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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (7 reviews)
The price is NZ$395
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 NZ$413
includes taxes & fees
19 Oct - 20 Oct
Rancher in Mont Alto
A storage unit with shelves holding dishes, jars, and containers.

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, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is NZ$580
includes taxes & fees
8 Oct - 9 Oct
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.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is NZ$462
includes taxes & fees
12 Oct - 13 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A stone pathway leading to a house with a statue in the foreground.

5. 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 NZ$4,079
includes taxes & fees
24 Oct - 25 Oct
Beautiful Mansion in the Country & Wedding Venue
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

6. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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 NZ$785
includes taxes & fees
25 Oct - 26 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 NZ$496
includes taxes & fees
12 Oct - 13 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

9. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (1 review)
"Cute little cabin. Perfect for our 1 night stay for a concert in the area. Im just sad we left the kids at home cause they would have loved it too!"
United States
Laura K.
The price is NZ$424
includes taxes & fees
6 Nov - 7 Nov
Cozy Downtown Cabin - Family Friendly
A spacious room with large windows, a ceiling fan, and a modern chair.

10. 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 NZ$1,110
includes taxes & fees
11 Oct - 12 Oct
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
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 NZ$766
includes taxes & fees
2 Nov - 3 Nov
New townhouse
A modern kitchen with grey cabinets, a central island, and pendant lighting.

12. 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 NZ$599
includes taxes & fees
7 Oct - 8 Oct
Luxury Condo In Downtown Frederick
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

13. 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, (114 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is NZ$293
includes taxes & fees
2 Nov - 3 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.

14. Walk to Attractions! Dtwn Gettysburg Townhome

Walk to Attractions! Dtwn Gettysburg Townhome
Gettysburg Historic District
The price is NZ$930
includes taxes & fees
19 Oct - 20 Oct
Walk to Attractions! Dtwn Gettysburg Townhome
A two-story house with a porch, a flag, and flower boxes.

15. 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, (74 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
The price is NZ$769
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.

16. 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 NZ$882
includes taxes & fees
11 Oct - 12 Oct
Newly constructed 6 bedroom home
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

17. 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, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is NZ$562
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A building with a porch, a flag, and a wooden fence.

18. 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 NZ$569
includes taxes & fees
1 Nov - 2 Nov
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
A window with a view of a grassy yard and trees.

19. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is NZ$561
includes taxes & fees
13 Oct - 14 Oct
Charming Shepherdstown Home - Walk to Downtown
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

20. 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 NZ$828
includes taxes & fees
18 Oct - 19 Oct
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
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

Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent
"Great stay! New hotel"
Gary 1-night trip
Posted 7 hours ago
Fairfield Inn & Suites by Marriott Hagerstown

Find out more about Smithsburg

Smithsburg Holiday Homes information

Number of reviews
916
Accommodation
220 Holiday Homes
Lowest Price
NZ$293
Highest Price
NZ$4,079