filters

Search results; Over 1,000 homes in Annapolis

Photo 1 of 29
Top guest favourite
Guest house in Annapolis
Garden View, 1 Bedroom and a Loft.
2 bedrooms, 3 beds, 1 private bathroom
17–22 Oct
,
4.99 out of 5 average rating, 167 reviews
Photo 1 of 18
Featured hotel
Hotel in Annapolis
Historic Inns of Annapolis, Governor Calvert king.
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
Photo 1 of 29
Top guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom, 1 bed, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 226 reviews
Photo 1 of 29
Home in Annapolis
Charming & Elegant in historic downtown Annapolis
4 bedrooms, 8 beds, 3 bathrooms
12–17 Oct
5.0 out of 5 average rating, 13 reviews
Photo 1 of 12
Top guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
1 bedroom, 2 beds, 1 bathroom
28 Dec – 2 Jan
4.97 out of 5 average rating, 464 reviews
Photo 1 of 28
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Oct
4.94 out of 5 average rating, 16 reviews
Photo 1 of 12
Flat in Annapolis
Annapolis Getaway | 2BR Sleeps 6 | Near USNA
3 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
New place to stay
Photo 1 of 10
Top guest favourite
Guest suite in Annapolis
Cozy Naptown Perch
2 bedrooms, 3 beds, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 229 reviews
Photo 1 of 29
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 472 reviews
Photo 1 of 15
Top guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms, 2 bathrooms
25–30 Oct
4.94 out of 5 average rating, 36 reviews
Photo 1 of 9
Top guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom, 2 beds, 1 bathroom
4–9 Dec
4.96 out of 5 average rating, 268 reviews
Photo 1 of 5
Superhost
Flat in Annapolis
Charming Eastport
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.77 out of 5 average rating, 305 reviews
Photo 1 of 26
Home in Annapolis
The 1845 Outpost
3 bedrooms, 3 king beds, 2 bathrooms
1–6 Oct
New place to stay
Photo 1 of 6
Top guest favourite
Rooms in Annapolis
Rooms at Garden House next to USNA & Harbor
2 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
4.97 out of 5 average rating, 261 reviews
Photo 1 of 28
Superhost
Home in Annapolis
Downtown Garage Parking Walk to Main St & West St
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
New place to stay
Photo 1 of 29
Home in Annapolis
Beautiful 6BR home in Annapolis
6 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
4.63 out of 5 average rating, 71 reviews
Photo 1 of 29
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Oct
4.92 out of 5 average rating, 97 reviews
Photo 1 of 28
Top guest favourite
Apartment in Annapolis
Funky Uptown Apt meets Downtown - Hist District
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 128 reviews
Photo 1 of 7
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 373 reviews