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
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Oak Hill holiday rentals

View from property

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, (180 reviews)
"I just love this place, this was my second time and ofc I will be back"
United States
JANYRA
The price is HK$932
HK$1,345 total
includes taxes & fees
25 Mar - 26 Mar
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is HK$1,586
HK$2,872 total
includes taxes & fees
25 Mar - 26 Mar
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Exterior

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (38 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
The price is HK$1,163
HK$2,645 total
includes taxes & fees
25 Mar - 26 Mar
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Dining

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17 reviews)
"Great"
United States
christopher s.
The price is HK$1,372
HK$3,731 total
includes taxes & fees
26 Mar - 27 Mar
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Property grounds

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (22 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is HK$2,812
HK$4,408 total
includes taxes & fees
25 Mar - 26 Mar
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Interior

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
The price is HK$1,010
HK$2,411 total
includes taxes & fees
25 Mar - 26 Mar
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Interior

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"We had a great time "
United States
israel R.
The price is HK$1,794
HK$3,400 total
includes taxes & fees
25 Mar - 26 Mar
Midnight Fox
Exterior

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett
10.0 out of 10, Exceptional, (13 reviews)
"What a beautiful vibe for a romantic getaway! Property was so clean and has everything we had to relax! The owners are super courteous. Would definitely come back!"
United States
Patrick F.
The price is HK$2,742
HK$4,991 total
includes taxes & fees
25 Mar - 26 Mar
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
Exterior

Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"Really nice place great location no traffic , grass was extremely high upon arrival,owner was prompt to get it taking care , seen lots of wildlife , I would come back in the future . "
United States
Gary B.
The price is HK$1,896
HK$5,677 total
includes taxes & fees
25 Mar - 26 Mar
Catskills Windham Hunter Mountain Cabin Getaway
Smart TV, fireplace

Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (15 reviews)
"Place was amazing "
United States
Erik B.
The price is HK$3,721
HK$6,226 total
includes taxes & fees
25 Mar - 26 Mar
Condo in Windham Mountain Village
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)
"Everything was perfect! Great location!"
United States
Susan I.
The price is HK$846
HK$1,506 total
includes taxes & fees
25 Mar - 26 Mar
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Hunter Highlands
10.0 out of 10, Exceptional, (16 reviews)
"Amazing stay! "
United States
christina
The price is HK$3,713
HK$6,624 total
includes taxes & fees
25 Mar - 26 Mar
Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Interior

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
CATSKILL
9.4 out of 10, Exceptional, (3 reviews)
"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."
United States
sarah j.
The price is HK$2,820
HK$5,846 total
includes taxes & fees
6 Apr - 7 Apr
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is HK$1,403
HK$3,156 total
includes taxes & fees
27 Mar - 28 Mar
Spacious Catskill Mountains ski cabin with fire pit
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (5 reviews)
"Nice location and very comfortable/homey feel. Spacious, very clean and lots of amenities, as described. Janet was readily available to answer questions and a pleasure to communicate with. Highly recommended!"
United States
Kimberley V.
The price is HK$1,974
HK$5,245 total
includes taxes & fees
25 Mar - 26 Mar
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Property grounds

Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!
Hunter Highlands
10.0 out of 10, Exceptional, (18 reviews)
"Excellent stay- we had a great time!"
United States
jyiwest 5.
The price is HK$2,186
HK$4,078 total
includes taxes & fees
25 Mar - 26 Mar
Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!
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, (2 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$1,260
HK$3,205 total
includes taxes & fees
29 Mar - 30 Mar
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Property grounds

Brand New 3-bedroom house in Tannersville 3 miles from Hunter Mountain

Brand New 3-bedroom house in Tannersville 3 miles from Hunter Mountain
Tannersville
10.0 out of 10, Exceptional, (2 reviews)
"Very nice home! Very clean and comfortable with everything we needed. Great location for a ski trip to Hunter!"
United States
Paul T.
The price is HK$2,136
HK$4,304 total
includes taxes & fees
25 Mar - 26 Mar
Brand New 3-bedroom house in Tannersville 3 miles from Hunter Mountain
Fridge, microwave, oven, stovetop

Modern getaway in Catskills

Modern getaway in Catskills
Cairo
10.0 out of 10, Exceptional, (13 reviews)
"The host was accommodating and the house was very nice!"
United States
Ken B.
The price is HK$3,721
HK$6,591 total
includes taxes & fees
1 Apr - 2 Apr
Modern getaway in Catskills
Interior

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (1 review)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is HK$1,410
HK$2,571 total
includes taxes & fees
25 Mar - 26 Mar
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Clean, updated bathrooms and comfortable bed."
Maria 1-night trip
Posted 13 hours ago
Hunter Lodge, a Bluebird by Lark

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?

Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: 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.