Woodsboro Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Woodsboro

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
10.0 out of 10, Exceptional, (61)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
The price is NZ$454
includes taxes & fees
18 Nov - 19 Nov
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Pet-friendly, heart of downtown

Frederick
10.0 out of 10, Exceptional, (6)
"This quaint one bedroom was perfect for our stay in Frederick. It was in quiet section but a quick walk to the historic downtown with many shops and restaurants. The apartment was well equipped and beautifully organized. Can’t wait to come back! "
United States
Susan H.
The price is NZ$341
includes taxes & fees
18 Nov - 19 Nov
Pet-friendly, heart of downtown

*Modern Condo In Downtown Frederick*

Downtown Frederick
9.4 out of 10, Exceptional, (73)
"It was clean and spacious, had some items that we did not expect like coffee and cream, which helped in the morning. Will book again on our next visit to this area. "
United States
Michael B.
The price is NZ$463
includes taxes & fees
18 Nov - 19 Nov
*Modern Condo In Downtown Frederick*

Cozy, dog-friendly, downtown

Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
The price is NZ$341
includes taxes & fees
18 Nov - 19 Nov
Cozy, dog-friendly, downtown

6 Mi to Gambrill State Park: Family Gem w/ Patio!

3.0 star property
Frederick
The price is NZ$770
includes taxes & fees
18 Nov - 19 Nov
6 Mi to Gambrill State Park: Family Gem w/ Patio!

Cozy Pine Tree Nest

Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is NZ$299
includes taxes & fees
23 Nov - 24 Nov
Cozy Pine Tree Nest

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

Middletown
9.6 out of 10, Exceptional, (105)
"Very cute cottage, filled with rustic charm. Convenient to hiking in Catoctin and restaurants in Frederick. AC worked great on a hot weekend! No door on the bathroom, just a curtain, FYI!"
United States
Cate O.
The price is NZ$379
includes taxes & fees
21 Nov - 22 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Newly constructed 6 bedroom home

Frederick
10.0 out of 10, Exceptional, (14)
"House was spacious, clean and very comfortable. "
United States
Mary-Ellen F.
The price is NZ$817
includes taxes & fees
18 Nov - 19 Nov
Newly constructed 6 bedroom home

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

Jefferson
9.8 out of 10, Exceptional, (58)
"Very conveniently located for our visit with an amazing bakery and awesome meat market across the street. "
United States
Kathryn B.
The price is NZ$422
includes taxes & fees
18 Nov - 19 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (16)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
United States
Julie B.
The price is NZ$243
includes taxes & fees
18 Nov - 19 Nov
Birch Cabin at Hunting Creek Hideaway

Countryside Manor |Porch, Firepit & Playset

2.0 star property
Littlestown
9.8 out of 10, Exceptional, (9)
"Beautiful house on well maintained property "
United States
Blake P.
Countryside Manor |Porch, Firepit & Playset

Cozy Loft Retreat- Walk to Liberty Mountain Resort

Fairfield
10.0 out of 10, Exceptional, (14)
"So cozy and comfortable. Great location and wonderful host. "
United States
Amy S.
The price is NZ$431
includes taxes & fees
18 Nov - 19 Nov
Cozy Loft Retreat- Walk to Liberty Mountain Resort

Bright Beautiful Condo - 9 Minute Walk To Carroll Creek

Frederick
10.0 out of 10, Exceptional, (2)
"The property was clean. I felt comfortable there. Nice community. The host communicated well. No complaints "
United States
Charles S.
The price is NZ$498
includes taxes & fees
18 Nov - 19 Nov
Bright Beautiful Condo - 9 Minute Walk To Carroll Creek

Updated 3BR Apartment in Westminster – Family Friendly

Westminster
7.6 out of 10, Good, (4)
"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$576
includes taxes & fees
15 Dec - 16 Dec
Updated 3BR Apartment in Westminster – Family Friendly

Huge 1br apt, baby-friendly, dogs, walkable downtown

Downtown Frederick
10.0 out of 10, Exceptional, (5)
The price is NZ$373
includes taxes & fees
2 Dec - 3 Dec
Huge 1br apt, baby-friendly, dogs, walkable downtown

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 NZ$422
includes taxes & fees
18 Nov - 19 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown

Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Westminster
The price is NZ$558
includes taxes & fees
18 Nov - 19 Nov
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

*Luxury Condo In Downtown Frederick*

Downtown Frederick
9.0 out of 10, Wonderful, (69)
"Wonderful space, perfect for our family, accurate description and depiction. "
United States
Julio O.
The price is NZ$457
includes taxes & fees
18 Nov - 19 Nov
*Luxury Condo In Downtown Frederick*

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

Frederick
10.0 out of 10, Exceptional, (33)
"Great location, comfortable and attractive space. We enjoyed the visit."
United States
claire e.
The price is NZ$440
includes taxes & fees
18 Nov - 19 Nov
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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.
Save an average of 15% on thousands of hotels when you're signed in

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$243 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.