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Search results; Over 1,000 homes in Annapolis

Superhost
Guest house in Cape St. Claire
"The Cape Saint Claire Inn"
2 bedrooms, 2 beds, 2 private bathrooms
24–29 Jul
,
4.84 out of 5 average rating, 230 reviews
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 11 reviews
Home in Annapolis
Eastport Waterman's Cottage
3 bedrooms, 4 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Townhouse in Annapolis
Walk to Dock USNA Stadium-Renovated 2BR Downtown
2 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.86 out of 5 average rating, 72 reviews
Top guest favourite
Home in Annapolis
Quiet Waterfront
3 bedrooms, 3 beds, 3 bathrooms
26–31 Jul
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 1 queen bed, 1.5 bathrooms
30 Jul – 4 Aug
4.92 out of 5 average rating, 76 reviews
Top guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4 bedrooms, 6 beds, 3.5 bathrooms
21–26 Jul
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 89 reviews
Top guest favourite
Home in Annapolis
Brand New. 1.5 blocks to Westin.1st floor bed/bath
4 bedrooms, 5 beds, 3 bathrooms
14–19 Jul
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms, 2 bathrooms
19–24 Jul
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Annapolis
Charming 5BR Naptown Home <1 Mile to Stadium
5 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Annapolis
Annapolis Charm –Bright 3BR in Downtown
3 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
4.92 out of 5 average rating, 132 reviews
Guest favourite
Townhouse in Annapolis
Historic Row Home in Downtown Annapolis
2 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Annapolis
The Sail Loft
3 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Annapolis
Fenced + Fire Pit + Coffee Bar 2 miles from USNA
4 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
4 bedrooms, 4 beds, 4 bathrooms
14–19 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed, 1.5 bathrooms
1–6 Aug
4.93 out of 5 average rating, 179 reviews