Woodsboro Holiday Rentals

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Holiday Rentals in Woodsboro

1852 Historic Stone home

10.0 out of 10, Exceptional, (109)
"Property was very clean. Location is walkong distance to shops, restaurants, and part of the Gettysburg Park. Neighborhood was quiet. Perfect for my husband's birthday trip with our dog!Would definetly recommend to friends heading to the area!"
The price is NZ$966
includes taxes & fees
22 Jan - 23 Jan
1852 Historic Stone home

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (90)
"Absolutely beautiful cozy and idyllic and Cassandra was extremely responsive! Also very close to amazing hiking at Gambrills park. Ill be back! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (206)
"Enjoyed this stay right next to a beautiful trout stream with and Woods . We had everything we needed along with YouTube tv available to sign into. (Glad we started YouTube tv so it made it easy to have all our saved programs for this trip. Had a great time in Gettysburg ."
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Antietam Toll House~ an historic waterfront cabin

9.8 out of 10, Exceptional, (72)
"Had a great time in the cozy cabin for new years. Too cold and rainy to do much outside but it was a perfect spot to get away from everything and turn the cell phones off for two days. Beautiful cabin and loved the fully equipped kitchen."
The price is NZ$494
includes taxes & fees
2 Feb - 3 Feb
Antietam Toll House~ an historic waterfront cabin

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (124)
"This is my go-to place to stay in Frederick, where I visit a sister often. It is a historic cabin beautifully renovated, very comfortable and clean and in a to die for location: right downtown, close to the night life and restaurants of Market Street but just far enough way so that the property itself is quiet and peaceful. Love it! "
Gorgeous 1840 Log Cabin- Downtown

Creekside Cabin at Gettysburg

10.0 out of 10, Exceptional, (150)
"This quaint cottage is just what we needed for a family early Christmas celebration in Gettysburg. The location was perfect, easy to get in and out of downtown Gettysburg. The area is quiet and serene. The house was clean and offered lots of little perks, including games! We had so much fun and will consider it for sure again when we come back.! "
Creekside Cabin at Gettysburg

Apple Blossom Cottage! HT Extra Cost

10.0 out of 10, Exceptional, (290)
"Wonderful cottage...very relaxing after enjoying a day of history. "
Apple Blossom Cottage! HT Extra Cost

Snow is HERE! Only five minutes from Liberty Ski Resort.. Come stay with us!

10.0 out of 10, Exceptional, (286)
"My family and I stayed here to celebrate Christmas away from home. The cabin is beautiful and slept 6 people comfortably. The kitchen is fully stocked with cooking supplies. It has a great fireplace and porch. It’s also conveniently located to Ski Liberty and the Appalachian trail. We had a great stay!"
Snow is HERE! Only five minutes from Liberty Ski Resort.. Come stay with us!

1850 Historic Log Cabin

9.4 out of 10, Exceptional, (31)
"Linda is one of the most responsive hosts we work with. The home is full of character and clean. The bottle of wine is always a nice touch! We've stayed here twice and works book again!"
1850 Historic Log Cabin

Scenic Mountaintop Villa with Free WiFi & Pool

6.8 out of 10, (5)
"Very nice "
Scenic Mountaintop Villa with Free WiFi & Pool

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (30)
"This is a beautiful, tasteful, updated home. I was surprised at how comfortable the beds were! It's in a great location, and we appreciated the prompt and thoughtful host communication. It's very reasonably priced for all that you get with this stay! Parking was tricky for us as we rented on the night of street sweeping and had to park several blocks away. Other than that, this is an excellent place to stay. "
The price is NZ$511
includes taxes & fees
22 Jan - 23 Jan
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

10.0 out of 10, Exceptional, (153)
"The Culp House did not disappoint. We all felt very much at home and cozy. Clean, spacious and comfortable. We stayed off season so it was too cold to sit outside, but great outdoor space for warmer months. Five minute walk to town square with restaurants and shops. If you plan to cook be prepared to bring some basics like spices, plastic wrap, etc. We highly recommend staying here. "
Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

9.6 out of 10, Exceptional, (88)
"It is a very quaint property and sed has the rustic cabin feel, the location was not as intimate as we hoped as it is in a regular neighborhood with close primary with neighbors. "
The price is NZ$368
includes taxes & fees
22 Jan - 23 Jan
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

*Luxury Condo In Downtown Frederick*

9.4 out of 10, Exceptional, (49)
"Very comfortable stay - lovely finishes in bathrooms and kitchen."
The price is NZ$429
includes taxes & fees
2 Feb - 3 Feb
*Luxury Condo In Downtown Frederick*

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (177)
"The house was great. "
Thaddeus Stevens' Gettysburg Log Home

Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill

9.8 out of 10, Exceptional, (40)
"We enjoyed our stay for the Christmas weekend! Home in great location, easy access. Clean and comfortable."
Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill

Secluded Farm Getaway In Smithsburg

9.4 out of 10, Exceptional, (53)
"The house had everything we needed for a pleasant stay. Nice and secluded for a quiet stay. Some lights didn't work, including the lights in the basement near the washer and dryer."
Secluded Farm Getaway In Smithsburg

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

9.4 out of 10, Exceptional, (104)
"We loved the historic home and its proximity to Carroll Creek and shopping! We were in town for a wedding and were able to walk everywhere we needed to go. "
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Historic Civil War house, great for family getaways.

9.8 out of 10, Exceptional, (142)
"This property was larger than expected, and super clean. It was by far the cleanest VRBO we have ever stayed in. The beds are comfortable. The living room and dining room area are very spacious. The location is perfect. We walked pretty much everywhere, except for our tour of the battlefields. There are lots of shops and great dining options all within walking distance. The owner has a binder full of options/suggestions for eating and touring. This was so helpful because we always want to...
Historic Civil War house, great for family getaways.

Misty Mountain Lodge Pickleball Liberty Ski

10.0 out of 10, Exceptional, (15)
"Property was well kept with all required toiletries/amenities. You can watch deer walk through the forest outback while having a coffee on the balcony. Loved our stay, very memorable."
The price is NZ$1,764
includes taxes & fees
3 Feb - 4 Feb
Misty Mountain Lodge Pickleball Liberty Ski
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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Other types of properties in Woodsboro you may be interested in

Hampton Inn & Suites Frederick-Fort Detrick

2.5 star property
8.8 out of 10, Excellent, (1001)
"Bathroom sink didn't drain well. Shower door handle not accessable. Overall, clean and safe."
The price is NZ$219
includes taxes & fees
19 Feb - 20 Feb
Hampton Inn & Suites Frederick-Fort Detrick

Hotel Gettysburg

4.0 star property
9.2 out of 10, Wonderful, (1001)
"We will come back again. During warmer weather. "
The price is NZ$211
includes taxes & fees
5 Feb - 6 Feb
Hotel Gettysburg

1863 Inn of Gettysburg

3.0 star property
9.2 out of 10, Wonderful, (1001)
"An older property comparable to the area. Although a high-rise (5 floor) building, all rooms are accessed through an outside corridor."
The price is NZ$192
includes taxes & fees
26 Jan - 27 Jan
1863 Inn of Gettysburg
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.

Frequently asked questions

Are there holiday rentals in Woodsboro?

Yes, there are holiday rentals close to the most popular sights in Woodsboro, 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 Woodsboro has to offer?

1852 Historic Stone home: This holiday home rental outside of Woodsboro is located in the city centre, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most 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 wider area, you’ll find Fort Detrick and Frederick Fairgrounds.

What’s a holiday rental in Woodsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodsboro. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.