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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare 35 Chalets in Ashland with updated reviews, rates, and availability.

Mountain Chalet with Breathtaking Panoramic Views
Panoramic Views from the Great Room

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (163)
"This house in Fleischmanns was the perfect choice for my family as we introduced our grandsons to skiing at Belleayre. Lee was a very responsive host and addressed all our questions quickly. I highly recommend this house!"
Mountain Chalet with Breathtaking Panoramic Views
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Exterior

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

10.0 out of 10, Exceptional, (12)
"Everything was wonderful."
The price is SAR 1,684
SAR 3,101 total
includes taxes & fees
18 Feb - 19 Feb
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Beautiful Chalet, mins to Hunter/Windham slopes
Property grounds

Beautiful Chalet, mins to Hunter/Windham slopes

10.0 out of 10, Exceptional, (12)
"We had a lovely stay and hope to stay again sometime soon :) The house was exactly as described and well stocked! The house was very big and had comfortable beds. The one thing that was note noted on VBRO was the indoor fireplace is not available for use of renters so keep that in mind. That was a big reason I booked the house as having an indoor fireplace is a treat, but it wasn't until we received our check in instructions was that noted. "
Beautiful Chalet, mins to Hunter/Windham slopes
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
Pool

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

8.4 out of 10, Very Good, (56)
"Perfect for our ski/snowboarding getaway! Very secluded location. "
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
This spacious log cabin on a back mountain road leads directly to Hunter ski lifts
Welcome to Mountain Chalet!

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts
Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski
Large living room with a fireplace, direct view to ski slopes

Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"We love the cabin and the location is even better. Plenty of room for two families and the property is very well kept. We would definitely stay again. Thanks!"
The price is SAR 1,823
SAR 3,514 total
includes taxes & fees
24 Feb - 25 Feb
Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Living Room

Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

10.0 out of 10, Exceptional, (2)
"Great location and decent building! Amina is such a nice host and a huge plus! She was accommodating and answered all our requests and questions promptly and solved issues in a timely manner. The only thing we would like to remind the other guest is that please bring lots and lots of bottled water since the tap water is slimy and you need bottle water for both cooking and drinking."
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Beautiful Chalet in the Catskill Mountains.

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect spot! Easy access to downtown and the slopes. Warm and accommodating. Besides not being able to find the fire tv remote stuck in the basement couch for the first day, a few dirty dishes but otherwise awesome! Would have been nice to have deck stairs shoveled for our arrival, but that wasn't a real concern at all! Plenty of firewood and starters! Would definitely stay here again! "
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Luxurious & Serene 2 Acre Mountain Cabin Retreat - 3 Bedrooms - Fully stocked
Exterior

Luxurious & Serene 2 Acre Mountain Cabin Retreat - 3 Bedrooms - Fully stocked

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had such an amazing time at this house. It was extremely clean and had everything that we needed to have the perfect evening. The property is super nice and definitely took advantage of the gazebo overlooking the pond. The location is great and it is very close to both Hunter and Windham. We will definitely be coming back"
Luxurious & Serene 2 Acre Mountain Cabin Retreat - 3 Bedrooms - Fully stocked
Rustic Mountain view Cabin 5 mins to Ski Area!
Mountain Chalet Exterior

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
The price is SAR 1,871
SAR 2,108 total
includes taxes & fees
17 Feb - 18 Feb
Rustic Mountain view Cabin 5 mins to Ski Area!
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (41)
"Nice small cabin definitely need to turn the heat up but very well equipped "
The price is SAR 1,121
SAR 1,639 total
includes taxes & fees
17 Feb - 18 Feb
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Cozy Silo with Sunset Mountain Views
Exterior

Cozy Silo with Sunset Mountain Views

9.6 out of 10, Exceptional, (5)
"We wanted to get out of the city for a few days and this was the perfect spot. It was so cozy, clean, and we got lucky to get snow! Olga was super communicative and a great host. "
Cozy Silo with Sunset Mountain Views
Catskill Chalet: Serene Mountain Escape
The open concept provides the perfect ambiance to stay connected with your loved ones.

Catskill Chalet: Serene Mountain Escape

10.0 out of 10, Exceptional, (11)
"We wanted to spend a few days skiing at Belleayre and the house is conveniently located just a few minutes drive away. The premises were very clean and provided all of the comfort we needed during our staying. The pantry was nicely stocked and the kitchen had plenty of appliances to cook a storm if we wanted to. Room for improvement consists of better beds/mattresses (I know it is subjective but the twin bed is really too soft and the single ones weren't any better) and more tableware....
Catskill Chalet: Serene Mountain Escape
Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!
HOT tub in any weather and outdoor tv all year round streaming all Apps!!

Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!

10.0 out of 10, Exceptional, (19)
"We stayed for Christmas to be close to family ! Very cozy yet spacious ! Kids loved the pool table and hot tub . "
Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Exterior

Never Lonesome Woodland Valley: Cozy 2bd Cottage!

9.4 out of 10, Exceptional, (9)
"I LOVE the rustic experience, as long as certain comforts are available. This cottage was the perfect balance, providing us the freshness of the creekside and all its wild greenery, some bugginess, and a clean place to rest that wasn’t overly sterile and bland. In fact, I found the furnishings to be very thoughtful, simple and pleasing; the kitchen and bathroom were well, but not overly, stocked; there was no clutter or worry that my small dog could get into anything he shouldn’t. This is easily...
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
Exterior

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

10.0 out of 10, Exceptional, (6)
"We like to meet up with some friends from Maine about once a year near the halfway point between us. Ray's Chalet is a great place to chill out and relax with friends and family. The Chalet is very clean and there's plenty of room for everybody. Great for grilling, lawn games, bonfires, etc. Ray adds a lot of nice touches as well, but I won't ruin the surprises for you. (BTW--Ray, thanks for the spare toothbrush set up! Saved our lives when we had to bring the kids at the last minute due to...
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Property grounds

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2.0 star property
8.0 out of 10, Very Good, (2)
"Nice living and dining space. Plenty of room to spread out. with 3 bedrooms up and 2 down you can. A few of the outlets are not currently working and there may be a yellowjacket nest that needs to be dealt with near the back deck. Outside of that I would rent it again "
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
Exterior

🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀

10.0 out of 10, Exceptional, (21)
"We had a great weekend at the Manor. The game room was excellent and provided entertainment for everyone."
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
The Hirox is isolated on 17 private acres

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

10.0 out of 10, Exceptional, (21)
"Amazing property with excellent hosts.Our whole family loved!!!"
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Cozy Country Cabin with Amazing Mountain Farm Views and Nearby Lake! EV-King Bed
Exterior

Cozy Country Cabin with Amazing Mountain Farm Views and Nearby Lake! EV-King Bed

10.0 out of 10, Exceptional, (8)
"Relaxing remote location with lovely views of local farmland. Perfect wedding weekend getaway with our adult kids."
Cozy Country Cabin with Amazing Mountain Farm Views and Nearby Lake! EV-King Bed
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, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is SAR 469
SAR 536 total
includes taxes & fees
24 Feb - 25 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 and location. We have been staying at different condo places for the past 3 Winter Ski season. This is by far the best. Matt is great. "
The price is SAR 589
SAR 1,016 total
includes taxes & fees
5 Mar - 6 Mar
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.