning panoramic views. Don't miss the chance to immerse yourself in the local art scene and enjoy the luxurious amenities that make this destination truly special.

  • Sag Harbor: Located 11.3km from The Heights, Sag Harbor is a charming village known for its rich maritime history and vibrant cultural scene. Visitors are drawn to its picturesque waterfront, making it perfect for outdoor activities and romantic strolls along the beach. With numerous golf courses and ski fields nearby, there’s no shortage of recreational options. Key attractions include family-friendly beaches and serene parks, ensuring a delightful experience for tourists and locals alike.
  • Greenport: Just 3.2km away from The Heights, Greenport is a quaint seaside village that offers a unique blend of outdoor adventures and romantic getaways. Known for its beautiful beaches and lively atmosphere, Greenport is an ideal spot for beach lovers. Visitors can enjoy a variety of activities, including exciting casino nights and live music concerts. Local landmarks, such as family beaches and event conference venues, provide engaging experiences that highlight the charm of this coastal gem.
  • East Hampton: Situated 13.2km from The Heights, East Hampton is synonymous with elegance and natural beauty. This upscale city invites tourists to revel in its stunning beaches and lush recreational areas. Outdoor enthusiasts can explore ski fields and parks, while couples can enjoy romantic beachside moments. Attractions like family beaches and local parks make this destination a perfect blend of relaxation and adventure, ensuring a memorable vacation experience.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travels, allowing you to initiate new trips, resume your previous plans, or easily view and manage your itinerary. You can find your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in The Heights?
Based on our research, houses are the most in-demand type of vacation rental in The Heights. But having said that, everyone's idea of an awesome trip can differ. Vrbo has vacation rentals of all shapes and sizes, and we'll help you locate your ideal match.
How much does it cost to rent a vacation rental in The Heights?
Several factors affect how much you pay for a vacation rental in The Heights, including the length of stay, type of property and season. Still, all Vrbo homes have something in common — exceptional value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in The Heights?
The average price for a vacation home close to the beach in The Heights will depend on when you're going and the size and style of property you're searching for. Find prices easily and quickly on Vrbo by entering your destination and preferred travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.
Are there pet-friendly vacation rentals in The Heights?
With 10 vacation rentals that host pets, your furry companion can also come along on your The Heights getaway. Use the filter tool to browse our pet-friendly vacation rentals and find the pawfect pad on Vrbo.
Can I rent a house with a pool in The Heights?
Add a new level of fun to your getaway by booking your group into one of the six houses with a private pool in The Heights. Use our search filter to find the kind of property you want on Vrbo, and then spend lazy days frolicking in a swimming pool that's exclusively for you.
What are popular rental amenities in The Heights?
A beach view, tennis and a barbecue grill are rated the most popular rental amenities in The Heights. Whether you're taking to the road alone, with your significant other or a group of best friends, Vrbo can help you find a vacation home that suits your style with all the options you need.
Are there large group vacation rentals in The Heights?
Choose from four vacation properties in The Heights that can sleep 10 or more guests. Whether you're organizing a trip with extended family or a celebration like a birthday, there's enough room to get your loved ones together under the same roof.
Are there vacation rentals in The Heights that welcome kids?
Bring the whole group together for the adventure of a lifetime in The Heights at one of our 10 family-friendly vacation rentals. These stays feature conveniences that are ideally suited to getaways with the little ones, such as dining rooms, living rooms and entertainment units. Just check the "Properties good for families" filter and pick your favorite.
What are the top attractions for families in The Heights?
Boredom doesn't stand a chance during your The Heights trip with these family-friendly attractions:

  • Crescent Beach
  • Sylvester Manor

Are there vacation rentals with WiFi in The Heights?
Take your pick of four vacation rentals with WiFi in The Heights. If you want to disconnect from daily life on your break, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in The Heights?
The Heights has 10 vacation rentals where you'll be able to chill out in air-conditioned comfort. To find a stay on Vrbo with this perk, enter your desired travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in The Heights?
The age limit can differ between properties on Vrbo, so look at the rules of the vacation rental in The Heights you want. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in The Heights for?
The amount of time you can stay in a The Heights vacation home for is down to the property. Simply tap in your dates of travel to browse options that offer extended stays. They have everything you need to make your extended trip more convenient and comfortable, such as kitchens and air conditioning. Some Vrbo vacation homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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