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Search results; Over 1,000 homes in Annapolis
Over 1,000 homes in Annapolis
Top guest favourite
Guest favourite
Home in Annapolis
Historic + Modern Home | Just Steps to Waterfront
2 bedrooms
,
·
4 beds
,
·
1.5 private bathrooms
20–25 Sept
20–25 Sept
$2,256 SGD
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for 5 nights
$2,256 SGD for 5 nights
,
·
4.98 out of 5 average rating, 53 reviews
4.98 (53)
Guest favourite
Guest favourite
Home in Annapolis
The Corner House-Annapolis
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Sept
9–14 Sept
$3,076 SGD
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for 5 nights
$3,076 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Annapolis
Family Oasis|Spa Shower|Near USNA stadium & DTA
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,903 SGD
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for 5 nights
$2,903 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Flat in Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$999 SGD
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for 5 nights
$999 SGD for 5 nights
4.92 out of 5 average rating, 524 reviews
4.92 (524)
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
8–13 Sept
8–13 Sept
$7,386 SGD
$5,660 SGD
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for 5 nights
5.0 out of 5 average rating, 147 reviews
5.0 (147)
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
17–22 Oct
17–22 Oct
$2,939 SGD
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for 5 nights
$2,939 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 226 reviews
5.0 (226)
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
$6,376 SGD
$3,948 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
Relaxing Water Views - Mill Creek Cottage
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,957 SGD
$1,723 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 470 reviews
4.97 (470)
Top guest favourite
Guest favourite
Home in Annapolis
3BR/2BA Annapolis Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,454 SGD
$2,166 SGD
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for 5 nights
4.98 out of 5 average rating, 226 reviews
4.98 (226)
Top guest favourite
Guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,890 SGD
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for 5 nights
$1,890 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 165 reviews
4.98 (165)
Top guest favourite
Guest favourite
Flat in Annapolis
Perfect Eastport location
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,956 SGD
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for 5 nights
$1,956 SGD for 5 nights
4.98 out of 5 average rating, 147 reviews
4.98 (147)
Guest favourite
Guest favourite
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
1 queen bed
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$431 SGD
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for 5 nights
$431 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 191 reviews
4.95 (191)
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
21–26 Sept
21–26 Sept
$2,195 SGD
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for 5 nights
$2,195 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
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
13–18 Sept
13–18 Sept
$1,355 SGD
$886 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 226 reviews
4.94 (226)
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
20–25 Sept
20–25 Sept
$431 SGD
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for 5 nights
$431 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 194 reviews
4.93 (194)
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
$1,254 SGD
$1,087 SGD
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for 5 nights
4.95 out of 5 average rating, 174 reviews
4.95 (174)
Guest favourite
Guest favourite
Home in Annapolis
West Annapolis Cottage- 6BR Walk to Navy Stadium
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
5 bathrooms
5 bathrooms
8–13 Sept
8–13 Sept
$6,840 SGD
$5,071 SGD
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for 5 nights
4.97 out of 5 average rating, 89 reviews
4.97 (89)
Hotel in Annapolis
Close to U.S. Naval Academy + Breakfast. Pool. Gym
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$937 SGD
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for 5 nights
$937 SGD for 5 nights
4.5 out of 5 average rating, 28 reviews
4.5 (28)
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
$949 SGD
$823 SGD
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for 5 nights
4.89 out of 5 average rating, 371 reviews
4.89 (371)
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