Woodsboro Holiday Rentals

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Holiday Rentals in Woodsboro

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (211)
"We loved it,we needed a place to relax a couple days an the place was exactly what we wanted"
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

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

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

10.0 out of 10, Exceptional, (121)
"We had a nice stay in this charming house. Everything we needed to relax, chat, visit, and cook was available and in working order. The beds were comfortable, the shower water hot, and the house was clean and nicely warm -- especially appreciated on these freezing, snowy days! Would stay again and definitely recommend."
The price is NZ$546
includes taxes & fees
2 Mar - 3 Mar
Charming "Cream of the Crop" Cape ~❤️of Middletown

Apple Blossom Cottage! HT Extra Cost

10.0 out of 10, Exceptional, (291)
"A cozy place that is very clean. The host communicates extremely well and was helpful! I would definitely stay here again!"
Apple Blossom Cottage! HT Extra Cost

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (3)
"Our family LOVED this house and its proximity to Liberty Mountain Ski Resort! Anytime we are back in the area, we will see if this home is available for our stay! "
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

Gettysburg Getaway! Battlefields/Wineries/Ski!

10.0 out of 10, Exceptional, (32)
"Rented this house for a family ski trip for family - 2 adults and three teenagers for three nights. House was as advertised and had everything we needed - and nice little touches. 15 minute drive from Liberty Ski Resort. Property owner communicated in a timely and thorough manner and was accommodating to questions. Would rent again "
Gettysburg Getaway! Battlefields/Wineries/Ski!

*Modern Condo In Downtown Frederick*

9.4 out of 10, Exceptional, (49)
"Great stay "
The price is NZ$430
includes taxes & fees
2 Mar - 3 Mar
*Modern Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

9.2 out of 10, Wonderful, (53)
"The condo was very good for the price and convenience. I think it definitely needs a little TLC with the furnishing and details. The communication for check-in was pretty poor and it took calling VRBO support to get our checkin instructions within 45 minutes of arrival after my messages were ignored for 2 days leading up to arrival. "
The price is NZ$418
includes taxes & fees
9 Mar - 10 Mar
*Luxury Condo In Downtown Frederick*

' Experience ' The History In Downtown Gettysburg! - 2nd floor

9.8 out of 10, Exceptional, (124)
"Great location, and communication with the property manager. Walking distance to many of the city's amenities and historical sites. Offstreet parking was available and made access in and out, when we had to drive, a breeze."
' Experience ' The History In Downtown Gettysburg! - 2nd floor

Downtown location w/ parking. Transit stop across the street. Unit 2 of 4.

9.6 out of 10, Exceptional, (84)
"Walk to pretty much everything there is to see. Wonderful home, small but perfect for a small family or single person to stay and enjoy. "
Downtown location w/ parking. Transit stop across the street. Unit 2 of 4.

A newly renovated, pet-friendly Penthouse condo with private rooftop deck.

9.6 out of 10, Exceptional, (40)
"Great location to Old Town. "
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (178)
"We stopped here during our road trip. It is in a great location just a few moments from the traffic circle with all the local shops and restaurants. "
Thaddeus Stevens' Gettysburg Log Home

Historic downtown-groups&families! Gathering spaces all 3 levels-ADA accessible!

10.0 out of 10, Exceptional, (51)
"The home is lovely and exactly as described. The hosts have thought of everything - from a wonderful coffee bar, to providing water and toiletries. The kitchen is well appointed and beds extremely comfortable. We loved it!!"
Historic downtown-groups&families! Gathering spaces all 3 levels-ADA accessible!

'Experience' The History In Downtown Gettysburg - 1st Floor

9.8 out of 10, Exceptional, (145)
"Small family gathering with myself, my husband, son and my sister. Enough space to enjoy a couple of nights, touring the Battlefield museum and just hanging out."
'Experience' The History In Downtown Gettysburg - 1st Floor

Charming Apartment in the Heart of Gettysburg!

9.8 out of 10, Exceptional, (137)
"it was the exact perfect size and location for one or two travelers to Gettysburg. my only complaint would be that "Yous Guys" was not included in the list of how to know you are in PA"
Charming Apartment in the Heart of Gettysburg!

Stratton House-Explore Historic District W/Battlefield Overlook-Unique 4BR/2BA

10.0 out of 10, Exceptional, (60)
"We used the house as a home base as we were in town for a wedding. The house was clean. It was easy to get into. It is very spacious. Paul and Lisa were very accommodating and quick to address a minor issue. We intend to return when we can spend more around Gettysburg. We would definitely recommend!"
Stratton House-Explore Historic District W/Battlefield Overlook-Unique 4BR/2BA

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

Beautiful Mansion in the Country & Wedding Venue

9.8 out of 10, Exceptional, (9)
"The stay and place was awesome and my family and I will definitely be booking again "
The price is NZ$5,228
includes taxes & fees
3 Mar - 4 Mar
Beautiful Mansion in the Country & Wedding Venue

Manor on the 7th Luxury minutes away from History

10.0 out of 10, Exceptional, (11)
"The house, property, and overall experience were top notch. Highly recommend. "
Manor on the 7th Luxury minutes away from History

1852 Historic Stone home

10.0 out of 10, Exceptional, (111)
"Home is located about 2 blocks from the center of town. Very spacious bedrooms!"
The price is NZ$975
includes taxes & fees
3 Mar - 4 Mar
1852 Historic Stone home
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

Hotel Gettysburg

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The grand hotel "
The price is NZ$213
includes taxes & fees
17 Mar - 18 Mar
Hotel Gettysburg

Inn at Cemetery Hill

2.0 star property
9.4 out of 10, Exceptional, (1003)
"We had some mechanical issues on the way. I called the hotel to let them know that we wouldn't be arriving till around 330am & they said ok be safe your room will be ready when you get here. I check in the room was very clean, the staff is great, the beds are comfortable, & its quiet. The breakfast in the morning is good & the staff was helpful with answering my questions about the area. Overall great experience I would definitely stay here again."
The price is NZ$164
includes taxes & fees
2 Mar - 3 Mar
Inn at Cemetery Hill

Country Inn & Suites by Radisson, Frederick, MD

3.0 star property
8.4 out of 10, Very good, (1004)
"Very clean and affordable with pleasant staff"
The price is NZ$151
includes taxes & fees
7 Mar - 8 Mar
Country Inn & Suites by Radisson, Frederick, MD
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’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.