Photo by Willow Rock

Search Vacation Homes in Smithsburg

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 183 Vacation Homes in Smithsburg with updated reviews, rates, and availability.

1852 Historic Stone home

10.0 out of 10, Exceptional, (109)
"Property was very clean. Location is walkong distance to shops, restaurants, and part of the Gettysburg Park. Neighborhood was quiet. Perfect for my husband's birthday trip with our dog!Would definetly recommend to friends heading to the area!"
The price is AED 1,083
AED 2,015 total
includes taxes & fees
3 Feb - 4 Feb
1852 Historic Stone home

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (125)
"This cabin was easy to find, with off-street parking, and near the beautiful downtown area. I travelled with individuals with disabilities and found the spacious layout very accommodating to our needs. The bathrooms, common room, kitchen, and bedrooms gave it the cabin vibe, were comfortable, and had everything we could possibly need. The host was available for any feedback and I would highly recommend this location for families or friends looking to stay in Frederick. "
Gorgeous 1840 Log Cabin- Downtown

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

9.8 out of 10, Exceptional, (89)
"This was a perfect clean comfortable place to stay while exploring the Harper's Ferry area. Hosts Scott and Margie are friendly and welcoming"
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Homey 'Ridgetop Retreat' - Walk to Hiking & Biking

10.0 out of 10, Exceptional, (13)
"We stayed here with two adults and three kids. Easy proximity to Whitetail. The place is exactly as advertised and host was responsive and helpful"
Homey 'Ridgetop Retreat' - Walk to Hiking & Biking

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

10.0 out of 10, Exceptional, (153)
"The Culp House did not disappoint. We all felt very much at home and cozy. Clean, spacious and comfortable. We stayed off season so it was too cold to sit outside, but great outdoor space for warmer months. Five minute walk to town square with restaurants and shops. If you plan to cook be prepared to bring some basics like spices, plastic wrap, etc. We highly recommend staying here. "
Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

*Luxury Condo In Downtown Frederick*

9.2 out of 10, Wonderful, (50)
"Very comfortable stay - lovely finishes in bathrooms and kitchen."
The price is AED 375
AED 884 total
includes taxes & fees
3 Feb - 4 Feb
*Luxury Condo In Downtown Frederick*

*In The Heart Of Antietam*

9.6 out of 10, Exceptional, (81)
"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 civil war home and estate in Gettysburg you can rent privately.

9.2 out of 10, Wonderful, (27)
"We had such a fun trip! Historic Rainworth Lodge was a cozy and convenient spot to rest after exploring the town and battlefields. Daniel was so accommodating and responded immediately to any questions we had. We enjoyed our time in the house and felt very comfortable. It was interesting to learn about the history of the place as well! "
The price is AED 1,285
AED 1,622 total
includes taxes & fees
3 Feb - 4 Feb
Historic civil war home and estate in Gettysburg you can rent privately.

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
9 Feb - 10 Feb
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (30)
"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!

Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry

9.8 out of 10, Exceptional, (18)
"Craig was very responsive. The house had everything we needed, plus some nice extras (like the ping pong table and hot tub). If you need a house with a few bedrooms near Harpers Ferry, this is a great option. "
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry

Historic downtown-groups&families! Gathering spaces all 3 levels-ADA accessible!

10.0 out of 10, Exceptional, (50)
"The home is lovely and exactly as described. The hosts have thought of everything - from a wonderful coffee bar, to providing water and toiletries. The kitchen is well appointed and beds extremely comfortable. We loved it!!"
Historic downtown-groups&families! Gathering spaces all 3 levels-ADA accessible!

Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill

9.8 out of 10, Exceptional, (40)
"We enjoyed our stay for the Christmas weekend! Home in great location, easy access. Clean and comfortable."
Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill

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

7.0 out of 10, Good, (7)
"This property met our needs beautifully. We will stay here again if we come back to the area, for sure"
The price is AED 360
AED 736 total
includes taxes & fees
4 Feb - 5 Feb
Private, Relaxing, quite, 3 Bedroom Unit, sleeps 6 to 8 people

Modern Spacious House With Spectacular Views

10.0 out of 10, Exceptional, (66)
"Our stay was pleasant. The place was roomy and all amenities needed. The views were wonderful. Our only gripe is that the owners live downstairs and you can hear talking, movies/music etc so wouldnt recommend if you are seeking complete privacy. A lady that was looking for a women called Jane actually walked right in to our rented home. We thought that was a bit forward and shocked that she thought it was okay to just walk in without even a knock. But thats not the owners fault, just poor...
Modern Spacious House With Spectacular Views

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (77)
"The "train depot" is very comfortable, clean, and well designed. It is spacious, allowing us to celebrate our son's birthday with immediate family. The owner has done a great job managing the property and communicates well. We hope to stay there again on our next visit to Frederick."
“The Train Depot” 2nd oldest in the US

The Madison

10.0 out of 10, Exceptional, (28)
"The house was clean and well appointed. Had everything we needed. It had snowed prior to our arrival which made the on street parking a little messy at times. It was also freezing cold so we ended up taking a car most places but it appeared walking to many downtown places would have been nice if weather had permitted. The beds and linens were very nice. The only issue was that they had a problem with the downstairs bathroom that could not be corrected before our arrival. They notified us just...
The Madison

The Manor at Open Range Stables

2.0 star property
9.6 out of 10, Exceptional, (4)
"Beautiful home on a beautiful property! We loved how quiet and remote it was yet only a short drive to Gettysburg. Great place to stay with friends and kid-friendly. "
The Manor at Open Range Stables

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 1,469
AED 2,307 total
includes taxes & fees
3 Feb - 4 Feb
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

The Peaceful Nest

10.0 out of 10, Exceptional, (1)
"I’ve been a frequent traveler for over 50yrs(25 of which was spent in the military). This weekend I brought my wife, four (of seven) kids and two (of five) grand kids skiing and snow tubing. I’ve camped in this area several times, but we have never tried the slopes before. The entire experience could not have been better. The house was very large and easily accommodated our needs. It was full of all the amenities as listed and was excellently located just minutes from Liberty Mountain Resort. My...
The price is AED 790
AED 1,577 total
includes taxes & fees
3 Feb - 4 Feb
The Peaceful Nest
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.
Don't see what you're looking for?
See all available properties in Smithsburg
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Smithsburg

*Modern Condo In Downtown Frederick*

9.4 out of 10, Exceptional, (45)
"We will likely stay here again as it was a great deal for the space and location. It’s nice that they provide everything needed for a short term stay, you can tell there’s a lot of thought put into this place. Beds were pretty comfortable. Not really a complaint but just fyi that you can hear every step of whoever is staying upstairs. Our baby was able to sleep through it with his sound machine. "
The price is AED 386
AED 895 total
includes taxes & fees
3 Feb - 4 Feb
*Modern Condo In Downtown Frederick*

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (51)
"It was a cozy little tiny house located right on the river. I came in January and it was about 15 degrees outside so I did not get to use the outdoor shower or grill. I was able to enjoy the view of the river from the tiny house and walk outside on the road (not too many cars). If it was any warmer I would have built a fire and sat outside closer to the river. I would love to come back and stay when it was warmer to enjoy the outdoor more. Perfect retreat to reset. Very close to a nearby college...
The price is AED 162
AED 403 total
includes taxes & fees
10 Feb - 11 Feb
❤️ Secluded 1940s Romantic Tiny House on the River

1852 Historic Stone home

10.0 out of 10, Exceptional, (109)
"Property was very clean. Location is walkong distance to shops, restaurants, and part of the Gettysburg Park. Neighborhood was quiet. Perfect for my husband's birthday trip with our dog!Would definetly recommend to friends heading to the area!"
The price is AED 1,083
AED 2,015 total
includes taxes & fees
3 Feb - 4 Feb
1852 Historic Stone home
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.