Search results; Over 1,000 homes in Annapolis

Apartment in Maryland
Amazing Views from Spa Creek 2BD Condo with Pool
2 bedrooms, 3 beds, 1 private bathroom
2–7 Aug
,
4.75 out of 5 average rating, 85 reviews
Flat in Maryland
Perfect Eastport location
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 142 reviews
Home in Maryland
Charming Annapolis Townhome
2 bedrooms, 1.5 bathrooms
6–11 Jul
4.98 out of 5 average rating, 57 reviews
Guest suite in Maryland
Our Annapolis Penthouse
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.97 out of 5 average rating, 454 reviews
Home in Maryland
Marymont Cottage
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 27 reviews
Home in Maryland
Historic Downtown in-law suite
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 240 reviews
Boat in Maryland
Welcome Aboard!
2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug
4.96 out of 5 average rating, 110 reviews
Home in Maryland
Peaceful Waterfront Home in Annapolis 3BR 2BA.
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 78 reviews
Home in Maryland
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms, 4 beds, 1.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 47 reviews
Apartment in Maryland
Annapolis Waterfront Condo - Unit #: A-203
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.96 out of 5 average rating, 338 reviews
Home in Maryland
The Navy House-Walk or Shuttle Downtown! 3 bd
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
4.94 out of 5 average rating, 200 reviews
Home in Maryland
Cozy Cottage
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 24 reviews
Home in Maryland
Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.99 out of 5 average rating, 144 reviews
Home in Maryland
Charming on Charles Street
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 27 reviews
Place to stay in Maryland
Rooms at Garden House next to USNA & Harbor
2 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.96 out of 5 average rating, 255 reviews
Home in Maryland
DTA Row Home | Walk to City Dock & The Yard
2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 14 reviews
Home in Maryland
Downtown Home/ Central Location
2 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 35 reviews
Guest house in Maryland
Eastport Gem ~ Walk to Downtown Annapolis
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Jul
5.0 out of 5 average rating, 88 reviews
Townhouse in Maryland
Townhouse - 1 Mile from Downtown Strip
3 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
4.92 out of 5 average rating, 243 reviews