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Search results; Over 1,000 homes in Highland

Guest favourite
Guest suite in Highland
"The Whole First Floor is Yours" near Columbia, MD
2 bedrooms, 3 beds, 2 private bathrooms
13–18 Sept
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4.79 out of 5 average rating, 151 reviews
Top guest favourite
Guest house in Highland
Woodland Retreat
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.98 out of 5 average rating, 313 reviews
Guest favourite
Room in Silver Spring
Maydale natural D
1 bed, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Columbia
Lakefront Couples Escape | Fire Pit |Sunset Views
1 bedroom, 1 king bed, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in Silver Spring
Brand New Modern Guest Living Space
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 144 reviews
Guest favourite
Room in Silver Spring
Modern Studio with Private Bath
1 bed, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 12 reviews
Room in Columbia
Easy Drive to Baltimore + Pool & Free Breakfast
2 queen beds, 1 bathroom
13–18 Sept
4.67 out of 5 average rating, 3 reviews
Guest favourite
Home in Sykesville
Lovely Sykesville home w/ a 5 min walk to Main St
2 bedrooms, 2 beds, 2 bathrooms
10–15 Sept
4.9 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Beltsville
Mid-century comfort (No cleaning fee!)
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Guest suite in Silver Spring
Stylish Basement Apartment With Garden View
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 117 reviews
Top guest favourite
Home in Ellicott City
Historic Riverside Cottage
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 102 reviews
Guest favourite
Home in Silver Spring
Beautiful 4BR colonial home with big backyard
4 bedrooms, 5 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Townhouse in Silver Spring
Wooded Retreat | Free Parking | Pets | Near DC
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Camper van/Motorhome in Howard County
Camping on a Horse Farm – Nature, Comfort & Stars
2 bedrooms, 2 queen beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Ellicott City
Charming Home in the Heart of Old Ellicott City
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 58 reviews
Guest favourite
Home in Silver Spring
NEW| Cozy House near Metro & WashDC| Ample Parking
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 169 reviews
Home in Silver Spring
Cozy Lower-Level Retreat 3 Rooms + Pool Table
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
Home in Rockville
Windsor Manor 6BR perfect for Families and Group
6 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Fulton
Nature's Serene Hideaway
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.84 out of 5 average rating, 25 reviews