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Holiday Homes in Hillsdale

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15 rentals in Hillsdale.
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Quiet Guest House In The Green River Valley, holiday rental in Hillsdale

Quiet Guest House In The Green River Valley

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Secluded and Private Location in the Mountains yet close to Skiing & attractions, holiday rental in Hillsdale

Secluded and Private Location in the Mountains yet close to Skiing & attractions

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully decorated & immaculate log chalet, holiday rental in Hillsdale

Beautifully decorated & immaculate log chalet

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Renovated Barn, holiday rental in Hillsdale

Quiet Renovated Barn

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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24 acre10mi2Ski Catamont, holiday rental in Hillsdale

24 acre10mi2Ski Catamont

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming, Quiet, Modern, Wooded, River Front, holiday rental in Hillsdale

Charming, Quiet, Modern, Wooded, River Front

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Farm House on beautiful old Horse Farm!!, holiday rental in Hillsdale

Farm House on beautiful old Horse Farm!!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Luxury (Amazing Views/Saltwater Pool/Family Friendly/In The Berkshires), holiday rental in Hillsdale

Mountain Luxury (Amazing Views/Saltwater Pool/Family Friendly/In The Berkshires)

6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Two Rooms with En-Suite in Quiet Woodland, holiday rental in Hillsdale

Two Rooms with En-Suite in Quiet Woodland

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Hillsdale Home With Views Of Catamount., holiday rental in Hillsdale

Private Hillsdale Home With Views Of Catamount.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Copake Lake home near cultural attractions Of The Berkshires, holiday rental in Hillsdale

Copake Lake home near cultural attractions Of The Berkshires

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hillhouse Log Cabin, holiday rental in Hillsdale

Hillhouse Log Cabin

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Total Privacy! Tanglewood Retreat With Berkshire Views!, holiday rental in Hillsdale

Total Privacy! Tanglewood Retreat With Berkshire Views!

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Hillsdale Hideaway, holiday rental in Hillsdale

Tentrr Signature Site - Hillsdale Hideaway

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Hudson Valley Home in the Berkshire Foothills, holiday rental in Hillsdale

Historic Hudson Valley Home in the Berkshire Foothills

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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