Holiday Rentals in Woodsboro

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Holiday Rentals in Woodsboro

Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Fairfield
10.0 out of 10, Exceptional, (312)
"Very clean and was perfect location for our golf weekend ! Thanks again … "
United States
jim h.
Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown
10.0 out of 10, Exceptional, (128)
"Great place to stay. Very quiet. Just wish there would have been a king size bed, otherwise loved it"
United States
Corinne R.
Countryside Cabin with Mountain Views near Surreybrooke Gardens

1852 Historic Stone home

Gettysburg Historic District
10.0 out of 10, Exceptional, (146)
"Wonderful house in a great location for exploring Gettysburg!"
United States
Matthew H.
The price is €486
includes taxes & fees
23 Nov - 24 Nov
1852 Historic Stone home

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

Middletown
9.6 out of 10, Exceptional, (105)
"We loved it! As cute/sweet as described."
United States
Fran E.
The price is €165
includes taxes & fees
24 Nov - 25 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Apple Blossom Cottage! HT Extra Cost

Orrtanna
9.8 out of 10, Exceptional, (322)
"Nice location and a very comfortable stay."
United States
Marsha B.
Apple Blossom Cottage! HT Extra Cost

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Fairfield
9.6 out of 10, Exceptional, (239)
"Great Stay ! We had everything we needed. So relaxing and would love to stay again."
United States
Kathy S.
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

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

Gettysburg Historic District
10.0 out of 10, Exceptional, (75)
"Great place and located"
United States
jmetskins1
IDEAL LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

Creekside Cabin at Gettysburg

Gettysburg
10.0 out of 10, Exceptional, (193)
"Very beautiful home and lots of wild life. The owners are very friendly."
United States
Lesa P.
Creekside Cabin at Gettysburg

Sprawling 9‑BR Mountaintop Oasis- BlueRidge Views

Waynesboro
Sprawling 9‑BR Mountaintop Oasis- BlueRidge Views

Beautiful Mansion in the Country & Wedding Venue

Waynesboro
9.8 out of 10, Exceptional, (9)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is €2,378
includes taxes & fees
24 Nov - 25 Nov
Beautiful Mansion in the Country & Wedding Venue

Airstream in Wine Country Hot Tub Extra Cost

Orrtanna
10.0 out of 10, Exceptional, (91)
"Nicely appointed and decorated Airstream trailer. Secluded and quit, but near enough to tour Gettysburg. We loved it."
United States
Kevin S.
Airstream in Wine Country Hot Tub Extra Cost

Manor on the 7th Luxury minutes away from History

Gettysburg
9.8 out of 10, Exceptional, (17)
"We had a great family vacation. Plenty of space for all us and located within 10 minutes of the Gettysburg historic park."
United States
Patty H.
Manor on the 7th Luxury minutes away from History

Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

Gettysburg
9.2 out of 10, Wonderful, (20)
"We had a great stay in Gettysburg. The house is in a perfect location"
United States
Sandra G.
The price is €550
includes taxes & fees
23 Nov - 24 Nov
Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

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

Middletown
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
The price is €271
includes taxes & fees
23 Nov - 24 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Frederick
10.0 out of 10, Exceptional, (34)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is €222
includes taxes & fees
3 Dec - 4 Dec
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (17)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
United States
Julie B.
The price is €124
includes taxes & fees
4 Dec - 5 Dec
Birch Cabin at Hunting Creek Hideaway

Scenic Mountaintop Villa with Free WiFi & Pool

Waynesboro
6.8 out of 10, (5)
"Very nice "
United States
Kodir B.
Scenic Mountaintop Villa with Free WiFi & Pool

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Rohrersville
10.0 out of 10, Exceptional, (6)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
United States
Christopher R.
The price is €378
includes taxes & fees
28 Nov - 29 Nov
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Perfect Location: Historic Downtown Guesthouse

Gettysburg Historic District
9.8 out of 10, Exceptional, (259)
"Great place, great location. Will stay again. "
United States
Corry S.
Perfect Location: Historic Downtown Guesthouse

Second floor of Gettysburg's historic home

Gettysburg Historic District
9.8 out of 10, Exceptional, (82)
"We had a great time and will stay they again "
United States
Jason Y.
Second floor of Gettysburg's historic 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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Top Woodsboro Hotel Reviews

Find out more about Woodsboro

Everything you need to know about Woodsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodsboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodsboro holiday rentals we have selected for you start as low as €124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodsboro rentals

At Expedia, we put the best Woodsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.