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Search results; Over 1,000 places in Annapolis
Over 1,000 places in Annapolis
Guest favourite
Guest favourite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
1 king bed
1 king bed
May 30 – Jun. 4
May 30 – Jun. 4
$181 CAD
night
$181 CAD per night
·
$907 CAD total
$907 CAD total
Show price breakdown
4.9 out of 5 average rating, 206 reviews
4.9 (206)
Guest favourite
Guest favourite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$275 CAD
night
$275 CAD per night
·
$1,376 CAD total
$1,376 CAD total
Show price breakdown
4.96 out of 5 average rating, 213 reviews
4.96 (213)
Guest favourite
Guest favourite
Guest suite in Arnold
Old Bay Bungalow
2 beds
2 beds
Apr. 28 – May 3
Apr. 28 – May 3
$175 CAD
night
$175 CAD per night
·
$873 CAD total
$873 CAD total
Show price breakdown
4.96 out of 5 average rating, 563 reviews
4.96 (563)
Superhost
Superhost
Apartment in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
2 queen beds
Jul. 21 – 26
Jul. 21 – 26
$231 CAD
night
$231 CAD per night
·
$1,153 CAD total
$1,153 CAD total
Show price breakdown
4.82 out of 5 average rating, 656 reviews
4.82 (656)
Guest favourite
Guest favourite
Guesthouse in Annapolis
RECENTLY RENOVATED Cottage Near Downtown Annapolis
1 king bed
1 king bed
Apr. 22 – 27
Apr. 22 – 27
$203 CAD
night
$203 CAD per night
·
$1,014 CAD total
$1,014 CAD total
Show price breakdown
4.97 out of 5 average rating, 197 reviews
4.97 (197)
Home in Annapolis
Quaint in the Heart of Annapolis
Apr. 28 – May 3
Apr. 28 – May 3
$300 CAD
night
$300 CAD per night
·
$1,499 CAD total
$1,499 CAD total
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New place to stay
New
Guest favourite
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bed
1 bed
Nov. 18 – 23
Nov. 18 – 23
$243 CAD
night
$243 CAD per night
·
$1,217 CAD total
$1,217 CAD total
Show price breakdown
4.96 out of 5 average rating, 108 reviews
4.96 (108)
Guest favourite
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
1 queen bed
Jun. 18 – 23
Jun. 18 – 23
$323 CAD
night
$323 CAD per night
·
$1,613 CAD total
$1,613 CAD total
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4.91 out of 5 average rating, 918 reviews
4.91 (918)
Guest favourite
Guest favourite
Guesthouse in Annapolis
Annapolis Guesthouse - Completely Separate Space
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$312 CAD
night
$312 CAD per night
·
$1,562 CAD total
$1,562 CAD total
Show price breakdown
4.91 out of 5 average rating, 174 reviews
4.91 (174)
Guest favourite
Guest favourite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
1 queen bed
1 queen bed
Apr. 21 – 26
Apr. 21 – 26
$303 CAD
night
$303 CAD per night
·
$1,517 CAD total
$1,517 CAD total
Show price breakdown
4.94 out of 5 average rating, 312 reviews
4.94 (312)
Guest favourite
Guest favourite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$325 CAD
night
$325 CAD per night
·
$1,627 CAD total
$1,627 CAD total
Show price breakdown
4.94 out of 5 average rating, 351 reviews
4.94 (351)
Superhost
Superhost
Condo in Annapolis
Charming Annapolis Waterfront Condo
3 beds
3 beds
Apr. 21 – 26
Apr. 21 – 26
$386 CAD
night
$386 CAD per night
·
$1,928 CAD total
$1,928 CAD total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
4 beds
4 beds
Apr. 21 – 26
Apr. 21 – 26
$459 CAD
$425 CAD
night
$425 CAD per night, originally $459 CAD
·
$2,125 CAD total
$2,125 CAD total
Show price breakdown
4.96 out of 5 average rating, 102 reviews
4.96 (102)
Guest favourite
Guest favourite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
3 beds
3 beds
Apr. 20 – 25
Apr. 20 – 25
$423 CAD
$361 CAD
night
$361 CAD per night, originally $423 CAD
·
$1,803 CAD total
$1,803 CAD total
Show price breakdown
4.94 out of 5 average rating, 287 reviews
4.94 (287)
Guest favourite
Guest favourite
Cottage in Annapolis
Miller Cottage - near Navy Stadium
2 beds
2 beds
Apr. 21 – 26
Apr. 21 – 26
$344 CAD
night
$344 CAD per night
·
$1,721 CAD total
$1,721 CAD total
Show price breakdown
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Home in Annapolis
Nautical - and oh, so nice!
4 beds
4 beds
Apr. 20 – 25
Apr. 20 – 25
$637 CAD
night
$637 CAD per night
·
$3,185 CAD total
$3,185 CAD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Home in Annapolis
Historic Luxury Steps to USNA + Vibrant Waterfront
6 beds
6 beds
Apr. 21 – 26
Apr. 21 – 26
$1,662 CAD
night
$1,662 CAD per night
·
$8,310 CAD total
$8,310 CAD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Apr. 21 – 26
Apr. 21 – 26
$565 CAD
$517 CAD
night
$517 CAD per night, originally $565 CAD
·
$2,585 CAD total
$2,585 CAD total
Show price breakdown
4.99 out of 5 average rating, 105 reviews
4.99 (105)
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