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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Flat in Annapolis
Private Annapolis Inlaw Apartment
1 bedroom
,
·
1 bed
,
·
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$783 SGD
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for 5 nights
$783 SGD for 5 nights
,
·
4.89 out of 5 average rating, 356 reviews
4.89 (356)
Guest favourite
Guest favourite
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
28 Jun – 3 Jul
28 Jun – 3 Jul
$425 SGD
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for 5 nights
$425 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 179 reviews
4.93 (179)
Guest favourite
Guest favourite
Townhouse in Annapolis
Historic Downtown Annapolis
4 bedrooms
4 bedrooms
,
·
10 beds
10 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$5,822 SGD
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for 5 nights
$5,822 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Top guest favourite
Guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
29 Jun – 4 Jul
29 Jun – 4 Jul
$3,478 SGD
$2,557 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 151 reviews
4.99 (151)
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
5–10 Jul
5–10 Jul
$9,397 SGD
$8,126 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 86 reviews
4.92 (86)
Top guest favourite
Guest favourite
Room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 1
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
22–27 Jun
22–27 Jun
$681 SGD
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for 5 nights
$681 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 344 reviews
4.94 (344)
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
16–21 Jun
16–21 Jun
$5,016 SGD
$3,761 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Top guest favourite
Guest favourite
Home in Annapolis
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,467 SGD
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for 5 nights
$3,467 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Guest suite in Arnold
Coastal Comfort Retreat near Annapolis, EV charger
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Jun – 5 Jul
30 Jun – 5 Jul
$1,155 SGD
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for 5 nights
$1,155 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 211 reviews
4.94 (211)
Top guest favourite
Guest favourite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
29 Jul – 3 Aug
29 Jul – 3 Aug
$1,348 SGD
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for 5 nights
$1,348 SGD for 5 nights
4.92 out of 5 average rating, 1116 reviews
4.92 (1116)
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
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Jul
19–24 Jul
$1,620 SGD
$1,165 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 67 reviews
4.91 (67)
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
10–15 Aug
10–15 Aug
$2,034 SGD
$1,726 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,307 SGD
$1,144 SGD
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for 5 nights
Free cancellation
4.9 out of 5 average rating, 99 reviews
4.9 (99)
Top guest favourite
Guest favourite
Home in Annapolis
Historic & sunny home steps from USNA/downtown
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Aug
9–14 Aug
$3,660 SGD
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for 5 nights
$3,660 SGD for 5 nights
5.0 out of 5 average rating, 196 reviews
5.0 (196)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Our Annapolis Penthouse
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Nov
9–14 Nov
$802 SGD
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for 5 nights
$802 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 453 reviews
4.97 (453)
Top guest favourite
Guest favourite
Home in Annapolis
4 bedrooms, 7 beds, 3 bath completely updated
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$3,214 SGD
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for 5 nights
$3,214 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 134 reviews
4.97 (134)
Top guest favourite
Guest favourite
Guest house in Annapolis
Coastal Waterfront 1 Bedroom Cottage
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$2,669 SGD
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for 5 nights
$2,669 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 210 reviews
5.0 (210)
Top guest favourite
Guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,747 SGD
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for 5 nights
$1,747 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 460 reviews
4.97 (460)
Top guest favourite
Guest favourite
Apartment in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Jul
7–12 Jul
$1,727 SGD
Show price breakdown
for 5 nights
$1,727 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 337 reviews
4.96 (337)
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