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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
27 Jul – 1 Aug
,
4.84 out of 5 average rating, 229 reviews
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 9 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, 34 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
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms, 9 beds, 3.5 bathrooms
5–10 Jul
4.92 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 1 queen bed, 1.5 bathrooms
16–21 Jul
4.92 out of 5 average rating, 72 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, 10 reviews
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 461 reviews
Top guest favourite
Home in Annapolis
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms, 4 beds, 1.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Annapolis
Annapolis Main Street Modern Apartment
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 47 reviews
Superhost
Home in Annapolis
Tide & Tallow - Walk to Downtown, Main St, Academy
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Jul
4.74 out of 5 average rating, 34 reviews
Top guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms, 1.5 bathrooms
19–24 Jul
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Flat in Annapolis
Perfect Eastport location
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 142 reviews
Guest favourite
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
3 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
4.92 out of 5 average rating, 245 reviews
Superhost
Home in Annapolis
The Naval Nook 1.3 mi. from Downtown Annapolis
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
4.9 out of 5 average rating, 168 reviews
Guest favourite
Home in Annapolis
Charming Eastport Getaway – Near Downtown & USNA
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Jul
4.89 out of 5 average rating, 101 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 king bed, 1 bathroom
10–15 Aug
4.89 out of 5 average rating, 358 reviews