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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 48 Chalets in Gilboa with updated reviews, rates, and availability.

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, stovetop

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (7)
"Perfect, cozy place to stay for a ski weekend!"
The price is SAR 469
SAR 802 total
includes taxes & fees
1 May - 2 May
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Stunning Catskills Cabin Getaway, facing BelleAyre
Smart TV, fireplace, table tennis, video library

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (123)
"We enjoyed our stay here. House was in a great location for checking out the many hikes and scenery in the area and is a quick 5 min ride to Belleayre Mtn where we attended a fall festival. Back at the house we had a firepit/hot tub and games in the basement to keep us occupied. House is also pet friendly which was great so I could bring my dogs with us on the stay. "
Stunning Catskills Cabin Getaway, facing BelleAyre
Mountain Chalet with Breathtaking Panoramic Views
Property grounds

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (168)
"This is a beautiful cozy home. The view is absolutely awe inspiring. Well equipped with everything you need to have an enjoyable stay. "
Mountain Chalet with Breathtaking Panoramic Views
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Pool

Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

10.0 out of 10, Exceptional, (21)
"We stayed for Christmas to be close to family ! Very cozy yet spacious ! Kids loved the pool table and hot tub . "
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Smart TV, fireplace, DVD player, books

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3.0 star property
10.0 out of 10, Exceptional, (2)
"We planned a quick weekend getaway in the Catskills to ski and relax. This house was in the perfect location! "
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Rustic Mountain view Cabin 5 mins to Ski Area!
Fridge, microwave, oven, stovetop

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
Rustic Mountain view Cabin 5 mins to Ski Area!
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (49)
"Great location, Great Hot Tub, Great Catskills Mountains "
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Beautiful Chalet, mins to Hunter/Windham slopes
Fireplace

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (16)
"Really lovely house with a beautiful view."
Beautiful Chalet, mins to Hunter/Windham slopes
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
Exterior

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

8.4 out of 10, Very Good, (60)
"Perfect for our ski/snowboarding getaway! Very secluded location. "
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
The Hunter Chalet
Exterior

The Hunter Chalet

10.0 out of 10, Exceptional, (2)
"Great location and lots of space for a large group! Beautiful views and large yard for kids to run around. Comfortable beds and spacious rooms/bathrooms. "
The Hunter Chalet
Catskill Chalet: Serene Mountain Escape
Terrace/patio

Catskill Chalet: Serene Mountain Escape

10.0 out of 10, Exceptional, (11)
"Cozy home located 5 minutes from bellarye mt. Taco bar next to house was a plus."
Catskill Chalet: Serene Mountain Escape
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Smart TV, fireplace, books, stereo

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

10.0 out of 10, Exceptional, (22)
"Amazing property with excellent hosts.Our whole family loved!!!"
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Miscellaneous

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2.0 star property
8.0 out of 10, Very Good, (4)
"Nice big house that was accommodating for 4 families. Great location to Roxbury and Plattekill. Big sledding hill in backyard for kids. Would rent again."
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Outdoor dining

Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

10.0 out of 10, Exceptional, (2)
"We had an amazing time and loved the house."
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski
Fridge, microwave, oven, stovetop

Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is SAR 2,251
SAR 4,452 total
includes taxes & fees
13 May - 14 May
Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool
Interior

Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

10.0 out of 10, Exceptional, (1)
"Everything was as advertised and do easy to use. It was luxurious and modern yet cozy and accessible. Steve was a delight and so helpful as a host. We will absolutely be back."
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
Terrace/patio

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

10.0 out of 10, Exceptional, (6)
"We had a wonderful visit."
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
This spacious log cabin on a back mountain road leads directly to Hunter ski lifts
Outdoor spa tub

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts
SOL® Catskills Mnt view, Sauna, Hot Tub, Fire Pit, Min to Plattekill & Belleayre
Outdoor spa tub

SOL® Catskills Mnt view, Sauna, Hot Tub, Fire Pit, Min to Plattekill & Belleayre

10.0 out of 10, Exceptional, (4)
"We had a great time staying at this place and would definitely stay here again. The place was as described and seen online, communication was clear and prompt, and check in was very easy. "
SOL® Catskills Mnt view, Sauna, Hot Tub, Fire Pit, Min to Plattekill & Belleayre
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Exterior

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

10.0 out of 10, Exceptional, (3)
"Nice little house to stay in if you're looking to spend time in the mountains. It's old, for sure, but it was comfortable and conveniently located. Hosts were great about communicating. It was a nice, chill vacation."
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
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 Gilboa

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (10)
"We always live these cabins & we've been coming for years!"
The price is SAR 656
SAR 851 total
includes taxes & fees
6 May - 7 May
Postcard Cabins Eastern Catskills
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Interior

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (19)
"Beautiful house and excellent location between Hunter and Windham mountains "
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (252)
"Great Upstate location! Very welcoming."
The price is SAR 469
SAR 541 total
includes taxes & fees
1 May - 2 May
Starlite Motel
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.