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Guest favorite
Guest suite in Arnold
Coastal Comfort Suite Near Annapolis, Hottub, EV
4 guests1 bedroom2 beds1 bath
May 4 – 9
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May 4 – 9
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$708 for 5 nights
for 5 nights

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Top guest favorite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
Free cancellation
May 4 – 9
$1,056 for 5 nights
for 5 nights
4.96 out of 5 average rating, 397 reviews
Top guest favorite
Room in Annapolis
Stay with MichaelHosting for 7 years,
Cape Cod Charm close to USNA & Annapolis - Room 2
May 4 – 9
$428 for 5 nights
for 5 nights
4.96 out of 5 average rating, 323 reviews
Top guest favorite
Guesthouse in Annapolis
Annapolis Treehouse Apartment- separate space
1 king bed
May 1 – 6
$1,153 for 5 nights
for 5 nights
4.98 out of 5 average rating, 99 reviews
Room in Arnold
Stay with BhawnaClinical researcher,
Private Room in Arnold/Annapolis
May 10 – 15
$431 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
Jun 8 – 13
$587 for 5 nights
for 5 nights
4.9 out of 5 average rating, 277 reviews
Top guest favorite
Guest suite in Arnold
Old Bay Bungalow
Free cancellation
Jun 9 – 14
$582 for 5 nights
for 5 nights
4.96 out of 5 average rating, 654 reviews
Top guest favorite
Apartment in Annapolis
One bedroom apartment in Annapolis
Free cancellation
May 25 – 30
$1,198 for 5 nights
for 5 nights
4.98 out of 5 average rating, 113 reviews
Guest favorite
Cottage in Annapolis
Waterfront farm retreat for vacation & telework
5 beds
May 5 – 10
$1,997 for 5 nights
for 5 nights
4.97 out of 5 average rating, 138 reviews
Superhost
Home in Arnold
Waterfront Home, Amazing Views near Annapolis
Free cancellation
May 18 – 23
$2,125 for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Arnold
Private Arnold basement apt- Close to The Point!
1 queen bed
May 1 – 6
$545 for 5 nights
for 5 nights
4.88 out of 5 average rating, 50 reviews
Top guest favorite
Home in Annapolis
Bay Home in Annapolis with Private Dock
Free cancellation
Jun 1 – 6
$2,750 for 5 nights
for 5 nights
5.0 out of 5 average rating, 37 reviews
Superhost
Room in Annapolis
Stay with NafisahHealthcare admin,
Welcome to Genny’s Room
May 1 – 6
$342 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Room in Annapolis
Stay with Michael
Sandpiper Room - Charming private room, Annapolis
May 5 – 10
$337 for 5 nights
for 5 nights
4.93 out of 5 average rating, 129 reviews
Top guest favorite
Home in Annapolis
Hot Tub Haven: Annapolis Backyard Oasis!
Free cancellation
May 4 – 9
$2,303 for 5 nights
for 5 nights
4.98 out of 5 average rating, 99 reviews
Guest favorite
Home in Arnold
Cozy Arnold House Near Annapolis
3 beds
May 5 – 10
$1,471 for 5 nights
for 5 nights
4.92 out of 5 average rating, 37 reviews
Guest favorite
Home in Arnold
Mins to Annap; Luxury Townhome
5 beds
May 1 – 6
$2,004 for 5 nights
for 5 nights
4.97 out of 5 average rating, 35 reviews
Guest favorite
Home in Annapolis
Annapolis USNA Cottage Waterfront Pier Cozy Escape
3 beds
May 4 – 9
$1,716 for 5 nights
for 5 nights
4.97 out of 5 average rating, 70 reviews
Top guest favorite
Room in Annapolis
Stay with JenniferHosting for 7 years,
Chesapeake Mornings
May 27 – Jun 1
$439 for 5 nights
for 5 nights
4.96 out of 5 average rating, 543 reviews