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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Home in Cape St. Claire
Country House on the Bay
5 bedrooms
,
·
10 beds
,
·
3 private bathrooms
20–25 Jul
20–25 Jul
$1,576 SGD
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for 5 nights
$1,576 SGD for 5 nights
,
·
4.9 out of 5 average rating, 224 reviews
4.9 (224)
Guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,707 SGD
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for 5 nights
$1,707 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Flat in Annapolis
The Sail Loft
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$2,368 SGD
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for 5 nights
$2,368 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Guest favourite
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$8,367 SGD
$7,282 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 89 reviews
4.92 (89)
Top guest favourite
Guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,173 SGD
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for 5 nights
$1,173 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 104 reviews
4.9 (104)
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,470 SGD
$2,353 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Annapolis
Beautiful Historic Home next to City Dock + USNA
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Aug
10–15 Aug
$2,631 SGD
$2,010 SGD
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for 5 nights
5.0 out of 5 average rating, 51 reviews
5.0 (51)
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
16–21 Jul
16–21 Jul
$1,794 SGD
$1,608 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 74 reviews
4.92 (74)
Superhost
Superhost
Townhouse in Annapolis
Walk to Dock USNA Stadium-Renovated 2BR Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Jul
19–24 Jul
$1,632 SGD
$1,476 SGD
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for 5 nights
Free cancellation
4.86 out of 5 average rating, 72 reviews
4.86 (72)
Top guest favourite
Guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
9–14 Jul
9–14 Jul
$4,259 SGD
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for 5 nights
$4,259 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$1,631 SGD
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for 5 nights
$1,631 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 28 reviews
4.93 (28)
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
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,215 SGD
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for 5 nights
$1,215 SGD for 5 nights
4.92 out of 5 average rating, 1122 reviews
4.92 (1122)
Guest favourite
Guest favourite
Home in Annapolis
Charming Eastport Getaway – Near Downtown & USNA
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Jul
7–12 Jul
$1,600 SGD
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for 5 nights
$1,600 SGD for 5 nights
4.89 out of 5 average rating, 102 reviews
4.89 (102)
Guest favourite
Guest favourite
Townhouse in Annapolis
Townhouse - 1 Mile from Downtown Strip
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$2,437 SGD
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for 5 nights
$2,437 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 245 reviews
4.92 (245)
Guest favourite
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$3,474 SGD
$3,200 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Top guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Jul
19–24 Jul
$2,324 SGD
$1,755 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
Annapolis Charm –Bright 3BR in Downtown
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,924 SGD
$1,508 SGD
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for 5 nights
4.92 out of 5 average rating, 131 reviews
4.92 (131)
Guest favourite
Guest favourite
Home in Annapolis
Harbor’s Edge Retreat: Walk to Main St & Academy
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$2,067 SGD
$1,066 SGD
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for 5 nights
4.94 out of 5 average rating, 80 reviews
4.94 (80)
Guest favourite
Guest favourite
Home in Annapolis
Across from stadium - walk to downtown Annapolis!
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Jul
20–25 Jul
$2,771 SGD
$2,448 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 132 reviews
4.91 (132)
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