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Guest favorite
Guest suite in Annapolis
Cape St Claire waterfront getaway "The Apartment"
2 guests1 bedroom1 bed1 bath
Jul 8 – 13
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Jul 8 – 13
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R15,532 ZAR for 5 nights
for 5 nights

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Top guest favorite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
Jul 23 – 28
R8,034 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 336 reviews
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
Jul 21 – 26
R15,886 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 1026 reviews
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
Free cancellation
Nov 17 – 22
R15,639 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 178 reviews
Top guest favorite
Room in Annapolis
Stay with SusanHosting for 7 years,
Beautiful Private Room and Bath - Edge of Eastport
Jun 22 – 27
R10,176 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 77 reviews
Superhost
Home in Annapolis
Historic Annapolis Charm Steps to Main Street
5 beds
Jun 27 – Jul 2
R67,911 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
Free cancellation
Jul 13 – 18
R37,277 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 110 reviews
Top guest favorite
Guest suite in Annapolis
Pristine, Private 1 Bed/1 Bath Guest Apartment
Free cancellation
Jul 3 – 8
R22,794 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
Free cancellation
Jun 22 – 27
R25,065 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
Free cancellation
Jul 11 – 16
R16,818 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 487 reviews
Guest favorite
Guest suite in Arnold
Coastal Comfort Suite Near Annapolis, Hottub, EV
Free cancellation
Jul 6 – 11
R17,568 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 176 reviews
Top guest favorite
Condo in Annapolis
1st Floor Condo in Annapolis
Free cancellation
Aug 3 – 8
R16,154 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 58 reviews
Guest favorite
Home in Annapolis
Chesapeake Comfort, Annapolis.
Free cancellation
Jul 7 – 12
R23,377 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 177 reviews
Top guest favorite
Condo in Annapolis
Charming Annapolis Waterfront Condo
3 beds
Jul 6 – 11
R29,157 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 84 reviews
Guest favorite
Townhouse in Annapolis
Historic 3 Bedroom Downtown Annapolis Townhome
4 beds
Jul 6 – 11
R44,667 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 156 reviews
Top guest favorite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
Free cancellation
Jul 14 – 19
R23,137 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 281 reviews
Home in Annapolis
Admiral Parker House
4 beds
Jul 1 – 6
R22,361 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Annapolis
Beautiful Historic Home next to City Dock + USNA
4 beds
Jul 2 – 7
R40,704 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 22 reviews
Top guest favorite
Guesthouse in Annapolis
Eastport Coastal Cottage - Patio - Walk Downtown!
3 beds
Jul 5 – 10
R29,736 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews