Search results; Over 1,000 places in Annapolis

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Guest favourite
Villa in Annapolis
Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*
16 guests6 bedrooms17 beds3 bathrooms
8–13 Jun
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8–13 Jun
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₹3,84,462 for 5 nights
for 5 nights

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Top guest favourite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
9–14 Jun
₹37,435 for 5 nights
for 5 nights
4.96 out of 5 average rating, 334 reviews
Top guest favourite
Room in Annapolis
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
15–20 Aug
₹28,950 for 5 nights
for 5 nights
4.97 out of 5 average rating, 135 reviews
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
11–16 Aug
₹51,311 for 5 nights
for 5 nights
4.9 out of 5 average rating, 287 reviews
Room in Annapolis
Stay with John
Lg private suite 1BR/LR/BA Annapolis (priv entry)
9–14 Jun
₹51,412 for 5 nights
for 5 nights
New place to stay
Top guest favourite
Room in Annapolis
Stay with SusanHosting for 7 years,
Beautiful Private Room and Bath - Edge of Eastport
18–23 Jun
₹49,315 for 5 nights
for 5 nights
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Guest suite in Arnold
Old Bay Bungalow
Free cancellation
1–6 Aug
₹52,409 for 5 nights
for 5 nights
4.96 out of 5 average rating, 667 reviews
Superhost
Home in Annapolis
Naval Academy Gate 1
4 beds
8–13 Jun
₹1,24,985 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Annapolis
Charming 4BR Historic Home <1 Mile to Stadium
8 beds
8–13 Jun
₹1,44,455 for 5 nights
for 5 nights
5.0 out of 5 average rating, 34 reviews
Guest favourite
Room in Annapolis
Stay with Margaret AshleyVideographer.,
An Orange Room in Presidents Hill
15–20 Jun
₹46,420 for 5 nights
for 5 nights
4.88 out of 5 average rating, 145 reviews
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
Free cancellation
1–6 Feb
₹53,907 for 5 nights
for 5 nights
4.89 out of 5 average rating, 342 reviews
Guest favourite
Home in Arnold
Rachel's BnB
Free cancellation
15–20 Jun
₹77,666 for 5 nights
for 5 nights
4.98 out of 5 average rating, 42 reviews
Guest favourite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
4 beds
8–13 Jun
₹1,07,814 for 5 nights
for 5 nights
4.92 out of 5 average rating, 157 reviews
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
14–19 Jul
₹79,413 for 5 nights
for 5 nights
4.91 out of 5 average rating, 1025 reviews
Home in Annapolis
Admiral Parker House
4 beds
28 Jun – 3 Jul
₹1,32,272 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Annapolis
Charming Annapolis Retreat with Hidden Wine Room
3 beds
9–14 Jun
₹1,22,290 for 5 nights
for 5 nights
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 beds
8–13 Jun
₹1,74,698 for 5 nights
for 5 nights
5.0 out of 5 average rating, 37 reviews
Guest favourite
Flat in Annapolis
Historic Annapolis Rental Minutes from Downtown
Free cancellation
18–23 Jun
₹1,27,280 for 5 nights
for 5 nights
4.96 out of 5 average rating, 93 reviews
Top guest favourite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
Free cancellation
6–11 Jul
₹1,68,410 for 5 nights
for 5 nights
4.98 out of 5 average rating, 109 reviews