Pine Hill Rentals

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201 Houses

71

Belleayre Catskills Pine Hill High Mount Fleischmanns Chapel Rock

Catskill Region / Pine Hill

Pine Hill house

3 16 min stay varies

  • 3 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$516

Price per night from

$516

Great rentals within 20 miles that match your search

Distance approx 9.99 km from Pine Hill

(25) Excellent 

14

The Cottage at Chichester

Catskill Region / Chichester

Chichester cottage

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the hous
…see more

Price per night from

$150

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$150

Distance approx 17.41 km from Pine Hill

24

Two-Story, 3-Bedroom Family Home

Catskill Region / Windham

Windham house

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$200

Price per night from

$200

Distance approx 5.21 km from Pine Hill Show on Map

(25) Very Good 

Certificate of Excellence

17

Belleayre Cozy Cabin

Catskill Region / Fleischmanns

Fleischmanns log cabin

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Certificate of Excellence

Price per night from

$125

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$125

Distance approx 15.13 km from Pine Hill

7

Hunter Mountain Ski House Condo Ski Season Rental

Catskill Region / Hunter

Hunter apartment

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$100

Price per night from

$100

Distance approx 14.63 km from Pine Hill

9

Hunter Mountain, NY - Trailside Condo

Catskill Region / Hunter

Hunter condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$175

Responds fast!
avg. 12 minutes

Price per night from

$175

Distance approx 7.85 km from Pine Hill

(1) Excellent 

34

Magnificent Catskill Mountaintop Home!

Catskill Region / West Kill

West Kill chateau

7 14 2 nights min

  • 7 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly

Price per night from

$1,500

Price per night from

$1,500

Distance approx 13.18 km from Pine Hill

(2) Excellent 

10

Sunny, Peaceful Catskill Mountain Hideaway

New York / Mount Tremper

Mount Tremper guest house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$95

Responds fast!
avg. 3 hours 32 minutes

Price per night from

$95

Distance approx 7.29 km from Pine Hill

13

Charming home in the Catskills

New York / Arkville

Arkville house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$125

Responds fast!
avg. 2 hours 58 minutes

Price per night from

$125

Distance approx 19.31 km from Pine Hill

14

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

Catskill Region / Woodstock

Woodstock house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$295

Price per night from

$295

Distance approx 11.67 km from Pine Hill

24

Newly Built Hunter Home w/ Stream & Mountain View!

New York / Edgewood

Edgewood house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$195

Responds fast!
avg. 10 minutes

Price per night from

$195

Distance approx 6.06 km from Pine Hill

(4) Excellent 

28

Secluded home, Private Beach/Pond

New York / Arkville

Arkville house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool

Price per night from

$250

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$250

Distance approx 14 km from Pine Hill

(2) Very Good 

40

3400 Sq Ft 5 Bedroom House for Rent Near Hunter/Windham mountains ,cable/WIFI

New York / Jewett

Jewett house

5 17 2 nights min

  • 5 bedrooms
  • sleeps 17
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$500

Price per night from

$500

Distance approx 14.45 km from Pine Hill

17

Hunter Mountain Hideaway

Catskill Region / Hunter

Hunter guest house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$145

Price per night from

$145

Distance approx 19.81 km from Pine Hill

19

U have to C it 2 believe it ! unlike any other !

New York / Haines Falls

Haines Falls house

9 25 2 nights min

  • 9 bedrooms
  • sleeps 25
  • 2 nights min
  • Child Friendly

Price per night from

$1,000

Price per night from

$1,000

Distance approx 18.06 km from Pine Hill

(16) Excellent 

22

Charming Catskill Mountain Cottage With Views!

Catskill Region / Hobart

Hobart cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets
“Wonderfully relaxing stay!” My husband and I were looking for a place to stay with our two children (ages 15 and 10) for the Memorial Day weekend outside the City and near our friend's place in Andes, NY. This cottage was perfect! First off, I shoul
…see more

Price per night from

$225

Price per night from

$225

Distance approx 19.24 km from Pine Hill

(37) Excellent 

Certificate of Excellence

24

*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Catskill Region / Windham

Windham house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 18 mi
  • Child Friendly
  • Air conditioning
“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality ut
…see more

Certificate of Excellence

Price per night from

$325

Responds fast!
avg. 37 minutes

Price per night from

$325

Distance approx 19.47 km from Pine Hill

4

Second Wind

Catskill Region / Hobart

Hobart apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$125

Price per night from

$125

Distance approx 3.14 km from Pine Hill Show on Map

(2) Excellent 

4

Village Suites at Fleischmanns - Suite 1

Catskill Region / Fleischmanns

Fleischmanns apartment

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$121

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$121

Distance approx 17.41 km from Pine Hill

(7) Excellent 

23

Cozy Cabin in the Catskills for Summer

Catskill Region / Andes

Andes apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$165

Price per night from

$165

Distance approx 14.41 km from Pine Hill

(2) Very Good 

17

Hunter Mountain House of Hunter

Catskill Region / Hunter

Hunter house

6 12 2 nights min

  • 6 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 mi
  • Child Friendly
“Great Place for our Large Group!” We recently stayed at this house with our large group of 14! There was plenty of room for everyone in this spacious home. We had such a fun time playing pool and enjoying the bar. We especially enjoyed the back deck
…see more

Price per night from

$500

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$500

Distance approx 17.27 km from Pine Hill

(6) Excellent 

30

Pet Friendly Cabin Doh-Ray Up At 1450ft

Catskill Region / Woodstock

Woodstock house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly
“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very
…see more

Price per night from

$255

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$255

Distance approx 9.74 km from Pine Hill

20

Mountain Brook Cottage

Catskill Region / Chichester

Chichester cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min

Price per night from

$99

Price per night from

$99

Distance approx 16.68 km from Pine Hill

(1) Excellent 

9

The Presidential Suite at Brie & Bordeaux

Catskill Region / Windham

Windham apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$425

Price per night from

$425

Distance approx 13.04 km from Pine Hill

17

Charming Estate Property w/Luxury Hot Tub! Close to Ski

New York / Jewett

Jewett house

3 2 3 nights min

  • 3 bedrooms
  • sleeps 2
  • 3 nights min
  • Child Friendly

Price per night from

$350

Price per night from

$350

Distance approx 13.1 km from Pine Hill

24

NEW! 1BR+Loft Private Woodstock Cottage w/Hot Tub!

New York / Willow

Willow cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$165

Responds fast!
avg. 10 minutes

Price per night from

$165

Distance approx 19.37 km from Pine Hill

16

The Waterfall House - near Woodstock NY

Catskill Region / Saugerties

Saugerties house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$465

Price per night from

$465

Distance approx 17.51 km from Pine Hill

(1) Excellent 

14

Beautiful apartment with great views!

Catskill Region / Windham

Windham apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$200

Price per night from

$200

Distance approx 18.19 km from Pine Hill

16

country retreat with a modern edge

Catskill Region / Kerhonkson

Kerhonkson house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Air conditioning

Price per night from

$375

Price per night from

$375

Distance approx 2.72 km from Pine Hill

(1) Excellent 

9

YOU WILL LOVE OUR HOUSE!!!!!

Catskill Region / Big Indian

Big Indian house

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Child Friendly

Price per night from

$300

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$300

Distance approx 18.07 km from Pine Hill

24

Lovely Downtown Tannersville Apt - 3 Mi to Ski Mtn

Catskill Region / Tannersville

Tannersville apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$155

Responds fast!
avg. 10 minutes

Price per night from

$155

Distance approx 13.28 km from Pine Hill

4

charming house in the catskills

New York / Jewett

Jewett house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$250

Price per night from

$250

Distance approx 19.15 km from Pine Hill

14

Schoolhouse Cottage

Catskill Region / Woodstock

Woodstock house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$190

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$190

Distance approx 13.99 km from Pine Hill

28

Private Home w/Large Deck - 1 Mi From Hunter Mtn!

Catskill Region / Hunter

Hunter cottage

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$275

Responds fast!
avg. 13 minutes

Price per night from

$275

Distance approx 14.7 km from Pine Hill

20

Winter Rental For Upstate New York

Catskill Region / Hunter

Hunter apartment

4 8 90 nights min

  • 4 bedrooms
  • sleeps 8
  • 90 nights min
  • Child Friendly

Price per night from

$117

Price per night from

$117

Distance approx 16.73 km from Pine Hill

24

NEW! Catskills Area Loft-Style Condo in Downtown!

Catskill Region / Windham

Windham studio

Studio 6 min stay varies

  • Studio
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$160

Responds fast!
avg. 10 minutes

Price per night from

$160

Distance approx 18.98 km from Pine Hill

4

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Catskill Region / Woodstock

Woodstock tented camp

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min

Price per night from

$198

Price per night from

$198

Distance approx 3.93 km from Pine Hill Show on Map

51

Spillian, A Place to Revel

Catskill Region / Fleischmanns

Fleischmanns villa

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Nearest beach 4 mi
  • Child Friendly
  • Private garden

Price per night from

$1,200

Price per night from

$1,200