50 Best Catskill Region Vacation rentals on Holiday Lettings - Cabins

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Flats Hunter
37 properties
Apartments Woodstock
33 properties
Apartments Windham
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Apartments Saugerties
25 properties
Durham
12 properties
Fleischmanns
9 properties
Vacation rentals Catskill
8 properties
Deposit
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Cabins Phoenicia
6 properties
Stamford
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Tannersville
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Kerhonkson
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Big Indian
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Bloomville
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Lake Huntington
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Catskill Region

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344 Vacation rentals

(6) Excellent 

24

Vacation home in Narrowsburg

Catskill Region / Narrowsburg

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Welcome to our beautiful ranch in the heart of the Catskills in upstate New York! Our new 3 bed/2 bath home is on 5 acres yet just 5 minutes from town. In and around Narrowsburg you'll find skiing, hiking, fishing, swimming, kayaking, spas and more! RELAXING Curl up in …see more

from $225 / night

$1,800 - $3,900 / week

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avg. 2 hours 2 minutes

from $225 / night

9

Hunter ski condo to rent.

Catskill Region / Hunter

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
  • Air conditioning
This two bedroom, two-level, non-smoking condo is just steps from the slopes at Hunter Mountain. The interior is fully renovated with a full kitchen, new appliances, washer and dryer, oak hardwood floors, and 2.5 bathrooms. Two bedrooms on the upstairs level and a pull- …see more

from $175 / night

$1,225 / week

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avg. 6 minutes

from $175 / night

(1) Excellent 

9

Catskill Region Vacation bungalow rental

Catskill Region / Bloomville

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
Tiny house with amazing views and seclusion. Everything you need for a quiet, low-key escape. Enjoy the sunset from the front porch with tons of room to wonder about. Family owned dairy farm at your fingertips for an enjoyable experience. For over 4 guests you may bring …see more

from $100 / night

$700 / week

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avg. 1 hour 31 minutes

from $100 / night

8

Vacation home in Catskill Region

Catskill Region / Forestburgh

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
  • Car not necessary
Woodsy Catskill Summer House in Merriewold. Merriewold is a private enclave of summer homes dating back to the late 1890's. The house was built in 1931 by John Moody, the financier. The house is in a mature pine forest, surrounded by ferns and mountain laurel. Mer …see more

from $127 / night

$950 / week

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from $127 / night

17

Catskill Region Vacation home rental

Catskill Region / Saugerties

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
A Late 19th century house in historic Saugerties, NY Overlooking the Hudson River. Access to my private beach area you can swim, Kayak or have a small riverside fire. Just sit back and enjoy the peace and tranquility of the quiet river. Large deck also overlooking the …see more

from $375 / night

$2,500 - $4,250 / week

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avg. 42 minutes

from $375 / night

(21) Excellent 

26

Vacation log cabin in Catskill Region

Catskill Region / Shandaken

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Ask about pets
"The Fox Den" Family Cabin is privately located on Panther Mountain, convenient to Belleayre and Hunter Ski Resorts and the charming town of Phoenicia. The fully-equipped Cabin is cozy enough for a romantic couples getaway, yet spacious enough to accommodate a large fam …see more

from $200 / night

$1,400 - $1,600 / week

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avg. 3 hours 3 minutes

from $200 / night

(22) Very Good 

17

Catskill Region Vacation log cabin rental

Catskill Region / Fleischmanns

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Pet friendly
German style newly renovated 1 bedroom cabin with full kitchen, dining area, living room and full bathroom with pebblestone shower. Sleeps 4 comfortably- queen sized bed in bedroom and pull out queen bed in couch in living room. New fireplace keeps cabin very warm if pr …see more

from $125 / night

$750 / week

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avg. 3 hours 4 minutes

from $125 / night

(5) Excellent 

25

Roxbury ski home to rent.

Catskill Region / Roxbury

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 13 mi
  • Ski
  • Child friendly
The Catskill Mountain View House offers secluded, end of road 9 acres with large field for play. Access to 160 acres of private hiking trails. Wonderful fire pit with no light pollution for enjoying star lit nights. A great rooms with loft ceilings, new designer kitche …see more

from $380 / night

$2,000 - $2,210 / week

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from $380 / night

(5) Excellent 

11

Log cabin rental in Catskill Region

Catskill Region / Durham

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This cozy log cabin sits on 32 private acres with it's own beaver pond. There is wildlife abound on this property . It is not uncommon to have whitetail deer visit at dusk and dawn, wild turkey may cross the hiking path as Canada geese fly over and into the pond. The ca …see more

from $195 / night

$950 / week

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avg. 3 hours 37 minutes

from $195 / night

(4) Excellent 

18

Home accommodation in Catskill Region

Catskill Region / Windham

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Mountain House Retreat is situated on 7 beautiful acres in the Catskill mountains with panoramic views, a private fresh water pond and lovely forest landscape. This fully furnished mountain house, has an open living space with fireplace. 5 bedrooms, 2 baths, interne …see more

from $300 / night

$2,100 / week

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from $300 / night

(1) Excellent 

16

Vacation chalet in Hunter

Catskill Region / Hunter

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Charming Chalet which sits on 2 acres of land, it is only 1 mile to Hunter Mtn resort, 1 mile to town, 5 miles to Tannersville & 9 miles to Windham Mtn. This rental has everything you need to guarantee a Terrific Year-Round Vacation Getaway. Warm yourself by the firep …see more

from $200 / night

$1,500 - $1,700 / week

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from $200 / night

36

Vacation villa with swimming pool in Catskill Region

Catskill Region / Roscoe

9 20 2 nights min

  • 9 bedrooms
  • Sleeps 20
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Unique modern house on 15 acres property near the river and private lake, in the most desirable destination for fly-fishing enthusiasts. Roscoe NY --- conveniently located about two hours from New York City, Connecticut, New Jersey and Pennsylvania --- has been known f …see more

from $450 / night

$3,150 / week

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avg. 33 minutes

from $450 / night

(2) Excellent 

4

Ski apartment to rent in Catskill Region

Catskill Region / Fleischmanns

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Village Suites at Fleischmanns is located in the Catskill Mountains in the quaint Village of Fleischmanns, New York. We are only 1 mile from Belleayre Ski Center, 10 miles from Ski Plattekill, and approximately 30 miles from Hunter Mountain and Windham Mountain. W …see more

from $121 / night

$578 - $809 / week

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avg. 2 hours 1 minutes

from $121 / night

(1) Excellent 

18

Vacation home with golf nearby in Hunter

Catskill Region / Hunter

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Suitable for children age 5+
Very nice and clean craftsman style house close to state park with beaches,hiking,biking,fishing. Close to Hunter mountain, 12 miles to Windham and there are a few places local to cross country ski. Tannersville is 2 miles and there are a couple of convenience stores wi …see more

from $200 / night

$1,000 / week

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from $200 / night

(16) Excellent 

Certificate of Excellence

60

Catskill Region Vacation apartment rental

Catskill Region / Big Indian

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
Located in Big Indian NY, minutes from Belleayre Ski Center, in the heart of the Catskill Mt's, this amazing property is located 2 ½ hrs from downtown Manhattan and is situated on 3 + wooded acres surrounded by the Panther Mountain State Forest Preserve and walking dist …see more

Certificate of Excellence

from $85 / night

$475 - $825 / week

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avg. 1 hour 48 minutes

from $85 / night

(7) Excellent 

8

Ski home to rent in Catskill Region

Catskill Region / Hunter

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ski
  • Child friendly
  • Ask about pets
You can easily Walk to the Zip Line, Base lodge, Festivals or the Kaatskill Mountain Club. Our comfortable home features 3 Bedrooms and 1 Bath. It Easily Sleeps 6.The home has a Large front deck with a new grill. There is plenty of parking, a Fire pit, WiFi. It is a Gre …see more

from $150 / night

$700 - $2,100 / week

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avg. 3 hours 7 minutes

from $150 / night

13

Vacation cottage in Catskill Region

Catskill Region / Woodstock

50 4 1 night min

  • 50 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Originally built in the 1870's as a small barn on the estate. The cottage was fully renovated, new bath, new kitchen, refinished hardwood floors, pillow top mattress in the sleeping loft, and a queen size Murphy bed if you prefer not to use the sleeping loft. This is …see more

from $155 / night

$1,085 / week

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Responds fast!
avg. 2 hours 54 minutes

from $155 / night

24

Vacation home rental

Durham / East Durham

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Escape the daily hustle and kick back in this tranquil 4-bedroom, 3-bathroom East Durham vacation rental cottage, offering all the comforts of home and more, including a fully equipped kitchen, private swimming pool, and 12-foot boat. In the fall, enjoy the stunning fal …see more

from $285 / night

$1,995 - $3,465 / week

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Responds fast!
avg. 21 minutes

from $285 / night

(1) Excellent 

8

Catskill Region Vacation studio rental

Catskill Region / Hunter

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Air conditioning
This spacious SUITE and STUDIO will help you getaway on a budget!! This is a Suite for 2 people ~ the rates are quoted seperately for an adjoining Room sharing the same bathroom, if needed, for an additional rate per night. The Taste of Country …see more

from $125 / night

$800 / week

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from $125 / night

(3) Very Good 

7

Vacation condo in Catskill Region

Catskill Region / Hunter

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Built in 2006-07 as part of the luxurious Trailside Development, this 1375 sq. ft. home serves as the ideal location for year-round adventure and relaxation. The open layout leads from the foyer/mud room inviting guests into a living room designed for comfort. Relax and …see more

from $200 / night

$1,000 / week

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Responds fast!
avg. 2 hours 24 minutes

from $200 / night

(3) Excellent 

29

Catskill Region Vacation log cabin rental

Catskill Region / Woodstock

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Margaret's Cottage Located the in the village of Woodstock , stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau trail past the steam through the woods to the meadow with the best mountain vista in town. On the NYC bus rou …see more

from $165 / night

$950 - $1,020 / week

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from $165 / night

24

Catskill Region Vacation home rental

Catskill Region / Bethel

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
Lakefront Contemporary Home, Sleeps 10, walk to Bethel woods, Private lakefront and Dock. Game room, pinball, foosball, large screen TV, Cable, internet wifi, Kayaks, Peddle Boat, rowboat, fire pit, and more... …see more

from $399 / night

$2,000 - $4,750 / week

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from $399 / night

24

Cottage rental in Catskill Region

Catskill Region / Narrowsburg

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Take a break from the hustle and bustle of city life in this gorgeous 2-bedroom, 1.5-bathroom vacation rental cottage in Narrowsburg, New York. Nestled on 7 private acres, this home for 6 has awe-inspiring views and a rustic farmhouse feel perfect for any occasion. Whet …see more

from $200 / night

$1,400 - $2,275 / week

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Responds fast!
avg. 21 minutes

from $200 / night

(2) Excellent 

28

Fleischmanns Vacation home rental

Catskill Region / Fleischmanns

6 22 2 nights min

  • 6 bedrooms
  • Sleeps 22
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Weeping Willow is an 1899 historic Queen Ann Victorian home with fireplace and mountain views ideal for skiing, fishing, hiring, biking, family reunions, weddings and corporate retreats.. Updated with 12 zone heating system comfort, rocking chair porch, deep green mount …see more

from $500 / night

$3,500 / week

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Responds fast!
avg. 2 hours 49 minutes

from $500 / night

(1) Excellent 

16

Woodstock Vacation b&b rental

Catskill Region / Woodstock

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Private garden
Coldbrook B&B is exclusively a Bed & Breakfast and located 2 hours north of New York City in the heart of the Catskill Mountains and 10 minutes to the center of famous Woodstock, NY. Peace and quiet are abundant with the option to peruse the charming shops in the quain …see more

from $645 / night

$2,000 / week

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avg. 3 hours 33 minutes

from $645 / night

14

Catskill Region Vacation home rental

Catskill Region / Woodstock

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Air conditioning
This special home is a converted barn with the original 1790's foundation. We want our guests to feel at peace and have a relaxing vacation! The house is filled with unique collectibles and folk art. You'll find an eclectic collection of original paintings throughout th …see more

from $425 / night

$2,000 / week

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from $425 / night

(3) Excellent 

20

Cottage rental in Roscoe

Catskill Region / Roscoe

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
SUMMER IS APPROACHING AND THE CALENDAR IS EVOLVING.......TIME TO FAST-FORWARD TO WARM WEATHER VACATION PLANS! ~ $160 per night for up to 6 people, for guests # 5 and #6, additional $25 per person per night. Two night minimum. Check-in after noon; check-out before noo …see more

from $160 / night

$1,000 - $1,350 / week

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from $160 / night

(2) Excellent 

23

Catskill Region ski home to rent.

Catskill Region / Windham

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
This property is located on 5 natural acres, in the majestic Catskill Mountains. The house itself is overlooking a 1 acre spring-fed pond. Kayak, fish, or swim out to the floating dock, or just relax on the deck overlooking the pond. Some of the amenities include: wood …see more

from $300 / night

$1,820 - $3,220 / week

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from $300 / night

24

Vacation home in Catskill Region

Catskill Region / East Meredith

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
We built a brand new custom built log home on 6 LAKEFRONT Acres! This is very private with only 1 other house visible from the property! The cabin is 3 bedroom 2 full bathroom. The bedrooms are laid out as followed: Upstairs Bedroom has Queen Bed and full bathroom with …see more

from $270 / night

$1,890 / week

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Responds fast!
avg. 39 minutes

from $270 / night

16

Catskill Region Vacation home rental

Catskill Region / Hunter

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
Private cabin ideally situated between Hunter & Windham skiing Conveniently located between 2 ski resorts and the towns of Windham and Hunter, my newly renovated and immaculate 3 bedroom, 2 bathroom home, which sleeps 8, is a 7-min drive to Hunter Mtn skiing & 3-min d …see more

from $350 / night

$2,450 / week

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from $350 / night

14

Ski condo to rent in Catskill Region

Catskill Region / Hunter

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Ski
CONDO L-6 RIGHT ON THE SITE OF CONCERT. 2 BEDROOM AND PULL OUT COUCH. 2 BATHROOMS ONE WITH BEAUTIFULY APPOINTED AND NEWLY RENOVATED MIRRORED JACCUZI ROOM. SLEEPS 6-8 PEOPLE. ONE BED IS QUEEN WHILE THE OTHER BEDROOM IS QUEEN WITH PLATFORM TO FIT EXTRA SLEEPING NEEDS. THE …see more

from $500 / night

$1,300 / week

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from $500 / night

(1) Excellent 

34

Home rental in West Kill

Catskill Region / West Kill

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Where memories are made. Enjoy your own private resort 14 miles from Hunter and Windham Mountains. This house has everything you expect and then a lot more. Fireplace, fire pit, gas grill, surround sound stereo, cassette player, 5 disc CD, separate dish network in 4 …see more

from $295 / night

$1,275 / week

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from $295 / night

20

Vacation home in Catskill Region

Catskill Region / Barryville

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
Our riverfront home is located on the scenic Upper Delaware River, between the Catskills and Pocono Mountains in Barryville, NY. As you enter the home, your eyes will be drawn through the living room to the floor to ceiling windows overlooking the river. Outside is a …see more

from $150 / night

$1,050 / week

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from $150 / night

(3) Excellent 

22

Vacation cottage in Catskill Region

Catskill Region / Woodstock

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
WALK TO EVERYTHING IN THE VILLAGE FROM THIS NEWLY RENOVATED COTTAGE WITH GORGEOUS VIEWS! Located in the center of the village, this newly renovated cottage is open, cozy, and perfect for a Woodstock vacation or weekend getaway. Convenience is the name of the game here …see more

from $315 / night

$1,795 - $1,995 / week

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Responds fast!
avg. 3 hours 39 minutes

from $315 / night

(3) Very Good 

54

Finca rental in Catskill with swimming pool

Catskill Region / Catskill

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazing home available immediately ! Fits comfortably 10 people... It has 3 bedrooms... Private pond for fishing... Access to a hiking trail just across the road.... Wake up to the view of the Hudson river.... 2000sq feet property.... Fully renovated... It has a pool ta …see more

from $350 / night

$1,000 / week

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Responds fast!
avg. 3 hours 16 minutes

from $350 / night

18

Vacation apartment in Catskill Region

Catskill Region / Woodstock

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
Your perfect romantic retreat in the heart of Woodstock! Old world charm meets modern European luxury woth all amenities. Restaurants, cafes, bars, galleries on your doorstep. Hiking, skiing close by. No car required- Trailways Bus service direct from Port Authority, N …see more

from $96 / night

$750 - $1,100 / week

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from $96 / night

(3) Excellent 

23

Vacation apartment in Phoenicia

Catskill Region / Phoenicia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The Phoenicia Loft is situated in the tiny village of Phoenicia in the heart of the Catskills only 10 minutes from great skiing at Belleayre Mountain. Nestled between Mount Tremper and the mighty Esopus River, it is an eclectic mix of old world comfort and super modern …see more

from $125 / night

$750 - $1,100 / week

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from $125 / night

(13) Very Good 

Certificate of Excellence

55

Vacation farmhouse in East Meredith

Catskill Region / East Meredith

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Lovely 1870 4 bedroom farm house on 70 acres. Vintage eat in 1950s kitchen: built in oven, dishwasher counter top stove. dinning room, living room and den. One bathroom. Beef cattle grazing. Working dairy farm up the road. Cooperstown is 28 miles, …see more

Certificate of Excellence

from $120 / night

$840 / week

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Responds fast!
avg. 3 hours 38 minutes

from $120 / night

(1) Excellent 

9

Vacation apartment in Catskill Region

Catskill Region / Windham

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
An upscale and contemporary suite located in the heart of the Catskills, above Bistro Brie & Bordeaux, on Main Street, in Windham, NY. Create you getaway weekends, weeks and season stays. The suite has a king bed, queen bed, and one bunk bed. The great room, incorporat …see more

from $425 / night

$2,975 / week

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from $425 / night

(3) Excellent 

37

Catskill Region Vacation home rental

Catskill Region / Pond Eddy

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful cabin style house that sits right on the Delaware River. A unique location -Surrounded by thousands of acres of state land. Two beautiful bedrooms, each with a Queen bed-Fully appointed kitchen- Cozy living room with TV and a wood burning fireplace. Large p …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 25 minutes

from $150 / night