495+ Rental Villas and Private Getaways in The Heights |
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  3. Shelter Island Heights
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The Heights Vacation Rentals & One Degree Stays Homes

About The Heights Vacation Rentals

There are more than 495 vacation rentals that are available in The Heights. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in The Heights.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays The Heights, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in The Heights. Places to stay near The Heights are 988 ft² on average, with prices averaging US $858 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in The Heights with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in The Heights

Type Count
Vacation Homes 365
Holiday Apartments 29
Cottages 29
Villas 1

Use these Quick Filters to Find a Vacation Rental in The Heights

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in The Heights.

Weather in The Heights, NY

View the weather forecast for The Heights before booking your The Heights Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in The Heights, NY


Shelter Island Country Club 422 Properties

Frequently Asked Questions About The Heights?

What are the top vacation rentals in The Heights?

There are a lot of options in The Heights. If you plan on staying in the The Heights area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Heights:

How many vacation rentals have private pools in The Heights?

There are 103 vacation rentals with private pools near The Heights. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in The Heights are best for families?

If you are looking for a family-friendly vacation home in The Heights, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in The Heights:

How many onedegreestays vacation rentals are available in The Heights?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 495 in the The Heights area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in The Heights. 


People Also Ask

There are 495 The Heights, NY Vacation Rentals

Recently Booked Vacation Rentals in The Heights