A waterfall cascading over rocks surrounded by lush greenery.

Holiday Homes in Smithsburg

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Smithsburg holiday homes

A bathroom with a towel rack, a mirror, a sink, and a potted plant.

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, (8 reviews)
The price is AU$324
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

2. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is AU$346
includes taxes & fees
19 Oct - 20 Oct
Rancher in Mont Alto
A stone pathway leading to a house with a statue in the foreground.

3. 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 AU$3,288
includes taxes & fees
24 Oct - 25 Oct
Beautiful Mansion in the Country & Wedding Venue
A square fire pit with a brick base, surrounded by outdoor furniture including a sofa and chairs.

4. 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, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AU$469
includes taxes & fees
1 Nov - 2 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (158 reviews)
"Perfect little house in a great historic location."
United States
Donald K.
The price is AU$441
includes taxes & fees
19 Oct - 20 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

6. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
The price is AU$638
includes taxes & fees
20 Oct - 21 Oct
Large Family Home: 5 Mi to Dtwn Hagerstown!
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

7. 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 AU$619
includes taxes & fees
19 Oct - 20 Oct
Rural & Historic Detour Escape w/ Horses On-Site!
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

8. 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, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AU$438
includes taxes & fees
18 Oct - 19 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

9. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
9.0 out of 10, Wonderful, (4 reviews)
"My friends and I had a wonderful time here for Labor Day! Quiet and a great location for all sorts of activities."
United States
Nick W.
The price is AU$460
includes taxes & fees
22 Oct - 23 Oct
Antietam House Historic Sharpsburg Retreat
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

10. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is AU$361
includes taxes & fees
14 Oct - 15 Oct
Cozy Downtown Cabin - Family Friendly
A brick building with a waterfall feature in front.

11. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 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 AU$606
includes taxes & fees
20 Oct - 21 Oct
New townhouse
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

12. 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, (117 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is AU$223
includes taxes & fees
10 Nov - 11 Nov
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
A compact kitchen with wooden cabinets, a stainless steel range, a microwave, and a coffee maker.

13. Walk to Attractions! Dtwn Gettysburg Townhome

Walk to Attractions! Dtwn Gettysburg Townhome
Gettysburg Historic District
8.0 out of 10, Very good, (1 review)
"The place was spotless and very clean. It is a newly renovated property and I think the owners are still adding to it. Plenty of room. Very easy walk to downtown and the shops/restaurants. No regrets in staying there."
United States
Richard W.
The price is AU$751
includes taxes & fees
14 Oct - 15 Oct
Walk to Attractions! Dtwn Gettysburg Townhome
A spacious room with large windows, a ceiling fan, and a modern chair.

14. 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 AU$875
includes taxes & fees
14 Oct - 15 Oct
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

15. Inns of Whitetail #108

Inns of Whitetail #108
Mercersburg
6.0 out of 10, (2 reviews)
"Absolutely amazing ! Very clean and Check in was super easy . "
United States
Tiffany B.
The price is AU$345
includes taxes & fees
14 Oct - 15 Oct
Inns of Whitetail #108
A modern kitchen with grey cabinets, a central island, and pendant lighting.

16. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is AU$494
includes taxes & fees
28 Oct - 29 Oct
Luxury Condo In Downtown Frederick
A backyard with a fire pit, outdoor seating, a barbecue area, and a covered patio.

17. 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 AU$336
includes taxes & fees
18 Oct - 19 Oct
Dog-Friendly | Hiking| Tubing near Harpers Ferry
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

18. 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, (142 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is AU$441
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A two-story house with a porch, a flag, and flower boxes.

19. 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, (75 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
The price is AU$611
includes taxes & fees
3 Nov - 4 Nov
Stratton House-Unique Historic District Home-Backs to Culp's Hill-Ski Liberty!
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

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 AU$695
includes taxes & fees
22 Oct - 23 Oct
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

Hotel Gettysburg

Hotel Gettysburg

10/10 Excellent
"The staff was helpful and the room was really nice. The location is great if you want to be downtown. I was doing some continuing education and it allowed me to walk to my conferences."
Amy 1-night trip
Posted 9 hours ago
Hotel Gettysburg

Find out more about Smithsburg

Smithsburg Holiday Homes information

Number of reviews
814
Accommodation
220 Holiday Homes
Lowest Price
AU$223
Highest Price
AU$3,288