Lodging Image

Search Vacation Homes in Greencastle

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Greencastle vacation homes

Smart TV

Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (11 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is AED 403
AED 871 total
includes taxes & fees
5 Aug - 6 Aug
Rancher in Mont Alto
TV

Inns of Whitetail #108

Inns of Whitetail #108
Mercersburg
6.0 out of 10, (2 reviews)
"Absolutely amazing ! Very clean and Check in was super easy . "
United States
Tiffany B.
The price is AED 400
AED 808 total
includes taxes & fees
26 Jul - 27 Jul
Inns of Whitetail #108
Smart TV, video games

Nice and modern decor, 4BR 3BA, remodeled

Nice and modern decor, 4BR 3BA, remodeled
Hagerstown
9.8 out of 10, Exceptional, (30 reviews)
"Amazing house!Spotless and comfortable!Great location "
United States
Joe P.
Nice and modern decor, 4BR 3BA, remodeled
Exterior

Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA

Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Chambersburg
The price is AED 551
AED 689 total
includes taxes & fees
5 Aug - 6 Aug
Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Coffee/tea maker, fridge, microwave, oven

Sunsets With a Country View

Sunsets With a Country View
Chambersburg
9.6 out of 10, Exceptional, (25 reviews)
"House was very comfy! Definitely felt like a home away from home. Would definitely like to stay again! "
United States
Jessica W.
The price is AED 441
AED 519 total
includes taxes & fees
28 Jul - 29 Jul
Sunsets With a Country View
Property grounds

Beautiful Mansion in the Country & Wedding Venue

Beautiful Mansion in the Country & Wedding Venue
Waynesboro
9.8 out of 10, Exceptional, (9 reviews)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is AED 5,124
AED 9,851 total
includes taxes & fees
27 Jul - 28 Jul
Beautiful Mansion in the Country & Wedding Venue
Interior

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
The price is AED 430
AED 845 total
includes taxes & fees
26 Jul - 27 Jul
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Property grounds

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Orrtanna
10.0 out of 10, Exceptional, (102 reviews)
"Nice house, and charming atmosphere near Gettysburg."
United States
McGowan B.
The price is AED 426
AED 551 total
includes taxes & fees
2 Aug - 3 Aug
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Interior

The 1850 Retreat Chambersburg

The 1850 Retreat Chambersburg
Chambersburg
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay. The house was beautiful and they were very responsive to our questions. "
United States
Lee S.
The price is AED 1,245
AED 2,389 total
includes taxes & fees
26 Jul - 27 Jul
The 1850 Retreat Chambersburg
Coffee/tea maker, fridge, microwave, oven

Beautiful rustic/newly renovated Home near Gettysburg, PA

Beautiful rustic/newly renovated Home near Gettysburg, PA
Orrtanna
10.0 out of 10, Exceptional, (44 reviews)
"We loved our stay. Perfect location near Gettysburg.kids loved this place."
United States
Jason B.
The price is AED 777
AED 1,413 total
includes taxes & fees
28 Jul - 29 Jul
Beautiful rustic/newly renovated Home near Gettysburg, PA
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.8 out of 10, Exceptional, (208 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is AED 533
AED 642 total
includes taxes & fees
27 Jul - 28 Jul
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Interior

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.4 out of 10, Very Good, (63 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is AED 658
AED 1,554 total
includes taxes & fees
27 Jul - 28 Jul
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Dining

Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.0 out of 10, Wonderful, (27 reviews)
"House was very clean and well stocked! Very comfortable and within short distance of a lovely town Berkley Springs."
United States
Annie W.
The price is AED 459
AED 994 total
includes taxes & fees
27 Jul - 28 Jul
Modern, family-friendly, nature packed getaway
Property grounds

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Orrtanna
9.8 out of 10, Exceptional, (18 reviews)
"Just perfect, love this place definitely coming back when I stay in Pennsylvania"
United States
William G.
The price is AED 672
AED 1,313 total
includes taxes & fees
2 Aug - 3 Aug
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Coffee/tea maker, fridge, microwave, oven

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Orrtanna
9.8 out of 10, Exceptional, (58 reviews)
"Very nice stay. Close to everything and great amenities. Will definitely stay again if we are back in the area"
United States
Cammeron F.
The price is AED 693
AED 1,386 total
includes taxes & fees
2 Aug - 3 Aug
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Property grounds

Beautiful private property in rural environment overlooking Ski Liberty.

Beautiful private property in rural environment overlooking Ski Liberty.
Fairfield
9.6 out of 10, Exceptional, (64 reviews)
"Beautiful location. "
United States
Stephanie E.
The price is AED 1,245
AED 2,137 total
includes taxes & fees
10 Aug - 11 Aug
Beautiful private property in rural environment overlooking Ski Liberty.
Interior

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (51 reviews)
"Everything was great!"
United States
Corey G.
The price is AED 1,469
AED 2,307 total
includes taxes & fees
26 Jul - 27 Jul
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Interior

Private Hillside Retreat w/ Hot Tub Near Gettysburg

Private Hillside Retreat w/ Hot Tub Near Gettysburg
Orrtanna
8.6 out of 10, Excellent, (8 reviews)
"Property was in great shape and very clean. An excellent overall experience and will stay again if we are ever back in the area! "
United States
Tyler C.
The price is AED 855
AED 1,990 total
includes taxes & fees
10 Aug - 11 Aug
Private Hillside Retreat w/ Hot Tub Near Gettysburg
Private kitchen

Renovated Farmhouse located near the C and O Canal

Renovated Farmhouse located near the C and O Canal
Hancock
9.6 out of 10, Exceptional, (32 reviews)
"As riders passing thru the area on the C&O towpath this location was ideal for a single overnight. The farmhouse was very clean and well maintained and had all the amenities that we needed."
United States
Cliff
The price is AED 698
AED 1,012 total
includes taxes & fees
26 Jul - 27 Jul
Renovated Farmhouse located near the C and O Canal
Dining

Modern w/ Hot Tub, Grill, WiFi & Resort Access

Modern w/ Hot Tub, Grill, WiFi & Resort Access
The Woods
The price is AED 640
AED 1,271 total
includes taxes & fees
27 Jul - 28 Jul
Modern w/ Hot Tub, Grill, WiFi & Resort Access
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greencastle Hotel Reviews

Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81

10/10 Excellent
"One of the most important things to me when staying at a hotel is the first people you meet - the front desk staff. Karin and Gabe at the front desk have some of the best customer service skills I have ever experienced! I travel often, and I travel with my collie who has special needs; all of which were met by this outstanding hotel staff! Because of them, and the overall excellence of the entire hotel, I will be staying here every time I travel through the area! Thank you to the hotel staff for your outstanding service! I had an excellent stay!"
Donna 1-night trip
Posted 2 hours ago
Hampton Inn Hagerstown-I-81