Search results; Over 1,000 places in Annapolis

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Guest favourite
Home in Annapolis
Quiet Waterfront
6 guests3 bedrooms3 beds3 baths
3–8 Apr
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3–8 Apr
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Guest favourite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
20–25 Apr
4.89 out of 5 average rating, 275 reviews
Top Guest favourite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
11–16 June
4.91 out of 5 average rating, 121 reviews
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
2 beds
27 Oct – 1 Nov
4.96 out of 5 average rating, 165 reviews
Top Guest favourite
Condo in Annapolis
1st Floor Condo in Annapolis
2 beds
26 Apr – 1 May
4.98 out of 5 average rating, 41 reviews
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
19–24 Apr
4.91 out of 5 average rating, 1008 reviews
Top Guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
5 beds
13–18 Apr
5.0 out of 5 average rating, 135 reviews
Top Guest favourite
Cottage in Annapolis
Charming Cottage 2 parking spot easy walk downtown
7 beds
13–18 Apr
4.93 out of 5 average rating, 175 reviews
Top Guest favourite
Apartment in Annapolis
Beautiful Historic Home next to City Dock + USNA
4 beds
20–25 Apr
5.0 out of 5 average rating, 13 reviews
Guest favourite
Condo in Annapolis
Funky Uptown Apt meets Downtown - Hist District
1 double bed
28 Apr – 3 May
4.95 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Annapolis
King George Hideaway 1st floor
1 queen bed
27 Apr – 2 May
4.95 out of 5 average rating, 75 reviews
Top Guest favourite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
2 beds
6–11 Apr
4.96 out of 5 average rating, 267 reviews
Top Guest favourite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
20–25 Apr
4.98 out of 5 average rating, 126 reviews
Top Guest favourite
Guest suite in Annapolis
Private 2B Apt--less than 1 mi to Downtown
4 beds
18–23 Apr
4.96 out of 5 average rating, 189 reviews
Guest favourite
Apartment in Annapolis
King George Hideaway
1 fold-out bed
13–18 Apr
4.92 out of 5 average rating, 95 reviews
Top Guest favourite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Free cancellation
6–11 Apr
4.99 out of 5 average rating, 159 reviews
Top Guest favourite
Condo in Annapolis
Welcome to Annapolis-very low cleaning fee
3 beds
8–13 Apr
4.97 out of 5 average rating, 95 reviews
Guest favourite
Guesthouse in Annapolis
Chesapeake Birdhouse Studio
1 queen bed
6–11 Apr
4.87 out of 5 average rating, 357 reviews
Top Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Free cancellation
6–11 Apr
4.96 out of 5 average rating, 393 reviews
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