Where to stay around Hillsdale?

Our 2019 accommodation listings offer a large selection of 427 holiday lettings near Hillsdale. From 272 Houses to 57 Cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Hillsdale for a long holiday or a weekend break is on HomeAway.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Hillsdale:

  • Copake Lake: 30 holiday homes
  • Lenox: 38 holiday homes
  • Lee: 25 holiday homes
  • Lakeville: 21 holiday homes
  • Housatonic: 24 holiday homes

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

Can I rent Houses in Hillsdale?

Yes, of course. HomeAway offers 272 Houses in Hillsdale. Our other popular types of Hillsdale holiday rentals include:

  • Cabins: 57 self catering accommodations
  • Cottages: 57 self catering accommodations
  • Bungalows: 57 self catering accommodations

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

Can I find a holiday accommodation with pool in Hillsdale?

Yes, you can select your preferred holiday accommodation with pool among our 85 holiday homes with pool available in Hillsdale. Please use our search bar to access the selection of holiday rentals available.

    Relaxing Hillsdale will entice you

    Learn about the unique charm of Hillsdale with a stay in a holiday home rental. This city's coffee shops, skiing and horse riding attract many visitors, as does its relaxing and scenic location. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

    Sightseeing in and around Hillsdale

    Are you searching for attractions to see in the area? Venture out of your holiday home and check out everything that makes Hillsdale a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Catamount Ski Area (4.6 mi / 7.3 km)
    • Ski Butternut (11.5 mi / 18.5 km)
    • Lake Taghkanic State Park (11.6 mi / 18.7 km)
    • Les Trois Emme Winery (14.1 mi / 22.6 km)
    • Furnace Brook Winery at Hilltop Orchards (15.1 mi / 24.2 km)
    • Dry Hill (15.3 mi / 24.6 km)

    Exploring the natural landscape of Hillsdale

    Whether you're an outdoor enthusiast or just want to appreciate the scenery, Hillsdale is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

    • Taconic Trail State Park (6.3 mi / 10.1 km)
    • Lake Mansfield Park (8.9 mi / 14.4 km)
    • Lake Taghkanic State Park (11.6 mi / 18.7 km)
    • Berkshire Botanical Garden (12.2 mi / 19.7 km)
    • Beartown State Forest (13.9 mi / 22.3 km)
    • Umpachene Falls Park (15.9 mi / 25.5 km)