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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Photo 1 of 25
Top guest favourite
Guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
17–22 Oct
17–22 Oct
$2,963 SGD
Show price breakdown
for 5 nights
$2,963 SGD for 5 nights
,
·
5.0 out of 5 average rating, 226 reviews
5.0 (226)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
4BR Walk to USNA & Dock · Parking
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$6,763 SGD
$5,500 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 25
Top guest favourite
Guest favourite
Home in Annapolis
Downtown Annapolis House Rental
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$5,463 SGD
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for 5 nights
$5,463 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Photo 1 of 29
Home in Annapolis
The Melrose Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$4,125 SGD
$2,459 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 7
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
4–9 Oct
4–9 Oct
$957 SGD
$829 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 373 reviews
4.89 (373)
Photo 1 of 29
Guest suite in Annapolis
Annapolis Home 5 miles from Downtown Annapolis
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$6,508 SGD
Show price breakdown
for 5 nights
$6,508 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 24
Top guest favourite
Guest favourite
Home in Annapolis
The Red Door Cottage - Pet-Friendly!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
2–7 Nov
2–7 Nov
$1,715 SGD
Show price breakdown
for 5 nights
$1,715 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 43 reviews
5.0 (43)
Photo 1 of 23
Top guest favourite
Guest favourite
Home in Annapolis
CJ's Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,774 SGD
$1,538 SGD
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for 5 nights
4.96 out of 5 average rating, 83 reviews
4.96 (83)
Photo 1 of 29
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 Sept
20–25 Sept
$2,291 SGD
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for 5 nights
$2,291 SGD for 5 nights
4.9 out of 5 average rating, 136 reviews
4.9 (136)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Annapolis
Laura’s Room
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,161 SGD
$1,040 SGD
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for 5 nights
4.88 out of 5 average rating, 95 reviews
4.88 (95)
Photo 1 of 25
Top guest favourite
Guest favourite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,531 SGD
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for 5 nights
$1,531 SGD for 5 nights
4.94 out of 5 average rating, 427 reviews
4.94 (427)
Photo 1 of 29
Home in Annapolis
The Harness Creek House
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$15,051 SGD
$12,980 SGD
Show price breakdown
for 5 nights
Free cancellation
Photo 1 of 25
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$4,097 SGD
$3,128 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Photo 1 of 28
Top guest favourite
Guest favourite
Home in Annapolis
Modern Annapolis Getaway - 2 Free Parking Spaces
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,409 SGD
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for 5 nights
$1,409 SGD for 5 nights
5.0 out of 5 average rating, 122 reviews
5.0 (122)
Photo 1 of 15
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$2,194 SGD
$1,867 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Photo 1 of 29
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
20–25 Sept
20–25 Sept
$7,447 SGD
$5,916 SGD
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for 5 nights
5.0 out of 5 average rating, 147 reviews
5.0 (147)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Nov – 4 Dec
29 Nov – 4 Dec
$3,610 SGD
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for 5 nights
$3,610 SGD for 5 nights
5.0 out of 5 average rating, 204 reviews
5.0 (204)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Welcoming Luxury Estate for Family, Friends, Pets
7 bedrooms
7 bedrooms
,
·
6 beds
6 beds
,
·
6.5 bathrooms
6.5 bathrooms
27 Oct – 1 Nov
27 Oct – 1 Nov
$10,782 SGD
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for 5 nights
$10,782 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Photo 1 of 18
Top guest favourite
Guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,948 SGD
$1,652 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 105 reviews
4.98 (105)
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