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Oak Hill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Oak Hill vacation rentals

Exterior

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, (290 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is ￥25,454
￥34,406 total
includes taxes & fees
Sep 2 - Sep 3
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

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 ￥19,220
￥48,369 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Waterfall Home | Close to All Mountains/Hikes
Exterior

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 ￥12,224
￥21,831 total
includes taxes & fees
Sep 2 - Sep 3
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Dining

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 ￥19,175
￥45,994 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Cabin-Catskills secluded Mountain retreat
Sauna

5. Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is ￥15,100
￥26,662 total
includes taxes & fees
Sep 6 - Sep 7
Vintage camper on small farm
Exterior

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 ￥25,566
￥41,417 total
includes taxes & fees
Sep 2 - Sep 3
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Smart TV, fireplace

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 ￥22,289
￥53,292 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Waterfall Oasis + Firepit
Smart TV, fireplace

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 ￥34,579
￥147,654 total
includes taxes & fees
Sep 8 - Sep 9
Rabbit Run at Carter Bridge Estate
Interior

9. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.4 out of 10, Exceptional, (30 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is ￥28,618
￥64,903 total
includes taxes & fees
Sep 2 - Sep 3
Spacious Catskill Mountains ski cabin with fire pit
Interior

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 traveler
The price is ￥13,206
￥17,721 total
includes taxes & fees
Sep 16 - Sep 17
Magic Forest Farm's Enchanted Cabin
Property grounds

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 ￥28,762
￥59,192 total
includes taxes & fees
Sep 13 - Sep 14
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Exterior

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 ￥20,773
￥35,550 total
includes taxes & fees
Sep 8 - Sep 9
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Interior

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 ￥40,037
￥225,994 total
includes taxes & fees
Sep 8 - Sep 9
Pond House at Carter Bridge Estate
Coffee/tea maker, fridge, microwave, oven

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 ￥25,046
￥32,655 total
includes taxes & fees
Sep 7 - Sep 8
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Property grounds

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 ￥19,295
￥31,990 total
includes taxes & fees
Sep 2 - Sep 3
Boutique Glamping Dome in the Catskill Mountains
Bar (on property)

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 ￥18,855
￥32,495 total
includes taxes & fees
Sep 29 - Sep 30
Jessie's Harvest House
Exterior

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 ￥33,619
￥88,351 total
includes taxes & fees
Sep 14 - Sep 15
Pines Vignette • Modern 3BR Home in Windham
8 bedrooms, desk, iron/ironing board, WiFi (free)

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 ￥69,159
￥263,150 total
includes taxes & fees
Sep 13 - Sep 14
Great Lodge at Carter Bridge Estate
Bar (on property)

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 ￥15,020
￥27,835 total
includes taxes & fees
Sep 2 - Sep 3
Jessie's Harvest House Suite
Exterior

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 ￥38,685
￥116,848 total
includes taxes & fees
Sep 3 - Sep 4
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

The Colonial Motel

The Colonial Motel

10/10 Excellent
"I love these older hotels where you feel like you’re in your own apartment rather than a sterile hotel room. This one has been very well maintained."
Janis 1-night trip
Posted 7 hours ago
The Colonial Motel

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:

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

Frequently asked questions

Can I find vacation rentals in Oak Hill?

Yes, there are vacation rentals close to top attractions in Oak Hill, or you can select a more secluded option if you want a relaxing place to stay.

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

Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: This vacation home rental near Oak Hill is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a library, and a hot tub so you can immerse yourself in your vacation.

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 larger area, you’ll find Irish Cultural Center and Windham Country Club.

What are vacation rentals like in Oak Hill?

Vacation rentals are privately owned properties you can book for several days or more in Oak Hill. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for small groups.