Destination guide

Book a vacation rental for your Ashland getaway

Learn about the unique charm of Ashland with a stay in a private vacation home. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in and around Ashland

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Ashland a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Windham Vineyards and Winery (2.6 mi / 4.2 km)
  • Windham Mountain Resort (3.9 mi / 6.3 km)
  • Windham Country Club (5.1 mi / 8.3 km)
  • Hunter Mountain (9.3 mi / 15 km)
  • Zoom Flume (10.9 mi / 17.6 km)
  • Belleayre Mountain (14.7 mi / 23.7 km)
Natural highlights

Exploring the natural features in Ashland

Whether you're an active traveler or just want to appreciate the scenery, Ashland is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Mountain Top Arboretum (11.6 mi / 18.7 km)
  • Belleayre Beach at Pine Hill Lake (14.2 mi / 22.8 km)
  • Catskill Mountains (21 mi / 33.9 km)
Transport

Transportation options to and around Ashland

Fly into Albany, NY (ALB-Albany Intl.), the closest airport, located 40.5 mi (65.2 km) from the city center.

Where to stay around Ashland?

Our 2019 accommodation listings offer a large selection of 331 holiday lettings near Ashland. From 185 Houses to 38 Condos/Apartments, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Ashland is on HomeAway.

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

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 Ashland:

  • Highmount: 19 holiday homes
  • Hunter Mountain: 97 holiday homes
  • Windham Mountain Resort: 522 holiday homes
  • Plattekill Mountain: 131 holiday homes
  • Bearsville: 300 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Ashland?

HomeAway offers a large selection of holiday accommodations near great places in Ashland. From HomeAway travellers, the most popular points of interest to stay near are:

  • James Cox Gallery: 1,043 holiday lettings
  • Union Grove Distillery: 365 holiday lettings
  • Vroman's Nose Trailhead: 101 holiday lettings
  • Belleayre Mountain: 665 holiday lettings
  • Windham Country Club: 833 holiday lettings

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

Can I rent Houses in Ashland?

Yes, of course. HomeAway offers 185 Houses in Ashland. Our other popular types of Ashland holiday rentals include:

  • Condos/Apartments: 38 self catering accommodations
  • Villas: 2 self catering accommodations
  • Cabins: 28 self catering accommodations

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

Can I find a holiday accommodation with pool in Ashland?

Yes, you can select your preferred holiday accommodation with pool among our 52 holiday homes with pool available in Ashland. Please use our search bar to access the selection of holiday rentals available.