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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Room in Annapolis
Cozy private room in Annapolis home
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
19–24 Jul
19–24 Jul
$702 SGD
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for 5 nights
$702 SGD for 5 nights
,
·
4.84 out of 5 average rating, 478 reviews
4.84 (478)
Guest favourite
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$414 SGD
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for 5 nights
$414 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 179 reviews
4.93 (179)
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,849 SGD
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for 5 nights
$1,849 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Guest favourite
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$844 SGD
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for 5 nights
$844 SGD for 5 nights
4.89 out of 5 average rating, 361 reviews
4.89 (361)
Superhost
Superhost
Flat in Annapolis
Gybeset Eastport Inn
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,228 SGD
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for 5 nights
$1,228 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 303 reviews
4.88 (303)
Guest favourite
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$1,281 SGD
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for 5 nights
$1,281 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 243 reviews
4.96 (243)
Top guest favourite
Guest favourite
Flat in Annapolis
Perfect Eastport location
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,313 SGD
$1,861 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 144 reviews
4.98 (144)
Guest favourite
Guest favourite
Boat in Annapolis
Sailboat Experience in Annapolis
1 bedroom
1 bedroom
,
·
2 single beds
2 single beds
,
·
Toilet with sink
Toilet with sink
9–14 Jul
9–14 Jul
$1,665 SGD
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for 5 nights
$1,665 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 58 reviews
4.93 (58)
Top guest favourite
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
2 bedrooms
2 bedrooms
,
·
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,861 SGD
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for 5 nights
$1,861 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Guest favourite
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
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, 180 reviews
4.93 (180)
Top guest favourite
Guest favourite
Home in Annapolis
Gorgeous Historic Downtown Annapolis House
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Jul
9–14 Jul
$7,005 SGD
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for 5 nights
$7,005 SGD for 5 nights
4.98 out of 5 average rating, 155 reviews
4.98 (155)
Top guest favourite
Guest favourite
Apartment in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,521 SGD
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for 5 nights
$1,521 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 341 reviews
4.96 (341)
Top guest favourite
Guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,522 SGD
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for 5 nights
$2,522 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 157 reviews
4.99 (157)
Top guest favourite
Guest favourite
Home in Annapolis
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Jul
13–18 Jul
$2,370 SGD
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for 5 nights
$2,370 SGD for 5 nights
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Top guest favourite
Guest favourite
Boat in Annapolis
Welcome Aboard!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$2,960 SGD
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for 5 nights
$2,960 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 111 reviews
4.96 (111)
Top guest favourite
Guest favourite
Apartment in Annapolis
Cozy Annapolis Condo
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Jul – 2 Aug
28 Jul – 2 Aug
$2,176 SGD
$1,594 SGD
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for 5 nights
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Guest favourite
Guest favourite
Townhouse in Annapolis
Historic Row Home in Downtown Annapolis
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,488 SGD
$1,562 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Guest favourite
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$784 SGD
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for 5 nights
$784 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 354 reviews
4.9 (354)
Top guest favourite
Guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Aug
23–28 Aug
$1,710 SGD
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for 5 nights
$1,710 SGD for 5 nights
4.98 out of 5 average rating, 96 reviews
4.98 (96)
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