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Our top choices for Smithsburg holiday homes

1. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (11 reviews)
"I cannot say enough about the wonderful time we had staying at Denise & Mike's lovely cottage. They went above and beyond to make sure our family gathering was perfect...and it truly was. Sitting on the front porch sharing coffee in the a.m. and wine in the evening. Board games, chats and laughter until our bellies ached. Our family spent our much needed reunion sharing long overdue times making more wonderful memories. Upon arrival we found the property even more special than we imagined from...
United States
Julianne L.
The price is HK$868
HK$1,892 total
includes taxes & fees
11 Nov - 12 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

2. Beautiful Mansion in the Country & Wedding Venue

Beautiful Mansion in the Country & Wedding Venue
Waynesboro
9.8 out of 10, Exceptional, (9 reviews)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is HK$8,725
HK$18,539 total
includes taxes & fees
11 Nov - 12 Nov
Beautiful Mansion in the Country & Wedding Venue

3. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Cute place with a lot of character. Host was very responsive. We enjoyed our sray."
United States
Dawn V.
The price is HK$1,173
HK$2,477 total
includes taxes & fees
15 Nov - 16 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (162 reviews)
"Great little spot!"
United States
Shelby W.
The price is HK$980
HK$2,285 total
includes taxes & fees
15 Nov - 16 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown

5. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay"
United States
Austin B.
The price is HK$988
HK$1,926 total
includes taxes & fees
11 Nov - 12 Nov
Rancher in Mont Alto

6. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is HK$949
HK$3,283 total
includes taxes & fees
19 Nov - 20 Nov
Rural & Historic Detour Escape w/ Horses On-Site!

7. Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!

Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!
Gettysburg Historic District
10.0 out of 10, Exceptional, (79 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
The price is HK$941
HK$3,253 total
includes taxes & fees
29 Nov - 30 Nov
Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!

8. Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Orrtanna
10.0 out of 10, Exceptional, (121 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is HK$875
HK$1,071 total
includes taxes & fees
16 Nov - 17 Nov
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (148 reviews)
"Great location. Amenities were perfect for a little bit of an extended stay. Definitely will come back in the future"
United States
Dave T.
The price is HK$784
HK$1,970 total
includes taxes & fees
12 Nov - 13 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (75 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is HK$667
HK$1,879 total
includes taxes & fees
11 Nov - 12 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

11. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is HK$1,490
HK$1,712 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Downtown Cabin - Family Friendly

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

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Awesome place."
United States
Holly J.
The price is HK$3,136
HK$4,691 total
includes taxes & fees
22 Nov - 23 Nov
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

13. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (13 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is HK$1,362
HK$3,140 total
includes taxes & fees
16 Nov - 17 Nov
New townhouse

14. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (102 reviews)
"Very convenient location with parking. Prompt communication with owner. However it needs a good deep clean. My towels were used and muddy like the workmen fixing the deck had just showered there. But I would stay there again if necessary."
United States
Jessica
The price is HK$1,221
HK$2,575 total
includes taxes & fees
16 Nov - 17 Nov
Luxury Condo In Downtown Frederick

15. Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Orrtanna
9.8 out of 10, Exceptional, (18 reviews)
"Just perfect, love this place definitely coming back when I stay in Pennsylvania"
United States
William G.
The price is HK$1,203
HK$2,389 total
includes taxes & fees
15 Nov - 16 Nov
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

16. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"I was surprised to see how dilapidated the decking around the house was. I was concerned we might trip or fall through. The location was ideal for bicycling and fishing . The backyard was beautiful with the most prettiest flowers and trees."
United States
Susie R.
The price is HK$1,503
HK$3,281 total
includes taxes & fees
30 Nov - 1 Dec
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

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

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Orrtanna
9.8 out of 10, Exceptional, (61 reviews)
"Our host was prompt on questions and the house was clean and cute. Our family was able to relax and enjoy the property while on vacation"
United States
Ash Lee S.
The price is HK$1,341
HK$2,646 total
includes taxes & fees
16 Nov - 17 Nov
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

18. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveller
The price is HK$983
HK$1,743 total
includes taxes & fees
17 Nov - 18 Nov
Dog-Friendly | Hiking| Tubing near Harpers Ferry

19. Relax near Gettysburg ski/wineries/fire pit!

Relax near Gettysburg ski/wineries/fire pit!
Orrtanna
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful property, very cozy!"
United States
Lisa G.
The price is HK$1,765
HK$3,428 total
includes taxes & fees
11 Nov - 12 Nov
Relax near Gettysburg ski/wineries/fire pit!

20. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is HK$1,670
HK$3,698 total
includes taxes & fees
12 Nov - 13 Nov
Newly constructed 6 bedroom 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.
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Top Smithsburg Hotel Reviews

Find out more about Smithsburg

Smithsburg Vacation Homes information

Number of reviews
958
Accommodation
178 Vacation Homes
Lowest Price
HK$1,071
Highest Price
HK$18,539

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