Default HTG hotel image

Oak Hill Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Oak Hill holiday rentals

Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (244 reviews)
"Really great location and near great area."
United States
Sherwin
The price is HK$1,403
HK$1,854 total
includes taxes & fees
17 Jun - 18 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.4 out of 10, Exceptional, (6 reviews)
"Great place to get away. "
United States
Joshua
The price is HK$925
HK$2,037 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Cabin-Catskills secluded Mountain retreat
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (16 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is HK$1,050
HK$2,429 total
includes taxes & fees
30 Jun - 1 Jul
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (1 review)
"cute little spot! very nice place to stay"
United States
David R.
The price is HK$925
HK$1,560 total
includes taxes & fees
11 Jun - 12 Jun
Jessie's Harvest House
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is HK$600
HK$1,071 total
includes taxes & fees
11 Jun - 12 Jun
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"we had a great stay at this house with a group of friends - rooms were comfortable and kitchen had a lot of things we needed for meals. "
United States
raquel p.
The price is HK$1,138
HK$3,428 total
includes taxes & fees
15 Jun - 16 Jun
Catskill Stay w/ Deck & Fire Pit
Terrace/patio

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is HK$741
HK$1,308 total
includes taxes & fees
23 Jun - 24 Jun
Vintage camper on small farm
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is HK$1,587
HK$2,802 total
includes taxes & fees
17 Jun - 18 Jun
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.0 out of 10, Wonderful, (22 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is HK$980
HK$1,684 total
includes taxes & fees
18 Jun - 19 Jun
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is HK$980
HK$1,651 total
includes taxes & fees
11 Jun - 12 Jun
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (12 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is HK$1,254
HK$2,666 total
includes taxes & fees
16 Jun - 17 Jun
Modern Luxurious Cabin, Catskills - The Tiny Nook
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (22 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is HK$1,404
HK$3,141 total
includes taxes & fees
23 Jun - 24 Jun
Spacious Catskill Mountains ski cabin with fire pit
Bar (on property)

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.8 out of 10, Exceptional, (7 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is HK$737
HK$1,357 total
includes taxes & fees
28 Jun - 29 Jun
Jessie's Harvest House Suite
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (39 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
The price is HK$1,481
HK$3,090 total
includes taxes & fees
21 Jun - 22 Jun
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Outdoor dining

Four Seasons Luxury Mountain Retreat next to hiking trails

Four Seasons Luxury Mountain Retreat next to hiking trails
Hunter Highlands
9.8 out of 10, Exceptional, (39 reviews)
"Great place to stay for skiing hunter mt and would do it again ….thanks "
United States
John B.
The price is HK$952
HK$1,942 total
includes taxes & fees
18 Jun - 19 Jun
Four Seasons Luxury Mountain Retreat next to hiking trails
Smart TV, fireplace

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
The price is HK$726
HK$4,846 total
includes taxes & fees
23 Jun - 24 Jun
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Terrace/patio

Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
10.0 out of 10, Exceptional, (1 review)
The price is HK$823
HK$1,404 total
includes taxes & fees
11 Jun - 12 Jun
Boutique Glamping Dome in the Catskill Mountains
Terrace/patio

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Catskill
10.0 out of 10, Exceptional, (3 reviews)
"AMAZING HOUSE FOR COUPKES AND 2 couples!!!! Amazing vibes and area. Host responds VERY quickly and is keen to help out all the time"
United States
Michael Z.
The price is HK$1,685
HK$3,750 total
includes taxes & fees
16 Jun - 17 Jun
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"Everything was perfect!"
United States
Jen C.
The price is HK$908
HK$2,538 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Waterfall Oasis + Firepit
TV, fireplace, books

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!

Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!
Lanesville
10.0 out of 10, Exceptional, (3 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is HK$846
HK$1,756 total
includes taxes & fees
11 Jun - 12 Jun
Cabin on Mtn, Seasonal Pool Access w Panoramic Views! Hike, Golf, Swim, Unwind!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Hill Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2/10 Terrible
"房间里 虫子 蜘蛛太多"
Na 2-night trip
Posted 21 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Oak Hill

Search for holiday rentals in Oak Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Hill using one of the methods below:

  • View our selection of featured holiday rentals in Oak Hill
  • Use the map to find apartments and other holiday homes in the Oak Hill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oak Hill while they last

Look no further and take a look at our great range of rental properties in Oak Hill!

Frequently asked questions

Can I find holiday rentals in Oak Hill?

Yes, there are holiday rentals close to the most popular sights in Oak Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oak Hill has to offer?

Secluded Catskill Estate • Pool + Hot Tub + Fire Pit | Sleeps 24 | River House: This holiday home rental outside of Oak Hill is located on a river, and has an arcade/games room, a BBQ and air conditioning to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Oak Hill?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Tenmile Creek. In the wider area, you’ll find Irish Cultural Center and Windham Country Club.

What are holiday rentals like in Oak Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Hill. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.