Woodsboro Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Woodsboro vacation rentals

Game room

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Woodbine
The price is ￥15,927
￥23,636 total
includes taxes & fees
Apr 13 - Apr 14
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Interior

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, (113 reviews)
"Good stay. Would visit again. "
United States
Lonnie F.
The price is ￥12,742
￥32,077 total
includes taxes & fees
Apr 15 - Apr 16
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Interior

Airstream in Wine Country Hot Tub Extra Cost

Airstream in Wine Country Hot Tub Extra Cost
Orrtanna
10.0 out of 10, Exceptional, (96 reviews)
"Place was awesome and very quiet"
United States
Justin L.
The price is ￥11,945
￥29,895 total
includes taxes & fees
Apr 13 - Apr 14
Airstream in Wine Country Hot Tub Extra Cost
Property grounds

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway
Thurmont
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
The price is ￥14,621
￥23,096 total
includes taxes & fees
Apr 13 - Apr 14
Birch Cabin at Hunting Creek Hideaway
Smart TV

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (8 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 ￥9,747
￥30,591 total
includes taxes & fees
Apr 15 - Apr 16
Pet-friendly, heart of downtown
Fridge, microwave, coffee/tea maker, toaster

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, (6 reviews)
"Amazing stay love this place very cozy house ."
United States
Aimee C.
The price is ￥9,733
￥32,265 total
includes taxes & fees
Apr 13 - Apr 14
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Outdoor spa tub

Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (332 reviews)
"Great little place! We had a lovely stay, & were so thankful we could have our dogs. We enjoyed our stay very much! "
United States
Kristina S.
The price is ￥13,538
￥31,663 total
includes taxes & fees
Apr 13 - Apr 14
Apple Blossom Cottage! HT Extra Cost
1 bedroom, free WiFi, bed sheets

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (28 reviews)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
The price is ￥9,461
￥30,287 total
includes taxes & fees
Apr 13 - Apr 14
Cozy, dog-friendly, downtown
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (143 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is ￥23,891
￥50,311 total
includes taxes & fees
Apr 17 - Apr 18
Charming "Cream of the Crop" Cape ~❤️of Middletown

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, (125 reviews)
"The home was a great location to explore downtown Frederick. It had everything that we needed "
United States
David J.
The price is ￥19,431
￥45,077 total
includes taxes & fees
Apr 20 - Apr 21
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Smart TV

Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (1 review)
"Great location, beautiful unit. We really enjoyed our stay "
United States
Kari S.
The price is ￥17,918
￥52,655 total
includes taxes & fees
Apr 13 - Apr 14
Gray Getaway
Interior

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is ￥21,501
￥68,742 total
includes taxes & fees
Apr 14 - Apr 15
Rural & Historic Detour Escape w/ Horses On-site!
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (66 reviews)
"Great kitchen, very comfortable beds. Well air conditioned."
United States
Whitney C.
The price is ￥22,298
￥45,752 total
includes taxes & fees
May 6 - May 7
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior

Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
Gettysburg Historic District
9.8 out of 10, Exceptional, (58 reviews)
"Great stay"
United States
Kevin W.
The price is ￥14,191
￥58,202 total
includes taxes & fees
Apr 13 - Apr 14
Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
Exterior

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Myersville
9.4 out of 10, Exceptional, (111 reviews)
"Great, unique house full of cool antiques! Host was helpful and communicative, highly recommended for a Myersville stay."
United States
Ryan W.
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
Fridge, microwave, oven, stovetop

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, (61 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is ￥15,131
￥40,350 total
includes taxes & fees
Apr 14 - Apr 15
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
TV, foosball, books

Cozy Pine Tree Nest

Cozy Pine Tree Nest
Frederick
9.4 out of 10, Exceptional, (11 reviews)
"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 ￥12,758
￥27,030 total
includes taxes & fees
Apr 20 - Apr 21
Cozy Pine Tree Nest
Fridge, microwave, oven, stovetop

Gated 3BR Apartment in Westminster Private Parking

Gated 3BR Apartment in Westminster Private Parking
Westminster
8.0 out of 10, Very Good, (5 reviews)
"We enjoyed our stay, spacious rooms and cute decor. "
United States
Anonymous traveler
The price is ￥23,859
￥50,634 total
includes taxes & fees
Apr 19 - Apr 20
Gated 3BR Apartment in Westminster Private Parking
Property grounds

Downtown Westminster Retreat Swim Spa, Fire Pit & Pond

Downtown Westminster Retreat Swim Spa, Fire Pit & Pond
Westminster
8.8 out of 10, Excellent, (3 reviews)
"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 ￥31,636
￥62,442 total
includes taxes & fees
Apr 16 - Apr 17
Downtown Westminster Retreat Swim Spa, Fire Pit & Pond
Exterior detail

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (7 reviews)
"Host was very responsive before and during my stay. Apartment is beautifully appointed and has all the amenities you need for a great weekend stay!!"
United States
lizbeth g.
The price is ￥15,608
￥36,804 total
includes taxes & fees
Apr 20 - Apr 21
Huge 1br apt, baby-friendly, dogs, walkable downtown
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

Days Inn by Wyndham Gettysburg

Days Inn by Wyndham Gettysburg

10/10 Excellent
"Nice quiet stay."
Dale 1-night trip
Posted 3 hours ago
Days Inn by Wyndham Gettysburg

Find out more about Woodsboro

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Look no further and take a look at our great range of rental properties in Woodsboro!

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?

Exquisite, first floor stone ranch Gettysburg large kitchen/living area - quiet : This vacation home rental near 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 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.