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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Apartment in Annapolis
Annapolis @Gate 1 steps to the Harbor Free parking
1 bedroom
,
·
2 beds
,
·
1 private bathroom
6–11 Sept
6–11 Sept
$1,847 SGD
$1,397 SGD
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for 5 nights
,
·
4.91 out of 5 average rating, 150 reviews
4.91 (150)
Home in Annapolis
The 1845 Outpost
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
10–15 Sept
10–15 Sept
$4,190 SGD
Show price breakdown
for 5 nights
$4,190 SGD for 5 nights
Free cancellation
New place to stay
New
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
13–18 Sept
13–18 Sept
$1,493 SGD
$1,328 SGD
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for 5 nights
Free cancellation
4.87 out of 5 average rating, 75 reviews
4.87 (75)
Superhost
Superhost
Home in Annapolis
Downtown 3BR 2BA Garage • Walk to Main St
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,507 SGD
Show price breakdown
for 5 nights
$2,507 SGD for 5 nights
New place to stay
New
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
20–25 Sept
20–25 Sept
$6,653 SGD
$5,502 SGD
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for 5 nights
4.91 out of 5 average rating, 92 reviews
4.91 (92)
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
20–25 Sept
20–25 Sept
$2,146 SGD
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for 5 nights
$2,146 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 42 reviews
4.98 (42)
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
8–13 Sept
8–13 Sept
$7,372 SGD
$5,691 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Home in Annapolis
West street historic home
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$7,653 SGD
$6,733 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 72 reviews
4.97 (72)
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,619 SGD
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for 5 nights
$1,619 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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
7–12 Sept
7–12 Sept
$4,434 SGD
$4,006 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Home in Annapolis
Downtown Annapolis Home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Nov
9–14 Nov
$2,583 SGD
Show price breakdown
for 5 nights
$2,583 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 100 reviews
4.99 (100)
Top guest favourite
Guest favourite
Home in Annapolis
Sailing Off Gloucester
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Oct
25–30 Oct
$2,620 SGD
$2,382 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$2,931 SGD
$2,520 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Sept
13–18 Sept
$2,343 SGD
$1,746 SGD
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for 5 nights
4.92 out of 5 average rating, 367 reviews
4.92 (367)
Guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Sept
10–15 Sept
$3,090 SGD
$2,166 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 65 reviews
4.97 (65)
Top guest favourite
Guest favourite
Home in Annapolis
3BR/2BA Annapolis Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,212 SGD
$1,954 SGD
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for 5 nights
4.98 out of 5 average rating, 226 reviews
4.98 (226)
Guest favourite
Guest favourite
Home in Edgewater
House in Edgewater Maryland
5 bedrooms
5 bedrooms
,
·
5 queen beds
5 queen beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,618 SGD
$2,307 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 192 reviews
4.91 (192)
Top guest favourite
Guest favourite
Apartment in Annapolis
1st Floor Condo in Annapolis
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,090 SGD
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for 5 nights
$1,090 SGD for 5 nights
4.96 out of 5 average rating, 172 reviews
4.96 (172)
Home in Annapolis
DTA - Park and Walk in safe, quiet neighborhood
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$1,714 SGD
Show price breakdown
for 5 nights
$1,714 SGD for 5 nights
Free cancellation
New place to stay
New
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