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Homes in Annapolis MD US
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Search results; Over 1,000 places in Annapolis
Over 1,000 places in Annapolis
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Explore more homes
Guest favorite
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
Free cancellation
Free cancellation
Nov 17 – 22
Nov 17 – 22
ﺩ.ﺇ3,143
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ﺩ.ﺇ3,143 for 5 nights
for 5 nights
4.97 out of 5 average rating, 175 reviews
4.97 (175)
Guest favorite
Guest favorite
Home in Annapolis
New Hotel Chic
Free cancellation
Free cancellation
Jan 1 – 6
Jan 1 – 6
ﺩ.ﺇ5,166
Show price breakdown
ﺩ.ﺇ5,166 for 5 nights
for 5 nights
4.94 out of 5 average rating, 413 reviews
4.94 (413)
Top guest favorite
Guest favorite
330
Reviews
4.96
Stars
Rating
7
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Hosting for 7 years
,
·
Hosting for 7 years
Cape Cod Charm close to USNA & Annapolis - Room 2
Jun 23 – 28
Jun 23 – 28
ﺩ.ﺇ1,614
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ﺩ.ﺇ1,614 for 5 nights
for 5 nights
4.96 out of 5 average rating, 330 reviews
4.96 (330)
Guest favorite
Guest favorite
Apartment in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
2 queen beds
Jul 14 – 19
Jul 14 – 19
ﺩ.ﺇ3,115
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ﺩ.ﺇ3,115 for 5 nights
for 5 nights
4.83 out of 5 average rating, 768 reviews
4.83 (768)
Top guest favorite
Guest favorite
Guesthouse in Annapolis
Eastport Gem ~ Walk to Downtown Annapolis
Free cancellation
Free cancellation
Jun 5 – 10
Jun 5 – 10
ﺩ.ﺇ6,289
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ﺩ.ﺇ6,289 for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favorite
Guest favorite
Home in Annapolis
Walk to Navy Stadium & Shops. No cleaning fee!
4 beds
4 beds
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ6,952
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ﺩ.ﺇ6,952 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Apartment in Annapolis
Cozy Annapolis Basement APT
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ3,336
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ﺩ.ﺇ3,336 for 5 nights
for 5 nights
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Top guest favorite
Guest favorite
134
Reviews
4.97
Stars
Rating
3
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Blue Heron Room - Charming Private Room, Annapolis
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ1,300
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ﺩ.ﺇ1,300 for 5 nights
for 5 nights
4.97 out of 5 average rating, 134 reviews
4.97 (134)
Guest favorite
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
1 queen bed
Jul 14 – 19
Jul 14 – 19
ﺩ.ﺇ3,425
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ﺩ.ﺇ3,425 for 5 nights
for 5 nights
4.91 out of 5 average rating, 1023 reviews
4.91 (1023)
Top guest favorite
Guest favorite
Condo in Annapolis
Welcome to Annapolis-very low cleaning fee
Free cancellation
Free cancellation
Jun 14 – 19
Jun 14 – 19
ﺩ.ﺇ3,875
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ﺩ.ﺇ3,875 for 5 nights
for 5 nights
4.97 out of 5 average rating, 99 reviews
4.97 (99)
Top guest favorite
Guest favorite
237
Reviews
4.96
Stars
Rating
8
Years hosting
Room in Annapolis
Stay with Carl
Stay with Carl
Exxon engineering
,
·
Exxon engineering
Rooms at Garden House next to USNA & Harbor
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ3,336
Show price breakdown
ﺩ.ﺇ3,336 for 5 nights
for 5 nights
4.96 out of 5 average rating, 237 reviews
4.96 (237)
Guest favorite
Guest favorite
Apartment in Annapolis
Historic Annapolis Rental Minutes from Downtown
3 beds
3 beds
Jun 2 – 7
Jun 2 – 7
ﺩ.ﺇ5,489
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ﺩ.ﺇ5,489 for 5 nights
for 5 nights
4.96 out of 5 average rating, 91 reviews
4.96 (91)
Top guest favorite
Guest favorite
Home in Annapolis
Charming Annapolis Townhome
Free cancellation
Free cancellation
Jun 8 – 13
Jun 8 – 13
ﺩ.ﺇ7,534
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ﺩ.ﺇ7,534 for 5 nights
for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Guest favorite
Guest favorite
131
Reviews
4.91
Stars
Rating
3
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Osprey Room - Charming private room, Annapolis
Aug 2 – 7
Aug 2 – 7
ﺩ.ﺇ1,292
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ﺩ.ﺇ1,292 for 5 nights
for 5 nights
4.91 out of 5 average rating, 131 reviews
4.91 (131)
Top guest favorite
Guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ7,598
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ﺩ.ﺇ7,598 for 5 nights
for 5 nights
4.99 out of 5 average rating, 164 reviews
4.99 (164)
Guest favorite
Guest favorite
Condo in Annapolis
Anchors Away
Free cancellation
Free cancellation
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ3,921
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ﺩ.ﺇ3,921 for 5 nights
for 5 nights
4.83 out of 5 average rating, 70 reviews
4.83 (70)
Guest favorite
Guest favorite
Home in Annapolis
Chesapeake Comfort, Annapolis.
Free cancellation
Free cancellation
Jun 8 – 13
Jun 8 – 13
ﺩ.ﺇ5,188
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ﺩ.ﺇ5,188 for 5 nights
for 5 nights
4.94 out of 5 average rating, 173 reviews
4.94 (173)
Guest favorite
Guest favorite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
Free cancellation
Free cancellation
Aug 11 – 16
Aug 11 – 16
ﺩ.ﺇ2,212
Show price breakdown
ﺩ.ﺇ2,212 for 5 nights
for 5 nights
4.9 out of 5 average rating, 286 reviews
4.9 (286)
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