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Woodsboro Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Woodsboro vacation rentals

A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

1. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
The price is AED 275
AED 814 total
includes taxes & fees
6 Oct - 7 Oct
Cozy, dog-friendly, downtown
A storefront with a large glass window, a wooden door, and a brick sidewalk.

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (12 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A compact kitchen with a wooden table, white chairs, a coffee station, and a clock on the wall.

3. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is AED 273
AED 811 total
includes taxes & fees
11 Oct - 12 Oct
Patty's Place - Private and Convenient Apartment near Downtown
A modern apartment with a living room, kitchen, and dining area.

4. 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 AED 275
AED 814 total
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly, heart of downtown
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

5. 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 AED 444
AED 1,604 total
includes taxes & fees
14 Oct - 15 Oct
Rural & Historic Detour Escape w/ Horses On-Site!
A two-story house with a front porch, a garage, and a small patio area.

6. Chapel & Clover | Cozy Downtown Frederick Loft

Chapel & Clover | Cozy Downtown Frederick Loft
Downtown Frederick
The price is AED 275
AED 1,097 total
includes taxes & fees
3 Nov - 4 Nov
Chapel & Clover | Cozy Downtown Frederick Loft
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

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

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and convenient stay with responsive hosts. Great amenities for longer stays with the w/d. Will be back!"
United States
Dave T.
Huge, Downtown, Walkable, Coffee, Breweries, Dogs
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is AED 599
AED 1,587 total
includes taxes & fees
14 Oct - 15 Oct
Rural & Historic Detour Escape w/ Horses On-site!
A bedroom with a wooden bed, a window with blinds, a bedside lamp, and a radiator.

9. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
The price is AED 301
AED 397 total
includes taxes & fees
26 Oct - 27 Oct
Shamrock Loft | Market St Frederick, MD
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

10. 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, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is AED 360
AED 1,001 total
includes taxes & fees
6 Oct - 7 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

11. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (103 reviews)
"Great place!"
United States
Danielle G.
The price is AED 605
AED 1,229 total
includes taxes & fees
7 Oct - 8 Oct
Modern Condo Right off Market Street
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.

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is AED 446
AED 975 total
includes taxes & fees
13 Oct - 14 Oct
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.

13. 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 AED 533
AED 1,032 total
includes taxes & fees
26 Oct - 27 Oct
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Great place to stay. Very clean and beautiful. The Host was very nice too and kept us informed. We will definetly stay there again!"
United States
Adair M.
The price is AED 312
AED 880 total
includes taxes & fees
6 Oct - 7 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A modern kitchen with grey cabinets, a central island, and pendant lighting.

15. 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 AED 592
AED 1,277 total
includes taxes & fees
6 Oct - 7 Oct
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.

16. 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, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is AED 514
AED 1,145 total
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A brick building with a waterfall feature in front.

17. 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 AED 671
AED 1,576 total
includes taxes & fees
14 Oct - 15 Oct
New townhouse
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

18. 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.
The price is AED 591
AED 840 total
includes taxes & fees
18 Oct - 19 Oct
Bin There Treehouse - A Grain Bin treehouse!
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

19. 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, (19 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is AED 265
AED 678 total
includes taxes & fees
13 Oct - 14 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

20. 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 AED 782
AED 1,814 total
includes taxes & fees
11 Oct - 12 Oct
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

Brickhouse Inn

Brickhouse Inn

10/10 Excellent
"Staff is very friendly and helpful, Rooms are spacious and comfortable. Grab and go breakfast (continental items) are included. This property is in a great location, easy walking distance to many restaurants and stores."
Steve 1-night trip
Posted 7 hours ago
Brickhouse Inn

Frequently asked questions

Are there vacation rentals in Woodsboro?

Yes, we have vacation rentals close to the most popular attractions in Woodsboro, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Woodsboro?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This vacation home near 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 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 larger area, you’ll find Fort Detrick and Frederick Fairgrounds.

What’s a vacation rental in Woodsboro like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Woodsboro. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.