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Oak Hill Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Oak Hill holiday rentals

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

1. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (288 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is AU$303
includes taxes & fees
28 Sept - 29 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A modern kitchen with white cabinets, a microwave, and a coffee machine. There is a dining area with a brown leather couch and a white table.

2. Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes
East Durham
10.0 out of 10, Exceptional, (3 reviews)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
The price is AU$418
includes taxes & fees
31 Aug - 1 Sept
Cozy Waterfall Home | Close to All Mountains/Hikes
A two-story building with large windows and a storefront.

3. 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 AU$206
includes taxes & fees
2 Sept - 3 Sept
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

4. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Great place to get away. "
United States
Joshua
The price is AU$398
includes taxes & fees
1 Sept - 2 Sept
Cozy Cabin-Catskills secluded Mountain retreat
A wooden shed with a door and a small wooden platform.

5. Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is AU$236
includes taxes & fees
31 Aug - 1 Sept
Vintage camper on small farm
A two-story building with large windows and a storefront.

6. 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, (63 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is AU$308
includes taxes & fees
31 Aug - 1 Sept
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

7. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (17 reviews)
"Everything was perfect!"
United States
Jen C.
The price is AU$449
includes taxes & fees
9 Sept - 10 Sept
Cozy Waterfall Oasis + Firepit

8. Rabbit Run at Carter Bridge Estate

Rabbit Run at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (1 review)
"Brand new! Renovated house. Great set up. We had to vacuum up a bunch of dead bugs around the house, but other than that we had a great time. About 30 mins to Hudson. Kids loved the playground, hot tub, and paddle boat. "
United States
david m.
The price is AU$1,250
includes taxes & fees
8 Sept - 9 Sept
Rabbit Run at Carter Bridge Estate
A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

9. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (29 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is AU$560
includes taxes & fees
31 Aug - 1 Sept
Spacious Catskill Mountains ski cabin with fire pit
A rustic cabin interior with a stone wall, wooden furniture, and a cozy seating area.

10. Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.6 out of 10, Exceptional, (13 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveller
The price is AU$149
includes taxes & fees
16 Sept - 17 Sept
Magic Forest Farm's Enchanted Cabin
Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

11. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is AU$512
includes taxes & fees
31 Aug - 1 Sept
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
A log cabin with a porch, a staircase, and a garage.

12. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (31 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is AU$311
includes taxes & fees
3 Sept - 4 Sept
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

13. Pond House at Carter Bridge Estate

Pond House at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (2 reviews)
"Property was great good times "
United States
Chris F.
The price is AU$1,894
includes taxes & fees
8 Sept - 9 Sept
Pond House at Carter Bridge Estate
A kitchen with green cabinets, a stainless steel stove, and a brick wall.

14. NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
The price is AU$283
includes taxes & fees
23 Sept - 24 Sept
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
A natural landscape with a lake, rocky cliffs, and a bench.

15. Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful place to enjoy nature! Peaceful ! Pool time was refreshing! The downside is that the dome gets very hot during the day. At least at night is nice and cold ! But we really enjoyed !"
United States
Heidi
The price is AU$253
includes taxes & fees
31 Aug - 1 Sept
Boutique Glamping Dome in the Catskill Mountains
A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

16. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is AU$281
includes taxes & fees
15 Sept - 16 Sept
Jessie's Harvest House
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

17. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is AU$742
includes taxes & fees
9 Sept - 10 Sept
Pines Vignette • Modern 3BR Home in Windham

18. Great Lodge at Carter Bridge Estate

Great Lodge at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"My family and I spent a weekend here to celebrate my birthday which was soon after my dad passed away. A much needed peaceful and bonding few days in this beautiful home. From start to finish our stay was wonderful. Jarrett was communicative throughout if I had any questions. The accomodations were excellent and such a grand living space where no one felt crowded. My husband and I were actually inspired to buy a new mattress after the blissful sleep we had! Deer and turkeys roaming, quiet...
United States
Sabrina C.
The price is AU$2,051
includes taxes & fees
9 Sept - 10 Sept
Great Lodge at Carter Bridge Estate
A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

19. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is AU$244
includes taxes & fees
2 Sept - 3 Sept
Jessie's Harvest House Suite
A wooden cabin with a stone chimney, surrounded by autumn foliage and a clear sky.

20. Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"We loved the location, king sized beds in each room and 4 bathrooms. Everything was clean, the kitchen had everything we needed to cook and feed the 11 of us comfortably. The hot tub was a huge hit!"
United States
Barbara G.
The price is AU$1,003
includes taxes & fees
31 Aug - 1 Sept
Catskills Windham Hunter Mountain Cabin Getaway
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.
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Top Oak Hill Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"The staff was so wonderful! Helped to light fires in the fire pit, the room was set up so nicely. Would highly recommend."
Jillian 3-night trip
Posted 6 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Oak Hill

Everything you need to know about Oak Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Hill holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oak Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Hill holiday rentals we have selected for you start as low as AU$281 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oak Hill rentals

At Expedia, we put the best Oak Hill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oak Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: This holiday home rental outside of Oak Hill is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a library and 1 hot tub so that you can immerse yourself in your holiday.

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.