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Guest favorite
Apartment in Annapolis
Dazzling day/night water views,1st class amemities
4 guests2 bedrooms3 beds1 bath
Jul 15 – 20
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Jul 15 – 20
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R30,930 ZAR for 5 nights

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Top guest favorite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
Jul 22 – 27
R7,402 ZAR for 5 nights
4.96 out of 5 average rating, 559 reviews
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
Jul 21 – 26
R15,817 ZAR for 5 nights
4.91 out of 5 average rating, 1031 reviews
Top guest favorite
Room in Annapolis
Stay with SusanHosting for 7 years,
Beautiful Private Room and Bath - Edge of Eastport
Jul 19 – 24
R10,132 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
R7,999 ZAR for 5 nights
4.96 out of 5 average rating, 348 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
Aug 10 – 15
R6,186 ZAR for 5 nights
4.96 out of 5 average rating, 142 reviews
Guest favorite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
Aug 2 – 7
R6,997 ZAR for 5 nights
4.91 out of 5 average rating, 135 reviews
Top guest favorite
Guest suite in Annapolis
July Special: 1 Bed/1 Bath Walkable in Annapolis
2 beds
Jul 21 – 26
R19,968 ZAR for 5 nights
5.0 out of 5 average rating, 32 reviews
Top guest favorite
Home in Annapolis
Quaint in the Heart of Annapolis
2 double beds
Jul 16 – 21
R22,291 ZAR for 5 nights
5.0 out of 5 average rating, 70 reviews
Top guest favorite
Home in Annapolis
The Red Door Cottage (Pet Friendly)
2 beds
Oct 26 – 31
R23,037 ZAR for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Guest suite in Arnold
Coastal Comfort Suite Near Annapolis, Hottub, EV
2 beds
Jul 27 – Aug 1
R20,158 ZAR for 5 nights
4.94 out of 5 average rating, 179 reviews
Guest favorite
Room in Annapolis
Stay with Margaret AshleyVideographer.,
An Orange Room in Presidents Hill
Jul 15 – 20
R9,919 ZAR for 5 nights
4.89 out of 5 average rating, 149 reviews
Guest favorite
Apartment in Annapolis
King George Hideaway
1 sofa bed
Jul 27 – Aug 1
R19,305 ZAR for 5 nights
4.91 out of 5 average rating, 103 reviews
Top guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bed
Aug 15 – 20
R37,649 ZAR for 5 nights
4.99 out of 5 average rating, 171 reviews
Top guest favorite
Room in Annapolis
Stay with Bucky
Private Waterfront Treetop Suite, Rooftop Patio
Jul 20 – 25
R17,193 ZAR for 5 nights
4.97 out of 5 average rating, 97 reviews
Top guest favorite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 king beds
Aug 11 – 16
R23,357 ZAR for 5 nights
4.96 out of 5 average rating, 410 reviews
Top guest favorite
Home in Shady Side
Canary Pointe-A popular getaway for 2!
2 beds
Jul 14 – 19
R15,529 ZAR for 5 nights
4.98 out of 5 average rating, 180 reviews
Top guest favorite
Room in Annapolis
Stay with UrsulaI'm retired,
Lovely Private Master Bedroom
Jul 17 – 22
R14,399 ZAR for 5 nights
4.97 out of 5 average rating, 227 reviews
Home in Annapolis
Stunning 4 BR Home - Walking Distance to Stadium
7 beds
Jul 19 – 24
R33,212 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews