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Compare 224 Vacation Homes in Smithsburg with updated reviews, rates, and availability.

1860s pet friendly five bedroom home in downtown Gettysburg.

10.0 out of 10, Exceptional, (5)
1860s pet friendly five bedroom home in downtown Gettysburg.

The C&O Adventure Retreat on Taylor's Landing

8.8 out of 10, Excellent, (48)
"Our family thoroughly enjoyed our stay at Potomac River Retreat. From visiting Harpers Ferry, playing the slots at Charles Town Casino, to taking the self-guided tour of Antietam National Battlefield Park, hiking the Maryland Heights Trail via Harpers Ferry, and walking the C&O Canal tow path. To eating at Captain Benders and getting sandwiches and snacks at Battleview Market. And simply enjoying the fire pit. Thank you for the great experiences"
The C&O Adventure Retreat on Taylor's Landing

Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

8.8 out of 10, Excellent, (23)
"Our large family loved coming together at this beautiful home! We enjoyed sitting around the large kitchen and beautiful living room while the teens and kids enjoyed the game room and the basketball area. We also loved having a large property to explore"
Happy Harbor | Mtn + Riverside w/ Game Room + Water Hole!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (102)
"We had a wonderful stay at the Riverside cabin. With a beautiful view, perfect deck for reading, and a quiet house to get away in. So close to town and activities provided for a wonderful getaway. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

1798 historic log cabin and estate in Gettysburg you can rent privately.

9.2 out of 10, Wonderful, (32)
"Although we did not experience any paranormal activity that stood out, our trip was very interesting. We loved the books and journals that were there to read and the property was outstanding. The host was prompt with all of our questions and very professional. "
The price is AED 1,837
AED 2,315 total
includes taxes & fees
3 Jun - 4 Jun
1798 historic log cabin and estate in Gettysburg you can rent privately.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (108)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is AED 514
AED 1,125 total
includes taxes & fees
15 Jun - 16 Jun
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

9.8 out of 10, Exceptional, (40)
"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.

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

10.0 out of 10, Exceptional, (47)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is AED 367
AED 923 total
includes taxes & fees
5 Jun - 6 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (61)
"Very close walk to shopping and restaurants. Comfortable and renovated nicely."
The price is AED 375
AED 954 total
includes taxes & fees
8 Jun - 9 Jun
*Luxury Condo In Downtown Frederick*

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (133)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (123)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is AED 533
AED 1,121 total
includes taxes & fees
8 Jun - 9 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (8)
"Comfortable beds! Garage access. 4 bathrooms- great for a big group. "
The price is AED 782
AED 1,674 total
includes taxes & fees
3 Jun - 4 Jun
Newly constructed 6 bedroom home

Middle St. Retreat a 3-bedroom townhome with AC and WiFi in historic Gettysburg

2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was fantastic! It exceeded our expectations. Very clean and comfortable. Easy walk to downtown sites and restaurants. Great location. We would stay here again. "
Middle St. Retreat a 3-bedroom townhome with AC and WiFi in historic Gettysburg

*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*

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

9.8 out of 10, Exceptional, (49)
"Nice place for history "
The price is AED 588
AED 1,241 total
includes taxes & fees
15 Jun - 16 Jun
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (180)
"We stopped here during our road trip. It is in a great location just a few moments from the traffic circle with all the local shops and restaurants. "
Thaddeus Stevens' Gettysburg Log Home

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (31)
"We stayed for a month and it was very comfortable. Great location."
The price is AED 422
AED 1,096 total
includes taxes & fees
11 Jun - 12 Jun
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

1852 Historic Stone home

10.0 out of 10, Exceptional, (124)
"This property was AMAZING. easiest time staying at a home I've ever had. Loved the location and the entire house has been done so well."
The price is AED 1,194
AED 2,157 total
includes taxes & fees
18 Jun - 19 Jun
1852 Historic Stone home

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (25)
"Had a good time staying at this house. Nice yard right on the river."
Waterfront property in Harpers Ferry - Private River Access

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

9.8 out of 10, Exceptional, (46)
"Awesome place."
The price is AED 1,084
AED 1,820 total
includes taxes & fees
1 Jul - 2 Jul
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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