50 Best Catskill Region Vacation rentals on Holiday Lettings - Cabins

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Flats Hunter
35 properties
Apartments Woodstock
29 properties
Apartments Windham
24 properties
Durham
12 properties
Deposit
10 properties
Fleischmanns
9 properties
Vacation rentals Catskill
8 properties
Cabins Phoenicia
5 properties
Big Indian
5 properties
Margaretville
5 properties
Chichester
5 properties
Kerhonkson
5 properties
Bloomville
5 properties

Catskill Region

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332 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 0 minutes

from $225 / 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. 51 minutes

from $375 / night

(5) Excellent 

24

Vacation home in Catskill Region

Catskill Region / Saugerties

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
Fully renovated cottage in Saugerties 3 bedroom, 1.5 bath comfortable cottage. 2 decks, BBQ grill, Central Air, New Kitchen, double bathtub, WiFi Internet access. 5 minutes to Hits, 10 minutes to Woodstock, 15 minutes to Hunter, 10 minutes to Kingston, and 10 minutes to …see more

from $150 / night

$800 - $1,140 / week

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avg. 1 hour 26 minutes

from $150 / night

23

Vacation home in Saugerties

Catskill Region / Saugerties

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Woodstock Private 8-Room House Secluded, Private Stream with AC. Fireplace in Living room. 4 Bedroom, 2 bathrooms, Sleeps 8 Large Private 8-Room House Secluded in Catskills with private swimming hole. Air conditioned. Beautifully renovated 1873 4 bedroom. Modern kitchen …see more

from $500 / night

$3,200 / week

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from $500 / night

(9) Excellent 

Certificate of Excellence

39

Vacation cottage rental

Catskill Region / Big Indian

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
Enjoy our cozy cottage right next to “forever wild” land in the unblemished Catskill Forest Preserve. Just 2 1/2 hours from NYC in the heart of the Catskills, our recently renovated, log-sided cottage is the perfect getaway. In warm weather... Our house is a quick wal …see more

Certificate of Excellence

from $174 / night

$1,177 - $1,527 / week

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avg. 53 minutes

from $174 / 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

(1) Excellent 

26

Catskill Region Vacation home rental

Catskill Region / Windham

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
Available for weekends and short-term rentals during Spring, Summer, & Fall. ***Full season rental only in winter. $8500 from 12/1-4/1, not including utilities. $750 refundable damage deposit. One pet allowed.*** Charming and cozy 2 bedroom/2 bathroom house with gorge …see more

from $225 / night

$1,575 / week

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avg. 1 hour 51 minutes

from $225 / 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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avg. 13 minutes

from $200 / night

24

Catskill Region ski home to rent.

Durham / Cornwallville

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ski
  • Child friendly
  • Ask about pets
Our Rustic Log Cabin located in Cornwallville, NY is a perfect spot for the outdoor enthusiast. Open year round, the changing seasons of the Catskills offer spectacular painted vistas and a myriad of outdoor activities to suit everyone's interests. The Fall season off …see more

from $200 / night

$1,300 / week

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from $200 / 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

(2) Excellent 

6

Vacation apartment in Saugerties

Catskill Region / Saugerties

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
The Cottage is located in a country setting in Saugerties, NY. It offers a double occupancy 1 bdrm. studio w/ kitchen and a large open living area, w/ plenty of light. Fully furnished w/ convertible sofa, which could sleep 2 additional guests ($20. a night for each addi …see more

from $169 / night

$1,000 / week

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from $169 / 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 n …see more

from $160 / night

$1,000 - $1,350 / week

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from $160 / 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

24

Catskill Region Vacation home rental

Catskill Region / Bethel

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • 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 - $3,000 / week

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avg. 3 hours 56 minutes

from $399 / 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 - $1,250 / week

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from $200 / night

(10) Excellent 

19

Vacation cottage in Catskill Region

Catskill Region / Catskill

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Circa 1811 Creekside Farm. Beautiful two bedroom cottage on the Cauterskill Creek. Queen size bed and single bed in second bedroom. TV, air conditioning, heating and WiFi. two summer porches. Parking. Creek access for swimming & trout fishing. Ideal location to Woodst …see more

from $200 / night

$1,400 - $2,100 / week

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from $200 / 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

(26) Excellent 

Certificate of Excellence

12

Vacation home in Catskill Region

Catskill Region / Fleischmanns

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
Fleischmanns Vacation Rentals Five minutes from winter skiing or summer hiking at award-winning Belleayre Mountain, this three-bedroom, two bath, 3000 square foot home is enjoyable for family and visitors alike. Can accommodate up to ten with plenty of room. Large li …see more

Certificate of Excellence

from $275 / night

$1,500 - $2,200 / week

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avg. 1 hour 49 minutes

from $275 / 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

18

Ski home to rent in Catskill Region

Catskill Region / Margaretville

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Ski
Log Home Lodging a great getaway, casually elegant log home living in the Catskill Mountain region only 2.5 hours from New York City. This beautiful log home is ideal for a ski vacation for family and friends to share. Centrally situated for the outdoor adventurer as w …see more

from $260 / night

$1,200 / week

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from $260 / night

(2) Excellent 

18

Vacation home in Catskill Region

Catskill Region / Roscoe

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Located in Trout town USA! Secluded 1600 sq ft home, 3 bedrooms, 2.5 bathrooms, on 5 private acres. Magnificent year round Catskills views. The Beaver Kill river is just 5 minutes away! Stunning indoor fireplace, relaxing front porch and large back deck with gas/charc …see more

from $175 / night

$1,030 / week

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avg. 1 hour 19 minutes

from $175 / night

(1) Excellent 

10

Woodstock Vacation home rental

Catskill Region / Woodstock

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Car not necessary
  • Air conditioning
This is a two bedroom modern house on a small hill. The location is perfect, walking distance to downtown Woodstock, easy access to community swimming holes, town events, galleries, shops & restaurants. You can enjoy the peace and quiet in the woods, and only 10 minutes …see more

from $220 / night

$1,300 / week

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from $220 / night

17

Vacation guest house in Catskill Region

Catskill Region / Hunter

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Space This space is roomy and comfortable, two bedrooms one central bath with a standing shower, a very roomy living room and dining area, as well as a roomy entrance/entertainment area. The apartment is the entire first floor apartment of a two story home. Your stay in …see more

from $145 / night

$700 / week

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from $145 / night

(14) Excellent 

22

Vacation cottage rental

Catskill Region / Hobart

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets
Charming 2-bedroom country cottage with gorgeous mountain views from every room, located in the Western Catskills. Open floor plan downstairs containing living area with satellite TV, dining area, kitchen, and a half bath. Both bedrooms located upstairs along with full …see more

from $225 / night

$1,350 / week

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from $225 / 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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avg. 2 hours 53 minutes

from $155 / night

13

Vacation home in Catskill Region

Catskill Region / Jeffersonville

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
The Tree House is a 2,500 sq. ft., multi-level chalet home. One mile from the town of Jeffersonville, with a full grocery and 8 miles from Bethel Woods for ease and convenience but very private wooded lake setting with enormous "park ranger" deck to grill and relax on. …see more

from $283 / night

$1,981 / week

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from $283 / 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 $117 / night

$840 / week

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from $117 / night

(9) Excellent 

19

Home rental in Catskill Region

Catskill Region / Chichester

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Our 2 bedroom, 2 floor guest apartment is extremely cozy and has all you need for a quick getaway. You will have your own private keyed entrance opening into your own living room and small kitchenette (refrigerator, microwave, coffee maker, plates, bowls, glassware, sil …see more

from $100 / night

$700 / week

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Responds fast!
avg. 1 hour 17 minutes

from $100 / night

(8) Excellent 

20

Vacation apartment with shared pool in Catskill Region

Catskill Region / Andes

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
VERY CLEAN & STYLISH - 1 or 2 COUPLES ALONE, ask for special Rate. Located in the heart of Andes, on a very quite street. 2 ½ hours drive from Manhattan, this charming apartment is on the upper floor of a two family home. It has 3 bedrooms, 2 full bathrooms, Kitchen, d …see more

from $130 / night

$750 - $890 / week

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avg. 1 hour 34 minutes

from $130 / night

17

Vacation chalet in Catskill Region

Catskill Region / Hunter

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
Charming Chalet which sits on 2 acres of land, it is only 1.5 miles to Hunter Mtn resort, 1 mile to town, 5 miles to Tannersville & 9 miles to Windham Mtn. Downstairs apartment only The Space 3 Bedrooms, 1 Bath, Sleeps 6, Modern Kitchen, Central Location, Beautiful vi …see more

from $175 / night

$1,275 - $1,600 / week

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from $175 / night

(4) Excellent 

22

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

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

15

Catskill Region ski home to rent.

Catskill Region / Hunter

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
3 BDR 3 bathroom house on 2 acres of land located 5 min from the Hunter mountain ski-slopes. Spacious rooms, large Pella windows and sliding glass doors, hardwood and tile floors, cedar siding, fireplace, large 2-car garage, and beautiful views all around. < …see more

from $350 / night

$2,450 / week

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from $350 / night

(2) Excellent 

9

Margaretville ski home to rent.

Catskill Region / Margaretville

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Ski
Log Home Lodging a great getaway, casually elegant log home living in the Catskill Mountain region only 2.5 hours from New York City. This beautiful log home is ideal for a ski vacation or just to get away for a while for family and friends to share. Centrally situated …see more

from $260 / night

$750 / week

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from $260 / night

(14) Excellent 

28

Vacation home in Catskill Region

Catskill Region / Catskill

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Tumblin' Falls House sits high a'top a cliff overlooking the very beautiful Shinglekill Falls. Scenery abounds in this natural setting. Multi level decks,with tree level spa overlooking the falls, beautiful natural pools, gardens and trails. TFH is a Dutch-Victorian ho …see more

from $600 / night

$4,200 / week

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Responds fast!
avg. 2 hours 31 minutes

from $600 / night

(4) Excellent 

Certificate of Excellence

41

Vacation home in Catskill Region

Catskill Region / Woodstock

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Welcome to "Casa Reál" this Spanish style ranch is tastefully decorated with mid-century modern furnishing. It's got large open spaces, good flow and contemporary floor plan. This home also features a sunken living-room, formal dining room, sunken family room with wood- …see more

Certificate of Excellence

from $325 / night

$1,800 - $2,150 / week

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Responds fast!
avg. 1 hour 38 minutes

from $325 / night

(7) Excellent 

Certificate of Excellence

34

Vacation home rental

Catskill Region / Bloomville

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Visit the Catskills and all it has to offer. Get in touch with nature by strolling around our farm and wooded area. Spacious home with everything you need to just relax and take it easy. The view from every window is breathtaking. Visit our working dairy farm and shar …see more

Certificate of Excellence

from $110 / night

$600 - $810 / week

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Responds fast!
avg. 22 minutes

from $110 / night

(2) Excellent 

28

Fleischmanns Vacation home rental

Catskill Region / Fleischmanns

6 22 Min stay varies

  • 6 bedrooms
  • Sleeps 22
  • Min stay varies
  • 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

$3,150 - $3,500 / week

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Responds fast!
avg. 3 hours 59 minutes

from $500 / night

(6) Excellent 

15

Log cabin rental in Catskill Region

Catskill Region / Bethel

5 13 2 nights min

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min
  • Child friendly
  • Pet friendly
Our cabin was built to allow you to enjoy the best of Catskill living. Five minutes from Bethel Woods Performing Arts Center, 15 Minutes from skiing at Holiday Mountain, 15 minutes from swimming at Lake Superior, minutes from boating and fishing at White Lake and 15 min …see more

from $750 / night

$2,800 / week

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Responds fast!
avg. 3 hours 28 minutes

from $750 / night

(7) Excellent 

45

Ski chalet to rent in Catskill Region

Catskill Region / Hunter

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
SKI LIFTS MINUTES FROM HOUSE EASY ACCESS TO ALL HUNTER MOUNTAIN ACTIVITIES,We take pride in ownership so we can offer a quality rental for your enjoyment, situated in the exclusive Colonels Chair Estates a quiet slope side hamlet,This Lakefront chalet is located less th …see more

from $350 / night

$1,800 - $2,850 / week

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Responds fast!
avg. 2 hours 7 minutes

from $350 / night