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Vacation Rentals
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Catskills
1
BR /
1
BA /
Sleeps
4
Featured
4
BR /
2
BA /
Sleeps
8
From $395/nt
Featured
1
BR /
1
BA /
Sleeps
4
From $150/nt
Featured
3
BR /
3
BA /
Sleeps
6
From $2,850/wk
Featured
4
BR /
2
BA /
Sleeps
8
From $175/nt
Featured
Catskills Chalet Rentals with Air Conditioning
(20)
sort by
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Average Rating
Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
ULTIMATE MOUNTAIN RETREAT
4 Bedrooms,
3
Bathrooms
, Sleeps 10
ULTIMATE MOUNTAIN RETREAT
4
BR,
3
BA,
Sleeps
10
Hunter Mountain
>
Hunter Chalet
#242540
(50)
Compare
Olive Oasis,Secluded with Hot Tub, Woodstock Area
3 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 7
$200 - $240
per night
Olive Oasis,Secluded with Hot Tub, Woodstock Area
2 night Minimum Stay
3
BR,
1
BA,
1
HF BA,
Sleeps
7
Catskills
>
Woodstock Chalet
#985627
(7)
Compare
Groovy Woodstock Chalet + Hot Tub - Guest House option on property- Sleeps 12-16
4 Bedrooms,
3
Bathrooms
, Sleeps 12
$325 - $525
per night
Groovy Woodstock Chalet + Hot Tub - Guest House option on property- Sleeps 12-16
2 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
12
Catskills
>
Woodstock Chalet
#272279
(7)
Compare
AS SEEN ON TLC - The Woodstock Stone Tower Chalet
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 11
$200 - $500
per night
AS SEEN ON TLC - The Woodstock Stone Tower Chalet
2 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
11
Catskills
>
Woodstock Chalet
#385006
(6)
Compare
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$300 - $450
per night
Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
10
Catskills
>
Woodstock Chalet
#922475
(5)
Compare
Charming Lake home, perfect for all seasons!
4 Bedrooms,
3
Bathrooms
, Sleeps 8
Charming Lake home, perfect for all seasons!
4
BR,
3
BA,
Sleeps
8
Catskills
>
Windham Chalet
#385951
Compare
Beautiful Mountain Retreat - with picnic property on Masten Lake
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$150 - $250
per night
Beautiful Mountain Retreat - with picnic property on Masten Lake
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Catskills
>
Rock Hill Chalet
#207491
(6)
Compare
Luxury Chalet on 3 acre penninsula. Wi-Fi, Beach, Boats, Hammocks, Trampolines +
4 Bedrooms,
3
Bathrooms
,
$250 - $600
per night
Luxury Chalet on 3 acre penninsula. Wi-Fi, Beach, Boats, Hammocks, Trampolines +
2 night Minimum Stay
4
BR,
3
BA
Catskills
>
Athens - Sleepy Hollow Lake Chalet
#266491
(48)
Compare
Lakefront Chalet, beach, Dock, Boats, Trampoline, Fire Pit, Wi-Fi, Central A/C
4 Bedrooms,
3
Bathrooms
, Sleeps 14
$200 - $400
per night
Lakefront Chalet, beach, Dock, Boats, Trampoline, Fire Pit, Wi-Fi, Central A/C
2 night Minimum Stay
4
BR,
3
BA,
Sleeps
14
Hunter Mountain
>
Hunter Chalet
#379737
(27)
Compare
Family Friendly Mountainside Get-A-Way Chalet. A Four Season Retreat.
3 Bedrooms,
1
Bathroom
, Sleeps 8
$350
per night
Family Friendly Mountainside Get-A-Way Chalet. A Four Season Retreat.
2 night Minimum Stay
3
BR,
1
BA,
Sleeps
8
Catskills
>
Windham Chalet
#3520172
2 Reviews
Compare
Modern Ski Chalet, pool table, 8' HD movie screen,direct TV Ski Hunter & Windham
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$400 - $500
per night
Modern Ski Chalet, pool table, 8' HD movie screen,direct TV Ski Hunter & Windham
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
10
Catskills
>
Catskill Chalet
#166246
(13)
Compare
Steps To Festivals And Mountain
8 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 25
$375 - $950
per night
Steps To Festivals And Mountain
2 night Minimum Stay
8
BR,
2
BA,
1
HF BA,
Sleeps
25
Hunter Mountain
>
Hunter Chalet
#919981
Compare
Belleayre Mt. Black Forest Style Chalet with Fireplace
4 Bedrooms,
3
Bathrooms
, Sleeps 12
Belleayre Mt. Black Forest Style Chalet with Fireplace
4
BR,
3
BA,
Sleeps
12
Catskills
>
Oliverea Chalet
#237477
Compare
Catskill Mountain Chalet with Fireplace
5 Bedrooms,
4
Bathrooms
, Sleeps 16
Catskill Mountain Chalet with Fireplace
5
BR,
4
BA,
Sleeps
16
Catskills
>
Belleayre Mountain Chalet
#122116
Compare
The Zen Love Nest - 2 Hrs Nyc
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$195 - $250
per night
The Zen Love Nest - 2 Hrs Nyc
Book it Now!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Catskills
>
Barryville Chalet
#166121vb
(27)
Compare
Private Peaceful Chalet on a Working Farm Near Cooperstown
3 Bedrooms,
2
Bathrooms
, Sleeps 12
$200
per night
Private Peaceful Chalet on a Working Farm Near Cooperstown
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
12
Catskills
>
East Meredith Chalet
#331332vb
(18)
Compare
Woodstock NY - Stone Tower House + Hot Tub, Views, Seclusion
3 Bedrooms, Sleeps 11
$200 - $500
per night
Woodstock NY - Stone Tower House + Hot Tub, Views, Seclusion
2 night Minimum Stay
3
BR,
Sleeps
11
Catskills
>
Woodstock Chalet
#29027vb
(22)
Compare
Private Modern Catskills Getaway with Gorgeous Mountain Views
3 Bedrooms,
3
Bathrooms
, Sleeps 11
Private Modern Catskills Getaway with Gorgeous Mountain Views
3
BR,
3
BA,
Sleeps
11
Catskills
>
Catskill Chalet
#385708vb
(9)
Compare
Family Ski, Bike, Golf. Walking to slopes makes a difference!
3 Bedrooms,
2
Bathrooms
, Sleeps 10
$500 - $600
per night
Family Ski, Bike, Golf. Walking to slopes makes a difference!
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
10
Catskills
>
Windham Chalet
#457578vb
Compare
Catskill Mountains, Hits, Minutes Off The Nys Thruway
3 Bedrooms, Sleeps 7
Catskill Mountains, Hits, Minutes Off The Nys Thruway
3
BR,
Sleeps
7
Catskills
>
West Saugerties Chalet
#474280vb
Compare
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Catskills
Athens - Sleepy Hollow Lake (1)
Barryville (1)
Belleayre Mountain (1)
Catskill (2)
East Meredith (1)
Hunter Mountain (3)
Oliverea (1)
Rock Hill (1)
West Saugerties (1)
Windham (3)
Woodstock (5)