Woodsboro Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Woodsboro vacation rentals

Interior

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is ￥21,501
￥68,742 total
includes taxes & fees
Jun 1 - Jun 2
Rural & Historic Detour Escape w/ Horses On-site!
Smart TV

Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥19,909
￥55,370 total
includes taxes & fees
Jun 1 - Jun 2
Gray Getaway
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.
Middletown
9.6 out of 10, Exceptional, (115 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is ￥11,945
￥31,739 total
includes taxes & fees
Jun 2 - Jun 3
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is ￥10,894
￥32,313 total
includes taxes & fees
Jun 1 - Jun 2
Pet-friendly, heart of downtown
Outdoor spa tub

Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (338 reviews)
"From the decor to the hot tub to the size of the cabin everything was perfect! Super clean and had everything we needed for the couple of nights we stayed"
United States
Natalie
The price is ￥17,520
￥37,096 total
includes taxes & fees
Jun 28 - Jun 29
Apple Blossom Cottage! HT Extra Cost
Fridge, microwave, oven, stovetop

Blue Getaway

Blue Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Everything was in perfect condition and the amenities were above and beyond what we were expecting. We had a trip with friends so the common areas were big enough to hang out in no matter what we were doing. "
United States
Jessica M.
The price is ￥21,501
￥62,402 total
includes taxes & fees
Jun 1 - Jun 2
Blue Getaway
Fridge, microwave, oven, stovetop

Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (93 reviews)
"Very clean and good location. "
United States
Kerry H.
The price is ￥19,781
￥46,123 total
includes taxes & fees
Jun 2 - Jun 3
Modern Condo Right off Market Street
Outdoor dining

Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"The house was spotless, and exactly where we needed/wanted to be. It was close to everything we wanted to see and we definitely will use it again!"
United States
Janet L.
The price is ￥25,826
￥53,881 total
includes taxes & fees
Jun 21 - Jun 22
Chic, pets, walk to downtown
Dining

Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick

Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick
Downtown Frederick
9.6 out of 10, Exceptional, (5 reviews)
"Overall fantastic!"
United States
Lori M.
Chic Spacious Downtown Home - 5 Mins To Frederick Health Hospital & Fort Detrick
Property grounds

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, (101 reviews)
"Had a wonderful time!"
United States
Jesse K.
The price is ￥20,705
￥43,621 total
includes taxes & fees
Jun 10 - Jun 11
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is ￥22,935
￥47,103 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
TV, foosball, books

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 ￥12,758
￥27,030 total
includes taxes & fees
Jun 4 - Jun 5
Cozy Pine Tree Nest
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is ￥24,687
￥51,830 total
includes taxes & fees
Jun 8 - Jun 9
Charming "Cream of the Crop" Cape ~❤️of Middletown
Fridge, microwave, oven, stovetop

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"This is our second time staying here and we really love how easily we all fit in. It's clean, family friendly, and have lots of space."
United States
Bonnie S.
The price is ￥33,925
￥74,790 total
includes taxes & fees
Jun 1 - Jun 2
Newly constructed 6 bedroom home
Dining

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (90 reviews)
"Great location and very comfortable. Definitely will consider for future trips to this area."
United States
Jon E.
The price is ￥22,648
￥51,019 total
includes taxes & fees
Jun 22 - Jun 23
Luxury Condo In Downtown Frederick

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (127 reviews)
"Great stay, excellent location and host was always readily available. Highly recommended!"
United States
Zayde C.
The price is ￥15,768
￥41,869 total
includes taxes & fees
Jun 1 - Jun 2
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Outdoor dining

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, (44 reviews)
"Immaculate apartment conveniently located close to Frederick Health Hospital in a quiet residential neighborhood. Just a fifteen minute walk to the heart of Frederick for memorable dining, interesting shops, and cozy cafés."
United States
Mark L.
The price is ￥18,205
￥42,764 total
includes taxes & fees
Jun 10 - Jun 11
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Exterior detail

Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
The price is ￥22,776
￥31,606 total
includes taxes & fees
Jun 2 - Jun 3
Bin There Treehouse - A Grain Bin treehouse!
Fridge, microwave, oven, stovetop

Beautiful Civil War home in Downtown Gettysburg!

Beautiful Civil War home in Downtown Gettysburg!
Gettysburg Historic District
10.0 out of 10, Exceptional, (11 reviews)
"Great location, walkable to shops. 20 minutes drive from Liberty mountain resort. The house is beautiful, clean and well equipped. Recently renovated, still keeping the old charm,"
United States
Gillian R.
The price is ￥45,153
￥83,064 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful Civil War home in Downtown Gettysburg!
Interior

Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.4 out of 10, Exceptional, (3 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 ￥19,112
￥68,642 total
includes taxes & fees
Jun 16 - Jun 17
Rural & Historic Detour Escape w/ Horses On-Site!
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 Woodsboro Hotel Reviews

Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

10/10 Excellent
"I had a really good stay at the Hilton Garden Inn. The hotel was clean, well-kept, and comfortable. One thing that stood out to me was that the room and common areas were cleaned well, which is always important when traveling. The staff was pleasant, and the overall experience was smooth and stress-free. The location was convenient for what I needed, and I felt comfortable throughout my stay. For other travelers, I would recommend considering what amenities are important to you before booking and checking what's nearby if you plan to explore the area. If you're looking for a clean, comfortable place to stay with a welcoming atmosphere, this hotel is worth considering. Overall, I enjoyed my stay and would stay here again."
Tamiqua 2-night trip
Posted 3 hours ago
Hilton Garden Inn Frederick

Find out more about Woodsboro

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

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

Frequently asked questions

Are there vacation rentals in Woodsboro?

Yes, we have vacation rentals close to the most popular attractions in Woodsboro, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Woodsboro?

Spacious 4BR Stratton House: A Historic Downtown Stay Backing to Culp's Hill: This vacation home near Woodsboro is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Woodsboro?

While exploring the area, visit family-friendly sights like Catoctin Wildlife Preserve and Zoo, or get outside and enjoy nature at Carroll Creek Linear Park. In the larger area, you’ll find West Winds Golf Club and Fort Detrick.

What’s a vacation rental in Woodsboro like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Woodsboro. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.