Vacation Rentals in Highmount, NY: Compare 10+ Sites & Save

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166 Best Vacation Rentals in Highmount (Starting from $113)

Catskills, The Bohemian Dream
Catskills, The Bohemian Dream
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Accommodations, Lodgings, Places to stay, Family

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$166
Average price / night
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The Catskills Red Barn-near Belleayre
The Catskills Red Barn-near Belleayre
House
Highmount, NY, 12441, United States
0.3k from Highmount center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

59 reviews

$232
Average price / night
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Catskill Cabin Bird of Paradise 7
Catskill Cabin Bird of Paradise 7
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$175
Average price / night
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Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
House
Pine Hill, NY, 12465, United States
0.4k from Highmount center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

8 Bedrooms20 Guests
10.0

Exceptional

105 reviews

$1094
Average price / night
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Catskill Cabin The Flamingo Suite 5
Catskill Cabin The Flamingo Suite 5
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$185
Average price / night
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Red Peacock Catskill Cabin sleeps four 6
Red Peacock Catskill Cabin sleeps four 6
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

1 Bedroom4 Guests
6.0

Review score

1 reviews

$251
Average price / night
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Catskill Cabin Zen Mantra Apt
Catskill Cabin Zen Mantra Apt
Apartment
Shandaken, NY, 12441, United States
0.5k from Highmount center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$116
Average price / night
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Lotus Family Suite w 2 Beds Kitchenette 4
Lotus Family Suite w 2 Beds Kitchenette 4
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Ski resorts

1 Bedroom4 Guests
9.2

Superb

5 reviews

$239
Average price / night
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Catskill Cabin Apres Ski
Catskill Cabin Apres Ski
Apartment
Shandaken, NY, 12441, United States
0.5k from Highmount center

Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom1 Guest
New to Booking
$211
Average price / night
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Catskill Cabin Hummingbird Suite 2
Catskill Cabin Hummingbird Suite 2
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$153
Average price / night
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Guest Favorite Garuda Apartment 8
Guest Favorite Garuda Apartment 8
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$246
Average price / night
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Catskill Cabin Little Owl Apt 1
Catskill Cabin Little Owl Apt 1
Apartment
Shandaken, NY, 12441, United States
0.5k from Highmount center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom2 Guests
9.6

Exceptional

8 reviews

$113
Average price / night
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Alpine Four Season Lodge, Belleayre NY, Sleeps 22,
Alpine Four Season Lodge, Belleayre NY, Sleeps 22,
House
Shandaken, NY, USA
0.5k from Highmount center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

11 Bedrooms16 Guests
New to Booking
$3264
Average price / night
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Paloma, Large Attic Apartment
Paloma, Large Attic Apartment
Apartment
Shandaken, NY, USA
0.5k from Highmount center

Apartments, Accommodations, Lodgings, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$402
Average price / night
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Pine Hill Chateau - Ski Belleayre, Hunter Mountain
Pine Hill Chateau - Ski Belleayre, Hunter Mountain
House
Pine Hill, NY, USA
1.1k from Highmount center

Pet Friendly, Laundry, Air Conditioner, Security/Safety, Barbecue/Outdoor Cooking, Parking, View

7 Bedrooms16 Guests
New to Booking
$561
Average price / night
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Hummingbird House by Country House Escapes
Hummingbird House by Country House Escapes
Ski Chalet
Pine Hill, NY, USA
1.4k from Highmount center

Cheap, Accommodations, Parking, Cabins, Cottages, Lodgings, Vacation rentals, Places to stay, Ski resorts

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$455
Average price / night
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Belleayre Lodge
Belleayre Lodge
Cabin
Pine Hill, NY, USA
1.5k from Highmount center

Cheap, Accommodations, Parking, Lodges, Cabins, Lodgings, Jacuzzis, Places to stay, Family

11 Bedrooms44 Guests
9.6

Exceptional

11 reviews

$220
Average price / night
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Catskill Mountain Cabin Rental Near Skiing
Catskill Mountain Cabin Rental Near Skiing
House
Fleischmanns, NY, USA
2.1k from Highmount center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
8.0

Good

1 reviews

$570
Average price / night
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Purple Victorian Vacation Home near Belleayre
Purple Victorian Vacation Home near Belleayre
House
Pine Hill, NY, 12465, United States
0.5k from Highmount center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

5 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$677
Average price / night
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Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
House
Pine Hill, NY, 12465, United States
0.7k from Highmount center

Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$534
Average price / night
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Gray House by the Slopes- Luxury retreat for four seasons with hot tub #STRAO026
Gray House by the Slopes- Luxury retreat for four seasons with hot tub #STRAO026
House
Big Indian, NY, 12410, United States
0.7k from Highmount center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

28 reviews

$403
Average price / night
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Log Cabin 2min to Belleayre Base Lodge EV Charger
Log Cabin 2min to Belleayre Base Lodge EV Charger
Cabin
Fleischmanns, NY, 12430, United States
0.9k from Highmount center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$370
Average price / night
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2 Mi to Belleayre Mtn! Extended Base in Pine Hill
2 Mi to Belleayre Mtn! Extended Base in Pine Hill
House
Pine Hill, NY, 12465, United States
1.1k from Highmount center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms8 Guests
New to Booking
$206
Average price / night
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Pine Hill Chateau - Ski Belleayre, Hunter
Pine Hill Chateau - Ski Belleayre, Hunter
House
Pine Hill, NY, 12465, United States
1.1k from Highmount center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

7 Bedrooms16 Guests
9.4

Superb

6 reviews

$811
Average price / night
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Belleayre Mountain Private Luxury Ski Retreat
Belleayre Mountain Private Luxury Ski Retreat
Apartment
Fleischmanns, NY, 12430, United States
1.3k from Highmount center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio

3 Bedrooms6 Guests
New to Booking
$363
Average price / night
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Owl's Perch: 5 Mins to Belleyare for Hiking+Skiing
Owl's Perch: 5 Mins to Belleyare for Hiking+Skiing
House
Pine Hill, NY, 12465, United States
1.8k from Highmount center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$373
Average price / night
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Belleayre View: Paramount Views, Hot Tub + Firepit
Belleayre View: Paramount Views, Hot Tub + Firepit
Ski Chalet
Fleischmanns, NY, 12430, United States
2.1k from Highmount center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

25 reviews

$565
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Highmount.

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Frequently Asked Questions

You can explore 166 verified vacation rentals in Highmount. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Highmount vary depending on the season, property size, and location. Rates typically start from around $113 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Highmount include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Highmount welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Highmount often include amenities such as Fireplace/Heating, Laundry, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.