Search results; Over 1,000 places in Annapolis

The home you selected

Superhost
Home in Annapolis
Bay Poolhouse
12 guests4 bedrooms4 beds2.5 baths
May 11 – 16
More
May 11 – 16
More
ﺩ.ﺇ12,958 for 5 nights
for 5 nights

Explore more homes

Top guest favorite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
Free cancellation
Jun 1 – 6
ﺩ.ﺇ6,975 for 5 nights
for 5 nights
4.98 out of 5 average rating, 106 reviews
Top guest favorite
Apartment in Annapolis
Annapolis Main Street View Apartment
Free cancellation
May 25 – 30
ﺩ.ﺇ7,413 for 5 nights
for 5 nights
4.96 out of 5 average rating, 27 reviews
Top guest favorite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
May 25 – 30
ﺩ.ﺇ1,248 for 5 nights
for 5 nights
4.98 out of 5 average rating, 130 reviews
Top guest favorite
Apartment in Annapolis
Naptown's Nauti Flat
2 queen beds
May 17 – 22
ﺩ.ﺇ5,625 for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Condo in Annapolis
1st Floor Condo in Annapolis
Free cancellation
Aug 11 – 16
ﺩ.ﺇ3,246 for 5 nights
for 5 nights
4.96 out of 5 average rating, 50 reviews
Top guest favorite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
May 31 – Jun 5
ﺩ.ﺇ1,614 for 5 nights
for 5 nights
4.96 out of 5 average rating, 328 reviews
Top guest favorite
Guest suite in Annapolis
Summer Special, Pristine 1 Bed/1 Bath in Annapolis
Free cancellation
Jul 3 – 8
ﺩ.ﺇ4,494 for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews
Top guest favorite
Home in Annapolis
Elegant & Authentic Annapolis
Free cancellation
Jun 28 – Jul 3
ﺩ.ﺇ5,467 for 5 nights
for 5 nights
5.0 out of 5 average rating, 96 reviews
Guest favorite
Apartment in Annapolis
Cozy Annapolis Basement APT
1 queen bed
May 10 – 15
ﺩ.ﺇ3,228 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Annapolis
Walk to Navy Stadium & Shops. No cleaning fee!
Free cancellation
May 24 – 29
ﺩ.ﺇ8,718 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
Top guest favorite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
Aug 2 – 7
ﺩ.ﺇ1,292 for 5 nights
for 5 nights
4.91 out of 5 average rating, 128 reviews
Top guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Free cancellation
Jun 1 – 6
ﺩ.ﺇ7,598 for 5 nights
for 5 nights
4.99 out of 5 average rating, 162 reviews
Top guest favorite
Guesthouse in Annapolis
Garden View, a spacious 1 bedroom with loft.
Free cancellation
May 29 – Jun 3
ﺩ.ﺇ3,685 for 5 nights
for 5 nights
4.99 out of 5 average rating, 134 reviews
Top guest favorite
Room in Annapolis
Stay with UrsulaI'm retired,
Lovely Private Master Bedroom
May 12 – 17
ﺩ.ﺇ3,146 for 5 nights
for 5 nights
4.97 out of 5 average rating, 222 reviews
Guest favorite
Guest suite in Annapolis
Annapolis Garden Suite
Free cancellation
May 26 – 31
ﺩ.ﺇ4,671 for 5 nights
for 5 nights
4.94 out of 5 average rating, 89 reviews
Top guest favorite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
Jun 1 – 6
ﺩ.ﺇ1,722 for 5 nights
for 5 nights
4.96 out of 5 average rating, 548 reviews
Top guest favorite
Home in Annapolis
Charming Annapolis Townhome
Free cancellation
May 26 – 31
ﺩ.ﺇ6,587 for 5 nights
for 5 nights
5.0 out of 5 average rating, 36 reviews
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
Free cancellation
Nov 17 – 22
ﺩ.ﺇ3,143 for 5 nights
for 5 nights
4.97 out of 5 average rating, 173 reviews