Holiday rentals near Kaatskill Flyer Ski Lift
We found 1,778 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near Kaatskill Flyer Ski Lift that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Kaatskill Flyer Ski Lift
Showing deals for:3 Oct - 10 Oct
Image gallery for Minutes to Skiing, Hot Tub, Fire Pit, 10 Acres, Mtn Views, Private Pond
1010 out of 10 rating
Exceptional
(5 reviews)
Minutes to Skiing, Hot Tub, Fire Pit, 10 Acres, Mtn Views, Private Pond
Medusa, NY
18% off
Price is NZ$7,869
NZ$7,869
NZ$1,124 per night
includes taxes & fees
Image gallery for Magical Home Located in Windham and Catskills
1010 out of 10 rating
Exceptional
(9 reviews)
Magical Home Located in Windham and Catskills
Windham, NY
12% off
Price is NZ$4,093
NZ$4,093
NZ$585 per night
includes taxes & fees
Image gallery for Farmette Roquette Hudson Valley
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Farmette Roquette Hudson Valley
Germantown, NY
8% off
Price is NZ$8,307
NZ$8,307
NZ$1,187 per night
includes taxes & fees
Image gallery for Sunset Mountain Retreat - mins from Woodstock
1010 out of 10 rating
Exceptional
(20 reviews)
Sunset Mountain Retreat - mins from Woodstock
Mount Tremper, NY
11% off
Price is NZ$6,939
NZ$6,939
NZ$991 per night
includes taxes & fees
Image gallery for Quiet Mountain View Art House - Up on a hill - Round Top!
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet Mountain View Art House - Up on a hill - Round Top!
Round Top, NY
8% off
Price is NZ$7,905
NZ$7,905
NZ$1,129 per night
includes taxes & fees
Image gallery for Cheerful 3-bedroom cabin with mountain view
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Cheerful 3-bedroom cabin with mountain view
East Jewett, NY
15% off
Price is NZ$3,384
NZ$3,384
NZ$483 per night
includes taxes & fees
Image gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
1010 out of 10 rating
Exceptional
(68 reviews)
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bearsville, NY
8% off
Price is NZ$9,049
NZ$9,049
NZ$1,293 per night
includes taxes & fees
Image gallery for Belleayre View: Paramount Views, Hot Tub + Firepit
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Belleayre View: Paramount Views, Hot Tub + Firepit
Fleischmanns, New York
12% off
Price is NZ$5,354
NZ$5,354
NZ$765 per night
includes taxes & fees
Image gallery for 'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
1010 out of 10 rating
Exceptional
(10 reviews)
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Windham, NY
11% off
Price is NZ$16,584
NZ$16,584
NZ$2,369 per night
includes taxes & fees
Image gallery for Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
1010 out of 10 rating
Exceptional
(21 reviews)
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Gilboa, NY
8% off
Price is NZ$4,908
NZ$4,908
NZ$701 per night
includes taxes & fees
Image gallery for Cabin 85 - 2bd rooms w/ 2 lofty chic spaces
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Cabin 85 - 2bd rooms w/ 2 lofty chic spaces
Hurley, NY
12% off
Price is NZ$3,208
NZ$3,208
NZ$458 per night
includes taxes & fees
Image gallery for PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
9.89.8 out of 10 rating
Exceptional
(6 reviews)
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mount Tremper, NY
6% off
Price is NZ$3,855
NZ$3,855
NZ$551 per night
includes taxes & fees
Image gallery for Perfect Getaway - Luxury Cabin w/ Mtn View
1010 out of 10 rating
Exceptional
(11 reviews)
Perfect Getaway - Luxury Cabin w/ Mtn View
Germantown, NY
12% off
Price is NZ$4,079
NZ$4,079
NZ$583 per night
includes taxes & fees
Image gallery for BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
1010 out of 10 rating
Exceptional
(5 reviews)
BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
Windham, NY
8% off
Price is NZ$6,557
NZ$6,557
NZ$937 per night
includes taxes & fees
Image gallery for Beautiful Yacht on Catskill Creek
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful Yacht on Catskill Creek
Catskill, NY
8% off
Price is NZ$2,252
NZ$2,252
NZ$322 per night
includes taxes & fees
Image gallery for Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken, NY
8% off
Price is NZ$2,635
NZ$2,635
NZ$376 per night
includes taxes & fees
Image gallery for Your Sunny Bungalow Awaits!
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Your Sunny Bungalow Awaits!
Oliverea, NY
20% off
Price is NZ$1,922
NZ$1,922
NZ$275 per night
includes taxes & fees
Image gallery for Newly Built 1200sq ft Guest House 4min to Ski & Hiking
1010 out of 10 rating
Exceptional
(9 reviews)
Newly Built 1200sq ft Guest House 4min to Ski & Hiking
Windham, NY
8% off
Price is NZ$3,550
NZ$3,550
NZ$507 per night
includes taxes & fees
Image gallery for Renovated Catskills Farmhouse - hiking, swimming, quaint towns, 1st floor living
1010 out of 10 rating
Exceptional
(5 reviews)
Renovated Catskills Farmhouse - hiking, swimming, quaint towns, 1st floor living
Denver, NY
8% off
Price is NZ$4,182
NZ$4,182
NZ$597 per night
includes taxes & fees
Image gallery for Blissful getaway with epic views
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Blissful getaway with epic views
Denver, NY
8% off
Price is NZ$3,519
NZ$3,519
NZ$503 per night
includes taxes & fees
Image gallery for THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
9.89.8 out of 10 rating
Exceptional
(7 reviews)
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Saugerties, NY
9% off
Price is NZ$4,331
NZ$4,331
NZ$619 per night
includes taxes & fees
Image gallery for Windham getaway!
1010 out of 10 rating
Exceptional
(7 reviews)
Windham getaway!
Windham, NY
8% off
Price is NZ$2,300
NZ$2,300
NZ$329 per night
includes taxes & fees
Image gallery for MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
1010 out of 10 rating
Exceptional
(52 reviews)
MODERN FARMHOUSE, Saugerties Woodstock, Deck, Fireplace, Fire Pit, WiFi, TV
Saugerties, NY
6% off
Price is NZ$5,909
NZ$5,909
NZ$844 per night
includes taxes & fees
Image gallery for Secluded Catskill Getaway - 5 min to Belleayre
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Secluded Catskill Getaway - 5 min to Belleayre
Arkville, NY
15% off
Price is NZ$2,750
NZ$2,750
NZ$393 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
Chalet
Find the best place to stay - Kaatskill Flyer Ski Lift
Legendary Big Pink in Saugerties / Woodstock Minimum 3 night booking
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
187 reviews(187 reviews)
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Sleeps 4 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
42 reviews(42 reviews)
Romantic Luxury Chalet with Private Pool
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
289 reviews(289 reviews)
Esopus Creek modern Tiny house Retreat!
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value