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Search results; Over 1,000 homes in Woodsboro

Guest favourite
Farm stay in Woodsboro
Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails
4 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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5.0 out of 5 average rating, 7 reviews
Guest favourite
Cabin in Walkersville
Walkersville Cabin
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 131 reviews
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, 89 reviews
Superhost
Room in Walkersville
Cozy & Private Suite in a Peaceful Community
1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Frederick
Luxury Cozy Guesthouse w/ Private Entry & Garage
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
4.97 out of 5 average rating, 32 reviews
Guest favourite
Farm stay in Mount Airy
Poole House at Friendship Farm
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 121 reviews
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
Guest favourite
Townhouse in Frederick
Positive vibes on Market St
3 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.98 out of 5 average rating, 174 reviews
Top guest favourite
Guest house in Keymar
Historic country guesthouse, newly renovated.
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 101 reviews
Top guest favourite
Farm stay in Mount Airy
Sunsets from a Haven on a Hill
4 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 107 reviews
Top guest favourite
Home in Woodsboro
the Rancher at Bramble Trail
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Mount Airy
Sunset View Country House
5 bedrooms, 8 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Frederick
Newly Built Townhome
4 bedrooms, 5 beds, 4 bathrooms
17–22 Oct
4.86 out of 5 average rating, 139 reviews
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 316 reviews
Farm stay in New Windsor
1880s Farmhouse Getaway Cozy Lux Near Wineries
3 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
Home in Detour
Rural & Historic Detour Escape w/ Horses On-Site!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.75 out of 5 average rating, 4 reviews
Guest favourite
Room in Frederick
Gold room“Your peaceful escape starts here.”
1 queen bed, 1 bathroom
14–19 Sept
4.71 out of 5 average rating, 17 reviews
Top guest favourite
Place to stay in Frederick
Uptown AlleyCat Studio Apartment
1 bedroom, 1 queen bed, 1 bathroom
16–21 Nov
4.96 out of 5 average rating, 390 reviews