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Browse Select Smithsburg Vacation Homes

Our top choices for Smithsburg vacation homes

11 Mi to Gettysburg: Serene Home in Fairfield

11 Mi to Gettysburg: Serene Home in Fairfield

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

10.0 out of 10, Exceptional, (171)
"The house is great. The location is perfect for strolling through Gettysburg. Bryan is a great host."
Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

10.0 out of 10, Exceptional, (26)
"This place was very clean and had all necessary amenities. The host communicated well. Walkable to town and the park! "
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick

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

10.0 out of 10, Exceptional, (128)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is CA $137
CA $350 total
includes taxes & fees
Aug 25 - Aug 26
Charming "Cream of the Crop" Cape ~❤️of Middletown

Beautiful rustic/newly renovated Home near Gettysburg, PA

10.0 out of 10, Exceptional, (21)
"Great place for a group of friends to stay. Plenty to do locally and at the property. "
The price is CA $281
CA $521 total
includes taxes & fees
Sep 4 - Sep 5
Beautiful rustic/newly renovated Home near Gettysburg, PA

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (48)
"We really like the house that we stayed in for our trip. There was 6 of us, almost all of us over 60. The kitchen was very modern, the dining room fit us all, the living room was a little small but we made it work. The bedrooms were all very nice with extremely comfortable beds"
Gettysburg Getaway! Battlefields/Wineries/Ski!

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

9.6 out of 10, Exceptional, (185)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (65)
"The home was exactly as expected and made for a wonderful family/friend reunion! Perfect for socializing and so close to local shops and restaurants."
The price is CA $238
CA $472 total
includes taxes & fees
Sep 2 - Sep 3
*Luxury Condo In Downtown Frederick*

The Madison

10.0 out of 10, Exceptional, (34)
"We stayed for a week to tour college campuses for our son and are also considering moving there. We felt at home at The Madison and in the community. The house is exactly as described and in a great location to experience Frederick. "
The Madison

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

9.8 out of 10, Exceptional, (119)
"Very nice home with river access. Close to all area attractions."
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

1852 Historic Stone home

10.0 out of 10, Exceptional, (133)
"Great location! Clean and easy check in and out. Thank you!"
The price is CA $437
CA $797 total
includes taxes & fees
Sep 1 - Sep 2
1852 Historic Stone home

IDEAL LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

10.0 out of 10, Exceptional, (65)
"Tina and Pete were amazing! The house was so clean and fully stocked. We even got these amazing homemade baked goods! We can't wait to stay again! "
IDEAL LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

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

10.0 out of 10, Exceptional, (88)
"An awesome location and property for friends/family/groups to stay while taking in the history of Gettysburg. Michele was a great host so was very helpful with any questions we had while we were there! Highly recommend this house. "
Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

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

9.8 out of 10, Exceptional, (45)
"The house was lovely. Very clean and welcoming, Great location to spend a few days in Gettysburg but also get away from crowds. Would stay again! "
Visit our charming cottage this Spring. Enjoy the blooming flowers and scenery.

Beautiful private property in rural environment overlooking Ski Liberty.

9.6 out of 10, Exceptional, (54)
"Beautiful location. "
Beautiful private property in rural environment overlooking Ski Liberty.

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

9.0 out of 10, Wonderful, (27)
"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!

Sunlight 2BR townhouse w/ private parking in Downtown Frederick

9.2 out of 10, Wonderful, (20)
"The location was perfect for walking just about anywhere we needed to go! Two bedrooms were a plus for me, my husband, and his sister. The half bath downstairs was also appreciated!"
Sunlight 2BR townhouse w/ private parking in Downtown Frederick

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (143)
"Charming, nicely restored log home in a great location for downtown. We would definitely stay here again! "
Gorgeous 1840 Log Cabin- Downtown

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed this property. It is a beautiful cabin located directly on the Potomac river near Harpers Ferry. We would stay here again. It has everything you could possibly need for a quiet escape! "
The price is CA $139
CA $742 total
includes taxes & fees
Sep 4 - Sep 5
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

9.8 out of 10, Exceptional, (52)
"Stayed here on a recent visit to Gettysburg, traveling with our 10 year old granddaughter and our dog. There were so many nice touches and amenities, and the beds were very comfortable. Communicating with the owner was easy, and the owner went out of their way to be helpful and accomodating. We were pleasantly surprised at how well-stocked the kitchen was, and impressed with the collection of games and pet items. Great stay!"
The price is CA $200
CA $446 total
includes taxes & fees
Aug 31 - Sep 1
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
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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Top Smithsburg Hotel Reviews