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Compare 139 Vacation Homes in Greencastle with updated reviews, rates, and availability.

Gettysburg Family Retreat - 4 BR Pet Friendly!

9.0 out of 10, Wonderful, (14)
"Very clean home located in beautiful Adams County countryside. Perfect for three couples coming for Friendsgiving and Gettysburg events. A little trouble with the heat furnace but we figured it out. The property manager was responsive to our outreach. We would recommend the property and stay again. Thank you Tom and Kevin. "
Gettysburg Family Retreat - 4 BR Pet Friendly!

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (29)
"This area is quiet and close to Gettysburg. The house is very nice and roomy. I would recommend staying at this property."
Gettysburg Getaway! Battlefields/Wineries/Ski!

The Peaceful Nest

The price is AED 698
AED 1,228 total
includes taxes & fees
7 Jan - 8 January 2025
The Peaceful Nest

Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people

7.4 out of 10, Good, (3)
"Nice place that had all the necessary space and amenities for short weekend in Hagerstown. "
The price is AED 360
AED 744 total
includes taxes & fees
31 Dec - 1 January 2025
Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people

Woods Song - Natures Promise

9.8 out of 10, Exceptional, (32)
"This location was a nice place to stay. Definitely quiet and off the beaten track. We generally stay closer in to Berkeley Springs, but decided this time to go further out of town. The place was very clean and the hot tub was very well maintained. The appliances, as expected, were dated but worked fine. The only potential downside was that there were two other properties right behind this one. In the spring or summer with the trees in full foliage it would be very private. In the late fall a...
Woods Song - Natures Promise

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

10.0 out of 10, Exceptional, (26)
"Beautiful house, wonderful kitchen and dining room. TVs everywhere. Game room. And of course the heated indoor pool. Spent Thanksgiving there. Saw deer outside each morning."
4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park

Nice and modern decor, 4BR 3BA, remodeled

10.0 out of 10, Exceptional, (15)
"The location was perfect. I was able to visit several of my family members all who were only 5-10 minutes away. The layout was perfect there was more than enough for everyone to be comfortable. My grandchildren only complaint was that there wasn't a pool on the property or a gas stove 😁. They said breakfast took long to get done. We will definitely be year around occupants. We all enjoyed our stay . "
Nice and modern decor, 4BR 3BA, remodeled

The 1850 Retreat Chambersburg

10.0 out of 10, Exceptional, (2)
"Excellent home. Plenty of parking. Convenient to local shops. On 8 minutes from our venue. Would definitely recommend the house as place to stay!"
The price is AED 1,245
AED 2,364 total
includes taxes & fees
29 Dec - 30 Dec
The 1850 Retreat Chambersburg

Walk to Liberty Mountain: Lake-View Ski Retreat!

Walk to Liberty Mountain: Lake-View Ski Retreat!

Lake House w/ Pool and King Bed, Fishing - Dogs OK

9.4 out of 10, Exceptional, (20)
"The water quality was my only complaint. It was extra hard."
Lake House w/ Pool and King Bed, Fishing - Dogs OK

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

9.8 out of 10, Exceptional, (47)
"This was just as described! The location was perfect for Gettysburg and Maryland. We were able to go exploring and make a short trip back to relax."
The price is AED 569
AED 1,228 total
includes taxes & fees
5 Jan - 6 January 2025
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

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 257
AED 545 total
includes taxes & fees
30 Dec - 31 Dec
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, (172)
"We explored Harper’s Ferry and Antietam Battlefield over a beautiful fall weekend. Neither of us are history buffs and didn’t pay much attention to it in school so we learned quite a bit at the National Parks. The home was a perfect theme and location for our weekend. It was interesting to see how the people of the time lived but with modern amenities. We are both tall ladies, (5’11”) so we had to watch our heads. Stairs are steep and tight. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Cabin at Sleepy Creek - Charming Cabin

9.6 out of 10, Exceptional, (36)
"This was our second visit to the cabin and we loved it! The back screened in porch is perfect for sitting and relaxing. The location is great if you are seeking relaxation, there are other cabins nearby but it was very quiet. The cabin was very clean when we arrived. We will be back!"
Cabin at Sleepy Creek - Charming Cabin

Beautiful private property in rural environment overlooking Ski Liberty.

9.8 out of 10, Exceptional, (45)
"This property had stunning views! While we were there for just a short weekend we had a blast. We brought our own fishing poles but we did see that the house was stocked with them. We watched the sunset from the hot tub most evenings. The house was clean and comfortable and just a short 15-20 minute drive to the town of Gettysburg. We drove 2-minutes over to Liberty Ski Resort for dinner and breakfast. I highly recommend this house!"
Beautiful private property in rural environment overlooking Ski Liberty.

Pool, Hot Tub, and Fun for all!

10.0 out of 10, Exceptional, (15)
"The house was clean, well maintained and looked just like the pictures. The area was fantastic with tons of options for food and entertainment. Austin was a wonderful host and it was so easy to communicate with him. 100% recommend this location!"
The price is AED 951
AED 1,770 total
includes taxes & fees
24 Dec - 25 Dec
Pool, Hot Tub, and Fun for all!

Historic Chambersburg Home w/ Pool + Game Rooms!

10.0 out of 10, Exceptional, (5)
"We stayed here while in town for a wedding. We had 13 adults and one child. This is such a neat old house with so many cool features. We had a fun time exploring the house and admiring the unique features like the Jefferson doors to the porches, the old coal dump, and all the super cool antiques in the home. All of the bedrooms have a sink in them which was really awesome and helpful for when we were all getting ready at the same time. Our only feedback is that the pillows were a little hard and...
Historic Chambersburg Home w/ Pool + Game Rooms!

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

10.0 out of 10, Exceptional, (17)
"Everything was perfect, and comfortable. Owners really care about their visitors. Home was walk in perfect for a family long weekend. Happened to be Thurmont's annual colorfest festival, and home pefectly located, nestled away yet close enough for easy walking. Highly recommend. "
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

Charmingly renovated historic Canal House on C&O along Potomac close to Antietam

10.0 out of 10, Exceptional, (74)
"The Canal House is a wonderful home! The house itself is meticulously kept with its history intact while offering a modern kitchen and air conditioning. The grounds are filled with beautiful flowers and a small garden pond. The location was perfect to enjoy biking on the C&O towpath, plus a short drive to Antietam battlefield, tubing, rafting and hiking."
Charmingly renovated historic Canal House on C&O along Potomac close to Antietam

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

9.8 out of 10, Exceptional, (44)
"Stunning property and well-maintained. I only wish we had more time here! Eileen was incredibly accommodating and flexible with our check-in. "
The price is AED 1,469
AED 2,307 total
includes taxes & fees
2 Jan - 3 January 2025
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
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, (14)
"Had a wonderful time with family for the Thanksgiving holiday the place was very clean and cozy and well stocked with everything that we needed thank you so much for a great week"
The price is AED 364
AED 481 total
includes taxes & fees
27 Dec - 28 Dec
Traveling to the area for work, we offer discounted rates for long term rentals.

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (66)
"Nice"
Hidden Gem in the woods with hot tub

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (45)
"House was very comfortable for our family. The kids loved the flexibility of the sleeping arrangements. "
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities
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.