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Guest favourite
Cottage in Annapolis
Bay View Beach Cottage, perfect for long-term
4 guests2 bedrooms2 beds1 bathroom
19–24 May
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19–24 May
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₹1,37,682 for 5 nights
for 5 nights

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Top guest favourite
Room in Annapolis
Stay with Michael
Sandpiper Room - Charming private room, Annapolis
5–10 May
₹29,242 for 5 nights
for 5 nights
4.93 out of 5 average rating, 129 reviews
Top guest favourite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
27 May – 1 Jun
₹39,253 for 5 nights
for 5 nights
4.96 out of 5 average rating, 545 reviews
Top guest favourite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
1–6 Jun
₹28,746 for 5 nights
for 5 nights
4.98 out of 5 average rating, 129 reviews
Top guest favourite
Room in Annapolis
Stay with Michael
Osprey Room - Charming private room, Annapolis
11–16 Jun
₹30,728 for 5 nights
for 5 nights
4.91 out of 5 average rating, 125 reviews
Superhost
Home in Arnold
Waterfront Home, Amazing Views near Annapolis
Free cancellation
18–23 May
₹214,305 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
31 May – 5 Jun
₹37,171 for 5 nights
for 5 nights
4.96 out of 5 average rating, 325 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Free cancellation
4–9 May
₹91,689 for 5 nights
for 5 nights
4.96 out of 5 average rating, 398 reviews
Guest favourite
Houseboat in Annapolis
Condo Houseboat
2 beds
1–6 May
₹265,651 for 5 nights
for 5 nights
4.98 out of 5 average rating, 126 reviews
Guest favourite
Home in Annapolis
CJ's Cottage
3 beds
1–6 May
₹110,275 for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews
Superhost
Flat in Annapolis
Charming Eastport
Free cancellation
1–6 Jun
₹67,404 for 5 nights
for 5 nights
4.76 out of 5 average rating, 255 reviews
Top guest favourite
Guest house in Stevensville
Waterfront Getaway - View of bay from your bed
1 queen bed
4–9 May
₹103,584 for 5 nights
for 5 nights
4.99 out of 5 average rating, 268 reviews
Guest favourite
Flat in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
3–8 May
₹62,845 for 5 nights
for 5 nights
4.82 out of 5 average rating, 763 reviews
Guest favourite
Flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
2 beds
4–9 May
₹61,953 for 5 nights
for 5 nights
4.92 out of 5 average rating, 483 reviews
Top guest favourite
Guest suite in Annapolis
Summer Special, Pristine 1 Bed/1 Bath in Annapolis
Free cancellation
30 May – 4 Jun
₹100,412 for 5 nights
for 5 nights
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
Free cancellation
10–15 May
₹385,838 for 5 nights
for 5 nights
5.0 out of 5 average rating, 119 reviews
Top guest favourite
Cottage in Annapolis
Miller Cottage - near Navy Stadium
2 beds
25–30 May
₹96,646 for 5 nights
for 5 nights
4.99 out of 5 average rating, 106 reviews
Superhost
Townhouse in Annapolis
Large 2BR Renovated—Walkable Downtown USNA & Dock
Free cancellation
4–9 May
₹83,561 for 5 nights
for 5 nights
4.79 out of 5 average rating, 38 reviews
Guest favourite
Townhouse in Annapolis
Historic 3 Bedroom Downtown Annapolis Townhome
4 beds
7–12 May
₹168,015 for 5 nights
for 5 nights
4.95 out of 5 average rating, 144 reviews