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Greencastle Holiday Rentals

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30 rentals in Greencastle.
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Country Home with a view of the Mountains and Whitetail Ski Resort, holiday rental in Greencastle

Country Home with a view of the Mountains and Whitetail Ski Resort

3 bedrooms
1 bathroom
Sleeps 7
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Cozytown Cottage/horse property near Whitetail Ski Resort, holiday rental in Greencastle

Cozytown Cottage/horse property near Whitetail Ski Resort

4 bedrooms
1 bathroom
Sleeps 6
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Ready to Make Plans?  Close to fall and winter activities!, holiday rental in Greencastle

Ready to Make Plans? Close to fall and winter activities!

3 bedrooms
2 bathrooms
Sleeps 6
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Private 1880's 3 bedroom home on 130 acre family cattle farm, holiday rental in Greencastle

Private 1880's 3 bedroom home on 130 acre family cattle farm

3 bedrooms
1 bathroom
Sleeps 6
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Vacation of a Lifetime - Hike - Bike - Ski - Ride and More!, holiday rental in Greencastle

Vacation of a Lifetime - Hike - Bike - Ski - Ride and More!

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cedar Hill Cottage, the Perfect Getaway in Chambersburg PA, holiday rental in Greencastle

Cedar Hill Cottage, the Perfect Getaway in Chambersburg PA

1 bedroom
2 bathrooms
Sleeps 6
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Private home surrounded by State Game Lands in little Cove, holiday rental in Greencastle

Private home surrounded by State Game Lands in little Cove

3 bedrooms
2 bathrooms
Sleeps 8
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Near Whitetail, Berkeley Springs, Mercersburg, Hagerstown, Antietam, Frederick, holiday rental in Greencastle

Near Whitetail, Berkeley Springs, Mercersburg, Hagerstown, Antietam, Frederick

5 bedrooms
2 bathrooms
Sleeps 10
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Gorgeous Log Home-Sleeps 12!, holiday rental in Greencastle

Gorgeous Log Home-Sleeps 12!

3 bedrooms
3 bathrooms
Sleeps 12
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The Corner Brick, holiday rental in Greencastle

The Corner Brick

5 bedrooms
2 bathrooms
Sleeps 10
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Cozy streamside cabin, convenient to Ski Liberty and Gettysburg, holiday rental in Greencastle

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful, Spacious Historic Victorian Near Ski Liberty, holiday rental in Greencastle

Beautiful, Spacious Historic Victorian Near Ski Liberty

5 bedrooms
3 bathrooms
Sleeps 12
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Rustic Lodge In The Blue Ridge Mountains, 8 Miles South Of Gettysburg, holiday rental in Greencastle

Rustic Lodge In The Blue Ridge Mountains, 8 Miles South Of Gettysburg

3 bedrooms
1 bathroom
Sleeps 8
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Beautiful private property in rural environment overlooking Ski Liberty., holiday rental in Greencastle

Beautiful private property in rural environment overlooking Ski Liberty.

3 bedrooms
2 bathrooms
Sleeps 8
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The Mountains Chalet in Private Rural Environment, holiday rental in Greencastle

The Mountains Chalet in Private Rural Environment

4 bedrooms
3 bathrooms
Sleeps 10
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Gettysburg Getaway! Battlefields/Wineries/Ski!, holiday rental in Greencastle

Gettysburg Getaway! Battlefields/Wineries/Ski!

3 bedrooms
2 bathrooms
Sleeps 8
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Washington House, holiday rental in Greencastle

Washington House

7 bedrooms
6 bathrooms
Sleeps 16
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The Gatehouse at Loudon Forge, holiday rental in Greencastle

The Gatehouse at Loudon Forge

2 bedrooms
2 bathrooms
Sleeps 6
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Rose Cottage Bed and Breakfast, holiday rental in Greencastle

Rose Cottage Bed and Breakfast

2 bedrooms
2 bathrooms
Sleeps 2
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Jefferson House, holiday rental in Greencastle

Jefferson House

3 bedrooms
2 bathrooms
Sleeps 11
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Lincoln House, holiday rental in Greencastle

Lincoln House

4 bedrooms
5 bathrooms
Sleeps 10
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Adams House, holiday rental in Greencastle

Adams House

4 bedrooms
2 bathrooms
Sleeps 10
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Roosevelt House, holiday rental in Greencastle

Roosevelt House

3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Mansion In The Country, holiday rental in Greencastle

Beautiful Mansion In The Country

5 bedrooms
6 bathrooms
Sleeps 32
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Eisenhower House, holiday rental in Greencastle

Eisenhower House

3 bedrooms
3 bathrooms
Sleeps 16
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Among the Trees, Minutes from Liberty Mtn., holiday rental in Greencastle

Among the Trees, Minutes from Liberty Mtn.

3 bedrooms
2 bathrooms
Sleeps 8
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Tentrr Signature Site - Mountain Hideaway, holiday rental in Greencastle

Tentrr Signature Site - Mountain Hideaway

1 bedroom
1 bathroom
Sleeps 4
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RV and Camper Lots/ Cabins and tent lots coming in near future, holiday rental in Greencastle

RV and Camper Lots/ Cabins and tent lots coming in near future

2 bedrooms
1 bathroom
Sleeps 2
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Deerwood Estates ~ 2 Homes, Sleeps 24, Families, holiday rental in Greencastle

Deerwood Estates ~ 2 Homes, Sleeps 24, Families

9 bedrooms
4 bathrooms
Sleeps 24
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5 story hotel, holiday rental in Greencastle

5 story hotel

1 bedroom
1 bathroom
Sleeps 4
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