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Compare 222 Vacation Homes in Smithsburg with updated reviews, rates, and availability.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (55)
"The condo is quite spacious, more than expected. We enjoyed the modern touches and private parking is a big plus in downtown Frederick. So close to Carroll Creek and Market St. The hosts are responsive. We highly recommend staying at Gideon Getaways! "
The price is SAR 383
SAR 954 total
includes taxes & fees
17 Apr - 18 Apr
*Luxury Condo In Downtown Frederick*

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

9.8 out of 10, Exceptional, (92)
"We enjoyed a very comfortable stay. House was very clean and cozy. We were a little surprised by the close proximity to other homes, but other than that it was as described. Hosts were easy to communicate with and created a very welcoming space for us. Thank you! "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Perfect Location: Historic Downtown Guesthouse

9.8 out of 10, Exceptional, (234)
"This is our 2nd time staying with our family at this home. It’s a great location, has ample space to hang out, and easily sleeps our group of 7 and could fit at least one more. Thank you!"
Perfect Location: Historic Downtown Guesthouse

*In The Heart Of Antietam*

9.6 out of 10, Exceptional, (82)
"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*

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

9.4 out of 10, Exceptional, (104)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
The price is SAR 525
SAR 1,137 total
includes taxes & fees
27 Apr - 28 Apr
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

10.0 out of 10, Exceptional, (153)
"My friend and I (40 women) randomly chose Gettysburg and this house got a quick getaway to relax. The location of the house makes it perfect for walking to anywhere in the center of town. The only slight negative to this was the noise. It is a busy road with lots of morning traffic and trucks. Other than that this home was wonderful!is that it was not a quiet street"
Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (65)
"Danny sent recommendations and was very kind and communicative both before and during our stay. The place was SO cute, and I’d absolutely consider coming back, as this was more of a staycation (I live in DC). Definitely recommend staying here!"
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (23)
"Comfortable beds, lots of room, beautiful river location. Close to Harper’s Ferry, Antietam, walking/hiking trails. Very quiet neighborhood. Cozy electric fireplace and rec room downstairs. We were able to check in an hour early. Great family house!"
Waterfront property in Harpers Ferry - Private River Access

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (79)
"Inside was updated. Loved the open space. Good location though it was a drive to downtown shopping and eating. I would stay there again. "
“The Train Depot” 2nd oldest in the US

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!

Beautiful Home near Gettysburg, PA

10.0 out of 10, Exceptional, (14)
"This house was perfect for a weekend getaway. Location-wise we had easy access to hiking trails nearby and Gettysburg. House was super clean and had a great layout for just hanging around. Private, wooded lot felt secluded. We enjoyed the fireplace, large kitchen and the hot tub after a long winter hike. The game room in the garage was perfect for some evening relaxation. The hosts were quick with communication and easy to work with. I would definitely return in the future."
The price is SAR 1,032
SAR 1,743 total
includes taxes & fees
23 Apr - 24 Apr
Beautiful Home near Gettysburg, PA

*Daley's Doll House At Antietam*

9.8 out of 10, Exceptional, (93)
"This is a terrific place in an ideal location. It's within walking distance of great eateries, historical sites, and has, in fact, an interesting history itself. The furniture is comfortable, the place is cozy, and we loved the fenced-in backyard. It couldnt have been more perfect for us and our four-legged friends. "
*Daley's Doll House At Antietam*

Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

9.8 out of 10, Exceptional, (73)
"Great stay experience"
Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

Historic civil war home and estate in Gettysburg you can rent privately.

9.2 out of 10, Wonderful, (28)
"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 SAR 1,313
SAR 1,628 total
includes taxes & fees
21 Apr - 22 Apr
Historic civil war home and estate in Gettysburg you can rent privately.

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (178)
"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

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

9.8 out of 10, Exceptional, (176)
"It was such a treat to stay in this unique old house. The basement is built right into the rock hill! The house is comfortable and convenient even though it has seen so many years. The hosts did a great job decorating and taking care of it. We would love to come back on a warmer weekend and enjoy the yard. "
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is SAR 375
SAR 935 total
includes taxes & fees
30 Mar - 31 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (126)
"The location is perfect to all that downtown Frederick has to offer. The house is charming and the beds are very comfortable. The host responds very quickly to any questions."
Gorgeous 1840 Log Cabin- Downtown

Historic Victorian in the heart of Gettysburg!

10.0 out of 10, Exceptional, (38)
"We absolutely loved this home! Everything is detail oriented and the host gives ample supplies. The bedrooms were very comfortable. The shower is updated, as is the bathroom and kitchen. The home is centrally located near the square. So many things to see and explore. Definitely recommend this beautiful home! shower waz updated and "
Historic Victorian in the heart of Gettysburg!

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (54)
"This property is not only spacious, accommodating, historic and beautiful, the owner is first-rate. I’ve rented this gone three times, and each time Marianne is responsive and kind."
Beautiful, Spacious Historic Victorian Near Ski Liberty
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 Smithsburg

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (91)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (18)
"Perfect couples get away!"
The price is SAR 581
SAR 1,082 total
includes taxes & fees
17 Apr - 18 Apr
Charming Cabin in the Woods with River Access

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (3)
"A nice quiet place to get away for a few days and visit the Gettysburg Museum and battle fields "
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort
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.