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Holiday rentals in Ashland

Holiday rentals in Ashland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ashland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Home with Fireplace and Balcony
SUPERHOST
Entire apartment · 4 guests · 1 bed · 1 bathroom

Cozy Home with Fireplace and BalconyLeave your worries at home and come relax in our newly renovated, one bedroom condo in the heart of the Catskills. We welcome you into our end unit home that features a wood burning fireplace, king size bed, a rear balcony overlooking the grounds and into the woods, includes 2 tennis courts, large in-ground pool, WiFi and is only minutes away from Windham and Hunter Mountain! Come enjoy all year round with hiking, mountain biking, kayaking, zip lining, snowboarding and skiing!

Catskill Mt. House - Ideal for Windham & Hunter
SUPERHOST
Entire chalet · 2 guests · 1 bed · 1 bathroom

Catskill Mt. House - Ideal for Windham & HunterScenic country chalet located between Hunter Mountain and Windham Mountain, in the charming hamlet of Maplecrest. Surrounded by trees and the wilderness, it creates an idyllic mountainside escape, private and secluded grounds with only night stars and the sounds of wildlife. The decor is a mix of modern, color, and comfort, with lots of natural wood details. Both ski mountains are only a short 10 mins drive away. This is a great place for a romantic getaway or an outdoor trip in the Catskills.

Upstate Betty: Pet Friendly, EV charger, mtn house
Entire cottage · 4 guests · 3 beds · 1 bathroom

Upstate Betty: Pet Friendly, EV charger, mtn houseBetty is a mid-century ranch style mountain house fit for all seasons. Easily accessed, recently updated, and perfectly suited for small groups and families. Vintage charm with contemporary amenities. Mountain views. Two working fireplaces. Level 2 EV charging. Pet friendly! 14 min to Belleayre Mtn, 29 min to Hunter Mtn, 34 to Windham Mtn, 40 min to I-87.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Ashland holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Ashland

SUPERHOST
  1. Entire apartment
  2. Hunter
Hunter Mountain's Best Condo! Slopeside ski in/out
SUPERHOST
  1. Entire cabin
  2. Hunter
Lakeside log home with Mtn views (dog friendly)
SUPERHOST
  1. Entire house
  2. Fleischmanns
Your Private Catskills Mountain View Getaway
SUPERHOST
  1. Entire house
  2. Prattsville
Yanity House
SUPERHOST
  1. Entire house
  2. Jewett
Cozy Creekside Catskills Cabin retreat by Hunter
SUPERHOST
  1. Entire house
  2. Gilboa
Farm house in the beautiful Catskill Mountains.
SUPERHOST
  1. Entire cabin
  2. Halcott Center
Cozy Cottage with Stunning Mountain Views
SUPERHOST
  1. Entire apartment
  2. Hunter
*Great Reviews* Hunter Mtn Clean/Cozy Studio Condo
SUPERHOST
  1. Entire cabin
  2. West Kill
Mink Hollow Cottage very comfy wilderness retreat
SUPERHOST
  1. Entire apartment
  2. Lanesville
Trendy Condo Ski On/Off Hunter Mountain.
SUPERHOST
  1. Entire flat
  2. Windham
Main Street, The Heart of Windham
SUPERHOST
  1. Entire cabin
  2. Windham
CozyCatskillChalet w/ Hot Tub (Catskill Mountains)

Nearby destinations