A mountainous landscape with autumn foliage.

Search Holiday Homes in Highmount

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
9.0 out of 10, Wonderful, (2 reviews)
"We only needed a place to sleep overnight. House was clean and met our needs. Host was easy to work with"
United States
carolyn h.
The price is £388
includes taxes & fees
8 Sept - 9 Sept
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

2. Purple Victorian Vacation Home near Belleayre

Purple Victorian Vacation Home near Belleayre
Pine Hill
9.4 out of 10, Exceptional, (3 reviews)
"Great location , Beautiful Home"
United States
Keith V.
The price is £512
includes taxes & fees
19 Sept - 20 Sept
Purple Victorian Vacation Home near Belleayre
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 Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is £301
includes taxes & fees
21 Sept - 22 Sept
West Kill Barnhouse: Ski, Work & Unwind
A wooden dining table with a lamp, a mirror, and a vase with branches.

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

Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
Denver
The price is £279
includes taxes & fees
20 Sept - 21 Sept
Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
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

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Such a spectacular and unique home- we loved the thoughtful touches placed throughout the house. Beds comfy, kitchen had everything you could need plus more. Easy walking access to great hiking! The front porch is a perfect place to have morning coffee and watch the rabbits!"
United States
joan b.
The price is £280
includes taxes & fees
8 Sept - 9 Sept
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
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

2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
Hunter
9.8 out of 10, Exceptional, (9 reviews)
"Great host. Very quiet place to relax."
United States
Evan H.
The price is £237
includes taxes & fees
5 Oct - 6 Oct
2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
A poolside area with lounge chairs and umbrellas.

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

The Bend: Loft • Pool • Sauna • Fire Pits • Creek
Phoenicia
10.0 out of 10, Exceptional, (1 review)
"Check in process was easy. It was a great space in a great location."
United States
Richard S.
The price is £344
includes taxes & fees
9 Sept - 10 Sept
The Bend: Loft • Pool • Sauna • Fire Pits • Creek
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

7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE
Fleischmanns
10.0 out of 10, Exceptional, (3 reviews)
"The house was wonderful, great host. Would definitely go back."
United States
Maria C.
The price is £1,360
includes taxes & fees
8 Sept - 9 Sept
7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE
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

The Bend: Stony Clove Suite • Pool • Sauna • Creek
Phoenicia
The price is £351
includes taxes & fees
17 Sept - 18 Sept
The Bend: Stony Clove Suite • Pool • Sauna • Creek
A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

10. Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.0 out of 10, Wonderful, (11 reviews)
"Property is peaceful. Kind and communicative hosts. "
United States
Sophie N.
The price is £182
includes taxes & fees
9 Sept - 10 Sept
Tiny Cat Tiny House
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!

Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is £322
includes taxes & fees
9 Sept - 10 Sept
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
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

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 £192
includes taxes & fees
8 Sept - 9 Sept
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

13. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is £337
includes taxes & fees
9 Sept - 10 Sept
Midnight Fox
A spacious interior with a high ceiling, wooden beams, a staircase, and a view of the outdoors.

14. Catskills Escape w/ Hot Tub & Fireplace

Catskills Escape w/ Hot Tub & Fireplace
Jewett
The price is £431
includes taxes & fees
9 Sept - 10 Sept
Catskills Escape w/ Hot Tub & Fireplace
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

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 £269
includes taxes & fees
8 Sept - 9 Sept
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
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

2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn
Hunter
10.0 out of 10, Exceptional, (2 reviews)
"This is a well kept and spacious apartment in a secluded area, great for nature and hiking. Size of the kitchen, living and dining area is fantastic. Really enjoyed, would stay again. "
United States
Gordon L.
2BR Barnhouse Loft Near Hiking, Phoenica, and Hunter Mtn
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

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
2.0 out of 10, (1 review)
"Property was double booked through a different platform. Another guest was there when we arrived. Host was completely unresponsive at all stages. Because the property is remote, this caused more than a slight inconvenience in terms of locating other lodging more than an hour away."
United States
Jeffrey
The price is £457
includes taxes & fees
9 Sept - 10 Sept
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
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 Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is £369
includes taxes & fees
9 Sept - 10 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
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 Highmount Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"Staff was so friendly-- pool and hot tub so clean. Rooms were very clean"
Mary 2-night trip
Posted 10 hours ago
Kaatskill Mountain Club & Condos by Vail Resorts

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