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Compare Chalets in Callicoon with updated reviews, rates, and availability.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

9.6 out of 10, Exceptional, (108)
"We really enjoy staying, it was perfect. Location was.perfect, nice peacful."
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

4BDRM * Games * Family Frndly* Fire Pit * Masthope

10.0 out of 10, Exceptional, (19)
"The property was great for a long weekend with extended family. Our property manager communicated consistently and made sure we had everything needed. It was perfect for a late Christmas holiday!"
4BDRM * Games * Family Frndly* Fire Pit * Masthope

Masthope modern log-cabin sided retreat!

9.8 out of 10, Exceptional, (111)
"Second time staying at this property. Great location and close proximity to all amenities. Very relaxing getaway. Will be back next year. "
Masthope modern log-cabin sided retreat!

Sp rates in July Aug Masthope retreat 4bd King size bed 5 min to pools lake.

9.8 out of 10, Exceptional, (9)
"Perfectly located to all community amenities! Great for families! We had a wonderful time and host was accessible and helpful!"
Sp rates in July Aug Masthope retreat 4bd King size bed 5 min to pools lake.

The Chalet - Rustic Retreat

8.4 out of 10, Very Good, (7)
"Just enough accommodations for a comfortable stay."
The price is SAR 600
SAR 1,379 total
includes taxes & fees
12 May - 13 May
The Chalet - Rustic Retreat

Luxury 4BR Chalet-5 Mins. to Pool/Lake/Ski-Game Room in Basement

10.0 out of 10, Exceptional, (73)
"Nice clean spot with access to lake beach and pool at clubhouse"
Luxury 4BR Chalet-5 Mins. to Pool/Lake/Ski-Game Room in Basement

Masthope Chalet | 4 Bdrm | Firepit & Kayaks | A/C

2.0 star property
8.8 out of 10, Excellent, (3)
"First off, CJ is one of the best. He is great about communicating everything you need to know and then some. And he is super responsive. The house was excellent and exactly as advertised. We loved it and will be back! Thank you CJ!"
Masthope Chalet | 4 Bdrm | Firepit & Kayaks | A/C

Catskills Lakefront Escape with Hot Tub

10.0 out of 10, Exceptional, (17)
"Everyone had a place to sleep! Very clean! Great hot tub! "
Catskills Lakefront Escape with Hot Tub

Cozy Chalet in the woods with Arcades, Fire pit, Lake, Pools & Ski Lifts

9.6 out of 10, Exceptional, (10)
"The owner was very organized and responsive with all instructions. Well maintained and stocked house in a nice area. Great family ski mountain was very close. We had a great family vacation "
Cozy Chalet in the woods with Arcades, Fire pit, Lake, Pools & Ski Lifts

The Lookout * Lake * Masthope * Firepit * Arcade

10.0 out of 10, Exceptional, (13)
"Such an easy check in and great stay. CJ was very communicative. The shuffleboard table is a key feature!"
The Lookout * Lake * Masthope * Firepit * Arcade

Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding

9.8 out of 10, Exceptional, (7)
"Our family had a great weekend here. We really enjoyed the location and the house. Shannon"
Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding

Lake Wallenpaupack, Poconos Hilltop Haven with children’s playarea and 5 kayaks!

10.0 out of 10, Exceptional, (25)
"This vrbo was the most well appointed one I have ever stayed in. They had everything you could need in the kitchen and an incredible amount of toys for the children to play with. "
Lake Wallenpaupack, Poconos Hilltop Haven with children’s playarea and 5 kayaks!

Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room

10.0 out of 10, Exceptional, (16)
"Our family enjoyed a wonderful stay. The lake was beautiful and peaceful. We spent our days kayaking and swimming. The large dining area was perfect for family dinners. The kids had a great time playing with the games in the game room. The house had everything that we needed and our host was so lovely to work with!"
Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room

Lake House in the Summer, Ski Chalet in the Winter, Pet Friendly!

9.6 out of 10, Exceptional, (5)
"Great stay, the house had everything you could need. I would def stay again. Thank you for a wonderful stay."
Lake House in the Summer, Ski Chalet in the Winter, Pet Friendly!

Modern Chalet with Hot Tub and Lake Access

10.0 out of 10, Exceptional, (4)
"The property is very cool and secluded. We had a nice, relaxing time!"
Modern Chalet with Hot Tub and Lake Access

3-bedroom chalet just 13 minutes drive to Bethel Woods

3-bedroom chalet just 13 minutes drive to Bethel Woods

Relaxing retreat - Lake - HotTub - Firepit - Gameroom - Pet Friendly - sleeps 10

10.0 out of 10, Exceptional, (1)
"This comfortable, cozy, 4 BR home is nicely tucked into the woods. Plenty of space to spread out for adults and kids, with a finished basement. Outside there is a fire pit, and jacuzzi/hot tub. House is well stocked for cooking supplies and tools, and quiet at night. Close to Livingston Manor Main Street (7min), Roscoe Main Street (10min) and only 1/2 mile away from Arnold House. Host was super responsive and a pleasure to work with. Would love to come back !"
Relaxing retreat - Lake - HotTub - Firepit - Gameroom - Pet Friendly - sleeps 10

Cozy Catskills Chalet

10.0 out of 10, Exceptional, (3)
"Amazing cabin in the Catskills, close to some of our favorite towns in the Catskills - Roscoe, Livingston Manor and Callicoon. I can't say enough about the interior decor in the cabin. Inspirational and everything we needed for a quiet escape from NYC. Will definitely be back!!"
Cozy Catskills Chalet

Welcome to beautiful Masthope Mountain Community in the Poconos!

Welcome to beautiful Masthope Mountain Community in the Poconos!

Cozy, Tranquil A-Frame Oasis

10.0 out of 10, Exceptional, (1)
"A beautiful, peaceful and well-appointed home. We loved staying here. Great location close to Bethel woods."
Cozy, Tranquil A-Frame Oasis
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 Callicoon

Postcard Cabins Western Catskills

2.0 star property
9.8 out of 10, Exceptional, (7)
"My Fiancé And Had Great Stay Here Very Peaceful & Clean. We Enjoyed Our Stay Here, It Was Great To Get Away From The City For A While"
The price is SAR 506
SAR 701 total
includes taxes & fees
20 May - 21 May
Postcard Cabins Western Catskills

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (151)
"Property was clean and just the right size for our group of 2 people and 2 dogs. Had a great time disconnecting from our everyday and walking the property. Hosts were responsive and helpful. "
The price is SAR 356
SAR 1,121 total
includes taxes & fees
19 May - 20 May
Handcrafted Riverfront Cabin on 10 acres

Secluded modern log cabin with picturesque private water fall on 12 acres!

10.0 out of 10, Exceptional, (121)
"Wonderful setting, cozy tastefully decorated interior, well stocked and very clean. We enjoyed every minute we were there. Our host was terrific!!!"
Secluded modern log cabin with picturesque private water fall on 12 acres!
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.