filters

Search results; Over 1,000 homes in Boonsboro

Top guest favourite
Chalet in Boonsboro
Mountain Myst
3 bedrooms, 4 beds, 2.5 shared bathrooms
19–24 Oct
,
4.94 out of 5 average rating, 617 reviews
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
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
Top guest favourite
Home in Sharpsburg
Steps to Winery and Battlefield – 1 Acre Retreat
3 bedrooms, 3 queen beds, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 246 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, 9 reviews
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
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
Guest favourite
Home in Hagerstown
The Palmstead | Stylish 3 BR | Garage EV Charging
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Rohrersville
Country Charm next to Winery!
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Room in Middletown
Beausoleil Farm
1 queen bed, 1 bathroom
10–15 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Hagerstown
The Chapel House at Stonemont
2 bedrooms, 2 queen beds, 1 bathroom
30 Sept – 5 Oct
4.89 out of 5 average rating, 57 reviews
Top guest favourite
Flat in Myersville
Hillside Hideaway
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 35 reviews
Guest favourite
Guest house in Middletown
Indulge, Fresh Flowers, Frederick County Haven
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 334 reviews
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
Guest favourite
Home in Williamsport
Williamsport by the River
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.79 out of 5 average rating, 34 reviews
Guest house in Boonsboro
The White Cottage | A Charming Farm Retreat
2 bedrooms, 2 king beds, 1 bathroom
24–29 Sept
New place to stay
Top guest favourite
Home in Middletown
Spacious Frederick Cty Retreat
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 34 reviews
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
Top guest favourite
Home in Martinsburg
So cozy
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 98 reviews