Woodsboro Vacation Rentals

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Browse Select Woodsboro Vacation Homes

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (56)
"The condo is quite spacious, more than expected. We enjoyed the modern touches and private parking is a big plus in downtown Frederick. So close to Carroll Creek and Market St. The hosts are responsive. We highly recommend staying at Gideon Getaways! "
The price is CA $145
CA $368 total
includes taxes & fees
Apr 7 - Apr 8
*Luxury Condo In Downtown Frederick*

Perfect Location: Historic Downtown Guesthouse

9.8 out of 10, Exceptional, (235)
"This is our 2nd time staying with our family at this home. It’s a great location, has ample space to hang out, and easily sleeps our group of 7 and could fit at least one more. Thank you!"
Perfect Location: Historic Downtown Guesthouse

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. "
The price is CA $199
CA $434 total
includes taxes & fees
Apr 20 - Apr 21
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

10.0 out of 10, Exceptional, (154)
"My friend and I (40 women) randomly chose Gettysburg and this house got a quick getaway to relax. The location of the house makes it perfect for walking to anywhere in the center of town. The only slight negative to this was the noise. It is a busy road with lots of morning traffic and trucks. Other than that this home was wonderful!is that it was not a quiet street"
Culp House: Ideal Location, Historic Gettysburg! Can Rent with the Cricket House

Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

10.0 out of 10, Exceptional, (66)
"Danny's house provided the perfect base for exploring the Frederick area. The house itself is charming, spotlessly clean, and nicely decorated "
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>

“The Train Depot” 2nd oldest in the US

10.0 out of 10, Exceptional, (79)
"Inside was updated. Loved the open space. Good location though it was a drive to downtown shopping and eating. I would stay there again. "
“The Train Depot” 2nd oldest in the US

Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

9.8 out of 10, Exceptional, (74)
"This is a gorgeous, spacious home within minutes of downtown Gettysburg. It was a great location where we could come back after our day of adventure and not feel like we would be tripping over each other. If I am ever in Gettysburg again, I will definitely consider staying here again."
Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet

Thaddeus Stevens' Gettysburg Log Home

9.8 out of 10, Exceptional, (179)
"The property was so interesting. It was lovely cozy and homey. Close distance to restaurants historic museums and town square. The host provided information regarding the history of the property and ideas of where to visit and things to do"
Thaddeus Stevens' Gettysburg Log Home

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

10.0 out of 10, Exceptional, (122)
"Visited nice restaurants, brew pubs, antique shops. House was perfect for us. Very clean and well equipped. "
The price is CA $206
CA $433 total
includes taxes & fees
Apr 10 - Apr 11
Charming "Cream of the Crop" Cape ~❤️of Middletown

Gorgeous 1840 Log Cabin- Downtown

10.0 out of 10, Exceptional, (127)
"This spacious Log Cabin is an incredible & fun renovation in a very convenient location within short walking distance of a great local coffee/bike rental shop, a local brewery/hamburger spot, & within walking/biking distance to downtown Frederick, parks, etc. The beds are comfortable, the kitchen is well stocked with nice appliances, the bathroom/showers are nice/large, there is lots of storage room/ large closets. I appreciated the adjustable lighting options, the various cable/streaming...
Gorgeous 1840 Log Cabin- Downtown

Historic Victorian in the heart of Gettysburg!

10.0 out of 10, Exceptional, (38)
"We absolutely loved this home! Everything is detail oriented and the host gives ample supplies. The bedrooms were very comfortable. The shower is updated, as is the bathroom and kitchen. The home is centrally located near the square. So many things to see and explore. Definitely recommend this beautiful home! shower waz updated and "
Historic Victorian in the heart of Gettysburg!

Beautiful, Spacious Historic Victorian Near Ski Liberty

9.8 out of 10, Exceptional, (54)
"This property is not only spacious, accommodating, historic and beautiful, the owner is first-rate. I’ve rented this gone three times, and each time Marianne is responsive and kind."
Beautiful, Spacious Historic Victorian Near Ski Liberty

PRIME LOCATION DOWNTOWN-groups&families! Living rooms on 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!!"
PRIME LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

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

9.8 out of 10, Exceptional, (44)
"The property was well maintained and came with some thoughtful amenities. The house seemed comparable to the majority of houses in the downtown area. That being said, the price of hotel rooms in the same area seemed to be much lower and would have been a much better overall value for our short stay."
Retreat to the Stratton House-Unique Historic District Home-Backs to Culp's Hill

Hollow Hideaway is perfect for your holiday stay!

10.0 out of 10, Exceptional, (34)
"I love the attention to detail. I have a neck injury so one of the days I just slept and rested and it was magical. I appreciate how clean everything was. Me and my mom and daughters take an annual girls trip and this was just what we needed. Watched movies, enjoyed the spa feel of the house and played games. The hosts were SO sweet they had left us a Christmas goody basket. I would highly recommend. "
Hollow Hideaway is perfect for your holiday stay!

Unique Civil War Hm c.1853 - walkable to downtown

10.0 out of 10, Exceptional, (14)
"Four friends came in for a long weekend to visit Gettysburg and this home was perfect. Great location and very clean and convenient to everything. The check in process was smooth. The home is historic and well furnished with updated bathrooms and kitchen, which provided the best of all! Definitely recommend!!"
Unique Civil War Hm c.1853 - walkable to downtown

Belle on Buford<br>Apt 1-1st Floor

10.0 out of 10, Exceptional, (95)
"Had originally planned on staying with a buddy of mine from the service, he got sick and couldn't make it so I stayed there alone. Plenty to do and see in Gettysburg, the location was within walking distance of the town center. "
Belle on Buford<br>Apt 1-1st Floor

Historic Jefferson Farmhouse - Hike, Bike & Raft!

2.0 star property
10.0 out of 10, Exceptional, (5)
"A beautiful home to reconnect with family. "
Historic Jefferson Farmhouse - Hike, Bike & Raft!

New townhouse

10.0 out of 10, Exceptional, (6)
"The neighborhood was excellent an dour host was to."
The price is CA $239
CA $546 total
includes taxes & fees
Apr 8 - Apr 9
New townhouse

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (34)
"Overall we had a nice stay in this cozy home. Super cute house, upstairs set up w/2 bedrooms, loft and a very large bathroom. This worked out well with my 3 young adult kids and their friends. Pool table in basement was a pleasant surprise. It is about a 15 minute drive to any store/restaurant. check-in was at 4:00 we arrived around 4:20 and cleaning lady was still there. The 1st floor bedroom (queen) mattress is not very comfortable, my kids said the other beds were great. Walls are very...
Gettysburg Getaway! Battlefields/Wineries/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 property types in Woodsboro

Countryside Cabin with Mountain Views near Surreybrooke Gardens

10.0 out of 10, Exceptional, (93)
"Traveled from Baltimore to get away for a few days. Great location and mountain views. Cozy vintage cabin nicely renovated. "
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

10.0 out of 10, Exceptional, (3)
"A nice quiet place to get away for a few days and visit the Gettysburg Museum and battle fields "
Cozy Quiet Cabin Near Historic Gettysburg / Liberty Mountain Resort

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (213)
"We really enjoyed this slice of heaven. We drove up for my husband’s birthday. He’s a history buff, so it was perfect in terms of location. Only 10-15 minutes from Gettysburg. The stream flowing behind the cabin was just amazing. Beautiful cabin. Would definitely recommend. "
Cozy streamside cabin, convenient to Ski Liberty and 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.