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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

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

Quaint Cottage with Peloton Bike & Sauna near Skiing
Cozy Catskills cottage living room

Quaint Cottage with Peloton Bike & Sauna near Skiing

9.8 out of 10, Exceptional, (8)
"Wonderful location close to Woodstock and hiking. Enjoyed the quiet solitude and this super cozy home with gleaming hardwood floors and comfy sofa. Very clean and neat. We Would stay again and there was an overnight snowfall that created a glistening storybook setting. So beautiful in winter and it was a fun birthday weekend! Cheers! Thank you to my hosts! "
The price is SAR 705
SAR 1,405 total
includes taxes & fees
16 Feb - 17 Feb
Quaint Cottage with Peloton Bike & Sauna near Skiing
Magical Home Located in Windham and Catskills
Exterior

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location and clean and owner was generous. "
Magical Home Located in Windham and Catskills
The Tipsy Gypsy
Exterior

The Tipsy Gypsy

9.8 out of 10, Exceptional, (20)
"Great location. Very clean and cozy. Very nice people to work with. My kids loved it as well."
The price is SAR 844
SAR 1,703 total
includes taxes & fees
3 Feb - 4 Feb
The Tipsy Gypsy
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
View from the balcony

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.4 out of 10, Exceptional, (28)
"Wonderful coszy spot perfect location for singles and couples even family "
The price is SAR 356
SAR 544 total
includes taxes & fees
3 Feb - 4 Feb
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (148)
"We went with 3 families (kids 4-14) and had the best time !! Great house for a group. We were 18 total. Awesome location. The kids loved playing in the snow and visiting with the cows! The grounds were really beautiful. The house had plenty of room. The bunk rooms were awesome for kids. Upstairs master has a tiny room a one single bed off of it, perfect for a toddler or baby. Two living rooms for multiple sports game watching. Short drive to the mountain and restaurants. We even brought food...
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
A world where time stands still, close to Belleayre Ski & Wedding venues.
Living room

A world where time stands still, close to Belleayre Ski & Wedding venues.

10.0 out of 10, Exceptional, (6)
"Beautiful log cabin with a great and easy to function fireplace. The host has a shed filled with firewood, starter wood and charcoal which was such a tremendous and pleasant surprise. The sunroom facing the mountains and a backyard that drops into the woods is a phenomenal place to have a morning cup of coffee or just chill in anytime. Huge master bedroom and 2 additional bedrooms offer plenty of space for a family of 4. Kitchen has all of the needed appliances/accessories. Great washer and...
The price is SAR 863
SAR 2,136 total
includes taxes & fees
19 Feb - 20 Feb
A world where time stands still, close to Belleayre Ski & Wedding venues.
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Living area

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

9.6 out of 10, Exceptional, (21)
"Had a great 2 night stay. Location is close to Hunter. "
The price is SAR 671
SAR 1,617 total
includes taxes & fees
18 Feb - 19 Feb
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Cozy Country Farmhouse Along the Catskill Scenic Trail
The farmhouse in summer.

Cozy Country Farmhouse Along the Catskill Scenic Trail

10.0 out of 10, Exceptional, (119)
"Great house, bucolic setting, nice proximity to ski slopes! Very gracious and helpful host and house caretakers. Would stay here again."
The price is SAR 656
SAR 1,180 total
includes taxes & fees
9 Feb - 10 Feb
Cozy Country Farmhouse Along the Catskill Scenic Trail
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Outdoor dining

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

9.8 out of 10, Exceptional, (13)
"Perfect stay. Clean, warm and close to the mountain. "
The price is SAR 596
SAR 1,168 total
includes taxes & fees
3 Feb - 4 Feb
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Inviting, Cozy Catskills Home - Primed for Fall!
Living area

Inviting, Cozy Catskills Home - Primed for Fall!

10.0 out of 10, Exceptional, (3)
"Charming house near skiing. Well decorated, with many amenities (including Nespresso!). Very comfortable beds and top notch linens. Would stay again in a heart beat"
Inviting, Cozy Catskills Home - Primed for Fall!
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Exterior

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

10.0 out of 10, Exceptional, (213)
"Excellent communication. Cozy home. Really enjoyed our stay. "
The price is SAR 1,497
SAR 2,948 total
includes taxes & fees
4 Feb - 5 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Exterior

Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

10.0 out of 10, Exceptional, (91)
"This large home comfortably accommodated 16 guests ages 21 to 87. Ample bedrooms and bathrooms for a group this large are hard to find but this home has plenty. The large and well stocked kitchen was a great gathering space after a day on the slopes with plenty of space for chefs and sous-chefs to work while the rest watched while enjoying apres-ski activities. The dining room was great for evening board games and led easily to the living room for evening movies. We look forward to returning."
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
Our backyard In winter; view of mountains and frozen pond!!!

Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

9.8 out of 10, Exceptional, (73)
"We had a great time. Nice house. Quiet and comfortable. Thank you. "
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
LOOKING FOR A HEAVENLY GETAWAY
THE PERFECT WINTER DESTINATION

LOOKING FOR A HEAVENLY GETAWAY

9.6 out of 10, Exceptional, (88)
"Very farm/ old fashion decoration which we loved. House is just great for Families that have teenagers. A lot of entertainment in the house and around the neighborhood. Close to Mountain and shops. Kinda upset with the heating but we didn’t mind wearing some extra clothing. Very good communication with the Landlord in every aspect. Will come back and stay again!! "
LOOKING FOR A HEAVENLY GETAWAY
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

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

10.0 out of 10, Exceptional, (262)
"The property was great for our family of 15. Everyone had enough space. The kids enjoyed the bunk room and the games. Our only issue was there was dog hair on a large rug in the kitchen which was dealt with very quickly once the host received my message but it was also in the master bedroom. We had someone in our party who is highly allergic to dogs and the house is not pet friendly in the listing. All in all, great weekend away with the whole family. "
The price is SAR 1,493
SAR 2,877 total
includes taxes & fees
3 Feb - 4 Feb
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
living room with smartTV and wood burning fireplace

Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia

2.0 star property
7.8 out of 10, Good, (6)
"We loved spending the weekend at Mommom"
The price is SAR 563
SAR 1,163 total
includes taxes & fees
3 Feb - 4 Feb
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (127)
"Clean, "
Beautiful new house 3/4 mile from Hunter Mountain
Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy

Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy

9.8 out of 10, Exceptional, (85)
"Property was beautiful, surrounding towns were fun and accommodating. Great stay all around."
Amazing 4BR Contemporary Mountain Home with 20.5 Acres of Privacy
Catskills Country House with Hot Tub and Sauna Near Hiking

Catskills Country House with Hot Tub and Sauna Near Hiking

10.0 out of 10, Exceptional, (9)
"Another great stay"
Catskills Country House with Hot Tub and Sauna Near Hiking
Beautiful House 1 Mile From Hunter Mountain
Exterior

Beautiful House 1 Mile From Hunter Mountain

9.6 out of 10, Exceptional, (121)
"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."
Beautiful House 1 Mile From Hunter Mountain
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
Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (247)
"Cozy,excellent cable package…"
The price is SAR 469
SAR 536 total
includes taxes & fees
4 Feb - 5 Feb
Starlite Motel
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Exterior

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (38)
"Beautiful setting with this home. Kitchen appliances and amenities were great. Bedrooms slightly sparse, but very functional. Bathrooms clean and seemed to be recently updated. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Living area

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place to stay for skiing hunter mt and would do it again ….thanks "
The price is SAR 589
SAR 1,016 total
includes taxes & fees
4 Feb - 5 Feb
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
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.