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Compare 145 Vacation Homes in Greencastle with updated reviews, rates, and availability.

Hollow Hideaway is nestled between peaceful mountains and star filled skies
10.0 out of 10, Exceptional, (24)
"I highly recommend this property! The location is great, and extremely tranquil. The home itself is fantastic - very comfortable seating, both inside and out, and the beds are wonderful. We all slept so well! I will definitely stay here again when we return to the area."
Hollow Hideaway is nestled between peaceful mountains and star filled skies
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking
9.8 out of 10, Exceptional, (44)
"Such a hidden gem if in the Gettysburg area! Extremely clean, comfortable, and inviting! Wish we could have stayed longer!"
The price is AED 624
AED 1,269 total
includes taxes & fees
24 Sep - 25 Sep
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking
Beautiful private property in rural environment overlooking Ski Liberty.
9.8 out of 10, Exceptional, (43)
"Just as described. Thank you. "
Beautiful private property in rural environment overlooking Ski Liberty.
Beautiful, Spacious Historic Victorian Near Ski Liberty
9.8 out of 10, Exceptional, (48)
"Beautifully restored mountain home. Plenty of room for all & great wrap around porch. Renovated kitchen is well stocked . Marianne very responsive & easy to work with. Highly recommend"
Beautiful, Spacious Historic Victorian Near Ski Liberty
Modern Spacious House With Spectacular Views
10.0 out of 10, Exceptional, (56)
"My husband, myself, my sister and her husband pulled up late afternoon to check in and were immediately in awe of how beautiful this home was before even stepping foot inside. The views are stunning and when we were not in Gettysburg sight seeing we were all out on the porch enjoying the outdoors. We were visited every morning and evening by deer's. The home was huge and each room tastefully furnished. Check in and Check out was very seamless. We were only a short 15 minute ride outside of...
Modern Spacious House With Spectacular Views
Spacious creekside townhome in the heart of Chambersburg!
10.0 out of 10, Exceptional, (9)
"The property was very nice. It was clean. Good location and a quiet neighborhood. We enjoyed watching the ducks in the creek in the afternoon. The neighbor was very friendly also. "
Spacious creekside townhome in the heart of Chambersburg!
Michaux Forest Retreat
10.0 out of 10, Exceptional, (3)
"The cabin had everything you need. Very nice hosts and accommodating to special requests. Thanks for the “extras.” That made the stay special. "
The price is AED 404
AED 1,090 total
includes taxes & fees
26 Sep - 27 Sep
Michaux Forest Retreat
Luxury Getaway on The Potomac
10.0 out of 10, Exceptional, (1)
"My wife and I absolutely loved our stay here! The location was perfect - right by the water with stunning views. The house was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The balcony off the main living space was perfect for enjoying meals with a view, and we loved being able to swim and kayak right from the backyard. Melissa was friendly and responsive, making the whole experience seamless. We can't wait to come back for another relaxing getaway."
Luxury Getaway on The Potomac
Gettysburg Family Retreat - 4 BR Pet Friendly!
9.8 out of 10, Exceptional, (8)
"We have stayed at many VRBO houses, and this by far was the cleanest home we have stayed in. No dust on the floors, or in the corners, the bathrooms spotless as well. The pictures on line are exactly what the house looks like. All the bedrooms are nice size. Kitchen and dining rooms are great. We had a small power outage, contacted the home owner and someone was there to fix the issue within 2 minutes. Could not have asked for better communication with the owner. My family discussed how nice it...
Gettysburg Family Retreat - 4 BR Pet Friendly!
*Daley's Doll House At Antietam*
9.8 out of 10, Exceptional, (91)
"The Dollhouse was perfect for us & our 2 pups! Comfortable and really close to all the Civil War sites. The Antietam Creek Winery is really close & well worth the visit especially on live entertainment nights."
*Daley's Doll House At Antietam*
Historic Stone House close local activites and National Parks
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay at the Stone Cottage. It was immaculate! Crystal was a gracious hostess and made it clear she was just a phone call away, should the need arise. If we return to the area, we would not hesitate to book another stay. "
The price is AED 735
AED 1,195 total
includes taxes & fees
23 Sep - 24 Sep
Historic Stone House close local activites and National Parks
-Hot Tub- @ Retreat near Gettysburg & Liberty Mtn Resort
10.0 out of 10, Exceptional, (5)
"Kayla thought of absolutely everything to make sure we had an enjoyable stay! The house was well stocked with all of the comforts of home plus extras to make you feel welcome. We used the property for an extended family get together and had young children with us. We all enjoyed the home’s amenities! While there is a neighbor to the left through the trees, the house is in a very private and quiet location. It was very convenient to Gettysburg and the historic sites that the town has to offer...
-Hot Tub- @ Retreat near Gettysburg & Liberty Mtn Resort
Spacious Shippensburg Home: 4 Mi to Tiny World!
10.0 out of 10, Exceptional, (2)
"The house was beautiful and very clean. Plenty of room for our family of 5. If we are ever in the area again will definitely book again!"
Spacious Shippensburg Home: 4 Mi to Tiny World!
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
9.0 out of 10, Wonderful, (4)
"Nicely decorated, within walking distance of restaurants, neighbors were fairly quiet. We had just moved out of our home in a very quiet neighborhood and were able to select this property for our transition to another state. Upon arrival property is located on a main roadway through town. Additionally a fire station was less than 2 blocks away. Owner was very helpful in streaming the TV which did block out the noise. The back bedroom was quiet but unfortunately a medical device could not be...
Cozy Maryland Abode - Gas Grill, Near Devil’s Den!
Little cute house close to C&O canal
8.4 out of 10, Very Good, (6)
"We helped the owner resolve the double booking. I only wish he had taken responsibility for the mistake and not blamed the app. I am grateful for the other travelers who gave up their reservation and went looking for somewhere else to stay."
The price is AED 294
AED 584 total
includes taxes & fees
23 Sep - 24 Sep
Little cute house close to C&O canal
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
9.6 out of 10, Exceptional, (170)
"Spent two nights at this charming historic home. Check in was easy, home was clean and everything was well explained. Close to Antietam"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Gettysburg Getaway! Battlefields/Wineries/Ski!
10.0 out of 10, Exceptional, (22)
"We loved the feel of the home. It was in the most quiet setting. The kitchen was modern and well equipped. The only thing that kept us from a perfect rating was the downstairs bathroom. We are seniors and it was difficult for us to maneuver the tub and the toilet. All else was perfect. "
Gettysburg Getaway! Battlefields/Wineries/Ski!
Pool, Hot Tub, and Fun for all!
10.0 out of 10, Exceptional, (8)
"Property is exactly as it looks in the listing, super clean and spacious. Austin was very responsive and even reached out to make sure everything was ok for us. We will definitely be staying with Austin again."
The price is AED 1,098
AED 1,974 total
includes taxes & fees
7 Oct - 8 Oct
Pool, Hot Tub, and Fun for all!
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (76)
"This was a great historic house to stay in. All modern conveniences while staying true to the structure and history of the home and area. We enjoyed our days visiting Antietam Battle Field, Sharpsburg, and surrounding towns. Beautiful area with lots to see and very friendly people. It was nice to come back at the end of the day and relax in the house with plenty of room unlike a hotel room. Price was great also. "
*In The Heart Of Antietam*
Historic Chambersburg Home w/ Pool + Game Rooms!
10.0 out of 10, Exceptional, (4)
"This house is beautiful and historic and delightful! Everyone remarked that it was such a great find! The pool was great for cooling off!"
Historic Chambersburg Home w/ Pool + Game Rooms!
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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.
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Other property types in Greencastle

Traveling to the area for work, we offer discounted rates for long term rentals.
10.0 out of 10, Exceptional, (11)
"The property is a great hideaway. Our children love the open space to play while we are able to sit on the patio. We were able to see deer, turkeys, and turtles. The owners are very friendly and answer questions promptly. We would stay again when in the area, if available. "
The price is AED 331
AED 445 total
includes taxes & fees
5 Oct - 6 Oct
Traveling to the area for work, we offer discounted rates for long term rentals.
Perched in the Trees, Very Private, Screened in Porch with view
9.8 out of 10, Exceptional, (115)
"It could not have been more perfect!"
The price is AED 404
AED 709 total
includes taxes & fees
25 Sep - 26 Sep
Perched in the Trees, Very Private, Screened in Porch with view
Hidden Gem in the woods with hot tub
9.4 out of 10, Exceptional, (58)
"Very good. Thank you. ."
Hidden Gem in the woods with hot tub
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.