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Compare 497 Vacation Homes in Ashland with updated reviews, rates, and availability.

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

The Catskills Red Barn

10.0 out of 10, Exceptional, (36)
"Really cute weekend stay for my partner, pup and I. Easy access to the main road which was very convenient and great yard for the dog! Bathroom needs a little updating :) "
The Catskills Red Barn

Studio 3 BEDS-SLEEPS 3

9.4 out of 10, Exceptional, (27)
"Very accommodating. Easiely accessible. Loved the balcony!"
The price is SAR 300
SAR 488 total
includes taxes & fees
26 Nov - 27 Nov
Studio 3 BEDS-SLEEPS 3

TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

9.0 out of 10, Wonderful, (38)
"I would totally recommend! It was a very practical apartment. I stayed with my spouse and my parents. The location was great, the manager was very arranging with the check-in time, and we really appreciated that we had two floors and two full bathrooms, one for my parents, and one for me and my spouse. Wish we had stayed longer to take advantage of the nice balcony"
The price is SAR 451
SAR 732 total
includes taxes & fees
26 Nov - 27 Nov
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is SAR 1,348
SAR 2,805 total
includes taxes & fees
26 Nov - 27 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (90)
"The house and its amenities were perfect for our group, and the host was easy to communicate. "
The price is SAR 1,445
SAR 2,594 total
includes taxes & fees
26 Nov - 27 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (26)
"Beautiful historic house in Windham NY, great for large gatherings. Plenty of bedrooms with multiple beds and private baths. Spacious common area to relax at the end of the day. Large dining room that will accommodate all your guests and a large well stocked kitchen with everything you need to cook and serve. Relax on the covered front porch and enjoy nature or challenge your guests in a game of pool. The house was very clean on arrival with easy check in access. All in all it’s a great place...
A'Neils Windham Ski Lodge & Family Retreat

Catskill Mountain Retreat -- private, beautiful views

9.8 out of 10, Exceptional, (98)
"Location was great. Very peaceful "
Catskill Mountain Retreat -- private, beautiful views

Guest House Catskill Mountains Private Backyard Fire Pit BBQ Grill Ski Golf Hike

9.8 out of 10, Exceptional, (175)
"My friend and I came to New York to visit the different Watchtower facilities. But added a few days to enjoy the country around the Catskills and the changing of the leaves. Liz was very helpful with recommendations and we entered the house welcomed by a warm fire insert. So homey. Really enjoyed our stay. "
Guest House Catskill Mountains Private Backyard Fire Pit BBQ Grill Ski Golf Hike

Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

10.0 out of 10, Exceptional, (3)
"Such a beautiful and convenient location for all of us who were attending a wedding at the Windham Manor! The outside deck and fire pit were a wonderful place to relax and just be together! Thanks for a great stay in the Catskills! "
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes

10.0 out of 10, Exceptional, (4)
"We stayed here in late fall to enjoy some nature, railway adventures and home cooking and Isabel’s rental was absolutely perfect for our group! We enjoyed the hot tub, cozy living room, walking about the yard and the pool table/bar lounge in the basement as well. The whole home is decorated so nicely and kitchen was stocked with everything we needed to cook eat and drink all that we brought. Bonus points for adorable and comfortable bedrooms (especially pillows) and friendly neighbors! We look...
The price is SAR 1,218
SAR 2,251 total
includes taxes & fees
26 Nov - 27 Nov
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall

10.0 out of 10, Exceptional, (35)
"We had an incredible weekend away at this gorgeous home. So many amazing features, all neatly marked with clear instructions on how to use the various amenities in the house. We were very impressed/ Our group of 9 friends enjoyed it immensely. I've already recommended this to others! Would come back again!"
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall

CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.

9.8 out of 10, Exceptional, (36)
"The property was absolutely beautiful and the location was great not too far from the town and yet the property felt secluded and private. Great communication with the host and there was a very helpful instruction and information book as well as instructions for just about everything in the house. I am looking forward to my next stay at the property "
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.

Cozy cabin with great views and fire place!

9.8 out of 10, Exceptional, (80)
"Great space and feel of upstate NY. Will return for sure "
Cozy cabin with great views and fire place!

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (260)
"This place is the best! We’ll keep coming back. "
The price is SAR 1,690
SAR 3,131 total
includes taxes & fees
26 Nov - 27 Nov
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

10.0 out of 10, Exceptional, (39)
"Thank you for having us, the house was clean, well appointed and provided a great place for our friend group to get together for a weekend!"
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

Cozy Country Farmhouse Along the Catskill Scenic Trail

10.0 out of 10, Exceptional, (116)
"Perfect stay, exactly what we needed, exactly what we wanted, exactly what we hoped, far better than what we expected. Wonderful house, gorgeous location."
The price is SAR 657
SAR 1,196 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Farmhouse Along the Catskill Scenic Trail

Mountain Getaway w/ Hottub, Views, Gamesroom, Fire Pit

10.0 out of 10, Exceptional, (20)
"Our weekend getaway was absolutely amazing! From the fire pit to the hot tub, this house did not disappoint. The house was very clean and cozy. Our host, Craig, was very responsive and even gave us recommendations for dining, fishing and hiking which was so thoughtful. It was a much needed weekend away. Thank you Craig for sharing your wonderful home with us. "
Mountain Getaway w/ Hottub, Views, Gamesroom, Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Ashland

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is SAR 469
SAR 536 total
includes taxes & fees
27 Nov - 28 Nov
Starlite Motel

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.