A lush green valley with rolling hills and scattered trees.

Gilboa chalet rentals

We found 40 chalet rentals — enter your dates for availability

Explore Gilboa chalet rentals

Image of Chalet w/Cedar SAUNA, HOT TUB, Outdoor TV and POOL nearby!!

Premier Host

Chalet w/Cedar SAUNA, HOT TUB, Outdoor TV and POOL nearby!!

Sleeps 8 · 3 bedrooms · 1 bathroom

Image of Catskill Retreat! Covered hot tub, wash/dry, EV, DOG FRIENDLY

Catskill Retreat! Covered hot tub, wash/dry, EV, DOG FRIENDLY

Sleeps 6 · 3 bedrooms · 1 bathroom

Image of Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres

Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

Sleeps 8 · 4 bedrooms · 1+ bathroom

Image of Catskills Cozy Hollow - Luxurious secluded A-frame in peaceful forest.

Catskills Cozy Hollow - Luxurious secluded A-frame in peaceful forest.

Sleeps 8 · 3 bedrooms · 1+ bathroom

Image of Charming chalet with 5 bedrooms and WiFi, in peaceful Roxbury

Premier Host

Charming chalet with 5 bedrooms and WiFi, in peaceful Roxbury

Sleeps 10 · 5 bedrooms · 3 bathrooms

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