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
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
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom1 bed, 1 bathroom,
24–29 Jun
5.0 out of 5 average rating, 208 reviews
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed1.5 bathrooms,
29 Jun – 4 Jul
4.93 out of 5 average rating, 178 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
Top guest favourite
Flat in Annapolis
Annapolis Main Street Modern Apartment
2 bedrooms2 queen beds, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 44 reviews
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom1 king bed, 1 bathroom,
20–25 Jul
4.9 out of 5 average rating, 349 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
Guest favourite
Home in Annapolis
Historic Row Home | Hot Tub - 1 Block from Gate 1!
3 bedrooms6 beds, 2.5 bathrooms,
14–19 Jun
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Annapolis
Quaint in the Heart of Annapolis
2 bedrooms2 double beds, 1 bathroom,
19–24 Jun
5.0 out of 5 average rating, 111 reviews
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed1.5 bathrooms,
9–14 Jul
4.93 out of 5 average rating, 178 reviews
Top guest favourite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
3 bedrooms3 beds, 2.5 bathrooms,
9–14 Jul
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds1 bathroom,
16–21 Aug
4.97 out of 5 average rating, 90 reviews
Guest favourite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
2 bedrooms3 beds, 1.5 bathrooms,
20–25 Jul
4.93 out of 5 average rating, 361 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
Guest favourite
Flat in Annapolis
Walk to Water, State House, USNA
1 bedroom1 king bed, 1 bathroom,
18–23 Aug
4.92 out of 5 average rating, 171 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
Guest suite in Annapolis
Uptown Annapolis - Walkable, Peaceful, Pristine
1 bedroom2 beds, 1 bathroom,
27 Jun – 2 Jul
5.0 out of 5 average rating, 50 reviews