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Guest favorite
Apartment in Annapolis
King George Hideaway
3 guests1 bedroom1 bed1 bath
Jul 5 – 10
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Jul 5 – 10
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R19,063 ZAR for 5 nights

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Guest favorite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
Jul 1 – 6
R7,223 ZAR for 5 nights
4.96 out of 5 average rating, 140 reviews
Top guest favorite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
Jul 14 – 19
R10,294 ZAR for 5 nights
4.96 out of 5 average rating, 557 reviews
Top guest favorite
Room in Annapolis
Stay with SusanHosting for 7 years,
Beautiful Private Room and Bath - Edge of Eastport
Jul 19 – 24
R10,358 ZAR for 5 nights
4.96 out of 5 average rating, 78 reviews
Top guest favorite
Room in Annapolis
Stay with Michael
Sandpiper Room - Charming private room, Annapolis
Aug 17 – 22
R6,249 ZAR for 5 nights
4.93 out of 5 average rating, 136 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
Aug 2 – 7
R6,948 ZAR for 5 nights
4.91 out of 5 average rating, 134 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
R7,943 ZAR for 5 nights
4.96 out of 5 average rating, 341 reviews
Guest favorite
Home in Annapolis
New Hotel Chic
Free cancellation
Aug 24 – 29
R25,418 ZAR for 5 nights
4.94 out of 5 average rating, 423 reviews
Top guest favorite
Guesthouse in Annapolis
Eastport Gem ~ Walk to Downtown Annapolis
Free cancellation
Jul 7 – 12
R27,027 ZAR for 5 nights
5.0 out of 5 average rating, 30 reviews
Top guest favorite
Home in Annapolis
The Red Door Cottage (Pet Friendly)
Free cancellation
Oct 20 – 25
R22,876 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Annapolis
CJ's Cottage
3 beds
Jul 6 – 11
R25,232 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
Free cancellation
Jul 13 – 18
R34,780 ZAR for 5 nights
4.98 out of 5 average rating, 113 reviews
Guest favorite
Apartment in Annapolis
Walk to Water, State House, USNA
Free cancellation
Jul 8 – 13
R18,470 ZAR for 5 nights
4.92 out of 5 average rating, 141 reviews
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
Jul 21 – 26
R15,134 ZAR for 5 nights
4.91 out of 5 average rating, 1028 reviews
Top guest favorite
Condo in Annapolis
Funky Uptown Apt meets Downtown - Hist District
Free cancellation
Jul 14 – 19
R19,021 ZAR for 5 nights
4.96 out of 5 average rating, 95 reviews
Top guest favorite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
Free cancellation
Jul 20 – 25
R22,876 ZAR for 5 nights
4.96 out of 5 average rating, 282 reviews
Guest favorite
Guesthouse in Annapolis
Chesapeake Birdhouse Studio
1 queen bed
Jul 6 – 11
R16,522 ZAR for 5 nights
4.88 out of 5 average rating, 373 reviews
Top guest favorite
Home in Annapolis
Elegant & Authentic Annapolis
1 queen bed
Jul 10 – 15
R26,794 ZAR for 5 nights
5.0 out of 5 average rating, 103 reviews
Guest favorite
Room in Annapolis
Stay with Pamela
“Room at the Inn…”
Jul 1 – 6
R8,367 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews