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Woodsboro Holiday Rentals

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Our top choices for Woodsboro holiday rentals

Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is AU$623
includes taxes & fees
5 July - 6 July
Rural & Historic Detour Escape w/ Horses On-site!

Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (340 reviews)
"From the decor to the hot tub to the size of the cabin everything was perfect! Super clean and had everything we needed for the couple of nights we stayed"
United States
Natalie
The price is AU$368
includes taxes & fees
26 July - 27 July
Apple Blossom Cottage! HT Extra Cost

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (67 reviews)
"We had 6 in our group and it was perfect especially for the price. Super clean, great responsive host, good location. Bakery directly across the street and ice cream and sandwich shop just down the road at the light. Will definitely stay here again. "
United States
Anonymous traveller
The price is AU$349
includes taxes & fees
8 July - 9 July
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (1 review)
"the place was really clean, very cozy. not just that the host is pretty friendly and he will gelp you with anything you need. would definitely be back!"
United States
Wilbert J
The price is AU$307
includes taxes & fees
6 July - 7 July
Bin There Treehouse - A Grain Bin treehouse!

Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Great location, beautiful unit. We really enjoyed our stay "
United States
Kari S.
The price is AU$519
includes taxes & fees
29 July - 30 July
Gray Getaway

New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (11 reviews)
"This stay was flawless and did not disappoint. The home was better than advertised and check in was painless. Would stay there again without hesitation!"
United States
Jeremy G.
The price is AU$586
includes taxes & fees
5 July - 6 July
New townhouse

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (102 reviews)
"This is a beautiful and peaceful property. I enjoyed my stay and will definitely book again. "
United States
Dianne F.
The price is AU$354
includes taxes & fees
6 July - 7 July
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Peaceful renovated Cabin in serene Westminster with AC, firepit on 5 Acres

Peaceful renovated Cabin in serene Westminster with AC, firepit on 5 Acres
Westminster
The price is AU$510
includes taxes & fees
5 July - 6 July
Peaceful renovated Cabin in serene Westminster with AC, firepit on 5 Acres

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (14 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is AU$332
includes taxes & fees
5 July - 6 July
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.6 out of 10, Exceptional, (4 reviews)
"We had a great time. It is an older house but wonderful. It is in the country with lots of green fields surrounding it. The porch with the rockers was my favorite place to be when we weren’t site seeing, It was so peaceful. I would definitely stay here again."
United States
Charla H.
The price is AU$622
includes taxes & fees
6 July - 7 July
Rural & Historic Detour Escape w/ Horses On-Site!

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (130 reviews)
"Great stay, excellent location and host was always readily available. Highly recommended!"
United States
Zayde C.
The price is AU$420
includes taxes & fees
15 July - 16 July
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (149 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is AU$509
includes taxes & fees
31 July - 1 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (68 reviews)
"Everything was very clean and comfortable. The kitchen was well equipped."
United States
Linda D.
The price is AU$444
includes taxes & fees
4 Aug - 5 Aug
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (94 reviews)
"All amenities were top notch "
United States
John M.
The price is AU$470
includes taxes & fees
27 July - 28 July
Luxury Condo In Downtown Frederick

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (17 reviews)
"Location and amenities"
United States
Shane B.
The price is AU$271
includes taxes & fees
7 July - 8 July
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is AU$312
includes taxes & fees
3 Aug - 4 Aug
Pet-friendly, heart of downtown

Blue Getaway

Blue Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (10 reviews)
"we had a great stay in this newly renovated apt. fenced in back yard and dedicated parking. We will stay again when in Gettysburg. walking distance to town circle, restaurants and bars. "
United States
Edward d.
The price is AU$673
includes taxes & fees
3 Aug - 4 Aug
Blue Getaway

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (51 reviews)
"Everything was great!"
United States
Corey G.
The price is AU$893
includes taxes & fees
12 July - 13 July
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Beautiful Civil War home in Downtown Gettysburg!

Beautiful Civil War home in Downtown Gettysburg!
Gettysburg Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful home and well taken care of. Enjoyed our stay."
United States
Bruce B.
The price is AU$843
includes taxes & fees
4 Aug - 5 Aug
Beautiful Civil War home in Downtown Gettysburg!

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (19 reviews)
"Everything was excellent "
United States
Ronald G.
The price is AU$658
includes taxes & fees
5 July - 6 July
Newly constructed 6 bedroom 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, 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 favourite 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 depend 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 AU$368 per night. Entering your travel dates in the search wizard might find you 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?

“The Train Depot” 2nd oldest in the US: This holiday home rental outside of Woodsboro is located in the city centre, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

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.