Hillsdale houses

We found 489 houses — enter your dates for availability

Find spaces that suit your style

  • 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

Frequently asked questions

Are there any vacation home rentals in Hillsdale?
You can choose from 489 vacation home rentals in Hillsdale. Whether you prefer to stay in Town of Copake or another in-demand neighborhood, we'll make sure you find the ideal home away from home.
How much does it cost to stay in a vacation rental house in Hillsdale?
Prices vary depending on the time of year, length of stay and exact location, so key in your vacation details to see what's available. Whatever your plans or budget, Vrbo has vacation home rentals in Hillsdale for every kind of guest.
When is the best time to rent a vacation house in Hillsdale?
Many Vrbo guests prefer to stay in a vacation home rental in Hillsdale during the month of May. At this time of year, the temperature ranges between 8ºC (46ºF) and 20ºC (68ºF) in this part of Columbia County.
Where can I rent a Hillsdale vacation house with great views?
Getting into vacation mode is a breeze when you book one of our Hillsdale houses with views of historic areas. From guests looking for adventure to those that want to simply sit back and unwind, Vrbo has vacation home rentals with views to impress all types of travelers.
Does Hillsdale have any weekend house rentals?
You'll find a range of wonderful houses that are available for weekend rental. Simply key in your chosen travel dates and prepare for a fun-packed few days away. If you don't find the ideal vacation home rental in Hillsdale straight away, adjust your dates and search again.
Are there any pet-friendly house rentals in Hillsdale?
Spend your next adventure with your furry friend at one of our seven pet-friendly vacation home rentals in Hillsdale. These properties come with features that'll make your pup feel at home, including a fenced-in yard to play in. Just click the "Pets allowed" filter to book a house that has room for every precious member of your family.
What are the top things to do in Hillsdale?
Norman Rockwell Museum, Ski Butternut and Catamount Ski Area are popular attractions that'll keep the whole family busy in Hillsdale. There's nothing like travel to bring everyone together, so check out our vacation home rentals in this exciting destination.
Why should I book my vacation rental house with Vrbo?
From houses by the beachfront to those in busy downtown areas, Vrbo has a wide variety of vacation home rentals to select from. One of the best things about us? You'll never have to share the property with the owner or anyone else. And with flexible cancellation policies and excellent customer support throughout your trip, we'll make sure everything goes smoothly.