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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
Modern Annapolis Getaway - 2 Free Parking Spaces
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,713 SGD
$1,506 SGD
Show price breakdown
for 5 nights
,
·
5.0 out of 5 average rating, 119 reviews
5.0 (119)
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
$6,573 SGD
$4,486 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 92 reviews
4.91 (92)
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
$433 SGD
Show price breakdown
for 5 nights
$433 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 190 reviews
4.95 (190)
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
$1,049 SGD
Show price breakdown
for 5 nights
$1,049 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 524 reviews
4.92 (524)
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
$1,966 SGD
$1,731 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 470 reviews
4.97 (470)
Guest favourite
Guest favourite
Home in Annapolis
The Corner House-Annapolis
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$3,007 SGD
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for 5 nights
$3,007 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
13–18 Sept
13–18 Sept
$2,222 SGD
$2,021 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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
$954 SGD
$826 SGD
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for 5 nights
4.89 out of 5 average rating, 370 reviews
4.89 (370)
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
$433 SGD
Show price breakdown
for 5 nights
$433 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 193 reviews
4.93 (193)
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
6–11 Sept
6–11 Sept
$5,958 SGD
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for 5 nights
$5,958 SGD for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
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
$7,420 SGD
$6,033 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 146 reviews
5.0 (146)
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
$1,361 SGD
$890 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 226 reviews
4.94 (226)
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
$1,260 SGD
$1,092 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 173 reviews
4.96 (173)
Top guest favourite
Guest favourite
Home in Annapolis
Historic Home w/ Parking Steps From Capital & USNA
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$1,941 SGD
$1,654 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 104 reviews
4.98 (104)
Top guest favourite
Guest favourite
Home in Annapolis
The Retreat @ Back Creek
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
8–13 Sept
8–13 Sept
$11,271 SGD
$9,885 SGD
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for 5 nights
4.96 out of 5 average rating, 49 reviews
4.96 (49)
Top guest favourite
Guest favourite
Room in Annapolis
“Room at the Inn…”
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$751 SGD
$655 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Guest favourite
Guest favourite
Home in Annapolis
Waterfront Oasis with Private Pool, Hot Tub, Piers
7 bedrooms
7 bedrooms
,
·
17 beds
17 beds
,
·
6 bathrooms
6 bathrooms
13–18 Sept
13–18 Sept
$12,627 SGD
Show price breakdown
for 5 nights
$12,627 SGD for 5 nights
4.97 out of 5 average rating, 58 reviews
4.97 (58)
Top guest favourite
Guest favourite
Cottage in Annapolis
Wonderful Cottage Nestled On Chesapeake Bay
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$2,158 SGD
Show price breakdown
for 5 nights
$2,158 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Guest favourite
Guest favourite
Home in Annapolis
Charming Annapolis Townhome
2 bedrooms
2 bedrooms
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$2,500 SGD
$1,585 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 66 reviews
4.97 (66)
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