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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 Annapolis
Historic Downtown in-law suite
1 bedroom
,
·
2 beds
,
·
1 private bathroom
25–30 Oct
25–30 Oct
$1,272 SGD
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for 5 nights
$1,272 SGD for 5 nights
,
·
4.97 out of 5 average rating, 237 reviews
4.97 (237)
Guest favourite
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
1 queen bed
3 bathrooms
,
·
3 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$437 SGD
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for 5 nights
$437 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 174 reviews
4.95 (174)
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
9–14 Jul
9–14 Jul
$514 SGD
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for 5 nights
$514 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 178 reviews
4.93 (178)
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
$1,749 SGD
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for 5 nights
$1,749 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 456 reviews
4.96 (456)
Top guest favourite
Guest favourite
Townhouse in Annapolis
Luxe Row Home Steps to USNA Gate 3!
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
3 bathrooms
,
·
3 bathrooms
13–18 Jun
13–18 Jun
$2,478 SGD
$1,746 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,319 SGD
$1,145 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 96 reviews
4.91 (96)
Top guest favourite
Guest favourite
Flat in Annapolis
Serene Hideaway
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
4–9 Jul
4–9 Jul
$1,157 SGD
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for 5 nights
$1,157 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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
27 Jul – 1 Aug
27 Jul – 1 Aug
$784 SGD
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for 5 nights
$784 SGD for 5 nights
4.89 out of 5 average rating, 356 reviews
4.89 (356)
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
$1,873 SGD
$1,599 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 66 reviews
4.91 (66)
Top guest favourite
Guest favourite
Guest house in Annapolis
Walk to City Dock & USNA | Designer Eastport Home
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
14–19 Jun
14–19 Jun
$1,839 SGD
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for 5 nights
$1,839 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Home in Annapolis
Stay Retro Naptown
4 bedrooms
4 bedrooms
4 queen beds
,
·
4 queen beds
2 bathrooms
,
·
2 bathrooms
24–29 Jul
24–29 Jul
$1,974 SGD
$1,627 SGD
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for 5 nights
4.95 out of 5 average rating, 78 reviews
4.95 (78)
Top 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
10–15 Aug
10–15 Aug
$2,036 SGD
$1,729 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
5–10 Jul
5–10 Jul
$995 SGD
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for 5 nights
$995 SGD for 5 nights
4.92 out of 5 average rating, 1116 reviews
4.92 (1116)
Top guest favourite
Guest favourite
Home in Annapolis
Luxury Waterfront Annapolis/ Private Beach & Dock
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
3.5 bathrooms
,
·
3.5 bathrooms
13–18 Jun
13–18 Jun
$8,534 SGD
$6,895 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Top guest favourite
Guest favourite
Home in Annapolis
The Midship Quarters
3 bedrooms
3 bedrooms
3 single beds
,
·
3 single beds
1.5 bathrooms
,
·
1.5 bathrooms
14–19 Jun
14–19 Jun
$4,452 SGD
$3,589 SGD
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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
Pet-Friendly Cottage | Walk to USNA Stadium
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
2 bathrooms
,
·
2 bathrooms
14–19 Jun
14–19 Jun
$2,283 SGD
$1,763 SGD
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for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Home in Annapolis
Cozy Cottage
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
5–10 Jul
5–10 Jul
$1,651 SGD
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for 5 nights
$1,651 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Top guest favourite
Guest favourite
Guest house in Annapolis
Eastport Gem ~ Walk to Downtown Annapolis
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1.5 bathrooms
,
·
1.5 bathrooms
14–19 Jun
14–19 Jun
$2,036 SGD
$1,812 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 86 reviews
5.0 (86)
Guest favourite
Guest favourite
Home in Annapolis
1 Block to USNA Stadium: Modern Annapolis Home!
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
5–10 Jul
5–10 Jul
$1,724 SGD
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for 5 nights
$1,724 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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