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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
14–19 Aug
14–19 Aug
$1,731 SGD
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for 5 nights
$1,731 SGD for 5 nights
,
·
4.97 out of 5 average rating, 466 reviews
4.97 (466)
Top guest favourite
Guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,862 SGD
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for 5 nights
$1,862 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 75 reviews
4.96 (75)
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
10–15 Aug
10–15 Aug
$2,183 SGD
$1,772 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Top guest favourite
Guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Aug
15–20 Aug
$2,168 SGD
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for 5 nights
$2,168 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Guest favourite
Guest favourite
Home in Annapolis
Peaceful Pet-Friendly Stay | Near USNA & Beaches
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Aug
1–6 Aug
$2,023 SGD
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for 5 nights
$2,023 SGD for 5 nights
4.91 out of 5 average rating, 22 reviews
4.91 (22)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$2,035 SGD
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for 5 nights
$2,035 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 31 reviews
4.94 (31)
Guest favourite
Guest favourite
Home in Annapolis
Historic Row Home | Hot Tub - 1 Block from Gate 1!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$3,027 SGD
$2,293 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 31 reviews
4.94 (31)
Top guest favourite
Guest favourite
Home in Annapolis
2Bd Water View, w/Beach near Downtown Annapolis
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,984 SGD
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for 5 nights
$1,984 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Cottage at Bay Ridge, Renovated
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$2,774 SGD
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for 5 nights
$2,774 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Top guest favourite
Guest favourite
Home in Riva
Charming Bright Spacious 3BR 2BT near South River
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,562 SGD
$1,368 SGD
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for 5 nights
4.89 out of 5 average rating, 72 reviews
4.89 (72)
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
$825 SGD
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for 5 nights
$825 SGD for 5 nights
4.89 out of 5 average rating, 365 reviews
4.89 (365)
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
16–21 Aug
16–21 Aug
$374 SGD
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for 5 nights
$374 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 181 reviews
4.93 (181)
Guest favourite
Guest favourite
Home in Annapolis
Stay Retro Naptown
4 bedrooms
4 bedrooms
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·
4 queen beds
4 queen beds
,
·
2 bathrooms
2 bathrooms
15–20 Sept
15–20 Sept
$1,793 SGD
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for 5 nights
$1,793 SGD for 5 nights
4.95 out of 5 average rating, 80 reviews
4.95 (80)
Guest favourite
Guest favourite
Home in Annapolis
Firepit + Basement Lounge + Putt Green | Sleeps 12
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$3,905 SGD
Show price breakdown
for 5 nights
$3,905 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Top guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Aug
24–29 Aug
$2,831 SGD
$1,839 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Top guest favourite
Guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$5,337 SGD
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for 5 nights
$5,337 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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
16–21 Aug
16–21 Aug
$381 SGD
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for 5 nights
$381 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 187 reviews
4.93 (187)
Guest favourite
Guest favourite
Home in Annapolis
Marymont Cottage
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
11–16 Aug
11–16 Aug
$2,736 SGD
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for 5 nights
$2,736 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Home in Annapolis
4 bedrooms, 7 beds, 3 bath completely updated
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$2,788 SGD
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for 5 nights
$2,788 SGD for 5 nights
4.97 out of 5 average rating, 139 reviews
4.97 (139)
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