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Search results; Over 1,000 homes in Boonsboro

Top guest favourite
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 shared bathrooms
8–13 Sept
,
4.94 out of 5 average rating, 615 reviews
Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
3 bedrooms, 4 beds, 2.5 bathrooms
22–27 Aug
4.92 out of 5 average rating, 51 reviews
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, 8 reviews
Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 445 reviews
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 313 reviews
Top guest favourite
Guest house in Frederick
Private Woodland Retreat | Near Downtown Frederick
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 92 reviews
Flat in Hagerstown
Creative Living | A Sculptor’s Home
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Dome in Mercersburg
StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
1 bedroom, 2 beds, 1 bathroom
16–21 Nov
4.99 out of 5 average rating, 257 reviews
Guest favourite
Home in Hagerstown
The Palmstead | Stylish 3 BR | Garage EV Charging
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Smithsburg
Creekside Retreat at the Jewel Vinsota
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 391 reviews
Top guest favourite
Home in Martinsburg
So cozy
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 95 reviews
Guest favourite
Tiny home in Jefferson County
❤️ Secluded 1940s Romantic Tiny House on the River
1 queen bed, WC
12–17 Sept
4.88 out of 5 average rating, 523 reviews
Top guest favourite
Home in Smithsburg
The Great Escape Lodge ~ Exquisite Mountain Views
3 bedrooms, 3 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 227 reviews
Superhost
Home in Myersville
Hillside Haven
3 bedrooms, 5 beds, 1.5 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 33 reviews
Guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 442 reviews
Top guest favourite
Home in Middletown
Beautiful historical town, 3 bedrooms, countryside
3 bedrooms, 3 beds, 3 bathrooms
9–14 Nov
4.97 out of 5 average rating, 91 reviews
Home in Frederick
Cozy 2BR/1.5BA · Downtown Frederick · Private Yard
2 bedrooms, 2 queen beds, 1.5 bathrooms
13–18 Sept
New place to stay