Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain
This retreat, located on over 5 private acres, is just 10 minutes to downtown Windham’s restaurants, bars, local shops and art galleries and Windham Mountain for skiing and hiking. Also conveniently located just 5 minutes from downtown Prattsville with grocery/liquor stores, diner, and tavern.
Spend a cozy night by the fire whether it be by the indoor wood burning stove or outdoor fire pit. Let your dog romp through the expansive lawn or explore the wooded areas of the property and dip your feet in the on-site, private waters of Lewis Creek.
The property offers gorgeous moutain views from its large deck—enjoy as you cookout on the charcoal grill.
Work from “home” with high speed internet.
This property is both private and nearby local amenities and attractions. Relax on the property or explore the nearby towns of Windham (10 mins), Hunter (20 mins), Tannersville (25 mins), Catskill (35 mins), and Hudson (50 mins).
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Upon arrival,review house rules and safety instructions provided in binder inside the home.
Important information
You need to know
Property # 3623858
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the neighborhood
Prattsville
Located in Prattsville, this vacation home is in the mountains. Hunter Mountain and Windham Vineyards and Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Gilboa Museum and Zoom Flume.
Windham Vineyards and Winery - 9 min drive - 9.7 km
Getting around
Hudson, NY (HCC-Columbia County) - 64 min drive
Restaurants
Mountain Express Cafeteria - 14 min drive
Chicken Run - 11 min drive
Catskill Mountain Country Store - Windham - 12 min drive
Waffle Cabin - 14 min drive
Seasons Bar & Grill - 14 min drive
Frequently asked questions
Is Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much does it cost to stay at Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain ?
As of May 15, 2026, prices found for a 1-night stay for 2 adults at Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain on May 18, 2026 start from $316, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain ?
Check-in begins at 3:00 PM.
What time is check-out at Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain ?
Check-out is at 11:00 AM.
Where is Charming Ashland Cottage on 5+ acres—minutes to Windham Mountain located?
Situated in the mountains, this vacation home is within 3 mi (5 km) of Catskill State Park, Huntersfield State Forest, and Ashland Park. Ashland Town Hall and Prattsville Town Hall are also within 6 mi (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The hosts have a lovely property with beautiful vistas. My wife, our daughter and her husband were extremely comfortable and loved the decor. We have another daughter in the area that we were visiting, but come for the vistas and the comfort.
We have now enjoyed this property twice. Both times we loved it. This time it was much colder, but were comfortable. The car park saved our car from the snow.
Richard P.
Stayed 10 nights in Jan 2026
About the host
Hosted by Ben Jacoby
Part-time city dwellers, part-time country folk, we love providing a home base for all those visiting the Catskills.
Why they chose this property
Calm and serene—this property is extremely private, making it a perfect woodsy getaway. It’s also just minutes from downtown Windham’s restaurants, bars, local shops and art galleries and Windham Mountain for skiing and hiking. We encourage you to explore the other nearby towns as well! Hunter (20 mins), Tannersville (25 mins), Catskill (35 mins), and Hudson (50 mins).
What makes this property unique
This south-facing home is perched atop 5+ acres of mountainside lawn and woods. It’s bright and airy in summer, comfy and cozy in winter, and offers spectacular mountain ridge views year round. The property is extremely private and boasts an on-site private creek.