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Guest favourite
Home in Annapolis
Eastport Haven House
9 guests4 bedrooms6 beds4 bathrooms
10–15 Apr
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10–15 Apr
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£467 per night

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Top guest favourite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
11–16 Jun
£66 per night
4.91 out of 5 average rating, 121 reviews
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Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
20–25 Apr
£107 per night
4.89 out of 5 average rating, 275 reviews
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Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
19–24 Apr
£122 per night
4.91 out of 5 average rating, 1009 reviews
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Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
9–14 May
£76 per night
4.96 out of 5 average rating, 540 reviews
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
Free cancellation
27 Oct – 1 Nov
£152 per night
4.96 out of 5 average rating, 167 reviews
Top guest favourite
Apartment in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
Free cancellation
4–9 May
£168 per night
4.96 out of 5 average rating, 268 reviews
Top guest favourite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
20–25 Apr
£61 per night
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Free cancellation
13–18 Apr
£366 per night
4.99 out of 5 average rating, 159 reviews
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Flat in Annapolis
Beautiful Historic Home next to City Dock + USNA
4 beds
20–25 Apr
£233 per night
5.0 out of 5 average rating, 13 reviews
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Flat in Annapolis
Annapolis Escape @Gate 1 and Harbor Free parking
2 beds
13–18 Apr
£129 per night
4.86 out of 5 average rating, 50 reviews
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Guest house in Stevensville
Waterfront Getaway - View of bay from your bed
1 queen bed
9–14 Apr
£204 per night
4.99 out of 5 average rating, 266 reviews
Top guest favourite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
13–18 Apr
£78 per night
4.96 out of 5 average rating, 323 reviews
Top guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
Free cancellation
26 Apr – 1 May
£171 per night
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Cottage in Riva
The Coral Cottage
4 beds
27 Apr – 2 May
£259 per night
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Free cancellation
1–6 May
£208 per night
4.96 out of 5 average rating, 393 reviews
Top guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
5 beds
20–25 Jul
£405 per night
5.0 out of 5 average rating, 137 reviews
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Flat in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
18–23 Apr
£130 per night
4.82 out of 5 average rating, 756 reviews
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Home in Annapolis
Elegant & Authentic Annapolis
1 queen bed
19–24 Apr
£268 per night
5.0 out of 5 average rating, 92 reviews