Woodsboro Holiday Rentals

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Holiday Rentals in Woodsboro

Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (84)
"We love this property. Great views! "
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
10.0 out of 10, Exceptional, (59)
"Location was great! Felt safe and check in was really easy."
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Downtown location w/ parking. Transit stop across the street. Unit 2 of 4.
9.6 out of 10, Exceptional, (77)
"Easy walk all around town. Very well kept. "
Downtown location w/ parking. Transit stop across the street. Unit 2 of 4.
Antietam Toll House~ an historic waterfront cabin
9.8 out of 10, Exceptional, (67)
"This place is lovely. It feels very rustic and tucked away, but it is so close to so many things! Everything about the place itself was so intentional. We loved the record player, the gas fireplace, the fan/space heater in the bedroom! We had a small issue upon arrival, and the host was so responsive and accommodating - it just made us enjoy the stay more!! One thing to note - and this didn't bother us at all (we slept SO well) - is that there is some overnight truck traffic on the bridge behind...
The price is NZ$478
includes taxes & fees
22 Nov - 23 Nov
Antietam Toll House~ an historic waterfront cabin
Creekside Cabin at Gettysburg
10.0 out of 10, Exceptional, (148)
"The cabin was very clean and cozy. We loved the location and the wildlife as well! The deer were beautiful! It was a very short drive to the Battlegrounds and Gettysburg..The hosts were very friendly and helpful. We found the sunroom to be the perfect spot for our Bible reading. We definitely recommend staying here! to be back."
Creekside Cabin at Gettysburg
*Luxury Condo In Downtown Frederick*
9.6 out of 10, Exceptional, (48)
"Very comfortable stay - lovely finishes in bathrooms and kitchen."
The price is NZ$410
includes taxes & fees
18 Nov - 19 Nov
*Luxury Condo In Downtown Frederick*
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
10.0 out of 10, Exceptional, (280)
"Property was absolutely gorgeous. We definitely enjoyed our stay here. The back porch was so relaxing, we loved to come back after a day on the battlefield and kick back and watch the wildlife. We will definitely stay here again "
Time to plan that fall getaway to the mountains! Enjoy a bit of time away
Apple Blossom Cottage! HT Extra Cost
10.0 out of 10, Exceptional, (290)
"Wonderful cottage...very relaxing after enjoying a day of history. "
The price is NZ$408
includes taxes & fees
22 Nov - 23 Nov
Apple Blossom Cottage! HT Extra Cost
Gettysburg Retreat Best place to stay in Gettysburg! Pre-Civil War Home
10.0 out of 10, Exceptional, (281)
"Property is clean and located within walking distance to downtown. Easy check in and parking. Had a great stay—Thanks!"
Gettysburg Retreat Best place to stay in Gettysburg! Pre-Civil War Home
Perfect Location: Historic Downtown Guesthouse
9.8 out of 10, Exceptional, (228)
"Great property in a great location! "
Perfect Location: Historic Downtown Guesthouse
1852 Historic Stone home
10.0 out of 10, Exceptional, (102)
"We enjoyed our stay so much. The property was excellent. We were there for Halloween and enjoyed the Trick or Treaters. So much fun and family time. We enjoyed sitting outside by the fire pit. I would recommend this property and we will definitely stay again."
The price is NZ$935
includes taxes & fees
20 Nov - 21 Nov
1852 Historic Stone home
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg
9.4 out of 10, Exceptional, (203)
"We had an amzing stay. The cabin is perfect."
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg
Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill
9.8 out of 10, Exceptional, (39)
"We had a lovely stay at Stratton House South. The location is perfect, an easy walk to dining and shops, yet still quiet. The unit is quite comfortable, though a little shy on power outlets by the bed. The historic notes throughout the unit were very interesting. We loved having the side yard for our use, and the provided coffee and eggs were delicious! We would definitely stay here again. "
Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill
Gorgeous 1840 Log Cabin- Downtown
10.0 out of 10, Exceptional, (121)
"We had a great time and loved your house."
Gorgeous 1840 Log Cabin- Downtown
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (87)
"Quaint little getaway for the night. Especially beautiful in autumn with the foliage and the season decorations inside the home! "
The price is NZ$349
includes taxes & fees
17 Nov - 18 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Thaddeus Stevens' Gettysburg Log Home
9.8 out of 10, Exceptional, (173)
"The property provides a rare and delightful experience. The opportunity to enjoy many modern conveniences within a home of such age was a highlight of our visit to Gettysburg."
Thaddeus Stevens' Gettysburg Log Home
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.4 out of 10, Exceptional, (103)
"comfortable, clean and charming townhouse in the heart of downtown Frederick. I especially liked the decor (including a pac man that really works!) and the landscaped outdoor area with seating. "
The price is NZ$537
includes taxes & fees
17 Nov - 18 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Gettysburg Family Retreat - 4 BR Pet Friendly!
10.0 out of 10, Exceptional, (11)
"House was just lovely & very clean (which is huge in my book) Location was only a few minutes from Gettysburg, very peaceful & relaxing. Huge fenced in yard for our friends dog to roam in. Bathrooms could use more hooks for wet towels, but everything else was very pleasant."
Gettysburg Family Retreat - 4 BR Pet Friendly!
“The Train Depot” 2nd oldest in the US
10.0 out of 10, Exceptional, (73)
"The house is clean and well stocked. It's a great place to stay if spending a few days in Frederick, MD. "
“The Train Depot” 2nd oldest in the US
Scenic Mountaintop Villa with Free WiFi & Pool
6.0 out of 10, (4)
"The property manager was outstanding, she communicated with me in a professional and courteous fashion. The house was perfect for our group size."
Scenic Mountaintop Villa with Free WiFi & Pool
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, (1003)
"Great location within walking distance of shops, bars and restaurants. Clean and comfortable! "
The price is NZ$201
includes taxes & fees
17 Dec - 18 Dec
Hotel Gettysburg
Country Inn & Suites by Radisson, Frederick, MD
3.0 star property
8.4 out of 10, Very good, (1003)
"Check in was efficient with couple of hours of prior booking via hotels.com The key given for room apparently did not have bed made up and both doors kesy on desk and not ready for next guest. Returned to front desk expressing room was not ready for new guest, therefore a new room was given and water. But overall experience in hotel was good with good breatfast "
The price is NZ$146
includes taxes & fees
1 Dec - 2 Dec
Country Inn & Suites by Radisson, Frederick, MD
1863 Inn of Gettysburg
3.0 star property
9.2 out of 10, Wonderful, (1000)
"We really enjoyed our stay. The rooms were a good size, clean and comfortable. The inn is located on a main road with a lot of little shops and restaurants within walking distance. There is a battlefield right next to the hotel and museums within walking distance. Lots of tours available. It was a great experience. We loved how the room doors were on the outside of the building and we could step out onto the landing and watch the world go by. Beautiful views of the sunset. I wish they put some...
The price is NZ$164
includes taxes & fees
24 Nov - 25 Nov
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?

Perfect Location: Historic Downtown Guesthouse: This holiday home rental outside of Woodsboro is located in the city centre, and has a selection of games, a BBQ and air conditioning 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 that you can cook with friends or family.

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.