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Search results; Over 1,000 places in Annapolis
Over 1,000 places in Annapolis
Guest favorite
Guest favorite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
1 king bed
1 king bed
Jul 7 – 12
Jul 7 – 12
ﺩ.ﺇ383
night
ﺩ.ﺇ383 per night
4.9 out of 5 average rating, 206 reviews
4.9 (206)
Guest favorite
Guest favorite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
5 beds
5 beds
May 19 – 24
May 19 – 24
ﺩ.ﺇ4,092
ﺩ.ﺇ1,953
night
ﺩ.ﺇ1,953 per night, originally ﺩ.ﺇ4,092
5.0 out of 5 average rating, 84 reviews
5.0 (84)
Guest favorite
Guest favorite
Home in Annapolis
Villa Annapolitana • Parking 1 min • USNA 4 min
3 beds
3 beds
Apr 28 – May 3
Apr 28 – May 3
ﺩ.ﺇ1,096
ﺩ.ﺇ862
night
ﺩ.ﺇ862 per night, originally ﺩ.ﺇ1,096
4.96 out of 5 average rating, 50 reviews
4.96 (50)
Guest favorite
Guest favorite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ603
night
ﺩ.ﺇ603 per night
4.96 out of 5 average rating, 213 reviews
4.96 (213)
Guest favorite
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
1 bed
1 bed
Nov 18 – 23
Nov 18 – 23
ﺩ.ﺇ553
night
ﺩ.ﺇ553 per night
4.96 out of 5 average rating, 108 reviews
4.96 (108)
Guest favorite
Guest favorite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
3 beds
3 beds
Apr 20 – 25
Apr 20 – 25
ﺩ.ﺇ940
ﺩ.ﺇ774
night
ﺩ.ﺇ774 per night, originally ﺩ.ﺇ940
4.94 out of 5 average rating, 287 reviews
4.94 (287)
Guest favorite
Guest favorite
Guesthouse in Annapolis
RECENTLY RENOVATED Cottage Near Downtown Annapolis
1 king bed
1 king bed
Apr 22 – 27
Apr 22 – 27
ﺩ.ﺇ467
night
ﺩ.ﺇ467 per night
4.97 out of 5 average rating, 197 reviews
4.97 (197)
Guest favorite
Guest favorite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ737
night
ﺩ.ﺇ737 per night
4.94 out of 5 average rating, 351 reviews
4.94 (351)
Guest favorite
Guest favorite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ628
night
ﺩ.ﺇ628 per night
4.94 out of 5 average rating, 312 reviews
4.94 (312)
Guest favorite
Guest favorite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ1,049
ﺩ.ﺇ958
night
ﺩ.ﺇ958 per night, originally ﺩ.ﺇ1,049
4.96 out of 5 average rating, 101 reviews
4.96 (101)
Guest favorite
Guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ1,353
ﺩ.ﺇ1,225
night
ﺩ.ﺇ1,225 per night, originally ﺩ.ﺇ1,353
4.99 out of 5 average rating, 104 reviews
4.99 (104)
Guest favorite
Guest favorite
Home in Annapolis
Elegant & Authentic Annapolis
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
ﺩ.ﺇ871
night
ﺩ.ﺇ871 per night
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Home in Annapolis
Nautical - and oh, so nice!
4 beds
4 beds
Apr 20 – 25
Apr 20 – 25
ﺩ.ﺇ1,394
night
ﺩ.ﺇ1,394 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Annapolis
New Hotel Chic
2 beds
2 beds
Jun 9 – 14
Jun 9 – 14
ﺩ.ﺇ1,012
night
ﺩ.ﺇ1,012 per night
4.95 out of 5 average rating, 344 reviews
4.95 (344)
Home in Annapolis
Vintage Charm: Annapolis Retreat
3 beds
3 beds
May 5 – 10
May 5 – 10
ﺩ.ﺇ965
night
ﺩ.ﺇ965 per night
New place to stay
New
Guest favorite
Guest favorite
Townhouse in Annapolis
Historic 3 Bedroom Downtown Annapolis Townhome
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ1,580
ﺩ.ﺇ750
night
ﺩ.ﺇ750 per night, originally ﺩ.ﺇ1,580
4.97 out of 5 average rating, 99 reviews
4.97 (99)
Superhost
Superhost
Home in Annapolis
Historic Luxury Steps to USNA + Vibrant Waterfront
6 beds
6 beds
Apr 21 – 26
Apr 21 – 26
ﺩ.ﺇ3,818
night
ﺩ.ﺇ3,818 per night
New place to stay
New
Guest favorite
Guest favorite
Apartment in Annapolis
LOCATION!! Steps away from historic Main Street.
3 beds
3 beds
Apr 29 – May 4
Apr 29 – May 4
ﺩ.ﺇ1,270
night
ﺩ.ﺇ1,270 per night
5.0 out of 5 average rating, 66 reviews
5.0 (66)
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