Callicoon Chalets

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Chalets in Callicoon

The Lookout * Lake * Masthope * Firepit * Arcade

Lackawaxen PA

When you stay at this chalet in Lackawaxen, you'll be near the beach, within a 5-minute drive of Upper Polar Bear and Lower Thunder.

Pool

Kitchen

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

Lakewood PA

$462 nightly

$502 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Poyntelle, this chalet is on the waterfront, a 5-minute drive from Lake Lorain and 8 minutes from Preston Township Municipal Building.

Kitchen

Pet friendly

western Catskills YURT

Livingston Manor NY

$196 nightly

$220 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this chalet in Livingston Manor, you'll be just steps from Catskill Art Society Art Center and Catskill State Park.

Kitchen

Pet friendly

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

Lackawaxen PA

When you stay at this vacation home in Lackawaxen, you'll be on a lake, within a 5-minute drive of Lower Thunder and Snowbird.

Pool

Kitchen

Modern Chalet with Hot Tub and Lake Access

Thompson NY

Located in Monticello, this chalet is on a lake, within a 15-minute drive of Mongaup River and Monticello Casino and Raceway.

Hot Tub

Washer

Catskills Lakefront Escape with Hot Tub

Thompson NY

Located in Monticello, this chalet is on the waterfront, within a 15-minute drive of Mongaup River and Monticello Casino and Raceway.

Hot Tub

Kitchen

Masthope modern log-cabin sided retreat!

Lackawaxen PA

Located in Hawley, this chalet is on a lake, within a 10-minute drive of Lower Thunder and Snowbird.

Pool

Kitchen

Winter Wonderland Chalet wArcades, Pool Table, Fire pit, Lake, Pools & Ski Lifts

Lackawaxen PA

Located in Lackawaxen, this chalet is on a lake, within a 10-minute drive of Lower Thunder and Snowbird.

Pool

Kitchen

The Chalet - Rustic Retreat

Narrowsburg NY

$323 nightly

$363 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

With a stay at this chalet in Narrowsburg, you'll be a 4-minute walk from Luxton Lake and within a 5-minute drive of Fort Delaware Museum.

Hot Tub

Kitchen

Masthope Luxury retreat 4bd King size bed , Jacuzzi 5 min to pools & lake…

Lackawaxen PA

Located in Lackawaxen, this chalet is on a river, within a 5-minute walk of Grizzly and Upper Polar Bear.

Pool

Hot Tub

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

Lackawaxen PA

When you stay at this chalet in Lackawaxen, you'll be within a 10-minute drive of Lower Thunder and Snowbird.

Pool

Kitchen

Bethel Woods Escape: Fire Pit~BBQ~Hiking~On 5 acres~Cute A-Frame

Swan Lake NY

With a stay at this chalet in Swan Lake, you'll be on a lake, within a 15-minute drive of Bethel Woods Center For The Arts and Callicoon Town Hall.

Kitchen

Pet friendly

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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.