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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Highmount vacation homes

Exterior
Cozy Home, Wood-burning Fireplace, Ski Belleayre

Vacation Home in Margaretville

9.8 out of 10, Exceptional, (10)
"Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! "
United States
Angela P.
The price is AED 375
AED 1,265 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Home, Wood-burning Fireplace, Ski Belleayre
Interior
Alpine Lounge; Fireplace; Large Yard; Good Vibes

Vacation Home in Andes

10.0 out of 10, Exceptional, (1)
"It was very clean and the gifts and postcard was very kind. "
United States
Melissa Z.
The price is AED 337
AED 981 total
includes taxes & fees
11 Dec - 12 Dec
Alpine Lounge; Fireplace; Large Yard; Good Vibes
Exterior
Cute Cozy Catskill Escape

Vacation Home in Tannersville

10.0 out of 10, Exceptional, (1)
"This was the most stunning relaxing weekend me and my family had for years. clean and beautiful cozy house beautiful neighbourhood and some nice attractions in the area and most of all the best host you can ever hope for, from making sure everything is alright being responsive right away and what not he had no problem with anything we asked for. It’s a well maintained house and a brand new fridge freezer grill dishwasher dishes everything just perfect so if you are looking for a wonderful time...
United States
Benjamin S.
The price is AED 661
AED 2,035 total
includes taxes & fees
10 Dec - 11 Dec
Cute Cozy Catskill Escape
Fridge, microwave, oven, stovetop
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Vacation Home in Hensonville

10.0 out of 10, Exceptional, (10)
"Very clean and comfortable for the five of us. Close to windham and all of its activities"
United States
Jonathan M.
The price is AED 512
AED 1,160 total
includes taxes & fees
10 Dec - 11 Dec
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Fridge, microwave, oven, stovetop
Warm Atomic Ranch - MCM One Level

Vacation Home in Olivebridge

10.0 out of 10, Exceptional, (1)
The price is AED 578
AED 2,092 total
includes taxes & fees
10 Dec - 11 Dec
Warm Atomic Ranch - MCM One Level
Terrace/patio
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

Vacation Home in Hensonville

10.0 out of 10, Exceptional, (2)
"We had an absolutely great time! The beds were extremely comfortable. We came with kids, this place is great for kids and adults. The hot tub was fantastic. Nice veiws. We would love to returrn next time! Eveyting was the best it could be i could go on and on thank you!"
United States
Sarah K.
The price is AED 847
AED 2,799 total
includes taxes & fees
10 Dec - 11 Dec
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Vacation Home in Windham

9.0 out of 10, Wonderful, (54)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
The price is AED 529
AED 881 total
includes taxes & fees
15 Dec - 16 Dec
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Outdoor dining
Cozy A-Frame Cabin | Summer Vibes & Pondside Relaxation in the Catskills

Vacation Home in Margaretville

10.0 out of 10, Exceptional, (1)
"Our stay was peaceful and restful. The grounds are absolutely perfect for that. "
United States
Paulina P.
The price is AED 459
AED 1,741 total
includes taxes & fees
10 Dec - 11 Dec
Cozy A-Frame Cabin | Summer Vibes & Pondside Relaxation in the Catskills
Interior
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Vacation Home in Phoenicia

2.0 star property
9.2 out of 10, Wonderful, (31)
"The furnishings were cute and quaint. The beds were very comfy."
United States
Jan
The price is AED 551
AED 1,255 total
includes taxes & fees
10 Dec - 11 Dec
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Outdoor pool
Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool

Vacation Home in Hunter

9.4 out of 10, Exceptional, (3)
"My partner and I planned a small getaway to Hunter mountain for a day of skiing and snow hiking. This sweet apartment was only a few minutes away from the mountain and welcomed us with a warm, clean, spacious, and mountain themed atmosphere. 10/10 would recommend!"
United States
Gabrielle M.
The price is AED 673
AED 1,274 total
includes taxes & fees
14 Dec - 15 Dec
Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool
Outdoor spa tub
2 Min Walk to Windham Town | Hot Tub | Fire Pit

Vacation Home in Windham

10.0 out of 10, Exceptional, (1)
"It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with."
United States
Hadassah S.
The price is AED 551
AED 1,769 total
includes taxes & fees
10 Dec - 11 Dec
2 Min Walk to Windham Town | Hot Tub | Fire Pit
TV, fireplace
Midnight Fox

Vacation Home in Hunter

10.0 out of 10, Exceptional, (8)
"We had a great time "
United States
israel R.
The price is AED 841
AED 1,586 total
includes taxes & fees
10 Dec - 11 Dec
Midnight Fox
Terrace/patio
Drift Haus|4.5BR+ Mountain Lodge

Vacation Home in Windham

8.0 out of 10, Very Good, (1)
"The property was beautiful and peaceful. The kitchen was amazing and there were so many common areas that were great to socialize in. We did encounter some garbage left by the previous guests, but Will was responsive when we flagged it. There were a few repairs needed on the sliding doors, but overall it was a luxurious place to stay while we enjoyed the nature. "
United States
Grace H.
Drift Haus|4.5BR+ Mountain Lodge
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Vacation Home in Halcott Center

2.0 star property
The price is AED 413
AED 1,576 total
includes taxes & fees
10 Dec - 11 Dec
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Exterior
Cozy Country Farmhouse Along the Catskill Scenic Trail

Vacation Home in Hobart

10.0 out of 10, Exceptional, (127)
"We stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. "
United States
Andrea P.
The price is AED 578
AED 1,174 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Country Farmhouse Along the Catskill Scenic Trail
Exterior
Unwind Windham, Chalet

Vacation Home in Windham

10.0 out of 10, Exceptional, (2)
"We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. "
United States
Karla R.
The price is AED 905
AED 2,388 total
includes taxes & fees
15 Dec - 16 Dec
Unwind Windham, Chalet
Fridge, microwave, oven, stovetop
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Vacation Home in Tannersville

10.0 out of 10, Exceptional, (2)
"Great time had by all of us! House is perfect for several families and so much to do in the area. Would definitely stay again! Owners were very easy to access for questions."
United States
Michelle D.
The price is AED 915
AED 2,471 total
includes taxes & fees
15 Dec - 16 Dec
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Pool
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits

Vacation Home in Phoenicia

2.0 star property
The price is AED 742
AED 1,403 total
includes taxes & fees
10 Dec - 11 Dec
The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits
Property grounds
Cozy Townhouse Near Hunter Mountain

Vacation Home in Tannersville

10.0 out of 10, Exceptional, (14)
"Super cozy accommodation with everything you might need to hangout and cook at home. Otherwise, a great location close to fun towns and delicious restaurants while being in beautiful country. "
Canada
Kees
The price is AED 551
AED 1,230 total
includes taxes & fees
4 Jan - 5 January 2026
Cozy Townhouse Near Hunter Mountain
Property grounds
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Vacation Home in Ashland

9.2 out of 10, Wonderful, (5)
"Great place to stay very accommodating more than expected "
United States
Julia M.
The price is AED 750
AED 1,361 total
includes taxes & fees
10 Dec - 11 Dec
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
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

Eastwind Windham

Eastwind Windham

10/10 Excellent
"Staff helpful and friendly."
Leydy 1-night trip
Posted 1 day ago
Eastwind Windham