A waterfall cascading over rocks surrounded by lush greenery.

Holiday Homes in Smithsburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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, (4 reviews)
"The house was adorable, the personalized touches, snack basket and welcome note were awesome and made our day. The host was very nice and welcoming. We had a wonderful time."
United States
Bill C.
The price is AU$325
includes taxes & fees
2 Sept - 3 Sept
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, (12 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is AU$331
includes taxes & fees
9 Sept - 10 Sept
Rancher in Mont Alto
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (6 reviews)
"We had a great time. It is an older house but wonderful. It is in the country with lots of green fields surrounding it. The porch with the rockers was my favorite place to be when we weren’t site seeing, It was so peaceful. I would definitely stay here again."
United States
Charla H.
The price is AU$599
includes taxes & fees
2 Sept - 3 Sept
Rural & Historic Detour Escape w/ Horses On-Site!
A nighttime forest path lit by string lights.

4. 5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (50 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
The price is AU$361
includes taxes & fees
1 Sept - 2 Sept
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
A two-story house with a porch, stone foundation, and a flag.

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

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.6 out of 10, Exceptional, (210 reviews)
"Great place, pet friendly. "
United States
Doug P.
The price is AU$246
includes taxes & fees
21 Sept - 22 Sept
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (154 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is AU$359
includes taxes & fees
30 Aug - 31 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown
A stone pathway leading to a house with a statue in the foreground.

7. 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$3,224
includes taxes & fees
9 Sept - 10 Sept
Beautiful Mansion in the Country & Wedding Venue
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

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, (109 reviews)
"Super clean, beautiful surroundings, gracious host"
United States
Danny S.
The price is AU$212
includes taxes & fees
9 Sept - 10 Sept
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.

9. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
The price is AU$392
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown
A modern kitchen with grey cabinets, a central island, and pendant lighting.

10. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"The host and property was everything we needed."
United States
Christopher D.
The price is AU$541
includes taxes & fees
31 Aug - 1 Sept
Luxury Condo In Downtown Frederick
A park with a pond, a bridge, and a church in the background.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (134 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveller
The price is AU$404
includes taxes & fees
30 Aug - 31 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A spacious room with large windows, a ceiling fan, and a modern chair.

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)
"Everything was great!"
United States
Corey G.
The price is AU$857
includes taxes & fees
8 Sept - 9 Sept
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

13. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
The price is AU$301
includes taxes & fees
27 Sept - 28 Sept
Cozy Downtown Cabin - Family Friendly
A hallway with wooden flooring, a staircase, a door with a white frame, a lamp on a small table, and a wall-mounted mirror.

14. Antietam House Historic Sharpsburg Retreat

Antietam House Historic Sharpsburg Retreat
Sharpsburg
8.8 out of 10, Excellent, (3 reviews)
"The house is a perfect spot for walking to the battlefield"
United States
Karen
Antietam House Historic Sharpsburg Retreat
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

15. 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, (72 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AU$360
includes taxes & fees
30 Aug - 31 Aug
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A modern kitchen with wooden accents, a central island, and bar stools.

16. Beautiful rustic/newly renovated Home near Gettysburg, PA

Beautiful rustic/newly renovated Home near Gettysburg, PA
Orrtanna
10.0 out of 10, Exceptional, (49 reviews)
"We loved our stay. Perfect location near Gettysburg.kids loved this place."
United States
Jason B.
The price is AU$557
includes taxes & fees
9 Sept - 10 Sept
Beautiful rustic/newly renovated Home near Gettysburg, PA

17. 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)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is AU$637
includes taxes & fees
21 Sept - 22 Sept
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

18. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (20 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$692
includes taxes & fees
1 Sept - 2 Sept
Newly constructed 6 bedroom home
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

19. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (16 reviews)
"Great location for the Spring Festival. The beds were very comfortable. Kitchen was well equipped ."
United States
Renee W.
The price is AU$610
includes taxes & fees
27 Sept - 28 Sept
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

20. 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$306
includes taxes & fees
10 Sept - 11 Sept
Inns of Whitetail #108
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smithsburg Hotel Reviews

La Quinta Inn & Suites by Wyndham Chambersburg

La Quinta Inn & Suites by Wyndham Chambersburg

10/10 Excellent
"I stay here several times a year. The property is consistently clean. You can tell they care and put forth an effort to keep it that way. I think the beds and sofa are comfortable, a place to unwind at the end of the day. The staff has always been friendly and helpful. Breakfast is a typical hotel continental breakfast…not great but certainly adequate. I never go away hungry even with my dietary restrictions."
Tamela 1-night trip
Posted 4 hours ago
La Quinta Inn & Suites by Wyndham Chambersburg

Find out more about Smithsburg

Smithsburg Holiday Homes information

Number of reviews
1,085
Accommodation
223 Holiday Homes
Lowest Price
AU$212
Highest Price
AU$3,224