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Woodsboro Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Woodsboro holiday rentals

A storefront with a large glass window, a wooden door, and a brick sidewalk.

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (13 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is NZ$758
includes taxes & fees
19 Oct - 20 Oct
Rural & Historic Detour Escape w/ Horses On-Site!
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is NZ$765
includes taxes & fees
19 Oct - 20 Oct
Rural & Historic Detour Escape w/ Horses On-site!
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

4. Huge, Downtown, Walkable, Coffee, Breweries, Dogs

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$403
includes taxes & fees
3 Nov - 4 Nov
Huge, Downtown, Walkable, Coffee, Breweries, Dogs
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

5. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (105 reviews)
"The place was conveniently located within walking distance to downtown. Place was clean with parking space in back. Had a great stay."
United States
jeff h.
The price is NZ$601
includes taxes & fees
19 Oct - 20 Oct
Modern Condo Right off Market Street
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

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

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is NZ$542
includes taxes & fees
19 Oct - 20 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A living room with a television on a wooden cabinet, a fireplace, and a sofa.

7. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
The price is NZ$221
includes taxes & fees
4 Nov - 5 Nov
Shamrock Loft | Market St Frederick, MD
A GE front-loading washer and dryer unit with a stone wall background.

8. Chapel & Clover | Cozy Downtown Frederick Loft

Chapel & Clover | Cozy Downtown Frederick Loft
Downtown Frederick
The price is NZ$554
includes taxes & fees
25 Oct - 26 Oct
Chapel & Clover | Cozy Downtown Frederick Loft
A modern kitchen with grey cabinets, a central island, and pendant lighting.

9. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is NZ$604
includes taxes & fees
4 Nov - 5 Nov
Luxury Condo In Downtown Frederick
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (143 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is NZ$540
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

11. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (71 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is NZ$511
includes taxes & fees
3 Nov - 4 Nov
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A rustic cabin interior with a wooden ceiling, a fireplace, a dining area, and a kitchen with a refrigerator and hanging pots.

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

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (116 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
The price is NZ$449
includes taxes & fees
26 Oct - 27 Oct
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A brick building with a waterfall feature in front.

13. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is NZ$808
includes taxes & fees
17 Nov - 18 Nov
New townhouse
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

14. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is NZ$870
includes taxes & fees
18 Oct - 19 Oct
Newly constructed 6 bedroom home
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

15. 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, (20 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is NZ$327
includes taxes & fees
26 Oct - 27 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A storefront with a sign reading "PERENNIAL" and "CLAY & GARDEN".

16. The Wedgewood Inn / Historic Frederick Maryland

The Wedgewood Inn / Historic Frederick Maryland
Downtown Frederick
9.8 out of 10, Exceptional, (36 reviews)
"Great stay for a wedding we had In the area!"
United States
Anonymous traveller
The price is NZ$760
includes taxes & fees
28 Oct - 29 Oct
The Wedgewood Inn / Historic Frederick Maryland
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (159 reviews)
"Perfect little house in a great historic location."
United States
Donald K.
The price is NZ$447
includes taxes & fees
19 Oct - 20 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

18. Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Orrtanna
9.8 out of 10, Exceptional, (348 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is NZ$428
includes taxes & fees
21 Oct - 22 Oct
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

19. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (5 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
Bin There Treehouse - A Grain Bin treehouse!
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

20. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is NZ$445
includes taxes & fees
18 Oct - 19 Oct
Cozy Downtown Cabin - Family Friendly
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

Comfort Suites Near Gettysburg Battlefield Visitor Center

Comfort Suites Near Gettysburg Battlefield Visitor Center

10/10 Excellent
"The room was excellent and the staff very pleasant and helpful. One suggestion is to improve the breakfast."
Tammie 1-night trip
Posted less than an hour ago
Comfort Suites Near Gettysburg Battlefield Visitor Center

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$428 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?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This holiday home rental outside of Woodsboro offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, 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.