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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, 6 beds, 2 private bathrooms
4–9 Aug
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4.79 out of 5 average rating, 140 reviews
Top guest favourite
Guest house in Highland
Woodland Retreat
4.98 out of 5 average rating, 312 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
Room in Silver Spring
Maydale natural D
New place to stay, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Olney
Olney Escape | Free Parking | Near shops & Dinning
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
Top guest favourite
Guest suite in Silver Spring
Brand New Modern Guest Living Space
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Top guest favourite
Guest suite in Woodstock
Our Retreat -in a peaceful setting.
4.98 out of 5 average rating, 225 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Aug
Top guest favourite
Guest suite in Jessup
In-Law/Guest Suite ~~ Red Rose Inn
4.95 out of 5 average rating, 92 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Home in Columbia
Rancher by Wash/Balt/Annap w/pool table, Kit, Deck
4.94 out of 5 average rating, 117 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Guest favourite
Guest suite in Rockville
Upstairs Apartment - 5 min. from Metro, Pike&Rose
4.94 out of 5 average rating, 95 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Room in Columbia
Private Basement Studio with Patio – Columbia, MD
5.0 out of 5 average rating, 10 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Townhouse in Severn
Modern 3BR Townhome Near BWI & Fort Meade
New place to stay, 3 bedrooms, 3 beds, 3.5 bathrooms
2–7 Aug
Top guest favourite
Guest house in Washington
English Basement | Sleep 7 · Park Free + EV Charge
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Cottage in Carroll County
"Beauty and Peace"
5.0 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Oct
Top guest favourite
Home in Ellicott City
Charming Home in the Heart of Old Ellicott City
4.96 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Guest favourite
Home in Silver Spring
NEW| Cozy House near Metro & WashDC| Ample Parking
4.95 out of 5 average rating, 164 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Room in Silver Spring
Cozy Master Bedroom
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Guest house in Ellicott City
Cozy Historic Guest House
4.93 out of 5 average rating, 117 reviews, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Home in Odenton
Train Tracks Getaway (Whole house)
4.97 out of 5 average rating, 96 reviews, 2 bedrooms, 5 beds, 1 bathroom
6–11 Sept
Top guest favourite
Farm stay in Damascus
Large countryside escape
5.0 out of 5 average rating, 124 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug