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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Top guest favourite
Guest favourite
Home in Cape St. Claire
Beach Access, Hot Tub, Pet Friendly, Fully Fenced
4 bedrooms
,
·
4 beds
,
·
2.5 private bathrooms
13–18 Sept
13–18 Sept
$3,450 SGD
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for 5 nights
$3,450 SGD for 5 nights
,
·
4.99 out of 5 average rating, 139 reviews
4.99 (139)
Top guest favourite
Guest favourite
Flat in Annapolis
The Sail Loft
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
25–30 Jul
25–30 Jul
$2,317 SGD
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for 5 nights
$2,317 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
15–20 Aug
15–20 Aug
$1,697 SGD
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for 5 nights
$1,697 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Annapolis
Quiet Waterfront
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,673 SGD
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$2,673 SGD for 5 nights
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Free cancellation
4.98 out of 5 average rating, 188 reviews
4.98 (188)
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
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,859 SGD
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for 5 nights
$1,859 SGD for 5 nights
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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
1 bedroom
1 bedroom
,
·
2 beds
2 beds
10–15 Aug
10–15 Aug
$1,216 SGD
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for 5 nights
$1,216 SGD for 5 nights
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Free cancellation
4.92 out of 5 average rating, 1123 reviews
4.92 (1123)
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Charm –Bright 3BR in Downtown
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
19–24 Jul
19–24 Jul
$1,924 SGD
$1,331 SGD
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for 5 nights
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4.92 out of 5 average rating, 132 reviews
4.92 (132)
Top guest favourite
Guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
11–16 Jul
11–16 Jul
$4,693 SGD
$3,845 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
10–15 Jul
10–15 Jul
$2,182 SGD
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for 5 nights
$2,182 SGD for 5 nights
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Free cancellation
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
19–24 Jul
19–24 Jul
$3,387 SGD
$2,428 SGD
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5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
12–17 Jul
12–17 Jul
$1,657 SGD
$1,511 SGD
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4.93 out of 5 average rating, 28 reviews
4.93 (28)
Top guest favourite
Guest favourite
Flat in Annapolis
Upscale Condo In Annapolis w/Private Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,957 SGD
$1,771 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
14–19 Aug
14–19 Aug
$1,723 SGD
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$1,723 SGD for 5 nights
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Free cancellation
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Guest favourite
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
13–18 Sept
13–18 Sept
$8,461 SGD
$7,446 SGD
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Free cancellation
4.92 out of 5 average rating, 89 reviews
4.92 (89)
Guest favourite
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
23–28 Aug
23–28 Aug
$2,520 SGD
$2,171 SGD
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Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
16–21 Jul
16–21 Jul
$7,901 SGD
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$7,901 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 143 reviews
5.0 (143)
Guest favourite
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
13–18 Sept
13–18 Sept
$3,458 SGD
$3,186 SGD
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for 5 nights
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Free cancellation
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Top guest favourite
Guest favourite
Home in Annapolis
Marymont Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
30 Jul – 4 Aug
30 Jul – 4 Aug
$2,742 SGD
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for 5 nights
$2,742 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Townhouse in Annapolis
Historic Row Home in Downtown Annapolis
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
12–17 Jul
12–17 Jul
$2,502 SGD
$1,539 SGD
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Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
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