filters

Search results; Over 1,000 homes in Boonsboro

Top guest favourite
Cabin in Boonsboro
Little Lodge
2 bedrooms, 3 beds, 1 private bathroom
14–19 Aug
,
4.95 out of 5 average rating, 443 reviews
Guest favourite
Home in Boonsboro
Charming 1800s House in the Town of Boonsboro
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Flat in Myersville
Hillside Hideaway
4.94 out of 5 average rating, 31 reviews, 1 bedroom, 4 beds, 1 bathroom
12–17 Jul
Top guest favourite
Home in Myersville
The Crooked Cottage: a Cozy, Curated Escape
4.98 out of 5 average rating, 305 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
4.97 out of 5 average rating, 179 reviews, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Chalet in Boonsboro
Mountain Myst
4.94 out of 5 average rating, 613 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Boonsboro
The Overlook~ Exquisite Views
4.92 out of 5 average rating, 48 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Jul – 3 Aug
Home in Keedysville
Bufflehead Lodge
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Room in Keedysville
Historic Civil War era stone house
4.81 out of 5 average rating, 293 reviews, 2 beds, 1.5 bathrooms
10–15 Jul
Superhost
Home in Myersville
Hillside Haven
New place to stay, 3 bedrooms, 5 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
4.97 out of 5 average rating, 429 reviews, 2 beds, 1.5 bathrooms
14–19 Jul
Superhost
Cabin in Thurmont
Birch Cabin - Thurmont, MD
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Cottage in Hagerstown
Unique historic home - Springhouse 1803
4.96 out of 5 average rating, 461 reviews, 3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Room in Middletown
Peaceful Farmette, Red Bedroom
4.98 out of 5 average rating, 218 reviews, 1 double bed, 1 bathroom
12–17 Jul
Tiny home in Jefferson County
❤️ Secluded 1940s Romantic Tiny House on the River
4.88 out of 5 average rating, 516 reviews, 1 bed, Toilet with sink
23–28 Aug
Cabin in Hedgesville
A-frame Retreat, HotTub, Arcade, Golf, Dogs OK
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Sharpsburg
Nature Escape Walk to C&O Towpath & Potomac River
4.97 out of 5 average rating, 74 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
Top guest favourite
Home in Sharpsburg
Steps to Winery and Battlefield – 1 Acre Retreat
4.96 out of 5 average rating, 235 reviews, 3 bedrooms, 3 beds, 1 bathroom
17–22 Aug
Guest favourite
Room in Boonsboro
Dandelion
5.0 out of 5 average rating, 8 reviews, 1 double bed, 1 bathroom
10–15 Jul