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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
$3,452 SGD
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for 5 nights
$3,452 SGD for 5 nights
,
·
4.99 out of 5 average rating, 139 reviews
4.99 (139)
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
$1,680 SGD
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for 5 nights
$1,680 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Annapolis
Eastport Waterman's Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,866 SGD
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for 5 nights
$3,866 SGD for 5 nights
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
25–30 Jul
25–30 Jul
$2,318 SGD
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for 5 nights
$2,318 SGD for 5 nights
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Top guest favourite
Guest favourite
Home in Annapolis
Quiet Waterfront
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,675 SGD
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for 5 nights
$2,675 SGD for 5 nights
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
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Guest favourite
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
21–26 Jul
21–26 Jul
$2,002 SGD
$1,731 SGD
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for 5 nights
Extended stay discount
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Home in Annapolis
Fenced + Fire Pit + Coffee Bar 2 miles from USNA
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
10–15 Aug
10–15 Aug
$3,228 SGD
$2,906 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$7,547 SGD
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for 5 nights
$7,547 SGD for 5 nights
4.92 out of 5 average rating, 89 reviews
4.92 (89)
Top guest favourite
Guest favourite
Home in Annapolis
Sailing Off Gloucester
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
13–18 Jul
13–18 Jul
$2,972 SGD
$2,627 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
19–24 Jul
19–24 Jul
$1,759 SGD
$1,602 SGD
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for 5 nights
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,366 SGD
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for 5 nights
$2,366 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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
$3,318 SGD
$2,260 SGD
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for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Annapolis
Charming 5BR Naptown Home <1 Mile to Stadium
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
13–18 Sept
13–18 Sept
$3,285 SGD
$3,028 SGD
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for 5 nights
Extended stay discount
4.99 out of 5 average rating, 67 reviews
4.99 (67)
Guest favourite
Guest favourite
Townhouse in Annapolis
Historic Row Home in Downtown Annapolis
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
19–24 Jul
19–24 Jul
$2,336 SGD
$1,504 SGD
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for 5 nights
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favourite
Guest favourite
179
Reviews
4.93
Stars
Rating
4
Years hosting
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed
1 queen bed
1–6 Aug
1–6 Aug
$414 SGD
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for 5 nights
$414 SGD for 5 nights
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
14–19 Aug
14–19 Aug
$1,735 SGD
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for 5 nights
$1,735 SGD for 5 nights
4.97 out of 5 average rating, 463 reviews
4.97 (463)
Top guest favourite
Guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
14–19 Jul
14–19 Jul
$5,069 SGD
$4,146 SGD
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for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Home in Annapolis
Charming 4BR, 3BA Steps from the water.
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
14–19 Jul
14–19 Jul
$3,257 SGD
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for 5 nights
$3,257 SGD for 5 nights
5.0 out of 5 average rating, 57 reviews
5.0 (57)
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