Woodsboro Holiday Rentals

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Our top choices for Woodsboro holiday rentals

9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is NZ$313
includes taxes & fees
11 Jan - 12 Jan
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Apartment in Frederick

Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (8)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is NZ$326
includes taxes & fees
12 Jan - 13 Jan
Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (6)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is NZ$337
includes taxes & fees
11 Jan - 12 Jan
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
10.0 out of 10, Exceptional, (62)
"Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. "
United States
Jelinda C.
The price is NZ$448
includes taxes & fees
11 Jan - 12 Jan
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Apartment in Frederick

Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (26)
"Clean, great location, friendly owner"
United States
Christian M.
The price is NZ$334
includes taxes & fees
14 Jan - 15 Jan
Cozy, dog-friendly, downtown

Apartment in Frederick

Cozy Pine Tree Nest
9.4 out of 10, Exceptional, (11)
"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "
United States
Morgan P.
The price is NZ$294
includes taxes & fees
18 Jan - 19 Jan
Cozy Pine Tree Nest
3.0 star property
Cozy Fairfield Escape Near Historic Sites
9.8 out of 10, Exceptional, (19)
"It was a fabulous stay, and Brittany, the host, was very helpful with bringing a gas grill, AC, and communication. The scenery is very beautiful and it's very quiet. Great place for a hiking getaway."
United States
Fr. Andrew H.
The price is NZ$264
includes taxes & fees
19 Jan - 20 Jan
Birch Cabin at Hunting Creek Hideaway

Holiday Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (72)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is NZ$448
includes taxes & fees
11 Jan - 12 Jan
*Luxury Condo In Downtown Frederick*
9.8 out of 10, Exceptional, (92)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
The price is NZ$388
includes taxes & fees
11 Jan - 12 Jan
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
8.0 out of 10, Very good, (5)
"Had a great stay here for a night. Was a good size for the four people we had stay. Beds were comfortable and the house was clean. "
United States
John M.
The price is NZ$509
includes taxes & fees
11 Jan - 12 Jan
Updated 3BR Apartment in Westminster – Family Friendly
9.4 out of 10, Exceptional, (120)
"Excellent location for our family wedding weekend! We walked to all the events of the weekend."
United States
Cynthia L.
The price is NZ$529
includes taxes & fees
11 Jan - 12 Jan
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.0 out of 10, Wonderful, (2)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
The price is NZ$574
includes taxes & fees
20 Jan - 21 Jan
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
10.0 out of 10, Exceptional, (141)
"Love the place will book again"
United States
WAYNE M.
The price is NZ$419
includes taxes & fees
15 Jan - 16 Jan
Charming "Cream of the Crop" Cape ~❤️of Middletown

Holiday Home in Frederick

Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (14)
"This is our second time staying here and we really love how easily we all fit in. It's clean, family friendly, and have lots of space."
United States
Bonnie S.
The price is NZ$605
includes taxes & fees
12 Jan - 13 Jan
Newly constructed 6 bedroom home
10.0 out of 10, Exceptional, (35)
"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 NZ$431
includes taxes & fees
11 Jan - 12 Jan
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
9.8 out of 10, Exceptional, (58)
"Great house to use during our visit to Jefferson. Kitchen is well equipped, and coffee supplies are provided. Comfy beds plus air conditioning made for great sleep. "
United States
Kathryn B.
The price is NZ$433
includes taxes & fees
11 Jan - 12 Jan
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
The price is NZ$275
includes taxes & fees
22 Jan - 23 Jan
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
9.4 out of 10, Exceptional, (12)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is NZ$394
includes taxes & fees
25 Jan - 26 Jan
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Holiday Home in Frederick

New townhouse
9.4 out of 10, Exceptional, (9)
"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"
United States
Traci U.
The price is NZ$619
includes taxes & fees
10 Jan - 11 Jan
New townhouse
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 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 NZ$264 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?

Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet : This holiday home rental outside of Woodsboro is located near skiing, and has a patio, a garden and air conditioning 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.

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.