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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Top guest favourite
Guest favourite
Guest house in Annapolis
Carriage House near Navy Stadium, parking, pets
2 bedrooms
,
·
4 beds
,
·
1 private bathroom
26–31 Jul
26–31 Jul
$3,315 SGD
Show price breakdown
for 5 nights
$3,315 SGD for 5 nights
,
·
4.95 out of 5 average rating, 117 reviews
4.95 (117)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,704 SGD
Show price breakdown
for 5 nights
$1,704 SGD for 5 nights
Free cancellation
Home in Annapolis
Eastport Waterman's Cottage
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Jul
16–21 Jul
$3,962 SGD
Show price breakdown
for 5 nights
$3,962 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
4.97 out of 5 average rating, 36 reviews
4.97 (36)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Aug
9–14 Aug
$2,140 SGD
Show price breakdown
for 5 nights
$2,140 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Charm –Bright 3BR in Downtown
4.92 out of 5 average rating, 132 reviews
4.92 (132)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,925 SGD
$1,332 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Flat in Annapolis
The Sail Loft
5.0 out of 5 average rating, 36 reviews
5.0 (36)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$2,318 SGD
Show price breakdown
for 5 nights
$2,318 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Annapolis
Stylish Apt in DTA w/porch&parking
4.92 out of 5 average rating, 76 reviews
4.92 (76)
,
·
2 bedrooms
2 bedrooms
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,859 SGD
Show price breakdown
for 5 nights
$1,859 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
4.93 out of 5 average rating, 28 reviews
4.93 (28)
,
·
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
13–18 Jul
13–18 Jul
$1,571 SGD
$1,433 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Annapolis
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
4.92 out of 5 average rating, 89 reviews
4.92 (89)
,
·
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$7,547 SGD
Show price breakdown
for 5 nights
$7,547 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Annapolis
The Lighthouse: Walk to stadium, downtown, West St
4.97 out of 5 average rating, 39 reviews
4.97 (39)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
21–26 Jul
21–26 Jul
$2,002 SGD
$1,731 SGD
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for 5 nights
Extended stay discount
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
Sailing Off Gloucester
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Jul
13–18 Jul
$2,972 SGD
$2,627 SGD
Show price breakdown
for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Home in Annapolis
Fenced + Fire Pit + Coffee Bar 2 miles from USNA
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
10–15 Aug
10–15 Aug
$3,228 SGD
$2,906 SGD
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for 5 nights
Guest favourite
Guest favourite
Townhouse in Annapolis
Historic Row Home in Downtown Annapolis
4.95 out of 5 average rating, 22 reviews
4.95 (22)
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2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
13–18 Jul
13–18 Jul
$2,364 SGD
$1,472 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4.98 out of 5 average rating, 66 reviews
4.98 (66)
,
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4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$3,285 SGD
$3,028 SGD
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for 5 nights
Extended stay discount
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
Beautiful house in the best location!
4.96 out of 5 average rating, 47 reviews
4.96 (47)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,229 SGD
Show price breakdown
for 5 nights
$4,229 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
The Anchored Stay: Spacious, Walkable & Parking
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
14–19 Jul
14–19 Jul
$5,069 SGD
$4,146 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Annapolis
Osprey Room - Charming private room, Annapolis
4.93 out of 5 average rating, 179 reviews
4.93 (179)
,
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1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$414 SGD
Show price breakdown
for 5 nights
$414 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$2,366 SGD
Show price breakdown
for 5 nights
$2,366 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Annapolis
West street historic home
4.99 out of 5 average rating, 68 reviews
4.99 (68)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
19–24 Jul
19–24 Jul
$7,010 SGD
Show price breakdown
for 5 nights
$7,010 SGD for 5 nights
Free cancellation
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