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Compare 175 Vacation Homes in Greencastle with updated reviews, rates, and availability.

*In The Heart Of Antietam*

9.4 out of 10, Exceptional, (84)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

Historic Chambersburg Home w/ Pool + Game Rooms!

10.0 out of 10, Exceptional, (5)
"Huge place with lots to do and excellent hosts. Would definitely recommend!"
Historic Chambersburg Home w/ Pool + Game Rooms!

Beautiful rustic/newly renovated Home near Gettysburg, PA

10.0 out of 10, Exceptional, (16)
"Very nice property. Would definetly stay again. "
The price is AED 731
AED 1,362 total
includes taxes & fees
27 Apr - 28 Apr
Beautiful rustic/newly renovated Home near Gettysburg, PA

*Daley's Doll House At Antietam*

9.8 out of 10, Exceptional, (93)
"We really enjoyed the property. The home was very cozy and in close proximity to our family in the area. We would definitely stay there again."
*Daley's Doll House At Antietam*

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

9.8 out of 10, Exceptional, (176)
"I had a great time at this beautiful historic house. The hosts are so great and helpful! This house is a historic home with so much interesting architecture. The home is in a beautiful location as well! Loved it!"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (54)
"We did the driving tour in Gettysburg. Then spent the rest of the weekend enjoying each others company at the house."
Beautiful, Spacious Historic Victorian Near Ski Liberty

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (35)
"Exceeded expectations, highly recommend!"
Hollow Hideaway is perfect for your holiday stay!

Large Family Home: 5 Mi to Dtwn Hagerstown!

8.0 out of 10, Very Good, (4)
"Everything was phenomenal."
Large Family Home: 5 Mi to Dtwn Hagerstown!

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (34)
"Wonderful stay in a quaint home with a peaceful location. Greatly enjoyed our stay. Great location and a comfortable home. "
Gettysburg Getaway! Battlefields/Wineries/Ski!

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (11)
"This property is located right on the Potomac river in a private, wooded neighborhood. The house is gorgeous and overlooks the river and the ample deer population. Lots of beds and places for people to hang out. The host is very responsive and makes you feel right at home."
Luxury Getaway on The Potomac

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

10.0 out of 10, Exceptional, (77)
"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

The Doctor’s House: 4BR, Historic Elegance & Downtown Adventure - Sleeps 9!

The Doctor’s House: 4BR, Historic Elegance & Downtown Adventure - Sleeps 9!

Cheerful 2-bedroom home in the Boro Chambersburg

9.8 out of 10, Exceptional, (24)
"Comfortable"
Cheerful 2-bedroom home in the Boro Chambersburg

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

9.8 out of 10, Exceptional, (46)
"We stayed for two nights while introducing our kids to skiing at nearby Liberty resort. We were fortunate to get 6inches of beautiful snow while we were there, and enjoyed tremendously watching it blanket the trees around us Eileen was very helpful and ensured we had snow shovels and salt! Definitely will be back! "
The price is AED 1,084
AED 1,820 total
includes taxes & fees
27 Apr - 28 Apr
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

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

9.8 out of 10, Exceptional, (48)
"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 588
AED 1,241 total
includes taxes & fees
4 May - 5 May
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

Beautiful private property in rural environment overlooking Ski Liberty.

9.6 out of 10, Exceptional, (50)
"The property is as advertised and close to Ski Liberty. "
Beautiful private property in rural environment overlooking Ski Liberty.

Visit our charming cottage this Spring. Enjoy the blooming flowers and scenery.

9.8 out of 10, Exceptional, (38)
"Felt right at home staying here. A short drive to Gettysburg. Would definitely stay here and and will be recommending it to friends. "
Visit our charming cottage this Spring. Enjoy the blooming flowers and scenery.

Gettysburg Family Retreat - 4 BR Pet Friendly!

9.2 out of 10, Wonderful, (19)
"Several family members stayed and we had a great time. There was plenty of room for us to spread out. Beds were comfortable and it was very quiet at night. We spent time in Gettysburg and attended a wedding in Taneytown, MD. Location was excellent! Would definitely stay again."
Gettysburg Family Retreat - 4 BR Pet Friendly!

Little cute house close to C&O canal

8.6 out of 10, Excellent, (8)
"I felt very cozy and comfortable in this small home, at the top of the hill (great views). Everything was arranged just right. Communication with the host was very easy. I would happily return. Beth"
The price is AED 367
AED 662 total
includes taxes & fees
30 Apr - 1 May
Little cute house close to C&O canal

Secluded Farm Getaway In Smithsburg

9.4 out of 10, Exceptional, (53)
"The house had everything we needed for a pleasant stay. Nice and secluded for a quiet stay. Some lights didn't work, including the lights in the basement near the washer and dryer."
Secluded Farm Getaway In Smithsburg
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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Visiting the area on a work assignment. Check out our multi day discounts.

10.0 out of 10, Exceptional, (24)
"Close to whitetail "
The price is AED 364
AED 482 total
includes taxes & fees
30 Apr - 1 May
Visiting the area on a work assignment. Check out our multi day discounts.

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

9.8 out of 10, Exceptional, (57)
"Loved the Cabin. Has everything you need for a relaxing stay. Great area."
The price is AED 478
AED 969 total
includes taxes & fees
27 Apr - 28 Apr
Waterfront Cabin overlooking the Potomac River W/ Hot Tub

Perched in the Trees, Very Private, Screened in Porch with view

10.0 out of 10, Exceptional, (138)
"Perfect for a couple! Amazing view and location. We loved our stay! "
The price is AED 331
AED 623 total
includes taxes & fees
27 Apr - 28 Apr
Perched in the Trees, Very Private, Screened in Porch with view
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.