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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Apartment in Annapolis
Capts Qrtrs - Awesome downtown Annapolis location!
1 bedroom
,
·
1 bed
,
·
1 private bathroom
9–14 Aug
9–14 Aug
$1,586 SGD
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for 5 nights
$1,586 SGD for 5 nights
,
·
4.86 out of 5 average rating, 184 reviews
4.86 (184)
Guest favourite
Guest favourite
179
Reviews
4.93
Stars
Rating
4
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Osprey Room - Charming private room, Annapolis
1–6 Aug
1–6 Aug
$415 SGD
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for 5 nights
$415 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 179 reviews
4.93 (179)
Top guest favourite
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
1 queen bed
1 queen bed
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,862 SGD
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for 5 nights
$1,862 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Top guest favourite
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
2 beds
2 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,174 SGD
$1,055 SGD
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for 5 nights
4.92 out of 5 average rating, 1124 reviews
4.92 (1124)
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 king beds
2 king beds
14–19 Aug
14–19 Aug
$1,739 SGD
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for 5 nights
$1,739 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Guest favourite
Guest favourite
183
Reviews
4.93
Stars
Rating
4
Years hosting
Room in Annapolis
Stay with Michael
Stay with Michael
Sandpiper Room - Charming private room, Annapolis
24–29 Jul
24–29 Jul
$492 SGD
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for 5 nights
$492 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 183 reviews
4.93 (183)
Top guest favourite
Guest favourite
Home in Annapolis
CJ's Cottage
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,870 SGD
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for 5 nights
$1,870 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 73 reviews
4.96 (73)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
4 beds
4 beds
15–20 Aug
15–20 Aug
$1,688 SGD
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for 5 nights
$1,688 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Bay View Studio Apartment
2 beds
2 beds
16–21 Aug
16–21 Aug
$2,060 SGD
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for 5 nights
$2,060 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 93 reviews
4.97 (93)
Top guest favourite
Guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bed
1 bed
16–21 Aug
16–21 Aug
$1,149 SGD
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for 5 nights
$1,149 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 106 reviews
4.91 (106)
Top guest favourite
Guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
6 beds
6 beds
12–17 Sept
12–17 Sept
$6,000 SGD
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for 5 nights
$6,000 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
5 beds
5 beds
9–14 Aug
9–14 Aug
$2,137 SGD
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for 5 nights
$2,137 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Top guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,092 SGD
$1,986 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 58 reviews
4.98 (58)
Top guest favourite
Guest favourite
Home in Annapolis
Firepit + Basement Lounge + Putt Green | Sleeps 12
6 beds
6 beds
23–28 Jul
23–28 Jul
$4,778 SGD
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for 5 nights
$4,778 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Superhost
Superhost
Townhouse in Annapolis
Walk to Dock USNA Stadium-Renovated 2BR Downtown
4 beds
4 beds
19–24 Jul
19–24 Jul
$1,612 SGD
$1,450 SGD
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for 5 nights
Free cancellation
4.86 out of 5 average rating, 72 reviews
4.86 (72)
Guest favourite
Guest favourite
Apartment in Annapolis
Semper Fi Condo
3 queen beds
3 queen beds
2–7 Aug
2–7 Aug
$1,511 SGD
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for 5 nights
$1,511 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Guest house in Annapolis
Guesthouse on The Weems Creek
1 queen bed
1 queen bed
19–24 Jul
19–24 Jul
$1,114 SGD
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for 5 nights
$1,114 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
19–24 Jul
19–24 Jul
$1,588 SGD
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for 5 nights
$1,588 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Guest favourite
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 king bed
1 king bed
10–15 Aug
10–15 Aug
$829 SGD
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for 5 nights
$829 SGD for 5 nights
4.89 out of 5 average rating, 361 reviews
4.89 (361)
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