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Guest favourite
Condo in Annapolis
Brand New Reno in Historic Dist w 2 Parking spots
4 guests2 bedrooms3 beds1 bath
19–24 Apr
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19–24 Apr
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Top Guest favourite
Room in Annapolis
Stay with Michael
Loft - Private room in Annapolis
11–16 June
4.91 out of 5 average rating, 121 reviews
Guest favourite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
4–9 May
4.91 out of 5 average rating, 272 reviews
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
2 beds
27 Oct – 1 Nov
4.96 out of 5 average rating, 164 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, 134 reviews
Guest favourite
Apartment in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
6–11 Apr
4.82 out of 5 average rating, 753 reviews
Top Guest favourite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
9–14 May
4.96 out of 5 average rating, 540 reviews
Top Guest favourite
Room in Annapolis
Stay with Michael
Front Room - Private room in Annapolis
26–31 May
4.93 out of 5 average rating, 128 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, 1007 reviews
Top Guest favourite
Condo in Annapolis
1st Floor Condo in Annapolis
2 beds
13–18 Apr
4.98 out of 5 average rating, 40 reviews
Top Guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
2 beds
4–9 Aug
4.97 out of 5 average rating, 399 reviews
Apartment in Annapolis
Naptown's Nauti Flat
2 queen beds
6–11 Apr
New place to stay
Top Guest favourite
Home in Annapolis
Pristine, Walkable 1 Bed/1 Bath Apt in Annapolis
Free cancellation
9–14 June
5.0 out of 5 average rating, 24 reviews
Top Guest favourite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Free cancellation
13–18 Apr
4.99 out of 5 average rating, 158 reviews
Top Guest favourite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
2 beds
4–9 May
4.96 out of 5 average rating, 267 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
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
Superhost
Apartment in Annapolis
Charming Eastport
Free cancellation
20–25 Apr
4.76 out of 5 average rating, 252 reviews
Home in Annapolis
Spacious 3BR 2Bath Minutes from Downtown Annapolis
3 beds
7–12 Apr
4.77 out of 5 average rating, 150 reviews
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