Oak Hill Rentals

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127 Houses

(1) Excellent 

18

DeWitt Oak Hill, Historic 1865 Inn

Durham / Oak Hill

Oak Hill guest house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$802

Price per night from

$802

Great rentals within 20 miles that match your search

Distance approx 18.13 km from Oak 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

$1,724

Price per night from

$1,724

Distance approx 19.71 km from Oak Hill

14

Country Artists residence Near Hudson, NY

New York / Stuyvesant

Stuyvesant house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$189

Responds fast!
avg. 29 minutes

Price per night from

$189

Distance approx 19.45 km from Oak Hill

46

Hudson River Villa w/Pool, Spa & Private Beach!

Catskill Region / Athens

Athens villa

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$1,035

Responds fast!
avg. 8 minutes

Price per night from

$1,035

Distance approx 14.28 km from Oak 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

$115

Price per night from

$115

Distance approx 15.77 km from Oak Hill

(20) Excellent 

Certificate of Excellence

45

Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain

Catskill Region / Windham

Windham house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Car not necessary
  • Air conditioning
  • Private garden
“Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to
…see more

Certificate of Excellence

Price per night from

$87

Responds fast!
avg. 2 hours 18 minutes

Price per night from

$87

Distance approx 15.92 km from Oak Hill

19

The Owls Nest Cabin

New York / West Coxsackie

West Coxsackie log cabin

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$225

Price per night from

$225

Distance approx 14.75 km from Oak Hill

19

1894 Catskills Farmhouse Retreat

Catskill Region / Hunter

Hunter house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$362

Price per night from

$362

Distance approx 19.34 km from Oak Hill

31

Lakefront house , great lake and mountain views

Catskill Region / Athens

Athens house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$360

Price per night from

$360

Distance approx 9.26 km from Oak 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

$230

Price per night from

$230

Distance approx 14.2 km from Oak Hill

(1) Excellent 

16

Charming Star Sapphire Cabin with Luxury Hot Tub near Windham & Hunter Mtn.

Catskill Region / Hunter

Hunter house

3 2 1 night min

  • 3 bedrooms
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$403

Price per night from

$403

Distance approx 7.42 km from Oak Hill Show on Map

45

Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

Catskill Region / Windham

Windham house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$633

Price per night from

$633

Distance approx 14.7 km from Oak 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

$202

Responds fast!
avg. 12 minutes

Price per night from

$202

Distance approx 2.02 km from Oak Hill Show on Map

(1) Excellent 

16

Lovely country home in the Catskills

Durham / East Durham

East Durham house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$346

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$346

Distance approx 13.72 km from Oak Hill

(6) Very Good 

16

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Catskill Region / Hunter

Hunter house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Pet Friendly
“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my b
…see more

Price per night from

$546

Price per night from

$546

Distance approx 13.77 km from Oak Hill

10

Hunter Mt-REDUCED-5 minutes to Ski Slopes- Amazing Mt. Views~

Catskill Region / Hunter

Hunter house

5 16 min stay varies

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

Price per night from

$546

Price per night from

$546

Distance approx 4.21 km from Oak Hill Show on Map

24

Armstrongs Elk Farm

Durham / Cornwallville

Cornwallville house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Ski
  • Child Friendly
  • Ask about pets

Price per night from

$230

Price per night from

$230

Distance approx 14.46 km from Oak Hill

25

Cozy Home w/Hot Tub - 1.6 Miles to Hunter Mountain

Catskill Region / Hunter

Hunter house

6 10 min stay varies

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

Price per night from

$546

Responds fast!
avg. 26 minutes

Price per night from

$546

Distance approx 13.63 km from Oak 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

$146

Price per night from

$146

Distance approx 13.6 km from Oak Hill

(8) Excellent 

11

Expanded Cabin facing Hunter Mountain in NY

Catskill Region / Hunter

Hunter log cabin

4 7 2 nights min

  • 4 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary
“Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortabl
…see more

Price per night from

$690

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$690

Distance approx 3.92 km from Oak Hill Show on Map

16

Historic Catskill Mountain House close to Windham

Catskill Region / Durham

Durham house

7 14 2 nights min

  • 7 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$747

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$747

Distance approx 19.38 km from Oak Hill

(1) Excellent 

20

Lake Front Paradise

Catskill Region / Catskill

Catskill house

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$345

Price per night from

$345

Distance approx 11.52 km from Oak 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

$575

Price per night from

$575

Distance approx 18.2 km from Oak Hill

25

Leisure home with beach front property

New York / Coxsackie

Coxsackie house

6 25 2 nights min

  • 6 bedrooms
  • sleeps 25
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,782

Price per night from

$1,782

Distance approx 9.4 km from Oak Hill

9

Windham Mountain Ski House

Catskill Region / Windham

Windham house

5 10 90 nights min

  • 5 bedrooms
  • sleeps 10
  • 90 nights min
  • Child Friendly
  • Private garden

Price per night from

$575

Price per night from

$575

Distance approx 14.86 km from Oak 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

$1,150

Price per night from

$1,150

Distance approx 14.3 km from Oak Hill

(1) Very Good 

33

BRAND NEW HOME WITH MOUNTAIN VIEW

Catskill Region / Hunter

Hunter house

4 14 2 nights min

  • 4 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$862

Responds fast!
avg. 1 hour 9 minutes

Price per night from

$862

Distance approx 17.72 km from Oak Hill

(4) Very Good 

23

On A Road Less Traveled -Catskill Mountain Retreat

New York / Lexington

Lexington house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning
“Great place to get away” The house very clean inside and had everything we wanted. The outside had a huge deck, as well as a hot tub for extreme relaxation and tranquility. Would definitely go back.
…see more

Price per night from

$216

Price per night from

$216

Distance approx 7.91 km from Oak Hill Show on Map

(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

$230

Price per night from

$230

Distance approx 8.93 km from Oak Hill

(3) Excellent 

21

Amazing Mountain Views, Total Privacy

Catskill Region / Windham

Windham house

4 13 min stay varies

  • 4 bedrooms
  • sleeps 13
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$334

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$334

Distance approx 12.13 km from Oak 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

$251

Price per night from

$251

Distance approx 14.7 km from Oak Hill

22

four season vacation rental

Catskill Region / Tannersville

Tannersville house

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$115

Price per night from

$115

Distance approx 14.55 km from Oak 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

$135

Price per night from

$135

Distance approx 1.1 km from Oak Hill Show on Map

10

Meadows, Birdsong, Peace and Quiet

New York / Medusa

Medusa house

2 3 7 nights min

  • 2 bedrooms
  • sleeps 3
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$173

Price per night from

$173

Distance approx 15.34 km from Oak Hill

43

Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

New York / West Coxsackie

West Coxsackie house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$288

Price per night from

$288

Distance approx 6.85 km from Oak Hill Show on Map

7

Windham Skiers Book Now! Cottage North Catskills

Catskill Region / Greenville

Greenville cottage

2 7 2 nights min

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

Price per night from

$380

Price per night from

$380

Distance approx 15.18 km from Oak Hill

13

Limekiln Farm, historic farmhouse, sleeps up to 6

New York / West Coxsackie

West Coxsackie farmhouse

3 6 1 night min

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

Price per night from

$403

Price per night from

$403

Distance approx 15.17 km from Oak Hill

13

Double Room in Historic Farmhouse

New York / West Coxsackie

West Coxsackie b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$115

Price per night from

$115