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Search results; Over 1,000 homes in Annapolis

Guest favourite
Apartment in Annapolis
Capts Qrtrs - Awesome downtown Annapolis location!
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.86 out of 5 average rating, 182 reviews
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Annapolis
The Sail Loft
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
4.92 out of 5 average rating, 89 reviews, 5 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
Guest favourite
Home in Annapolis
Admiral’s Landing: Walk to Naval Academy, West St.
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
4.92 out of 5 average rating, 74 reviews, 2 bedrooms, 1 bed, 1.5 bathrooms
16–21 Jul
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
4.93 out of 5 average rating, 28 reviews, 3 bedrooms, 2 bathrooms
12–17 Jul
Top guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
4.92 out of 5 average rating, 1122 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4.98 out of 5 average rating, 66 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
13–18 Sept
Guest favourite
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
4.92 out of 5 average rating, 245 reviews, 3 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
Top guest favourite
Home in Annapolis
Annapolis Charm –Bright 3BR in Downtown
4.92 out of 5 average rating, 131 reviews, 3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Annapolis
Fenced + Fire Pit + Coffee Bar 2 miles from USNA
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 4 bathrooms
9–14 Jul
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4.97 out of 5 average rating, 38 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
23–28 Aug
Guest favourite
Home in Arnold
Rachel's BnB
4.9 out of 5 average rating, 134 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Annapolis
Marymont Cottage
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Guest favourite
Home in Annapolis
Charming Eastport Getaway – Near Downtown & USNA
4.89 out of 5 average rating, 102 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Jul
Top guest favourite
Home in Annapolis
Charming Annapolis Victorian
5.0 out of 5 average rating, 56 reviews, 6 bedrooms, 7 beds, 4.5 bathrooms
13–18 Jul