A waterfall cascading over rocks surrounded by lush greenery.

Smithsburg Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Smithsburg holiday rentals

A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

1. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
9.8 out of 10, Exceptional, (6 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is HK$1,137
HK$1,575 total
includes taxes & fees
2 Nov - 3 Nov
Bin There Treehouse - A Grain Bin treehouse!
A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

2. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (110 reviews)
"This was our 4th stay and enjoyed every one!"
United States
Anonymous traveller
The price is HK$816
HK$1,993 total
includes taxes & fees
9 Nov - 10 Nov
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

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

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
9.8 out of 10, Exceptional, (10 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$861
HK$1,662 total
includes taxes & fees
9 Nov - 10 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

4. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (21 reviews)
"The host is super friendly and responsive. The unit is very clean and worked great for our needs. The location is close to Gettysburg, but allowed us to get out of town a bit, and into the beautiful countryside."
United States
Jeff D.
The price is HK$567
HK$1,426 total
includes taxes & fees
4 Nov - 5 Nov
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

5. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Bed firm yet cozy providing restful support during our stay of one night."
United States
Anonymous traveller
The price is HK$495
HK$555 total
includes taxes & fees
29 Nov - 30 Nov
Bright 2-Bed ADA Room|Free Parking
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

6. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (117 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
The price is HK$706
HK$1,713 total
includes taxes & fees
2 Nov - 3 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

7. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is HK$325
HK$771 total
includes taxes & fees
8 Nov - 9 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
A wooden cabin with a patio area, outdoor seating, and a fire pit.

8. 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)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is HK$1,174
HK$2,379 total
includes taxes & fees
2 Nov - 3 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

9. Cozy 2-bed ADA Room | Free Parking

Cozy 2-bed ADA Room | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Convenient parking spot near entrance added ease to arrivals and departures every day of our trip!"
United States
Anonymous traveller
The price is HK$495
HK$555 total
includes taxes & fees
29 Nov - 30 Nov
Cozy 2-bed ADA Room | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

10. Spacious 2-Bed Queen | Free Parking

Spacious 2-Bed Queen | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Quiet place with comfy beds. Not too fancy but better than some cheaper options nearby."
United States
Anonymous traveller
The price is HK$495
HK$555 total
includes taxes & fees
30 Nov - 1 Dec
Spacious 2-Bed Queen | Free Parking
A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

11. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (18 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is HK$651
HK$1,829 total
includes taxes & fees
8 Nov - 9 Nov
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

12. Spacious King Bed | Free Parking

Spacious King Bed | Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Checking in took no time, plus blackout curtains provided just the right setting for sleeping soundly at night."
United States
Anonymous traveller
The price is HK$556
HK$623 total
includes taxes & fees
30 Nov - 1 Dec
Spacious King Bed | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

13. Clean 2-bed Queen | Free Parking

Clean 2-bed Queen | Free Parking
Hagerstown
8.8 out of 10, Excellent, (3 reviews)
"We liked how the double bed felt solid but soft enough for a restful night's sleep together after long drives each day"
United States
Anonymous traveller
The price is HK$495
HK$555 total
includes taxes & fees
29 Nov - 30 Nov
Clean 2-bed Queen | Free Parking
A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

14. Cozy King Bed | Free Wifi & Parking

Cozy King Bed | Free Wifi & Parking
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Having both a fridge and microwave right in the room turned out very useful!"
United States
Anonymous traveller
The price is HK$556
HK$623 total
includes taxes & fees
30 Nov - 1 Dec
Cozy King Bed | Free Wifi & Parking
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

15. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
The price is HK$596
HK$1,763 total
includes taxes & fees
3 Nov - 4 Nov
Cozy, dog-friendly, downtown
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (160 reviews)
"Great little spot!"
United States
Shelby W.
The price is HK$745
HK$2,029 total
includes taxes & fees
3 Nov - 4 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown
A stone pathway leading to a house with a statue in the foreground.

17. 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$8,727
HK$18,544 total
includes taxes & fees
1 Nov - 2 Nov
Beautiful Mansion in the Country & Wedding Venue
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

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

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
The price is HK$1,467
HK$3,524 total
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

19. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is HK$588
HK$1,198 total
includes taxes & fees
1 Nov - 2 Nov
Bring Your Own Boat - Meticulously restored house on the Potomac River
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

20. 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 HK$1,122
HK$3,271 total
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
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

Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

10/10 Excellent
"Hotel is always clean and our room always smells fresh and clean. Gaby, who checked us in, is always fabulous. She is very friendly and helpful."
Donald 4-night trip
Posted 8 hours ago
Days Inn by Wyndham Gettysburg

Find out more about Smithsburg

Search for holiday rentals in Smithsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Smithsburg using one of the methods below:

  • View our selection of featured holiday rentals in Smithsburg
  • Use the map to find apartments and other holiday homes in the Smithsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Smithsburg while they last

Look no further and take a look at our great range of rental properties in Smithsburg!

Frequently asked questions

Can I find a holiday rental in Smithsburg?

Yes, there are holiday rentals close to the most popular sights in Smithsburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Smithsburg has to offer?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This holiday home rental outside of Smithsburg offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Smithsburg?

Choose from 4 Expedia holiday rentals in Smithsburg for a memorable holiday.

What can I see and do in Smithsburg?

Explore the area and family-friendly sights such as Catoctin Wildlife Preserve and Zoo, or get out into nature at a spot like Pen Mar Park. Cunningham Falls State Park and South Mountain State Park are other places to visit while you're in town.

What are holiday rentals like in Smithsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Smithsburg. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.