Hillsdale, NY, USA

Hillsdale, NY, USA

We found 221 vacation rentals — enter your dates for availability

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Find the best place to stay — Hillsdale

Where to stay around Hillsdale?

Our 2018 property listings offer a large selection of 221 vacation rentals near Hillsdale. From 148 houses to 18 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Hillsdale for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Hillsdale?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Hillsdale:

  • Copake Lake: 30 vacation rentals
  • Lakeville: 24 vacation rentals
  • Lenox: 45 vacation rentals
  • Housatonic: 20 vacation rentals
  • Lee: 23 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Hillsdale?

HomeAway offers a large selection of vacation rentals near lovely places in Hillsdale. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ski Butternut: 672 vacation rentals
  • Catamount Ski Area: 710 vacation rentals
  • Tanglewood Music Center: 679 vacation rentals
  • Taconic Trail State Park: 661 vacation rentals
  • Lime Rock Park: 405 vacation rentals

But there are many other points of interest around Hillsdale listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Hillsdale?

Yes, of course. HomeAway has 148 houses in Hillsdale. Our other popular types of vacation rentals in Hillsdale include:

  • Cottages: 18 rentals available
  • Chateaus: 14 rentals available
  • Farmhouses: 9 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including apartments and more.

Can I rent skiing rentals in Hillsdale?

Absolutely, HomeAway has 148 skiing rentals in Hillsdale. You have also many other possibilities in Hillsdale area, including:

  • Golf rentals: 143 rentals
  • Mountain rentals: 85 rentals
  • Lake rentals: 37 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Hillsdale?

Yes, you can select your preferred vacation rental with pool among our 53 vacation rentals with pool available in Hillsdale. Please use our search bar to access the selection of vacation rentals available.

    Head to the Tranquil City of Hillsdale

    The area's ruins and library are just some of the reasons to vacation in Hillsdale. This scenic and hilly city is well-known for its coffeehouses, horseback riding and skiing. Whether you're planning a family vacation, friends trip or romantic retreat, consider a rental home. Many rentals come with a full kitchen and separate dining area.

    Attractions In and Around Hillsdale

    Looking for things to do while you're in Hillsdale? Visitors searching for nearby landmarks can take a trip to W.E.B. Du Bois Boyhood Homesite, Mission House and Martin Van Buren National Historic Site. To appreciate the outdoor scene, make time for beaches like Lake Taghkanic State Park and green spaces such as Taconic Trail State Park and Lake Mansfield Park. Winter activities you might appreciate include visiting Catamount Ski Area, Ski Butternut and Bousquet Ski Area. Activities around the area include Dry Hill, Questing and Umpachene Falls Park. Mahaiwe Performing Arts Center, Claverack Library and Omi International Arts Center might be worth a visit during your stay. Also you might want to add The Mac-Haydn Theatre, Chesterwood or Norman Rockwell Museum to your agenda.