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Search results; Over 1,000 homes in Annapolis

Apartment in Annapolis
Amazing Views from Spa Creek 2BD Condo with Pool
2 bedrooms, 3 beds, 1 private bathroom
2–7 Aug
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4.75 out of 5 average rating, 85 reviews
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
26–31 Jul
4.95 out of 5 average rating, 180 reviews
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
24–29 Jul
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds
14–19 Aug
4.97 out of 5 average rating, 461 reviews
Top guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms, 1 queen bed
19–24 Jul
4.91 out of 5 average rating, 70 reviews
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed
6–11 Jul
4.99 out of 5 average rating, 153 reviews
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom, 1 king bed
16–21 Aug
4.9 out of 5 average rating, 353 reviews
Top guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms, 3 beds
11–16 Jul
4.96 out of 5 average rating, 69 reviews
Guest favourite
Home in Annapolis
Cute bungalow blocks to Stadium
2 bedrooms, 3 beds
1–6 Jul
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds
16–21 Aug
4.97 out of 5 average rating, 93 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom, 1 king bed
27 Jul – 1 Aug
4.89 out of 5 average rating, 358 reviews
Top guest favourite
Guest house in Annapolis
Eastport Gem ~ Walk to Downtown Annapolis
1 bedroom, 2 beds
10–15 Jul
5.0 out of 5 average rating, 88 reviews
Hotel room in Annapolis
Historic Inn Stay | Steps from Maryland State
1 bedroom, 1 double bed
1–6 Jul
New place to stay
Top guest favourite
Home in Annapolis
Severn River Hope Cottage
3 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Annapolis
Pet-Friendly Annapolis Stay | Near USNA and Beach
3 bedrooms, 5 beds
5–10 Jul
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds
15–20 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Edgewater
Sunset Corner House
3 bedrooms, 3 beds
13–18 Jul
4.83 out of 5 average rating, 71 reviews
Top guest favourite
Home in Annapolis
Charming on Charles Street
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Annapolis
Cozy Annapolis Condo
2 bedrooms, 3 beds
7–12 Jul
4.97 out of 5 average rating, 72 reviews