Photo by Willow Rock

Smithsburg Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Smithsburg vacation rentals

Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (65)
"We truly loved this location and definitely will be back!"
United States
Astrid
$96 nightly
The price is $106
Dec 17 - Dec 18
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Game room
Bring Your Own Boat - Meticulously restored house on the Potomac River

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)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
$145 nightly
The price is $161
Dec 11 - Dec 12
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

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, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
$165 nightly
The price is $175
Dec 11 - Dec 12
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Fridge, microwave, oven, stovetop
Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
$184 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Cozy, dog-friendly, downtown
Smart TV
Pet-friendly, heart of downtown

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (6)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
$179 nightly
The price is $190
Dec 16 - Dec 17
Total with taxes and fees
Pet-friendly, heart of downtown
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
$251 nightly
The price is $266
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Pine Tree Nest

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
$171 nightly
The price is $181
Dec 29 - Dec 30
Total with taxes and fees
Cozy Pine Tree Nest
Property grounds
Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
9.8 out of 10, Exceptional, (18)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
$131 nightly
The price is $138
Dec 15 - Dec 16
Total with taxes and fees
Birch Cabin at Hunting Creek Hideaway
Fridge, microwave, oven, stovetop
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

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
$265 nightly
The price is $281
Dec 17 - Dec 18
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
$265 nightly
The price is $281
Dec 14 - Dec 15
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
Dining
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

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, (65)
"Great stay! We would book again. "
United States
Sam F.
$459 nightly
The price is $510
Dec 21 - Dec 22
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds
Lily Pad - Tiny Home at Mane & Co. / Free Parking

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

Lily Pad - Tiny Home at Mane & Co. / Free Parking
2.0 star property
Chambersburg
10.0 out of 10, Exceptional, (1)
$204 nightly
The price is $225
Dec 11 - Dec 12
Total with taxes and fees
Lily Pad - Tiny Home at Mane & Co. / Free Parking
Interior
Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!

Antietam Look Out - Incredible Sunset Views!
Keedysville
9.8 out of 10, Exceptional, (34)
"The property was perfect for our family. It was well equipped with all the kitchen necessities. plenty of space, bedrooms, and bathrooms to accommodate 7 adults and a 1 yr old. Great location for seeing sites. "
United States
Barbara B.
$393 nightly
The price is $437
Dec 14 - Dec 15
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
Smart TV
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*
Downtown Frederick
9.0 out of 10, Wonderful, (71)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
$245 nightly
The price is $260
Dec 11 - Dec 12
Total with taxes and fees
*Luxury Condo In Downtown Frederick*
Property grounds
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

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, (91)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
$200 nightly
The price is $221
Dec 15 - Dec 16
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Exterior detail
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

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
Hedgesville
7.4 out of 10, Good, (3)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
$92 nightly
The price is $102
Dec 11 - Dec 12
Total with taxes and fees
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
Interior
Visiting the area on a work assignment. Check out our multi day discounts.

Visiting the area on a work assignment. Check out our multi day discounts.

Visiting the area on a work assignment. Check out our multi day discounts.
Greencastle
10.0 out of 10, Exceptional, (45)
"Nice stay for a weekend! "
United States
Breezy M.
$119 nightly
The price is $131
Dec 11 - Dec 12
Total with taxes and fees
Visiting the area on a work assignment. Check out our multi day discounts.
Smart TV, fireplace
Charming in-law suite. The open-concept living area welcomes you.

Charming in-law suite. The open-concept living area welcomes you.

Charming in-law suite. The open-concept living area welcomes you.
Blue Ridge Summit
9.4 out of 10, Exceptional, (11)
"Very restful very accommodating and very helpful ownerd"
United States
Donna B.
$188 nightly
The price is $207
Jan 9 - Jan 10, 2026
Total with taxes and fees
Charming in-law suite. The open-concept living area welcomes you.
Exterior
Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (21)
"Very beautiful place to stay, my family and I enjoyed everything that was offered and very scenic great for pictures and overall a great trip with the family "
United States
Blas G.
$415 nightly
The price is $462
Dec 30 - Dec 31
Total with taxes and fees
Peregrine's Perch - Cabin Overlooking the River!
Property grounds
The Mane & Co - No. 6

The Mane & Co - No. 6

The Mane & Co - No. 6
2.0 star property
Chambersburg
10.0 out of 10, Exceptional, (1)
$204 nightly
The price is $225
Dec 11 - Dec 12
Total with taxes and fees
The Mane & Co - No. 6
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smithsburg Hotel Reviews

Inn at Cemetery Hill

Inn at Cemetery Hill

10/10 Excellent
"Everyone very nice. Room clean. Very enjoyable "
Janelle 2-night trip
Posted 3 days ago
Inn at Cemetery Hill

Find out more about Smithsburg

Everything you need to know about Smithsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Smithsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Smithsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Smithsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Smithsburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Smithsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Smithsburg rentals

At Expedia, we put the best Smithsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Smithsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Smithsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Smithsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 South Mountain State Park 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.