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Search results; Over 1,000 homes in Annapolis

Top guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
,
4.97 out of 5 average rating, 237 reviews
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed3 bathrooms,
28 Jun – 3 Jul
4.95 out of 5 average rating, 174 reviews
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed1 bathroom,
27 Jun – 2 Jul
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Townhouse in Annapolis
Luxe Row Home Steps to USNA Gate 3!
3 bedrooms3 beds, 3 bathrooms,
13–18 Jun
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Annapolis
Serene Hideaway
1 bedroom2 beds, 1 bathroom,
4–9 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms2 king beds, 1 bathroom,
14–19 Aug
4.96 out of 5 average rating, 456 reviews
Top guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bedroom1 bed, 1 bathroom,
28 Jun – 3 Jul
4.91 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms1 queen bed, 1.5 bathrooms,
16–21 Jul
4.91 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Annapolis
Walk to City Dock & USNA | Designer Eastport Home
2 bedrooms3 beds, 1 bathroom,
14–19 Jun
4.97 out of 5 average rating, 38 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom1 king bed, 1 bathroom,
27 Jul – 1 Aug
4.89 out of 5 average rating, 356 reviews
Top guest favourite
Home in Annapolis
Stay Retro Naptown
4 bedrooms4 queen beds, 2 bathrooms,
24–29 Jul
4.95 out of 5 average rating, 78 reviews
Top guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 bedroom2 beds, 1 bathroom,
5–10 Jul
4.92 out of 5 average rating, 1116 reviews
Guest favourite
Home in Annapolis
Cute bungalow blocks to Stadium
2 bedrooms3 beds, 1.5 bathrooms,
18–23 Jun
4.96 out of 5 average rating, 67 reviews
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms4 beds, 2 bathrooms,
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Annapolis
Cozy Cottage
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Townhouse in Annapolis
Perfect place for your family
3 bedrooms4 beds, 2.5 bathrooms,
17–22 Aug
4.97 out of 5 average rating, 36 reviews
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
3 bedrooms4 beds, 3 bathrooms,
14–19 Jun
4.92 out of 5 average rating, 242 reviews
Top guest favourite
Guest suite in Arnold
Coastal Comfort Retreat near Annapolis, EV charger
1 bedroom2 beds, 1 bathroom,
30 Jun – 5 Jul
4.94 out of 5 average rating, 211 reviews
Guest favourite
Home in Annapolis
1 Block to USNA Stadium: Modern Annapolis Home!
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
5.0 out of 5 average rating, 11 reviews