Catamount Ski Area Holiday Rentals

      Highly Rated

Ski Chalet

Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style

• New York
• ·
• Hillsdale
• 2.42 mi to center

10.0

Exceptional

(106 Reviews)

2 Bedrooms 1 Bath 6 Guests 1200 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£187/Night 7 Nights - £1,312

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Hotel

Holiday House Motel

• New York
• ·
• Hillsdale
• 2.57 mi to center

6.8

Good

(55 Reviews)

1 Bath 260.49 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Air Conditioner
• 
  Internet

£85/Night 7 Nights - £594

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Hotel

Prospect Berkshires

• Great Barrington
• ·
• North Egremont
• 0.35 mi to center

10.0

Exceptional

(42 Reviews)

1 Bath

• 
  Parking
• 
  Pool
• 
  Spa
• 
  Balcony/Terrace

£367/Night 7 Nights - £2,568

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Apartment

Comfortable, renovated 2 bedroom apartment in historic grist mill.

• Great Barrington
• ·
• Egremont
• 1.27 mi to center

10.0

Exceptional

(7 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£235/Night 7 Nights - £1,648

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House

Berkshire Vacation Rentals: High End Berkshires Getaway

• Great Barrington
• ·
• Egremont
• 1.60 mi to center

4 Bedrooms 2 Baths 8 Guests 2303.48 ft²

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

£343/Night 7 Nights - £2,404

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      Price Dropped

Hotel

Little Cat Lodge

• New York
• ·
• Hillsdale
• 4.20 mi to center

9.8

Exceptional

(133 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Spa

£165/Night 7 Nights - £1,152

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      Price Dropped

Apartment

The Brooks Motel: Exceptional Suite

• New York
• ·
• Hillsdale
• 2.56 mi to center

8.4

Excellent

(8 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£150/Night 7 Nights - £1,047

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Hotel

Prospect Berkshires

• Great Barrington
• ·
• North Egremont
• 0.37 mi to center

9.7

Exceptional

(20 Reviews)

7 Baths 361.36 ft²

• 
  Oceanfront
• 
  Breakfast
• 
  Parking
• 
  Pool

£345/Night 7 Nights - £2,417

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Hotel

The Brooks Motel

• New York
• ·
• Hillsdale
• 2.57 mi to center

7.4

Very Good

(151 Reviews)

1 Bath

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£122/Night 7 Nights - £851

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Apartment

The Brooks Motel: Exceptional Suite

• New York
• ·
• Hillsdale
• 2.56 mi to center

7.2

Very Good

(5 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£141/Night 7 Nights - £990

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Hotel

The Brooks Motel

• New York
• ·
• Hillsdale
• 2.56 mi to center

7.2

Very Good

(81 Reviews)

5 Baths 139.93 ft²

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

£112/Night 7 Nights - £787

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House

Restored Historic 1850s Barn "Carriage House" Studio @ Hillsdale Town Center

• New York
• ·
• Hillsdale
• 2.19 mi to center

6.8

Good

(3 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£167/Night 7 Nights - £1,168

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House

The Brooks Buy Out, Wedding Groups Inquire Today!

• New York
• ·
• Hillsdale
• 2.56 mi to center

1 Bedroom 1 Bath 56 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£2,408/Night 7 Nights - £16,858

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Other

Private Unit in shared 1830 Farmhouse

• New York
• ·
• Hillsdale
• 2.26 mi to center

10.0

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£238/Night 7 Nights - £1,664

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House

Mountain Luxury Retreat-Amazing Views/Saltwater Pool/Family Friendly/Berkshires

• Hillsdale
• ·
• Town of Copake
• 2.64 mi to center

10.0

Exceptional

(48 Reviews)

6 Bedrooms 5 Baths 10 Guests 3000 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

£1,077/Night 7 Nights - £7,540

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House

Superb Views - Sunsets, Mountains, Valley

• Hillsdale
• ·
• Town of Copake
• 2.52 mi to center

10.0

Exceptional

(17 Reviews)

4 Bedrooms 3 Baths 8 Guests 2500 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

£334/Night 7 Nights - £2,338

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House

Timberdoodle-a mountainside retreat

• Great Barrington
• ·
• Egremont
• 2.06 mi to center

10.0

Exceptional

(13 Reviews)

3 Bedrooms 2 Baths 6 Guests 1600 ft²

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

£324/Night 7 Nights - £2,265

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House

Stunning views & charming spacious 4-BR home pool and fireplace in Copake Falls

• Hillsdale
• ·
• Town of Copake
• 2.36 mi to center

10.0

Exceptional

(11 Reviews)

4 Bedrooms 3 Baths 10 Guests

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

£614/Night 7 Nights - £4,297

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House

Catamount, Zip Line, Private Setting, Book Now!

• Great Barrington
• ·
• Egremont
• 1.60 mi to center

10.0

Exceptional

(9 Reviews)

4 Bedrooms 2 Baths 8 Guests 2300 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£451/Night 7 Nights - £3,154

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House

Historic 1850s Berkshires Retreat "Bell House" w/Private Pool @ Town Center

• New York
• ·
• Hillsdale
• 2.35 mi to center

10.0

Exceptional

(6 Reviews)

5 Bedrooms 4 Baths 10 Guests 2900 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

£356/Night 7 Nights - £2,494

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House

Gilbert Ski Chalet | 3 min to Catamount!

• Great Barrington
• ·
• Egremont
• 1.81 mi to center

10.0

Exceptional

(5 Reviews)

3 Bedrooms 3 Baths 8 Guests 2992 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Internet

£223/Night 7 Nights - £1,558

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House

Stunning Summer Berkshires Retreat with Heated Pool

• Great Barrington
• ·
• Egremont
• 0.94 mi to center

10.0

Exceptional

(4 Reviews)

4 Bedrooms 2 Baths 8 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

£640/Night 7 Nights - £4,482

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House

Summer Berkshires Estate | Pool, Sleeps 20

• Great Barrington
• ·
• North Egremont
• 1.11 mi to center

10.0

Exceptional

(3 Reviews)

7 Bedrooms 4 Baths 20 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

£814/Night 7 Nights - £5,702

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House

3 bedroom house with a heated pool

• New York
• ·
• Hillsdale
• 2.85 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 4 Baths 6 Guests 6000 ft²

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

£1,841/Night 7 Nights - £12,888

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