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Search results; Over 1,000 homes in Woodsboro

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Top guest favourite
Home in Woodsboro
the Rancher at Bramble Trail
3 bedrooms, 3 beds, 2 private bathrooms
10–15 Sept
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5.0 out of 5 average rating, 11 reviews
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Guest favourite
Farm stay in Woodsboro
Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails
4 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Cabin in Walkersville
Walkersville Cabin
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 130 reviews
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Home in Detour
Rural & Historic Detour Escape w/ Horses On-Site!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Frederick
Catoctin mountain getaway home
4 bedrooms, 6 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 20 reviews
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Home in Gettysburg
Gettysburg 5BR | Pool | Games + Golf | Fire Pit
6 bedrooms, 14 beds, 6.5 bathrooms
20–25 Sept
New place to stay
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Home in Mount Airy
Sunset View Country House
5 bedrooms, 8 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Union Bridge
Rabbit Hill
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.97 out of 5 average rating, 32 reviews
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Top guest favourite
Room in Walkersville
18th C. Horse Farm Guest Suite
1 queen bed, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 86 reviews
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Guest favourite
Room in Frederick
Gold room
1 queen bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Farm stay in Thurmont
Private Farmhouse Escape w/ Mountain Views
5 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 166 reviews
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Top guest favourite
Home in Frederick
The Emerald Roof, Historic Home Downtown Frederick
4 bedrooms, 6 beds, 1.5 bathrooms
11–16 Sept
4.98 out of 5 average rating, 196 reviews
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Top guest favourite
Home in Frederick County
Eclectic Retreat near Frederick + Wedding Venue
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Frederick
More Luxury = Gym + Entertainment + Best Location
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
4.94 out of 5 average rating, 213 reviews
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Top guest favourite
Guest house in Mount Airy
Treasured Hideaway on the Hill
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 179 reviews
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Cabin in Orrtanna
New Heated Saltwater Pool ~ Pickleball Court
6 bedrooms, 7 beds, 2.5 bathrooms
16–21 Nov
5.0 out of 5 average rating, 125 reviews
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Guest house in Thurmont
Catoctin Cabin
1 bedroom, 4 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Cabin in Sabillasville
Catoctin Cabin and nearby farm!
4 bedrooms, 8 beds, 2.5 bathrooms
19–24 Sept
4.92 out of 5 average rating, 49 reviews
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Home in Middletown
“The Rambler” In beautiful Middletown, MD ⛰
4 bedrooms, 4 beds, 1.5 bathrooms
6–11 Sept
4.7 out of 5 average rating, 224 reviews