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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
Beach Access, Hot Tub, Pet Friendly, Fully Fenced
4 bedrooms
,
·
4 beds
,
·
2.5 private bathrooms
13–18 Sept
13–18 Sept
$3,452 SGD
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for 5 nights
$3,452 SGD for 5 nights
,
·
4.99 out of 5 average rating, 139 reviews
4.99 (139)
Guest favourite
Guest favourite
179
Reviews
4.93
Stars
Rating
4
Years hosting
Room in Annapolis
Osprey Room - Charming private room, Annapolis
1 queen bed
1 queen bed
1–6 Aug
1–6 Aug
$414 SGD
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for 5 nights
$414 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 179 reviews
4.93 (179)
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
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,859 SGD
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for 5 nights
$1,859 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Guest favourite
Guest favourite
Apartment in Annapolis
Semper Fi Condo
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
2–7 Aug
2–7 Aug
$1,509 SGD
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for 5 nights
$1,509 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
15–20 Aug
15–20 Aug
$1,680 SGD
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for 5 nights
$1,680 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
12–17 Sept
12–17 Sept
$5,992 SGD
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for 5 nights
$5,992 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Flat in Annapolis
Charming, Chic Downtown Annapolis Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
16–21 Aug
16–21 Aug
$1,147 SGD
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for 5 nights
$1,147 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 106 reviews
4.91 (106)
Guest favourite
Guest favourite
Flat in Annapolis
Crow’s Nest Cottage - Down Under: Chesapeake Bay
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
26–31 Jul
26–31 Jul
$2,175 SGD
$1,975 SGD
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for 5 nights
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favourite
Guest favourite
Guest house in Annapolis
Calico Cottage Guest House, king bed, free parking
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
16–21 Aug
16–21 Aug
$784 SGD
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for 5 nights
$784 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 355 reviews
4.9 (355)
Guest favourite
Guest favourite
181
Reviews
4.93
Stars
Rating
4
Years hosting
Room in Annapolis
Sandpiper Room - Charming private room, Annapolis
1 queen bed
1 queen bed
24–29 Jul
24–29 Jul
$492 SGD
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for 5 nights
$492 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 181 reviews
4.93 (181)
Superhost
Superhost
Townhouse in Annapolis
Walk to Dock USNA Stadium-Renovated 2BR Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
19–24 Jul
19–24 Jul
$1,609 SGD
$1,422 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 72 reviews
4.86 (72)
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
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,053 SGD
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for 5 nights
$1,053 SGD for 5 nights
4.92 out of 5 average rating, 1123 reviews
4.92 (1123)
Top guest favourite
Guest favourite
Home in Annapolis
Firepit + Basement Lounge + Putt Green | Sleeps 12
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
23–28 Jul
23–28 Jul
$4,775 SGD
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for 5 nights
$4,775 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Guest favourite
Guest favourite
Home in Annapolis
Nautical Retreat 6 Guests • 3 BDR • 2 Baths
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
22–27 Aug
22–27 Aug
$1,955 SGD
$1,447 SGD
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for 5 nights
4.96 out of 5 average rating, 146 reviews
4.96 (146)
Guest favourite
Guest favourite
182
Reviews
4.95
Stars
Rating
4
Years hosting
Room in Annapolis
Blue Heron Room - Charming Private Room, Annapolis
1 queen bed
1 queen bed
26–31 Jul
26–31 Jul
$440 SGD
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for 5 nights
$440 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 182 reviews
4.95 (182)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy 3BR Annapolis, Private Deck, Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
26–31 Jul
26–31 Jul
$2,366 SGD
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for 5 nights
$2,366 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Home in Annapolis
Severn River Hope Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
28 Jul – 2 Aug
28 Jul – 2 Aug
$3,376 SGD
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for 5 nights
$3,376 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Top guest favourite
Guest favourite
Flat in Annapolis
Beautiful Historic Home next to City Dock + USNA
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
10–15 Aug
10–15 Aug
$2,632 SGD
$2,012 SGD
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for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Home in Annapolis
Cozy Stay in Downtown Naptown
3 bedrooms
3 bedrooms
19–24 Jul
19–24 Jul
$1,602 SGD
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for 5 nights
$1,602 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 28 reviews
4.93 (28)
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