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Search results; Over 1,000 homes in Boonsboro

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Top guest favourite
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 shared bathrooms
19–24 Oct
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4.94 out of 5 average rating, 618 reviews
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Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 449 reviews
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Home in Boonsboro
The Belle Orchard - A weekend Getaway and More
4 bedrooms, 6 beds, 3.5 bathrooms
12–17 Oct
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Guest favourite
Room in Boonsboro
Dandelion
1 double bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 8 reviews
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Guest house in Boonsboro
The White Cottage | A Charming Farm Retreat
2 bedrooms, 2 king beds, 1 bathroom
26 Sept – 1 Oct
New place to stay
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Home in Boonsboro
Grand 6BR Boonsboro Retreat with Game Room
6 bedrooms, 6 queen beds, 6 bathrooms
11–16 Oct
New place to stay
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Top guest favourite
Flat in Boonsboro
46 South Main Suite #1
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Boonsboro
The Corner House-Studio Apt
1 bedroom, 1 king bed, 1 bathroom
25 Sept – 2 Oct
4.98 out of 5 average rating, 58 reviews
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Place to stay in Boonsboro
Firefly IV
1 bedroom, 1 double bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 4 reviews
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Room in Keedysville
Historic Civil War era stone house
2 beds, 1.5 bathrooms
11–16 Oct
4.81 out of 5 average rating, 294 reviews
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Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Room in Middletown
Peaceful Farmette, Blue Bedroom
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 324 reviews
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Guest favourite
Guest house in Boonsboro
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
4.85 out of 5 average rating, 48 reviews
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Home in Hagerstown
Walkout Private Basement Suite
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Room in Sharpsburg
Hidden Gem #2 with private bathroom.
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Cabin in Keedysville
Quiet Antietam Cabin
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.82 out of 5 average rating, 129 reviews