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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
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
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
Room in Keedysville
Historic Civil War era stone house
2 beds, 1.5 bathrooms
15–20 Aug
4.81 out of 5 average rating, 293 reviews
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
15–20 Aug
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Room in Sharpsburg
Hidden Gem #1 - Stay with Dan and Alice.
1 bed, 1 bathroom
25–30 Aug
4.97 out of 5 average rating, 184 reviews
Top guest favourite
Flat in Hagerstown
The Violet Femme Studio
1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 119 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, 9 reviews
Guest favourite
Flat in Boonsboro
The Corner House-1 BR Apt
1 bedroom, 2 beds, 1 bathroom
16–23 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
2 beds, 1.5 bathrooms
25–30 Aug
4.98 out of 5 average rating, 441 reviews
Guest favourite
Cabin in Keedysville
Antietam Look Out - Incredible Sunset Views!
4 bedrooms, 4 beds, 3 bathrooms
21–26 Aug
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Guest suite in Smithsburg
Creekside Retreat at the Jewel Vinsota
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 390 reviews
Top guest favourite
Guest house in Smithsburg
Jewel Vinsota Artist's Guesthouse
1 bedroom, 1 double bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 854 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, 522 reviews
Top guest favourite
Cabin in Myersville
Sleepy Hollow Log Cabin
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 212 reviews
Guest favourite
Cottage in Middletown
Charming "Cream of the Crop" Cape ~❤️of Middletown
2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Aug
4.9 out of 5 average rating, 325 reviews
Top guest favourite
Flat in Hagerstown
Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 178 reviews