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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 27 Chalets in Callicoon with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (108)
"We had such a lovely time at this cozy little cabin! It’s simple, charming, and had everything we needed, including firewood for the fireplace, which made our evenings extra special. While it’s a bit more basic in terms of amenities, the location is perfect for skiing and offers a peaceful getaway. Just a heads-up—the owner’s advice about needing a 4x4 in winter is definitely true—one of our family members in a Tesla couldn’t make it. The kids had a blast, and the Internet worked perfectly....
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Falling Waters Chalet ★ Great for Groups ★ Fire Pit ★ Lake ★ Masthope
Terrace/patio

Falling Waters Chalet ★ Great for Groups ★ Fire Pit ★ Lake ★ Masthope

10.0 out of 10, Exceptional, (17)
"Our second visit this year! Had a great time! Enjoy the house & how large, yet cozy it is. Maybe we will be back for one more weekend in March! Thank you! "
Falling Waters Chalet ★ Great for Groups ★ Fire Pit ★ Lake ★ Masthope
Masthope modern log-cabin sided retreat!
Exterior

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.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (9)
"House was set up perfect for 2 familys and teenage kid.."
Sp rates in July Aug Masthope retreat 4bd King size bed 5 min to pools lake.
The Chalet - Rustic Retreat
Property grounds

The Chalet - Rustic Retreat

8.4 out of 10, Very Good, (7)
"Hubby and I wanted a cute getaway for thanksgiving weekend, and this little cabin was perfect. Secluded but still close enough to civilization. The hot tub was wonderful. We unfortunately never got to use the fire pit - just a bit too cold out for us. Space is great. There is a pretty close neighbor, but it didn’t impact our stay at all, and we basically forgot the house was there. The road to the cabin is unpaved so 4WD is probably a good idea. Very cute place "
The price is AED 588
AED 1,247 total
includes taxes & fees
1 Apr - 2 Apr
The Chalet - Rustic Retreat
Luxury 4BR Chalet-5 Mins. to Pool/Lake/Ski-Game Room in Basement
Pool

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

10.0 out of 10, Exceptional, (73)
"Family trip. We had a great time. Kids loved the house the and all the games. 5 stars."
Luxury 4BR Chalet-5 Mins. to Pool/Lake/Ski-Game Room in Basement
Masthope Ski Chalet | 4 Bedroom | Firepit & Kayaks
Pool

Masthope Ski Chalet | 4 Bedroom | Firepit & Kayaks

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 Ski Chalet | 4 Bedroom | Firepit & Kayaks
Catskills Lakefront Escape with Hot Tub
Exterior

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
Property grounds

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

9.6 out of 10, Exceptional, (10)
"The house was as pretty in person as it looked online! It was super cozy and had a warm inviting feel to it. The owner was very accommodating and responded quickly to my inquiries. We look forward to renting this house again in the summer to enjoy the patio and outdoor seating. "
Cozy Chalet in the woods with Arcades, Fire pit, Lake, Pools & Ski Lifts
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard
Aerial view

The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard

10.0 out of 10, Exceptional, (13)
"House was as advertised, good location, plenty of room, generally clean. Basement living space smelled a bit off, but we didn’t need to use it so we stayed out. EV “charger” is just a NEMA outlet, you must bring your own charging cable to use. Would rent again."
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard
Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding
Property grounds

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

9.8 out of 10, Exceptional, (7)
"The stay at Bella Vista was everything as advertised! The place was clean, peaceful and close to community amenities. We enjoyed the fireplace and watching the deer walk by the windows and driveway. The host was very responsive with any questions we had. We look forward to coming back in the summer or fall next time. "
Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding
Lake Wallenpaupack, Poconos Hilltop Haven with children’s playarea and 5 kayaks!
Property grounds

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
Property grounds

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

10.0 out of 10, Exceptional, (16)
"Quirky, spacious house with plenty of bedrooms and several kitchens/sinks with the in law apartment. Big table for eating and games by a wood stove. Game room is great for kids (and nerf gun battles). We were there in several snow and ice storms but managed to squeeze in some hot tub time. Communication with the property manager was excellent. "
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!
Smart TV, fireplace, video games, DVD player

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

9.6 out of 10, Exceptional, (5)
"When we arrived at Big Bear Chalet we couldn’t believe the spaciousness as well as cleanliness of this home. The description was spot on! Nothing was left out, every amenity listed was in the home and then some! We were a total of 6 adults, a toddler and a baby as well as my daughter’s beagle. Loved every moment and hope to be back next year. Even the weather didn’t deter us from having a good time. "
Lake House in the Summer, Ski Chalet in the Winter, Pet Friendly!
Modern Chalet with Hot Tub and Lake Access
Miscellaneous

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
Terrace/patio

3-bedroom chalet just 13 minutes drive to Bethel Woods

3-bedroom chalet just 13 minutes drive to Bethel Woods
Cozy Catskills Chalet
3 bedrooms, desk, travel crib, WiFi

Cozy Catskills Chalet

10.0 out of 10, Exceptional, (2)
"I want to say that this was a terrible experience to keep this place available to us in the future, but it would be a complete lie. Immaculately clean house, comfortable beds, and a convenient location will bring us back to this house for sure. Thanks for sharing it with us!"
Cozy Catskills Chalet
Relaxing retreat - Lake - HotTub - Firepit - Gameroom - Pet Friendly - sleeps 10
Property grounds

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
Welcome to beautiful Masthope Mountain Community in the Poconos!
Exterior

Welcome to beautiful Masthope Mountain Community in the Poconos!

Welcome to beautiful Masthope Mountain Community in the Poconos!
Cozy, Tranquil A-Frame Oasis
Exterior

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

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (71)
"The home was large enough to accommodate our family and it was extremely clean. We would stay there again. Communication was excellent."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Terrace/patio

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

9.6 out of 10, Exceptional, (209)
"The property is very nice. The rules were very easy to follow. The house was extremely clean and we left it the same way we came. We cleaned up very good before we left. Put all the dishes away silverware. All the appliances were great. The upstairs fireplace was good. It really warmed up the house nicely and it provided great ambiance. We did not try the wood stove downstairs in the basement."
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Postcard Cabins Western Catskills
Exterior

Postcard Cabins Western Catskills

2.0 star property
9.4 out of 10, Exceptional, (3)
"The tiny cabin was so cute. Unfortunately it rained the day before we got there so everything was muddy including the outside of our cabin. It made enjoying the outside difficult. Overall it was lovely and looking forward to going back. "
The price is AED 496
AED 545 total
includes taxes & fees
8 Apr - 9 Apr
Postcard Cabins Western Catskills
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.