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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Surprise Vacation Homes

Cozy year round retreat! Close to skiing, hiking and swimming.
Relax on the covered deck with Adirondack chairs, a table, and a grill for outdoor cooking.

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (48)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Relax on the deck with Adirondack chairs overlooking a serene landscape.

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $155
CA $277 total
includes taxes & fees
Aug 12 - Aug 13
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Enjoy cooking in this well-lit kitchen with a central island and modern appliances.

Charming Catskill getaway walking distance to Main St. Pet-friendly!

10.0 out of 10, Exceptional, (3)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
Charming Catskill getaway walking distance to Main St. Pet-friendly!
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter

10.0 out of 10, Exceptional, (48)
"We loved our time out here and hope to be back soon!"
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Relax in a serene outdoor setting surrounded by a mature tree and beautifully manicured lawn.

Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

9.6 out of 10, Exceptional, (76)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Relax in a hot tub on a spacious deck with stairs leading to a covered area.

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is CA $149
CA $532 total
includes taxes & fees
Aug 12 - Aug 13
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Beautiful new house 3/4 mile from Hunter Mountain
Cozy cabin with a central entrance and windows on either side, set amidst a serene winter landscape.

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (130)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Enjoy cooking in this well-equipped kitchen with a dining area nearby.

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Exterior

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Cozy living area with a sofa, coffee table, and dining table for four, surrounded by framed pictures and natural wood accents.

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (43)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Charming 3-bedroom house with WiFi, AC in delightful Hudson
Microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in delightful Hudson

2.0 star property
Charming 3-bedroom house with WiFi, AC in delightful Hudson
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains
Enjoy a serene lake view from the deck, surrounded by trees and distant hills.

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (9)
"Tons of activities in house beautiful area."
The price is CA $799
CA $1,467 total
includes taxes & fees
Aug 20 - Aug 21
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains
Your peaceful, private retreat, escape with friends & family! Incredible views!
Cozy kitchen with a brick fireplace, wooden beams, and a large window.

Your peaceful, private retreat, escape with friends & family! Incredible views!

10.0 out of 10, Exceptional, (38)
"Clean, comfortable, well-appointed and cozy, We had a wonderful stay. We had all kinds of weather while we were there and were able to enjoy the beautiful grounds, the hot tub, the sunny front porch and the cozy living room. The beds were comfortable and the kitchen stocked with everything you might need. Will definitely be returning."
Your peaceful, private retreat, escape with friends & family! Incredible views!
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Relax in this cozy living space with a fireplace, comfortable sofa, and flat-screen TV.

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (30)
"Had a great 2 night stay. Location is close to Hunter. "
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
Experience a charming stay in a scenic setting with a welcoming porch and a large wheel feature.

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

10.0 out of 10, Exceptional, (52)
"Our family had an excellent winter getaway at this cabin. The check-in process was easy and access to the mountain and the towns made for a great stay. Highly recommend for families with multiple young children."
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
Cozy Waterfall Oasis + Firepit
Enjoy cooking in this kitchen with an oven, microwave, and ample workspace on the granite countertop.

Cozy Waterfall Oasis + Firepit

9.6 out of 10, Exceptional, (10)
"Great home close to why we were there. Host very communicative and attentive. Highly recommend!"
The price is CA $180
CA $484 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Waterfall Oasis + Firepit
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
Enjoy a peaceful retreat on the deck, surrounded by lush greenery and vibrant flowers.

Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish

8.8 out of 10, Excellent, (27)
"Elizabeth is very hospitable and the property is very nice. Would definitely stay here again. "
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
Sioux Tipi on Chloe's Lake
Escape to a secluded cabin nestled in a forest, surrounded by tall trees and a natural backdrop.

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is CA $151
CA $200 total
includes taxes & fees
Aug 18 - Aug 19
Sioux Tipi on Chloe's Lake
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Relax in the hot tub surrounded by a stone wall and enjoy the views of the surrounding landscape through large windows.

6BR/7bath Luxury home Hot Tub in Hunter Catskills

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay on a weekend trip with family. 6bed rooms and 7 bathrooms. Clean rooms and amenities. Hot Tub and BBQ grill a plus."
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Modern Luxurious Cabin, Catskills - The Tiny Nook
Escape to a serene forest retreat with a cabin featuring a gable roof and expansive windows, surrounded by a tranquil natural setting.

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"The place was clean and just like the pictures. The hosts we great and communication was great. Definitely will stay here again. Already recommended it to a few friends!"
The price is CA $220
CA $470 total
includes taxes & fees
Aug 13 - Aug 14
Modern Luxurious Cabin, Catskills - The Tiny Nook
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 Surprise Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Great comfortable room"
Ute 1-night trip
Posted 2 days ago
Hotel Vienna