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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
3 bedrooms
,
·
5 beds
,
·
2.5 private bathrooms
29 Nov – 4 Dec
29 Nov – 4 Dec
$3,611 SGD
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for 5 nights
$3,611 SGD for 5 nights
,
·
5.0 out of 5 average rating, 204 reviews
5.0 (204)
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
1–6 Oct
1–6 Oct
$6,520 SGD
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for 5 nights
$6,520 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Home in Annapolis
The Melrose Retreat
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
$4,439 SGD
$2,460 SGD
Show price breakdown
for 5 nights
New place to stay
New
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
1–6 Oct
1–6 Oct
$6,460 SGD
$5,258 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 26
Home in Annapolis
The 1845 Outpost
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$3,574 SGD
$3,175 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Annapolis
Guest Suite Getaway near Naval Academy Stadium
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$2,095 SGD
$1,839 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 175 reviews
5.0 (175)
Photo 1 of 6
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
8–13 Nov
8–13 Nov
$431 SGD
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for 5 nights
$431 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 191 reviews
4.94 (191)
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
$2,193 SGD
$1,856 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
Guest favourite
Guest favourite
Guest suite in Annapolis
The Harness Creek Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$2,969 SGD
$2,605 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 14
Hotel room in Annapolis
Governor Calvert King | Historic Inns
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
$1,308 SGD
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for 5 nights
$1,308 SGD for 5 nights
Free cancellation
4.57 out of 5 average rating, 44 reviews
4.57 (44)
Photo 1 of 21
Top guest favourite
Guest favourite
Home in Annapolis
Walk to Navy Stadium & Shops. No cleaning fee!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$3,572 SGD
$2,999 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Photo 1 of 22
Guest favourite
Guest favourite
Guest suite in Arnold
Pet-Friendly King Suite + Kitchen | Near Annapolis
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$1,459 SGD
$1,303 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 216 reviews
4.95 (216)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis waterfront, private pier with kayaks
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
1–6 Oct
1–6 Oct
$5,665 SGD
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for 5 nights
$5,665 SGD for 5 nights
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Annapolis
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Oct
1–6 Oct
$3,036 SGD
$2,707 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 55 reviews
4.98 (55)
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
1–6 Oct
1–6 Oct
$5,443 SGD
Show price breakdown
for 5 nights
$5,443 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
City Gate Sanctuary
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
12–17 Oct
12–17 Oct
$3,344 SGD
Show price breakdown
for 5 nights
$3,344 SGD for 5 nights
New place to stay
New
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
4–9 Oct
4–9 Oct
$4,602 SGD
$3,435 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Photo 1 of 7
Guest favourite
Guest favourite
Guest suite in Annapolis
Independent Access Garage Apartment, Near Downtown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,277 SGD
$1,111 SGD
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for 5 nights
4.89 out of 5 average rating, 438 reviews
4.89 (438)
Photo 1 of 24
Guest favourite
Guest favourite
Home in Annapolis
Quiet Home Close to Downtown Annapolis and Parks
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Oct
11–16 Oct
$2,462 SGD
Show price breakdown
for 5 nights
$2,462 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 65 reviews
4.91 (65)
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