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Guest favourite
Guest house in Annapolis
Private Art-Filled Guesthouse near Naval Academy
2 guestsStudio1 bed1 bathroom
10–15 May
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10–15 May
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€ 295 per night

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Top guest favourite
Cottage in Annapolis
Charming Cottage 2 parking spot easy walk downtown
Free cancellation
8–13 Jun
€ 340 per night
4.93 out of 5 average rating, 177 reviews
Guest favourite
Home in Annapolis
Historic Home in Annapolis
Free cancellation
27 Jun – 2 Jul
€ 514 per night
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 beds
10–15 May
€ 975 per night
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Room in Annapolis
Stay with Bucky
Private Waterfront Treetop Suite, Rooftop Patio
25–30 May
€ 190 per night
4.97 out of 5 average rating, 89 reviews
Top guest favourite
Guest suite in Annapolis
Cozy Naptown Perch
Free cancellation
8–13 Jul
€ 203 per night
4.95 out of 5 average rating, 193 reviews
Guest favourite
Apartment in Annapolis
Cozy Annapolis Condo
Free cancellation
19–24 Jul
€ 262 per night
4.96 out of 5 average rating, 52 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
€ 89 per night
4.96 out of 5 average rating, 328 reviews
Guest favourite
Houseboat in Annapolis
Condo Houseboat
2 beds
11–16 May
€ 645 per night
4.98 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Annapolis
Annapolis Garden Suite
Free cancellation
26–31 May
€ 256 per night
4.94 out of 5 average rating, 89 reviews
Superhost
Flat in Annapolis
Charming Eastport
Free cancellation
15–20 Jun
€ 161 per night
4.77 out of 5 average rating, 256 reviews
Top guest favourite
Guest house in Annapolis
Eastport Gem ~ Walk to Downtown Annapolis
Free cancellation
24–29 May
€ 361 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
Free cancellation
17–22 Nov
€ 173 per night
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
1–6 Jun
€ 95 per night
4.96 out of 5 average rating, 548 reviews
Superhost
Flat in Annapolis
Lovely 1 bedroom apartment in downtown Annapolis
2 beds
16–21 May
€ 188 per night
4.84 out of 5 average rating, 61 reviews
Top guest favourite
Home in Annapolis
Walk to Navy Stadium & Shops. No cleaning fee!
Free cancellation
24–29 May
€ 478 per night
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Annapolis
Charming Annapolis Townhome
Free cancellation
26–31 May
€ 361 per night
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in Stevensville
Waterfront Getaway - View of bay from your bed
Free cancellation
1–6 Jun
€ 289 per night
4.99 out of 5 average rating, 272 reviews
Guest favourite
Room in Annapolis
Stay with Margaret AshleyVideographer.,
A Cottage Room in Presidents Hill
1–6 Jun
€ 92 per night
4.86 out of 5 average rating, 143 reviews

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