Smithsburg Vacation Rentals

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Our top choices for Smithsburg vacation rentals

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (71 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is CA $54
CA $142 total
includes taxes & fees
Feb 23 - Feb 24
❤️ Secluded 1940s Romantic Tiny House on the River

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is CA $78
CA $257 total
includes taxes & fees
Feb 17 - Feb 18
Pet-friendly, heart of downtown

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, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is CA $89
CA $285 total
includes taxes & fees
Feb 18 - Feb 19
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (28 reviews)
"Clean, great location, friendly owner"
United States
Christian M.
The price is CA $81
CA $259 total
includes taxes & fees
Feb 18 - Feb 19
Cozy, dog-friendly, downtown

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, (111 reviews)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is CA $108
CA $269 total
includes taxes & fees
Feb 18 - Feb 19
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (7 reviews)
"Host was very responsive before and during my stay. Apartment is beautifully appointed and has all the amenities you need for a great weekend stay!!"
United States
lizbeth g.
The price is CA $105
CA $288 total
includes taxes & fees
Mar 4 - Mar 5
Huge 1br apt, baby-friendly, dogs, walkable downtown

Carroll Valley Retreat | King Deluxe + Pool & Golf

Carroll Valley Retreat | King Deluxe + Pool & Golf
Carroll Valley
10.0 out of 10, Exceptional, (1 review)
"It is a nice place"
Canada
Adam K.
The price is CA $250
CA $315 total
includes taxes & fees
Mar 11 - Mar 12
Carroll Valley Retreat | King Deluxe + Pool & Golf

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (142 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is CA $136
CA $343 total
includes taxes & fees
Feb 16 - Feb 17
Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy Apartment Near Gettysburg & Chambersburg

Cozy Apartment Near Gettysburg & Chambersburg
Fayetteville
The price is CA $54
CA $127 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Apartment Near Gettysburg & Chambersburg

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is CA $102
CA $219 total
includes taxes & fees
Feb 18 - Feb 19
Bring Your Own Boat - Meticulously restored house on the Potomac River

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11 reviews)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
The price is CA $109
CA $230 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Pine Tree Nest

Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay. The place has perfect and the location was close to everything downtown. The host was great. Will definitely stay there again."
United States
Patrick H.
The price is CA $133
CA $323 total
includes taxes & fees
Feb 17 - Feb 18
Chic, pets, walk to downtown

Cozy 2 bedroom apartment in downtown Gettysburg with off street parking

Cozy 2 bedroom apartment in downtown Gettysburg with off street parking
Gettysburg Historic District
10.0 out of 10, Exceptional, (1 review)
"Brand new everything! Beautiful and well stocked. So comfortable. Great couch and TV for a break from freezing weather. Easy walk to town. Our daughter goes to the college and this is super close to the campus. Easy parking which is hard to find too. And dog friendly! Thank you for a great stay. "
United States
Marisa B.
The price is CA $170
CA $469 total
includes taxes & fees
Feb 18 - Feb 19
Cozy 2 bedroom apartment in downtown Gettysburg with off street parking

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is CA $157
CA $354 total
includes taxes & fees
Feb 16 - Feb 17
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

*Modern Condo In Downtown Frederick*

*Modern Condo In Downtown Frederick*
Downtown Frederick
9.2 out of 10, Wonderful, (78 reviews)
"Great location and has exactly what you need to enjoy a stay in downtown Frederick!"
United States
Amy R.
The price is CA $142
CA $361 total
includes taxes & fees
Feb 16 - Feb 17
*Modern Condo In Downtown Frederick*

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
Hedgesville
7.4 out of 10, Good, (3 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
The price is CA $94
CA $149 total
includes taxes & fees
Mar 4 - Mar 5
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81

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, (37 reviews)
"Everything was very clean and tidy, and very bright. The beds were extremely comfortable. Location was perfect and we really enjoyed having the backyard with a hot tub and a fire pit very relaxing."
United States
Donna C.
The price is CA $149
CA $361 total
includes taxes & fees
Mar 4 - Mar 5
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (34 reviews)
"Mountain mama is organized and accessible throughout the stay. House was clean and comfortable with lively views. "
United States
Dennis W.
The price is CA $136
CA $483 total
includes taxes & fees
Feb 16 - Feb 17
Antietam Look Out - Incredible Sunset Views!

Walkable Downtown Loft - 9 Min Walk To Carroll Creek With Two Parking Spots

Walkable Downtown Loft - 9 Min Walk To Carroll Creek With Two Parking Spots
Frederick
10.0 out of 10, Exceptional, (3 reviews)
"Clean, adorably decorated. Even the pull out bed was comfortable. So close to downtown Frederick. Great communication with the owners. "
United States
Jodi C.
The price is CA $172
CA $404 total
includes taxes & fees
Mar 10 - Mar 11
Walkable Downtown Loft - 9 Min Walk To Carroll Creek With Two Parking Spots

Lily Pad - Tiny Home at Mane & Co. / Free Parking

Lily Pad - Tiny Home at Mane & Co. / Free Parking
Chambersburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $148
CA $311 total
includes taxes & fees
Feb 15 - Feb 16
Lily Pad - Tiny Home at Mane & Co. / Free Parking
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Smithsburg?

Yes, we offer vacation rentals close to the most popular sights in Smithsburg, or you can select a more secluded option if you're looking for relaxation.

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

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: You might want to consider this vacation home rental near Smithsburg, which offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Smithsburg?

Choose from 3 Expedia vacation rentals in Smithsburg for a memorable vacation.

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 Hagerstown Edgemont Reservoir are other places to visit while you're in town.

What are vacation rentals like in Smithsburg?

Vacation rentals are private properties you can reserve for a short or long stay in Smithsburg. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.