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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Guest favourite
Guest favourite
Home in Annapolis
Historic Downtown in-law suite
1 bedroom
,
·
2 beds
,
·
1 private bathroom
25–30 Oct
25–30 Oct
$1,282 SGD
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for 5 nights
$1,282 SGD for 5 nights
,
·
4.96 out of 5 average rating, 240 reviews
4.96 (240)
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
15–20 Aug
15–20 Aug
$2,033 SGD
$1,678 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
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
$1,635 SGD
$1,175 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 71 reviews
4.92 (71)
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
$9,200 SGD
$6,435 SGD
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for 5 nights
4.92 out of 5 average rating, 88 reviews
4.92 (88)
Guest favourite
Guest favourite
Home in Annapolis
Cute bungalow blocks to Stadium
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Jul
1–6 Jul
$3,779 SGD
$2,661 SGD
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for 5 nights
4.96 out of 5 average rating, 71 reviews
4.96 (71)
Top guest favourite
Guest favourite
Flat in Annapolis
The Sail Loft
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$2,373 SGD
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for 5 nights
$2,373 SGD for 5 nights
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Home in Annapolis
Charming on Charles Street
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,739 SGD
$2,052 SGD
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for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
$1,770 SGD
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for 5 nights
$1,770 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 461 reviews
4.97 (461)
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
$3,613 SGD
$3,016 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Home in Annapolis
Historic 4BR Naptown Home <1 Mile to Stadium
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$3,500 SGD
$3,224 SGD
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for 5 nights
Extended stay discount
4.98 out of 5 average rating, 65 reviews
4.98 (65)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,090 SGD
$1,900 SGD
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for 5 nights
Free cancellation
4.93 out of 5 average rating, 27 reviews
4.93 (27)
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
4–9 Jul
4–9 Jul
$1,261 SGD
$958 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 214 reviews
4.94 (214)
Top guest favourite
Guest favourite
Home in Annapolis
Quiet Waterfront
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$2,678 SGD
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for 5 nights
$2,678 SGD for 5 nights
4.98 out of 5 average rating, 187 reviews
4.98 (187)
Top guest favourite
Guest favourite
Apartment in Annapolis
Cozy Annapolis Condo
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Jul
7–12 Jul
$2,173 SGD
$1,526 SGD
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for 5 nights
4.97 out of 5 average rating, 72 reviews
4.97 (72)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$3,393 SGD
$3,076 SGD
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for 5 nights
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
1–6 Jul
1–6 Jul
$7,019 SGD
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for 5 nights
$7,019 SGD for 5 nights
4.98 out of 5 average rating, 65 reviews
4.98 (65)
Top guest favourite
Guest favourite
Rooms in Annapolis
Rooms at Garden House next to USNA & Harbor
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$1,336 SGD
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for 5 nights
$1,336 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 255 reviews
4.96 (255)
Top guest favourite
Guest favourite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$3,219 SGD
$2,404 SGD
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for 5 nights
4.93 out of 5 average rating, 199 reviews
4.93 (199)
Top guest favourite
Guest favourite
Home in Annapolis
Quaint in the Heart of Annapolis
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
24–29 Jul
24–29 Jul
$1,871 SGD
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for 5 nights
$1,871 SGD for 5 nights
5.0 out of 5 average rating, 113 reviews
5.0 (113)
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