Book Holiday Homes in Pine Hill

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Featured Holiday Homes in Pine Hill

A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.

City Roxbury NY
The price is AU$893 per night from 30 Dec to 31 Dec
AU$893
30 Dec - 31 Dec
includes taxes & fees
Located in Denver, this vacation home is in the mountains, a 5-minute drive from East Branch Delaware River and 8 minutes from Pakatakan Farmers' Market.
Opens in a new windowA world where time stands still, close to Belleayre Ski & Wedding venues.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville NY
With a stay at this vacation home in Bearsville, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowLuxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Maplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing

Maplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing

Jewett NY
With a stay at this vacation home in Hunter, you'll be within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.
Opens in a new windowMaplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing
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Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location

Lanesville NY
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowBest rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!

Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!

Windham NY
With a stay at this vacation home in Windham, you'll be in the mountains, within a 10-minute drive of Windham Mountain Resort and Windham Country Club.
Opens in a new windowTimber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Birch Creek Mountain House- 3 minutes to Belleayre Mtn

Birch Creek Mountain House- 3 minutes to Belleayre Mtn

Big Indian NY
When you stay at this vacation home in Pine Hill, you'll be on the waterfront, within a 5-minute drive of Catskill Mountains and Belleayre Mountain Ski ...
Opens in a new windowBirch Creek Mountain House- 3 minutes to Belleayre Mtn
Catskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista

Catskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista

Glenford NY
Located in Glenford, this vacation home is a 1-minute drive from Catskill State Park and 9 minutes from Ashokan Rail Trail- Woodstock Dike Trailhead.
Opens in a new windowCatskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista
7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE

7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE

Fleischmanns NY
With a stay at this vacation home in Fleischmanns, you'll be a 4-minute drive from Belleayre Mountain Ski Center and 9 minutes from Catskill Mountains.
Opens in a new window7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE
Tranquil Paradise With Lake And Catskill Mountain Views

Tranquil Paradise With Lake And Catskill Mountain Views

Andes NY
Located in Margaretville, this vacation home is on a lake, within a 5-minute walk of Catskill State Park and East Branch Delaware River.
Opens in a new windowTranquil Paradise With Lake And Catskill Mountain Views
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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.

Pine Hill Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pine Hill vacation homes are the perfect way for you to wing it.

Holiday houses in Pine Hill let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pine Hill in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pine Hill adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pine Hill with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pine Hill vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pine Hill Holiday Homes essential information

Accommodation
531 Holiday Homes
Lowest Price
AU$285
Highest Price
AU$893
Popular accommodation
A world where time stands still, close to Belleayre Ski & Wedding venues. , Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat, Maplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing, Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location, Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!, Birch Creek Mountain House- 3 minutes to Belleayre Mtn, Catskills Retreat w/ Hot Tub, Deck & Expansive Mountain Views | Suncliff Vista, 7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE, Tranquil Paradise With Lake And Catskill Mountain Views

Top trending hotels in Pine Hill

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
The price is AU$285 per night from 4 Jan to 5 Jan
AU$285
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Hunter Lodge, a Bluebird by Lark in Hunter, you'll be near ski lifts, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowHunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Opens in a new windowHotel Vienna
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR Hunter NY
The price is AU$394 per night from 6 Jan to 7 Jan
AU$394
6 Jan - 7 Jan 2026
includes taxes & fees
When you stay at Kaatskill Mountain Club & Condos by Vail Resorts in Hunter, you'll be near ski lifts, just steps from Hunter Mountain and Catskill State ...
Opens in a new windowKaatskill Mountain Club at Hunter Mountain
Save an average of 15% on thousands of hotels when you're signed in
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
The price is AU$321 per night from 4 Jan to 5 Jan
AU$321
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Urban Cowboy Lodge in Big Indian, you'll be on a river, within a 15-minute drive of Catskill Mountains and Belleayre Mountain Ski Center.
Opens in a new windowUrban Cowboy Lodge
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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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^Subject to availability and chosen travel dates.