Search Chalets in Shandaken from CA $149

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Shandaken Chalets

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Escape to a secluded cabin surrounded by a forest, featuring a sheltered deck and simple, rustic architecture.

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

9.6 out of 10, Exceptional, (53)
"Great location, Great Hot Tub, Great Catskills Mountains "
The price is CA $174
CA $359 total
includes taxes & fees
Aug 4 - Aug 5
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Jessie's Harvest House
Exterior

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is CA $149
CA $262 total
includes taxes & fees
Aug 3 - Aug 4
Jessie's Harvest House
Stunning Catskills Cabin Getaway, facing BelleAyre
Situated in a mountainous landscape, this cabin features a front porch and a symmetrical gable roof.

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (126)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Cozy cabin with a steeply pitched roof and natural log construction, featuring a front entrance with stairs and a grassy lawn.

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Stunning log cabin-style building with a spacious porch and a large garage.

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (9)
"Perfect, cozy place to stay for a ski weekend!"
The price is CA $172
CA $298 total
includes taxes & fees
Aug 5 - Aug 6
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Cozy Silo with Sunset Mountain Views near Woodstock
Cozy cabin nestled in a snowy forest, featuring a distinctive round tower and wooden bridge access.

Cozy Silo with Sunset Mountain Views near Woodstock

9.8 out of 10, Exceptional, (13)
"What a great place! Comfortable, quiet, and secluded. A wonderful place for a getaway. Thank you!"
Cozy Silo with Sunset Mountain Views near Woodstock
Beautiful Chalet, mins to Hunter/Windham slopes
Relax in the hot tub under a covered pergola with serene views of the surrounding evergreen trees.

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (17)
"Easy trip to the mountain. Beautiful view. Plenty of room. "
Beautiful Chalet, mins to Hunter/Windham slopes
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Relax on the wooden deck with a view of the surrounding grassy lawn and trees.

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

10.0 out of 10, Exceptional, (16)
"House was great, hosts were very accommodating. Location was perfect to get to Belleayre Mountain. "
The price is CA $557
CA $1,154 total
includes taxes & fees
Aug 13 - Aug 14
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Jessie's Harvest House
Outdoor dining

Jessie's Harvest House

Jessie's Harvest House
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Surrounded by tall trees, this deck offers a serene natural setting.

Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

10.0 out of 10, Exceptional, (21)
"Nice place for a skiing holiday"
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Rustic Mountain view Cabin 5 mins to Ski Area!
Situated in a serene yard, this charming home offers a front porch and a garage.

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
Rustic Mountain view Cabin 5 mins to Ski Area!
Catskill Chalet: Serene Mountain Escape
Guests can sit on the porch and enjoy the surrounding trees.

Catskill Chalet: Serene Mountain Escape

10.0 out of 10, Exceptional, (11)
"Cozy home located 5 minutes from bellarye mt. Taco bar next to house was a plus."
Catskill Chalet: Serene Mountain Escape
Jessie's Harvest House
Outdoor dining

Jessie's Harvest House

The price is CA $149
CA $262 total
includes taxes & fees
Aug 3 - Aug 4
Jessie's Harvest House
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Experience the tranquil atmosphere of this lodge, surrounded by a dense forest, with a spacious deck and stone wall.

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is CA $1,241
CA $2,248 total
includes taxes & fees
Aug 11 - Aug 12
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Relax in a serene outdoor space with a deck offering a peaceful view of the surrounding landscape.

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

2.0 star property
7.6 out of 10, Good, (5)
"Nice big house that was accommodating for 4 families. Great location to Roxbury and Plattekill. Big sledding hill in backyard for kids. Would rent again."
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
The Hunter Chalet
Enjoy the scenic views from the spacious deck area, featuring large windows and a cozy interior with a fireplace.

The Hunter Chalet

10.0 out of 10, Exceptional, (3)
"Great location and lots of space for a large group! Beautiful views and large yard for kids to run around. Comfortable beds and spacious rooms/bathrooms. "
The Hunter Chalet
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Escape to a secluded cabin nestled in a lush forest, surrounded by tall trees and underbrush.

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

10.0 out of 10, Exceptional, (3)
"Nice little house to stay in if you're looking to spend time in the mountains. It's old, for sure, but it was comfortable and conveniently located. Hosts were great about communicating. It was a nice, chill vacation."
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Situated in a wooded area, this single-story house offers a serene and secluded environment with a front porch.

Never Lonesome Woodland Valley: Cozy 2bd Cottage!

9.4 out of 10, Exceptional, (9)
"The place was beautiful, spacious and cozy. Highly recommend it if you are looking for a quiet and relaxing time. "
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Relax on the wrap-around porch or by the fire pit in this secluded cabin.

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3.0 star property
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort
Private Chalet less than 1 mile to Ski Resort
Escape to a serene cabin surrounded by lush greenery, featuring a spacious deck with a fire pit and seating area.

Private Chalet less than 1 mile to Ski Resort

9.8 out of 10, Exceptional, (8)
"Cozy stay for our family of four!"
Private Chalet less than 1 mile to Ski Resort
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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Top Shandaken Hotel Reviews

Blue Hill Lodge

Blue Hill Lodge

10/10 Excellent
"Staff was great , a little problem and it was solved instantly! 2 min walk to town , had some good italian food!!"
dan 2-night trip
Posted 14 hours ago
Blue Hill Lodge