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Search results; Over 1,000 homes

Top guest favourite
Home in Sharpsburg
Steps to Winery and Battlefield – 1 Acre Retreat
3 bedrooms, 3 queen beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 238 reviews
Top guest favourite
Home in Shady Side
A Happy Place
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Sharpsburg
Nature Escape Walk to C&O Towpath & Potomac River
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Cottage in Carroll County
"Beauty and Peace"
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Hagerstown
Unique historic home - Springhouse 1803
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 465 reviews
Top guest favourite
Cottage in Piney Point
Beach Access | Waterfront Views | Kayaks & Bikes
2 bedrooms, 4 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Mount Airy
The Gathering Place | Luxury Sauna Retreat
4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Treehouse in Swanton
The Overlook; A Romantic Treehouse for Two
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 332 reviews
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Chestertown
Carriage House Studio -Secluded "Treehouse" Escape
2 king beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 289 reviews
Top guest favourite
Home in Piney Point
Living on Island Time
2 bedrooms, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 161 reviews
Top guest favourite
Guest suite in Hagerstown
Oak Hill Private Suite Historic North End
1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 535 reviews
Guest favourite
Home in Shady Side
Waterfront Coastal Retreat w/ Beach Access
3 bedrooms, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Stevensville
Bay Bliss House
3 bedrooms, 3 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Middle River
Cozy Waterfront Cabin Escape
2 bedrooms, 2 queen beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Tiny home in Mardela Springs
Tiny House on Maypop Homestead
1 bedroom, 1 bed, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 46 reviews
Featured hotel
Room in St. Michaels
Standard queen room
1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 76 reviews