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Guest favorite
Guesthouse in Annapolis
Carriage House near Navy Stadium, parking, pets
5 guests2 bedrooms4 beds1 bath
Aug 11 – 16
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Aug 11 – 16
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R39,746 ZAR for 5 nights

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Top guest favorite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
Jul 14 – 19
R6,586 ZAR for 5 nights
4.96 out of 5 average rating, 559 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
Jul 15 – 20
R6,905 ZAR for 5 nights
4.96 out of 5 average rating, 142 reviews
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
Jul 21 – 26
R15,227 ZAR for 5 nights
4.91 out of 5 average rating, 1029 reviews
Top guest favorite
Room in Annapolis
Stay with SusanHosting for 7 years,
Beautiful Private Room and Bath - Edge of Eastport
Jul 19 – 24
R10,123 ZAR for 5 nights
4.96 out of 5 average rating, 79 reviews
Top guest favorite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
Aug 5 – 10
R7,992 ZAR for 5 nights
4.96 out of 5 average rating, 346 reviews
Top guest favorite
Guest suite in Annapolis
July Special: 1 Bed/1 Bath Walkable in Annapolis
2 beds
Jul 21 – 26
R19,950 ZAR for 5 nights
5.0 out of 5 average rating, 32 reviews
Top guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bed
Aug 15 – 20
R37,615 ZAR for 5 nights
4.99 out of 5 average rating, 170 reviews
Top guest favorite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 king beds
Aug 1 – 6
R23,976 ZAR for 5 nights
4.96 out of 5 average rating, 409 reviews
Top guest favorite
Guest suite in Annapolis
Private 2B Apt--less than 1 mi to Downtown
4 beds
Jul 22 – 27
R19,117 ZAR for 5 nights
4.96 out of 5 average rating, 197 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
Aug 2 – 7
R6,991 ZAR for 5 nights
4.91 out of 5 average rating, 135 reviews
Guest favorite
Room in Annapolis
Stay with Pamela
“Room at the Inn…”
Jul 14 – 19
R8,418 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Annapolis
Naval Academy Gate 1
4 beds
Jul 13 – 18
R21,128 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Annapolis
King George Hideaway
1 sofa bed
Jul 13 – 18
R19,287 ZAR for 5 nights
4.92 out of 5 average rating, 102 reviews
Guest favorite
Apartment in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
2 beds
Jul 21 – 26
R15,558 ZAR for 5 nights
4.92 out of 5 average rating, 490 reviews
Superhost
Home in Annapolis
Royal Hue House Style & Comfort
3 beds
Jul 12 – 17
R20,737 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
2 beds
Nov 17 – 22
R15,558 ZAR for 5 nights
4.97 out of 5 average rating, 182 reviews
Superhost
Apartment in Annapolis
Annapolis Gem: Stylish and Cozy
3 beds
Jul 12 – 17
R23,933 ZAR for 5 nights
New place to stay
Guest favorite
Room in Annapolis
Stay with CathyRetired,
Howard's Cove Retreat
Jul 13 – 18
R12,254 ZAR for 5 nights
4.92 out of 5 average rating, 518 reviews