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Smithsburg Holiday Rentals

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Our top choices for Smithsburg holiday rentals

1. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (2 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is NZ$384
includes taxes & fees
26 Aug - 27 Aug
Bin There Treehouse - A Grain Bin treehouse!

2. Downtown Loft on Market Street-Great Location

Downtown Loft on Market Street-Great Location
Downtown Frederick
The price is NZ$232
includes taxes & fees
22 Sept - 23 Sept
Downtown Loft on Market Street-Great Location

3. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
The price is NZ$360
includes taxes & fees
30 Aug - 31 Aug
Cozy Downtown Cabin - Family Friendly

4. 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, (3 reviews)
"We felt just like this was our home, except with the great addition of two wonderful hosts, Denise and Mike! Checking in went very smoothly, Mike met us and was extremely helpful with parking our 20 foot cargo trailer and providing covered space for our can-am motorcycles. We really appreciated his help. This property is very quiet, clean and pet friendly (loads of green grass for dog walking). Parking is just out the front door, there was no traffic noise and we could hear a range of singing...
United States
Janis E.
The price is NZ$376
includes taxes & fees
2 Sept - 3 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (83 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is NZ$222
includes taxes & fees
31 Aug - 1 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

6. Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (341 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is NZ$405
includes taxes & fees
25 Aug - 26 Aug
Apple Blossom Cottage! HT Extra Cost

7. Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and just as described and shown in the pictures. "
United States
Kent Y.
Antietam Look Out - Incredible Sunset Views!

8. 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 NZ$395
includes taxes & fees
25 Aug - 26 Aug
Rancher in Mont Alto

9. 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)
"Check-in was super easy. Communication with the owners was quick and easy. There was one hiccup that came up and were very quick to resolve. The house itself is a great historic home. They have done a great job modernizing it. My only feedback would be to have more supplies in the kitchen to accommodate preparing foods like knives, cutting boards, trays, etc. But otherwise, very happy with our stay and the beautiful property, and it being dog friendly!"
United States
Rachel W.
The price is NZ$731
includes taxes & fees
25 Aug - 26 Aug
Rural & Historic Detour Escape w/ Horses On-Site!

10. 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.
Cozy, dog-friendly, downtown

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

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"I’m a little sad to go I had the best stay. So comfortable so quiet, great stay. I will definitely be back "
United States
Anonymous traveller
The price is NZ$350
includes taxes & fees
30 Aug - 31 Aug
Patty's Place - Private and Convenient Apartment near Downtown

12. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (96 reviews)
"Did a small girls night here and we had the best time! Out there and quiet for a get away and plenty to do inside for colder weather we loved the bookshelf full of board games and books and the piano to tinker around on! The gas fireplace kept the whole place cranking with heat no problems Definitely would stay here again!"
United States
Kandy T.
The price is NZ$541
includes taxes & fees
1 Sept - 2 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

13. 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 NZ$293
includes taxes & fees
25 Aug - 26 Aug
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

14. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (75 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is NZ$637
includes taxes & fees
31 Aug - 1 Sept
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

15. 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)
"It’s the perfect river cabin to stay at. It’s older home so layout is awkward but it has been renovated and was nice and clean and perfect for our trip. Nice open dining/kitchen and living areas!! Host is AMAZING! She is so responsive and so helpful. We will definitely be back to stay!! "
United States
Amber W.
The price is NZ$315
includes taxes & fees
25 Aug - 26 Aug
Bring Your Own Boat - Meticulously restored house on the Potomac River

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (11 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown

17. 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, (27 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 NZ$326
includes taxes & fees
25 Aug - 26 Aug
Galloping Getaway on the rolling hills of GemStone Stable

18. 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 NZ$415
includes taxes & fees
1 Sept - 2 Sept
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

19. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is NZ$723
includes taxes & fees
25 Aug - 26 Aug
Rural & Historic Detour Escape w/ Horses On-site!

20. 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 NZ$251
includes taxes & fees
1 Sept - 2 Sept
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
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

Find out more about Smithsburg

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Smithsburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Smithsburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Smithsburg. Seeing all the best attractions is bound to make you fall in love with Smithsburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Smithsburg short-term rentals, that won’t be hard to do.

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?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This holiday home rental outside of Smithsburg offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.