Oak Hill Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Oak Hill

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"A must visit!! "
The price is CA $173
CA $240 total
includes taxes & fees
Apr 30 - May 1
Postcard Cabins Eastern Catskills

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (19)
"Everything was amazing, the house was beautiful and clean, the jacuzzi was the highlight of the day, we made a delicious BBQ and watched movies from the 00s in the huge TV in the living room. I would 100% stay at Phillips place again!"
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

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

9.6 out of 10, Exceptional, (20)
"Great location "
The price is CA $232
CA $491 total
includes taxes & fees
May 1 - May 2
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.6 out of 10, Exceptional, (47)
"What you see is exactly what you get, and more. The property is perfectly nestled at the base of Hunter Mountain and the rest of the Catskill Range, providing spectacular views and a cozy retreat. The cabin itself offers plenty of amenities, making for a comfortable stay.However, if you're looking for activities beyond hiking and browsing small local shops, there isn't much to do in the immediate area, so you'll definitely need a car to get around. While most of the cabin was clean and...
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (7)
"We had a very nice gathering , very nice place"
The price is CA $548
CA $1,174 total
includes taxes & fees
May 5 - May 6
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

Located in the beautiful Heldebergs, This is a cute little house you will love.

10.0 out of 10, Exceptional, (85)
"It was a beautiful little home. Super clean. Remote location was just what we were looking for. "
Located in the beautiful Heldebergs, This is a cute little house you will love.

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (25)
"Overall the condo was nice. The beds were very comfortable and everything was clean. We enjoyed the beautiful view from the back deck. The upstairs tub room faucet dripped all night and the stairs going up and down in the tub room seems unsafe and would not recommend for someone who is unsteady ."
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

10.0 out of 10, Exceptional, (1)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

Walk to Ski Lift! Charming Hunter A-Frame

10.0 out of 10, Exceptional, (9)
"Great location to enjoy Hunter. As good as pictured. Children really enjoyed uniqueness of A frame. Well stocked and maintained by host."
Walk to Ski Lift! Charming Hunter A-Frame

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (14)
"Master bath needs a taller toilet for older people Master shower needs an upgrade.."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

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

9.4 out of 10, Exceptional, (33)
"Perfect location and affordable accommodations in an otherwise pricey town. The beds were comfortable (we used all three) and the view and balcony add a nice touch. We were only in town for two days and tried out four of the local restaurants for breakfast, lunch and dinner-they were all really good."
The price is CA $90
CA $172 total
includes taxes & fees
Apr 29 - Apr 30
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Spacious 5-bedroom house in charming Windham centrally located in town.

Spacious 5-bedroom house in charming Windham centrally located in town.

Charming Catskills Retreat @ Hunter Mountain: Hot Tub & Fire Pit -Pets stay free

9.0 out of 10, Wonderful, (23)
"We’re a few families with babies and dogs, and this house was perfect for a Hunter getaway! We lounged in the common space, relaxed in the hot tub, and cooked up a storm in the stocked kitchen. And right near the skiing at Hunter. We’ll cherish our memories there!"
Charming Catskills Retreat @ Hunter Mountain: Hot Tub & Fire Pit -Pets stay free

6 Mi to Hunter Mtn: Tannersville Retreat w/ Pool

10.0 out of 10, Exceptional, (64)
"We had a great stay at this property! The house was very comfortable, and we especially appreciated the well-equipped kitchen. The highlight for the kids was the playroom - the kids loved the pool table, arcade games, and ping pong table! The location, just a short distance from many attractions, was also very convenient. With 5 bedrooms and plenty of space, it's perfect for a larger group or family."
6 Mi to Hunter Mtn: Tannersville Retreat w/ Pool

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (128)
"Always a great stay at this beautiful house!"
Beautiful new house 3/4 mile from Hunter Mountain

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

10.0 out of 10, Exceptional, (217)
"Our family had a amazing time here!"
The price is CA $617
CA $1,256 total
includes taxes & fees
May 5 - May 6
7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (16)
"Tons of room, well stocked kitchen, clean and tidy. Bunk beds were falling apart a bit- screws and pieces were loose- and the water in the house ran reddish brown every day until you ran the faucet for 15 min or so. Owner said it was from well water, which was fine, just not too appealing. We had a great trip overall and would likely rent again!"
Beautiful Chalet, mins to Hunter/Windham slopes
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.
Don't see what you're looking for?
See all available properties in Oak Hill
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Oak Hill you may be interested in

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (631)
"Really beautiful spacious room with an incredible view of mountain. Breakfast was a little disappointing as egg sandwiches and things of the like were for purchase only. But overall fantastic vibe and location. "
The price is CA $193
CA $238 total
includes taxes & fees
Apr 29 - Apr 30
Hunter Lodge, a Bluebird by Lark

voco James Newbury Hudson Valley by IHG

3.5 star property
9.2 out of 10, Wonderful, (256)
"Very clean and comfortable. Staff were nice and helpful. Breakfast options limited. "
The price is CA $236
CA $255 total
includes taxes & fees
May 1 - May 2
voco James Newbury Hudson Valley by IHG

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (555)
"Great little hotel- especially for the price! Hotel Vienna was clean, had some nice touches, updated bathrooms, and a great sauna and pool. I felt safe and welcome here staying alone with my son. Would recommend!"
The price is CA $207
CA $223 total
includes taxes & fees
May 2 - May 3
Hotel Vienna
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.

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?

Tuscan Year Round Beauty - Pickleball Court: This vacation home near Oak Hill is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 selection of games, 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.