Discover a selection of 357 vacation rentals in Ashland, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $175 per night, and houses and condos are popular options for a stay in Ashland. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Ashland
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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 features

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)
How to get there

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.

How many vacation rentals are available around Ashland, NY?

Our 2021 property listings offer a large selection of 357 vacation rentals around Ashland. From 282 house rentals to 52 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Ashland?

Yes, of course. Vrbo has 282 Houses in Ashland. Our other popular types of vacation rentals in Ashland include:

  • Condos/Apartments: 52 rentals available
  • Cabins: 48 rentals available
  • Chalets: 18 rentals available

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

Can I find a vacation rental with pool in Ashland?

Yes, you can select your preferred vacation rental with pool among our 51 vacation rentals with pool available in Ashland. Please use our search bar to access the selection of vacation rentals available.