A waterfall cascading over rocks surrounded by lush greenery.

Smithsburg Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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
10.0 out of 10, Exceptional, (5 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is HK$1,264
HK$1,794 total
includes taxes & fees
25 Oct - 26 Oct
Bin There Treehouse - A Grain Bin treehouse!
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

2. 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, (20 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is HK$567
HK$1,449 total
includes taxes & fees
26 Oct - 27 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
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
10.0 out of 10, Exceptional, (8 reviews)
The price is HK$876
HK$1,752 total
includes taxes & fees
9 Nov - 10 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

4. Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Orrtanna
9.8 out of 10, Exceptional, (348 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is HK$981
HK$1,967 total
includes taxes & fees
5 Nov - 6 Nov
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Two beds with red and grey bedding, a wooden floor, and a small bedside table with a lamp.

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$499
HK$559 total
includes taxes & fees
11 Nov - 12 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, (116 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$667
HK$1,656 total
includes taxes & fees
26 Oct - 27 Oct
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$838 total
includes taxes & fees
1 Nov - 2 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

8. 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$589
HK$1,747 total
includes taxes & fees
22 Oct - 23 Oct
Cozy, dog-friendly, downtown
A storefront with a large glass window, a wooden door, and a brick sidewalk.

9. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (14 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A modern apartment with a living room, kitchen, and dining area.

10. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is HK$699
HK$1,880 total
includes taxes & fees
22 Oct - 23 Oct
Pet-friendly, heart of downtown
A cozy attic bedroom with a skylight, a wicker chair, a round table, and a bed with a headboard.

11. 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$2,621 total
includes taxes & fees
25 Oct - 26 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

12. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is HK$989
HK$2,027 total
includes taxes & fees
22 Oct - 23 Oct
Rancher in Mont Alto
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

13. Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (33 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is HK$981
HK$1,511 total
includes taxes & fees
22 Oct - 23 Oct
Galloping Getaway on the rolling hills of GemStone Stable
A standard white toilet with a paper towel holder and a towel rack on the wall.

14. 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$499
HK$559 total
includes taxes & fees
1 Nov - 2 Nov
Cozy 2-bed ADA Room | Free Parking
A hotel room with two beds, a small bathroom, and a window.

15. 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$499
HK$559 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 2-Bed Queen | Free Parking
A living room with a dining table, chairs, a sofa, and a television.

16. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is HK$942
HK$1,738 total
includes taxes & fees
27 Oct - 28 Oct
Quaint Mini Cottage in Shepherdstown - Walking Distance
A hotel room with two beds, a desk, and a chair.

17. 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$499
HK$559 total
includes taxes & fees
1 Nov - 2 Nov
Clean 2-bed Queen | Free Parking
A fenced parking area with a building in the background.

18. 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$560
HK$627 total
includes taxes & fees
1 Nov - 2 Nov
Spacious King Bed | Free Parking
A hotel room with a bed, a desk with a computer, a TV, a telephone, and a trash bin.

19. 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$560
HK$627 total
includes taxes & fees
1 Nov - 2 Nov
Cozy King Bed | Free Wifi & Parking
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

20. 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)
"Perfect little house in a great historic location."
United States
Donald K.
The price is HK$981
HK$2,254 total
includes taxes & fees
25 Oct - 26 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
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

Country Inn & Suites by Radisson, Chambersburg, PA

Country Inn & Suites by Radisson, Chambersburg, PA

10/10 Excellent
"Fun to stay for a fast break."
Allan 1-night trip
Posted 13 hours ago
Country Inn & Suites by Radisson, Chambersburg, PA

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.