50 Best Catskill Region Vacation rentals on Holiday Lettings - Cabins

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Apartments Woodstock
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Deposit
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Fleischmanns
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Vacation rentals Catskill
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Cabins Phoenicia
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Shandaken
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Chichester
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Big Indian
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Margaretville
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Apartments Roxbury
5 properties

Catskill Region

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237 Vacation rentals

(2) 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

$1800 - $3900 / week

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avg. 1 hour 50 minutes

from $225 / night

24

Vacation log cabin in Catskill Region

Catskill Region / Livingston Manor

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Welcome to Clearwater Cabin on Sand Pond. Nestled in the foothills of the Catskill Mountains this lake house offers a serene sense of comfort for couples, friends and families alike. The design of the home offers a laid back, rustic and modern vibe. The private wooded 8 …see more

from $650 / night

$4500 - $5200 / week

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from $650 / night

(17) Very Good 

17

Catskill Region Vacation log cabin rental

Catskill Region / Fleischmanns

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $99 / night

$750 / week

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avg. 1 hour 26 minutes

from $99 / night

(15) 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
  • Car not necessary
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 - $826 / week

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avg. 44 minutes

from $85 / night

(7) Very Good 

11

Catskill Region Vacation chalet rental

Catskill Region / Hunter

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
Our A-Frame is conveniently located with a couple of hundred feet from all Hunter Mountain activities. Skiing in the Winter.. Hiking, mountainbiking, Irish and Gernam Festivals, TAP NY.. Beer and Wine tasting in the Fall.. Enjoy all that the Great Northeastern Catskills …see more

from $200 / night

$1200 / week

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avg. 1 hour 59 minutes

from $200 / night

(3) Excellent 

42

Vacation home in Phoenicia

Catskill Region / Phoenicia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets
Contemporary-style one family home with large deck offers: • Fully equipped kitchen • Large living and dining area • Spacious outdoor deck with picnic table and bbq • Spiral staircase to roomy master bedroom • Additional sleeping arrangements availab …see more

from $175 / night

$776 / week

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avg. 2 hours 2 minutes

from $175 / night

(2) Very Good 

7

Vacation condo in Catskill Region

Catskill Region / Hunter

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • 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

$1000 / week

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from $200 / night

(28) Excellent 

Certificate of Excellence

24

Windham Vacation home rental

Catskill Region / Windham

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 18 mi
  • Child friendly
  • Air conditioning
WELCOME HOME TO YOUR OASIS AWAY FROM IT ALL! Le Chalet Montreuil is set up as a TRUE SECOND HOME FURNISHED with all that you need and want for the entire length of your stay. There is no reason to ever leave the COMFORTS & CONVENIENCES of the chalet, if you so desired …see more

Certificate of Excellence

from $375 / night

$1895 - $2895 / week

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avg. 36 minutes

from $375 / night

(3) Very Good 

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 23 minutes

from $195 / night

8

Catskill Region Vacation home rental

Catskill Region / Roxbury

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
Short term rentals are not out of the question, but I would prefer a seasonal rental, from 1/1/2017-3/31/2017. The price and term are negotiable. Christmas week is also an option and negotiable.This 3 bedroom, 2 bath townhouse has cathedral ceilings and a large fieldst …see more

from $199 / night

$1000 / week

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from $199 / night

(2) Excellent 

21

Ski home to rent in Catskill Region

Catskill Region / Palenville

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Welcome to the Arlington, a historic house rental in Palenville, New York. Originally built during the Civil War as a summer retreat, this 4-bedroom self-catering property offers the quiet, space, and charms of the country. Located in the first art colony of America on …see more

from $225 / night

$1250 - $1750 / week

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avg. 1 hour 57 minutes

from $225 / night

15

Vacation home in Catskill Region

Catskill Region / Tannersville

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Private garden
Charming mountain cottage nestled in the Catskill Mountains. Come on up and enjoy the perfect retreat from city life, surrounded by nature. Quiet, secluded home, warm and inviting with floor-to-ceiling stone fireplace. Enjoy morning coffee by the fireplace, or on our c …see more

from $120 / night

$840 / week

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from $120 / 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

$1300 / week

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from $500 / night

(3) Very Good 

6

Vacation cottage in Catskill Region

Catskill Region / Hunter

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets
Nice clean remodeled cottage 1 1/2 miles to town 2 miles to North Lake state park and beach, 200ft water fall, golf ,fishing, hiking. Hunter mountain is 5 miles with zip lines and other summer activities and skiing and snowboarding all winter. The cottage is also avail …see more

from $200 / night

$800 / week

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from $200 / night

(22) Excellent 

35

Home rental in Catskill Region

Catskill Region / Hancock

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Foot steps from the Delaware River . This 1800 square foot custom log home is located on a private cul de sac road directly on the Delaware River (trout fishing capital of the world) in the heart of the Catskill Mountains. Minutes from Route 17 exit, Only 2 1/2 hours f …see more

from $250 / night

$1651 / week

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avg. 1 hour 13 minutes

from $250 / night

8

Vacation home in Catskill Region

Catskill Region / Cairo

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Air conditioning
Escape the City Life & Enjoy the Tranquility of a 3 Bedroom, 2 Bath Rental on 2 Acres of Land in Scenic Cairo, New York. The Area is Rural in Nature & Allows for Some Much Deserved Peace & Quiet. Sunny Master Bedroom with Queen Size Bed & a Flat Panel Tele …see more

from $139 / night

$800 - $1500 / week

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avg. 2 hours 35 minutes

from $139 / night

(10) Very Good 

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

from $120 / night

$840 / week

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avg. 3 hours 58 minutes

from $120 / night

11

Home rental in Catskill Region

Catskill Region / Chichester

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
Beautiful just renovated three bedroom house on Stoney Clove Creek clost to skiing at Bellayre Mountain and Hunter Mountain .Near the Town of Phoenicia, NY. Home is 2 1/2 hours North of New York City in the Catskills Mountains. Close to restaurants. Twenty minutes from …see more

from $350 / night

$1750 / week

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from $350 / night

30

Vacation home in Eldred

Catskill Region / Eldred

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Create your own picturesque retreat with this original, 4-bedroom, 3.5-bathroom Catskill Farmhouse that sleeps 9! Established in the heart of the upper Catskill mountains and encompassed by dense forest trees, this barnyard-style house is the ultimate getaway for groups …see more

from $325 / night

$2275 - $3465 / week

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avg. 2 hours 26 minutes

from $325 / night

(4) Excellent 

7

Catskill Region Vacation log cabin accommodation

Catskill Region / Phoenicia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
This adorable cottage tucked away in exclusive Woodland Valley, outside of Phoenicia NY is the perfect place for anyone who wants to get away from the chaos of the city but doesn't want to travel too far -- 2 hours by car from GWB and 2 ½ by bus. The house is set up li …see more

from $150 / night

$1000 / week

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from $150 / night

(17) 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

$1400 / week

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from $200 / night

6

Vacation home in Cornwallville

Durham / Cornwallville

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful panoramic 5 state views. Close to Ski Windham and Hunter Mountain. 2 Bedrooms, queen bed in master, bunk beds in second bedroom, queen sofa bed in living room, sleeps 6. 2 full bathrooms. Crib available upon request. Five minutes to Zoom Flume, horseback rid …see more

from $150 / night

$1050 / week

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from $150 / night

23

Catskill Region Vacation home rental

Catskill Region / Windham

5 15 2 nights min

  • 5 bedrooms
  • Sleeps 15
  • 2 nights min
  • Child friendly
  • Pet friendly
Beautiful five bedroom home on three acres backing up to a stream. Four bedrooms on ground level and Master Bedroom on second floor with his and her bathrooms. Basement is newly refinished gameroom with brand new pool table, foosball, ping pong, card table, darts, and a …see more

from $500 / night

$3500 / week

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avg. 3 hours 4 minutes

from $500 / night

(1) 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

$1820 - $3220 / week

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avg. 3 hours 7 minutes

from $300 / night

(25) Excellent 

Certificate of Excellence

11

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
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

$1500 / week

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avg. 1 hour 44 minutes

from $275 / night

(4) Excellent 

24

Vacation home in Catskill Region

Catskill Region / Saugerties

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
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 $175 / night

$1000 - $1140 / week

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avg. 1 hour 33 minutes

from $175 / night

20

Home rental in Catskill Region

Catskill Region / Woodstock

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Salutations from this sunlit, solar powered house with mountain views! We are little over a mile to the village green/Woodstock central! Four bedrooms (two master suites) sleep eight comfortably, with one king bed, two queens and two twin beds (ACs in each bedroom in th …see more

from $199 / night

$1625 - $1976 / week

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from $199 / night

(6) 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 - $2100 / week

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avg. 1 hour 44 minutes

from $150 / night

(1) 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 $295 / night

$1695 - $1895 / week

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from $295 / night

(8) Very Good 

Certificate of Excellence

19

Vacation cottage in Catskill Region

Catskill Region / Callicoon

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Relax in this private, pet-friendly Catskills farmhouse with AC, WiFi & more! Enjoy the fireplace, claw-foot tub & fully-equipped kitchen. Fish or rent rafts or canoes on the Delaware River, visit the original Woodstock site, go antiquing or simply enjoy the silence... …see more

Certificate of Excellence

from $96 / night

$700 / week

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Responds fast!
avg. 3 hours 27 minutes

from $96 / night

(6) Excellent 

47

Vacation log cabin in Catskill Region

Catskill Region / Phoenicia

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
The house sits near a fishing stream overlooking a waterfall with large rock formations and private woods meandering through 5.75 acres of pristine woodland. Our charming and meticulously maintained Catskill cabin is nestled on a hill above the babbling brook with great …see more

from $240 / night

$1680 / week

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avg. 2 hours 13 minutes

from $240 / night

(1) Very Good 

49

Vacation cottage rental

Catskill Region / Livingston Manor

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
The Space Fall in the Catskills! GOR-geous! Even make it a Country Christmas! *Please read discription carefully My Cottage is unique. I create not just your average country get away but and experience! The house has a double bed and a cot in the closet. The guest b …see more

from $210 / night

$1120 / week

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from $210 / night

(1) Very Good 

4

Chalet rental in Catskill Region

Catskill Region / Livingston Manor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Suitable for children age 5+
  • Ask about pets
Located in small lake community in the beautiful Catskill Mountains of New York, is this 3 Bedroom, +den/office, 2 full bathroom Swiss chalet style home. The house is located 4.5 miles up Shandalee Mountain, between the towns of Youngsville and Livingston Manor, NY. …see more

from $107 / night

$750 - $1450 / week

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from $107 / night

7

Vacation chalet in Catskill Region

Catskill Region / Fleischmanns

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Cozy chalet with a great southern exposure overlooking the great Redkill valley. Relax on the south facing sun drenched deck with spectacular views of the nearby ski slopes and picturesque mountain range. Inside you can warm up next to a cozy fire or relax in the jacu …see more

from $172 / night

$1200 / week

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from $172 / night

(1) Excellent 

16

Vacation home in Catskill Region

Durham / East Durham

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
Our home is nestled in the woods. On the main floor is a large living room with a piano and fireplace. There are two bedrooms, one queen size bed and the other a twin trundle and one bathroom with tub/shower on this floor. There is a large, well equipped country kit …see more

from $300 / night

$1800 / week

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from $300 / night

(40) Excellent 

18

Catskill Region Vacation home rental

Catskill Region / Roxbury

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Voted one of the TOP VACATION RENTALS by Flipkey. Hot tub is open for season and ready for relaxation while enjoying stunning mountain views!Please check availability calendar before inquiring. Rates vary from $195 to $325 per night depending on day of week and number o …see more

from $195 / night

$1375 - $1725 / week

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avg. 1 hour 7 minutes

from $195 / night

(12) Excellent 

23

Catskill Region Vacation home rental

Catskill Region / Phoenicia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Leave your cares behind and enjoy the beautiful Catskill mountains as you relax in your “Stream side Sanctuary,” a newly renovated 2 bedroom house just outside of Phoenicia, located on the lovely Stony Clove Stream. The property is close to ski resorts - 12 miles to Hun …see more

from $210 / night

$1300 - $2240 / week

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Responds fast!
avg. 2 hours 47 minutes

from $210 / night

28

Vacation home in Catskill Region

Catskill Region / Stamford

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
For your next Catskills escape, reserve this classic lakefront 3-bedroom, 2.5-bath Stamford vacation rental home. Encompassed by gorgeous trees and overlooking a private 28-acre lake, this secluded dwelling, with brand new private floating dock, ensures a thoroughly rev …see more

from $319 / night

$1950 - $2794 / week

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avg. 2 hours 26 minutes

from $319 / night

21

Vacation home in Catskill Region

Catskill Region / Fleischmanns

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 10 mi
  • Pet friendly
Our 2 story A frame plus addition home was built in 1967 and renovated in 2006 but it stills has some of its 1960’s grooviness(Is that a word). The property is perched on a hilltop with 180 degree views of the meadows &, meandering brook below and the nearby hills that …see more

from $347 / night

$1895 - $3500 / week

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from $347 / night

(1) Excellent 

18

Vacation home with golf nearby in Hunter

Catskill Region / Hunter

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
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 $250 / night

$1750 / week

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from $250 / night