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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
,
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
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
Top guest favourite
Home in Columbia
Rancher by Wash/Balt/Annap w/pool table, Kit, Deck
3 bedrooms, 3 beds, 2 bathrooms
6–11 Oct
4.94 out of 5 average rating, 119 reviews
Top guest favourite
Home in Silver Spring
DC Getaway | Hot Tub • Sauna • Game Room
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Silver Spring
Lux Family Xcape with HotTub, Fireplace, Deck, BBQ
5 bedrooms, 7 beds, 3 bathrooms
15–20 Oct
4.96 out of 5 average rating, 131 reviews
Top guest favourite
Home in Severn
Elegant & Cozy Home Nestled in Maryland
4 bedrooms, 7 beds, 3 bathrooms
5–10 Oct
4.91 out of 5 average rating, 47 reviews
Guest favourite
Home in Lanham
Your Home Away From Home
3 bedrooms, 3 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Home in Baltimore
The James House
3 bedrooms, 4 beds, 3.5 bathrooms
27 Sept – 2 Oct
New place to stay
Guest favourite
Home in Beltsville
Sweet Rose, LLC
3 bedrooms, 3 queen beds, 2 bathrooms
11–16 Oct
4.86 out of 5 average rating, 7 reviews
Home in Silver Spring
Cozy Lower-Level Retreat 3 Rooms + Pool Table
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
Flat in Ellicott City
Experience the magic at Dream Land Guest House!
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
New place to stay
Top guest favourite
Home in Odenton
Train Tracks Getaway (Whole house)
2 bedrooms, 5 beds, 1 bathroom
13–18 Nov
4.96 out of 5 average rating, 110 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
Guest favourite
Bungalow in Laurel
Stylish Retreat | Private Entrance + Office Space
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.77 out of 5 average rating, 13 reviews
Home in Glen Burnie
The Packard Place: Near BWI, Baltimore & Annapolis
3 bedrooms, 3 beds, 2.5 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 3 reviews
Home in Rockville
Windsor Manor 6BR perfect for Families and Group
6 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.67 out of 5 average rating, 3 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