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Search Chalets in Callicoon

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Compare 24 Chalets in Callicoon with updated reviews, rates, and availability.

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!

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

9.6 out of 10, Exceptional, (8)
"We are three generations of men spending the weekend together to eat, drink, burn wood, and blow off some steam. This house was spacious and clean, with plenty of room to spread out. The kitchen is complete with cookware, plates, cups, and utensils. The bedrooms were comfortable, and the showers were hot and powerful. There were several places to gather outside and more than enough chairs! There is even a shelter to hang out during a rain storm. The location is undoubtedly rural, with space...
Cozy Chalet in the woods with Arcades, Fire pit, Lake, Pools & Ski Lifts

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!

Luxury Masthope retreat hot tub 5 min to Big Bear Mount skiing family friendly

9.8 out of 10, Exceptional, (8)
"Loved this house and community, worked out perfectly for our group of 10. Everything was as described, spotless and lots of little extras and thoughtful touches and supplies throughout. Everything works, easy to manage. Good communication with the owner, checks in and responds right away. The community is very nice and easy to manage in regards to enjoying the amenities. The basement is a great hangout spot, all our teens loved having their own space. Thank you!!!"
Luxury Masthope retreat hot tub 5 min to Big Bear Mount skiing family friendly

The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard

10.0 out of 10, Exceptional, (12)
"My family of 4 stayed at CJ's property for a few days in August and it was perfect! Communications with CJ were GREAT, he was very quick and responsive, and answered all my questions before and during our stay. Beds were all comfortable and basement area a huge plus (although we did not use it during our stay since we all had ample space to utilize). The location of the property is PERFECT. Quiet enough for privacy, but in a great location between both Lake access and Pool/Ski area. A wonderful...
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard

Lakefront chalet, in a pristine setting, with privacy and spacious loft. 5 STAR.

9.6 out of 10, Exceptional, (106)
"My husband and I stayed for our anniversary week in early September and the place could not have been more perfect! The photos in the listening don't do the property justice. The lake was spectacular. Perfect location with rustic cabin charm!"
Lakefront chalet, in a pristine setting, with privacy and spacious loft. 5 STAR.

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

10.0 out of 10, Exceptional, (14)
"The house has so many great rooms and so comfortable. CJ was great to communicate with and took some of my suggestions for an even better experience very well! "
Falling Waters Chalet ★ Great for Groups ★ Fire Pit ★ Lake ★ Masthope

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

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

9.6 out of 10, Exceptional, (5)
"We had to add extra day to booking and owner was very accommodating. Responded quickly to all requests. All simple issues like regulating heat and finding firewood. Great modern appliances. Central location with all sorts of amenities on site. We will rent again same time next year to visit friends in area."
Bella Vista Chalet Poconos -Four Season Resort/Lake/Pool/Ski/Horseback-riding

Enjoy Fall Foliage in Poconos: Quiet Cozy Home, Game Room, Fire Pit, Large Deck

10.0 out of 10, Exceptional, (4)
"Very happy with the house. Everything was as described and how you would hope to find it upon arrival. Very comfortable for me and my extended family. Would rent it again without doubt. Host was great with communication and answered my initial questions quickly. Been using VRBO for years now. Wish all rentals were like this."
Enjoy Fall Foliage in Poconos: Quiet Cozy Home, Game Room, Fire Pit, Large Deck

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

10.0 out of 10, Exceptional, (15)
"We met our adult children and their families at this beautiful chalet and it did not disappoint! There was plenty of room for all of us to fit and spread out, but also gather and enjoy each other's company around the table, the fire pit and even the pizza oven as we tried (and succeeded!) at making wood fire pizzas. I highly recommend this place for large groups and we will definitely return!"
Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room

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

Modern Chalet with Hot Tub and Lake Access

10.0 out of 10, Exceptional, (3)
"Escaped the city for a five star weekend. The house was fully equipped for preparing group meals, offering plenty of space to enjoy them together. StayBettr was perfectly communicative and provides a guide with everything you need to prepare for your stay. We relaxed in the hot tub and bonded over a private, virtual @journalingclasses session. Don’t forget to stop by Tilly’s diner (15min) drive away for a delicious breakfast or lunch with the most wonderful waitstaff. We hope to come back again!"
Modern Chalet with Hot Tub and Lake Access

Catskills Lakefront Escape with Hot Tub

10.0 out of 10, Exceptional, (17)
"Beautiful and big house. Lots of outdoor space and access to the lake. The high ceiling in the luving room was awesome."
Catskills Lakefront Escape with Hot Tub

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!

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

Enchanting and Tranquil Vacation Retreat

Enchanting and Tranquil Vacation Retreat

Welcome to beautiful Masthope Mountain Community in the Poconos!

Welcome to beautiful Masthope Mountain Community in the Poconos!

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

The Chalet - Rustic Retreat

10.0 out of 10, Exceptional, (4)
"Just enough accommodations for a comfortable stay."
The price is AED 606
AED 1,189 total
includes taxes & fees
25 Nov - 26 Nov
The Chalet - Rustic 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.
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Other property types in Callicoon

Callicoon Creek House with Pool + Hot Tub

8.0 out of 10, Very Good, (1)
"It's a charming house in a great location. Friendly and responsive host, and you will have everything you need. Great lawn for the dog as well. "
Callicoon Creek House with Pool + Hot Tub

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (132)
"Stay was great trash in the back was still there since last people but other than that was Great"
The price is AED 466
AED 1,257 total
includes taxes & fees
4 Dec - 5 Dec
Handcrafted Riverfront Cabin on 10 acres

Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse

10.0 out of 10, Exceptional, (43)
"We had an absolute BLAST at this house!!!! Honestly, the pictures did not do it justice. The beautiful views around, waking up to morning fog, the amount of sprawling space across all 4 properties. I can’t say enough great things. It was so clean and had everything we needed. We WILL be back!"
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
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.