Greencastle Vacation Rentals

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Vacation Rentals in Greencastle

Visit our charming cottage this Fall & Winter. Enjoy the Scenery & Ski Slopes.

McKnightstown PA

When you stay at this vacation home in McKnightstown, you'll be in the mountains, within a 15-minute drive of Gettysburg National Military Park and Gettysburg National Military Park Museum & Visitor Center.

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park

Big Pool MD

Located in Big Pool, this vacation home is in a rural location, within a 10-minute drive of Chesapeake and Ohio Canal and Potomac River.

Pool

Kitchen

Modern, family-friendly, nature packed getaway

Berkeley Springs WV

$255 nightly

$284 total

May 13 - May 14

Total with taxes and fees

Located in Berkeley Springs, this vacation home is within a 15-minute drive of Sleepy Creek Wildlife Management Area and Potomac River.

Kitchen

Washer

Woods Song - Hot Tub | Fireplace | Golf | Pool Pass | Woods Resort | Grill

Hedgesville WV

With a stay at this vacation home in Hedgesville (The Woods), you'll be a 4-minute drive from Sleepy Creek Wildlife Management Area and 5 minutes from The Woods Resort Stony Lick Course.

Hot Tub

Kitchen

Belvedere on the Potomac — Historic Riverfront Estate

Falling Waters WV

Located in Falling Waters, this vacation home is on the waterfront, within a 15-minute drive of Potomac River and Valley Health I Spring Mills.

Beautiful rustic/newly renovated Home near Gettysburg, PA

Orrtanna PA

$365 nightly

$403 total

Apr 20 - Apr 21

Total with taxes and fees

Located in Orrtanna, this vacation home is within a 15-minute drive of The Round Barn Farm Market and Mr Ed’s Elephant Museum.

Hot Tub

Kitchen

The Mountains Chalet in Private Rural Environment

Fairfield PA

Located in Fairfield, this vacation home is in the mountains, within a 5-minute drive of Carroll Valley Resort Golf Courses and Dipsy Ski Lift.

Hot Tub

Kitchen

Rooftop deck, view, hot tub, pets, wifi, EV charger, lake access, fire pit

Hedgesville WV

With a stay at this vacation home in Hedgesville (Sleepy Hollow), you'll be within a 15-minute drive of Sleepy Creek Wildlife Management Area and The Woods Resort Stony Lick Course.

Quiet Fairfield Cottage Close to Gettysburg

Fairfield PA

With a stay at this vacation home in Fairfield, you'll be within a 5-minute drive of Mountain View Golf Club and Carroll Valley Resort Golf Courses.

Kitchen

Washer

Haven 651, Modern Luxury near Historic Gettysburg and Liberty Mountain Ski Resort - Your Exclusive Escape! Private Seasonal Pool, Hot Tub, Pickleball, and even a Playground!

Orrtanna PA

Located in Biglerville, this vacation home is in a rural location, within a 5-minute drive of The Round Barn Farm Market and Hauser Estate Winery.

Beautiful, Spacious Historic Victorian Near Ski Liberty

Cascade MD

Located in Sabillasville, this vacation home is in the mountains, within a 5-minute drive of Monterey Pass Battlefield Museum and Monterey Country Club.

Barndominium w/ Barrel Sauna, Mountain Views, King Bed & Fast WiFi

Berkeley Springs WV

Located in Berkeley Springs, this vacation home is in the mountains, within a 10-minute drive of Berkeley Springs State Park and Museum of the Berkeley Springs.

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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.