Highmount Vacation Homes

A mountainous landscape with autumn foliage.

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

In two months

In three months

In four months

Our top choices for Highmount holiday homes

A living room with a television, two sofas, a patterned rug, and a chandelier.

1. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Pine Hill

carolyn h.

HK$4,162 total

includes taxes & fees

8 Sept - 9 Sept

A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

2. Purple Victorian Vacation Home near Belleayre

Pine Hill

Keith V.

HK$5,308 total

includes taxes & fees

15 Sept - 16 Sept

A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

3. West Kill Barnhouse: Ski, Work & Unwind

West Kill

Vijay S.

HK$3,209 total

includes taxes & fees

27 Sept - 28 Sept

A wooden dining table with a lamp, a mirror, and a vase with branches.

4. Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views

Denver

HK$2,920 total

includes taxes & fees

20 Sept - 21 Sept

A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

5. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Phoenicia

joan b.

HK$2,978 total

includes taxes & fees

14 Sept - 15 Sept

A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

6. 2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter

Hunter

Evan H.

HK$2,502 total

includes taxes & fees

7 Oct - 8 Oct

A poolside area with lounge chairs and umbrellas.

7. The Bend: Loft • Pool • Sauna • Fire Pits • Creek

Phoenicia

Richard S.

HK$3,386 total

includes taxes & fees

8 Sept - 9 Sept

A large house surrounded by dense forest, with a swimming pool and outdoor seating area.

8. 7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE

Fleischmanns

Maria C.

HK$17,558 total

includes taxes & fees

9 Sept - 10 Sept

A modern kitchen with white cabinets, a microwave, and a refrigerator. There is a brown sofa and a round coffee table with a vase.

9. The Bend: Stony Clove Suite • Pool • Sauna • Creek

Phoenicia

HK$3,764 total

includes taxes & fees

17 Sept - 18 Sept

A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

10. Tiny Cat Tiny House

Grahamsville

Sophie N.

HK$1,893 total

includes taxes & fees

8 Sept - 9 Sept

A cozy living room with a wooden ceiling, a sofa, a red chair, a fireplace, and a ceiling fan.

11. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!

Hunter

Jim D.

HK$3,421 total

includes taxes & fees

9 Sept - 10 Sept

A two-story building with large windows and a storefront.

12. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

"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."

David

HK$2,007 total

includes taxes & fees

8 Sept - 9 Sept

A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

13. Midnight Fox

Hunter

Caroline I.

HK$3,473 total

includes taxes & fees

14 Sept - 15 Sept

A spacious interior with a high ceiling, wooden beams, a staircase, and a view of the outdoors.

14. Catskills Escape w/ Hot Tub & Fireplace

Jewett

HK$4,586 total

includes taxes & fees

9 Sept - 10 Sept

Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

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

Hensonville

Kimberly K.

HK$2,871 total

includes taxes & fees

8 Sept - 9 Sept

A modern kitchen with wooden flooring, a dining table with chairs, a sofa, and a TV in a living area.

16. 2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn

Hunter

Gordon L.

HK$2,599 total

includes taxes & fees

7 Oct - 8 Oct

A modern outdoor living area with a wooden table and chairs, a sofa, and a large sliding glass door leading to a bedroom with a bed and a mounted TV.

17. Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Denver

Jeffrey

HK$4,821 total

includes taxes & fees

9 Sept - 10 Sept

A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.

18. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham

Cristina L.

HK$4,056 total

includes taxes & fees

14 Sept - 15 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Highmount Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Amazing service from check in to check out. Friendly staff and beautiful room and view. Will define stay again next year! Thank you!"

Hotel Vienna

10/10 Excellent

"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"

Hotel Mountain Brook

10/10 Excellent

"The previous reviews were right on: from the moment you get out of the car the tranquil setting takes hold! Great night's sleep. Tye breakfast was awesome and kept us filled until dinner. Loved sitting outside in front of a fire wrapped in cozy blankets and made some new friends :) Only recommendation: check out nearby dinner spots in advance."

Find out more about Highmount