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Search results; Over 1,000 homes
Over 1,000 homes
Guest favourite
Guest favourite
Guest suite in Anne Arundel County
Private Suite near BWI Airport
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,113 SGD
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for 5 nights
$1,113 SGD for 5 nights
,
·
4.88 out of 5 average rating, 51 reviews
4.88 (51)
Guest favourite
Guest favourite
Home in Riva
Peaceful Waterfront Family Retreat
10 bedrooms
10 bedrooms
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17 beds
17 beds
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·
5.5 bathrooms
5.5 bathrooms
6–11 Sept
6–11 Sept
$14,100 SGD
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for 5 nights
$14,100 SGD for 5 nights
4.91 out of 5 average rating, 92 reviews
4.91 (92)
Top guest favourite
Guest favourite
Home in Crownsville
"Hilltop Hideaway"- Private basement suite
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$953 SGD
$842 SGD
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for 5 nights
5.0 out of 5 average rating, 119 reviews
5.0 (119)
Top guest favourite
Guest favourite
Home in Riva
Riverside | 15 mins to USNA
3 bedrooms
3 bedrooms
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·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Sept
20–25 Sept
$2,815 SGD
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for 5 nights
$2,815 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Top guest favourite
Guest favourite
Home in Edgewater
Waterfront Cheerful 6 BR Home with Private Pier
6 bedrooms
6 bedrooms
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·
8 beds
8 beds
,
·
5.5 bathrooms
5.5 bathrooms
26–31 Oct
26–31 Oct
$4,128 SGD
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for 5 nights
$4,128 SGD for 5 nights
4.96 out of 5 average rating, 120 reviews
4.96 (120)
Top guest favourite
Guest favourite
Home in Crownsville
Welcome to Heron House! Annapolis Waterfront Oasis
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–15 Nov
10–15 Nov
$3,193 SGD
$2,819 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 42 reviews
4.98 (42)
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
$950 SGD
$823 SGD
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for 5 nights
4.89 out of 5 average rating, 370 reviews
4.89 (370)
Room in Bowie
Cozy Private Queen Room | Free Parking | Near DC
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$353 SGD
$307 SGD
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for 5 nights
Free cancellation
4.71 out of 5 average rating, 7 reviews
4.71 (7)
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
$2,942 SGD
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for 5 nights
$2,942 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 225 reviews
5.0 (225)
Top guest favourite
Guest favourite
Guest suite in Crownsville
Abington Farm—National Historic 1640s Home in Serene Setting
2 bedrooms
2 bedrooms
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·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,337 SGD
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for 5 nights
$1,337 SGD for 5 nights
4.95 out of 5 average rating, 158 reviews
4.95 (158)
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
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$768 SGD
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for 5 nights
$768 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 364 reviews
4.9 (364)
Top guest favourite
Guest favourite
Home in Edgewater
Annapolis Area Waterside Retreat
4 bedrooms
4 bedrooms
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·
4 queen beds
4 queen beds
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·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$2,273 SGD
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for 5 nights
$2,273 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 264 reviews
4.95 (264)
Top guest favourite
Guest favourite
Guest suite in Annapolis
Annapolis Garden Suite
2 bedrooms
2 bedrooms
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3 beds
3 beds
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1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,965 SGD
$1,649 SGD
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for 5 nights
4.95 out of 5 average rating, 146 reviews
4.95 (146)
Top guest favourite
Guest favourite
Room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 2
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
2–7 Nov
2–7 Nov
$609 SGD
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for 5 nights
$609 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 431 reviews
4.96 (431)
Guest favourite
Guest favourite
Home in Davidsonville
8kSqFt Luxury Estate|Pickleball &Theater|Sleeps 32
8 bedrooms
8 bedrooms
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·
18 beds
18 beds
,
·
5.5 bathrooms
5.5 bathrooms
20–25 Sept
20–25 Sept
$8,314 SGD
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for 5 nights
$8,314 SGD for 5 nights
4.81 out of 5 average rating, 16 reviews
4.81 (16)
Top guest favourite
Guest favourite
Home in Shady Side
Iconic Chesapeake. Unparalleled Luxury.
3 bedrooms
3 bedrooms
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·
3 beds
3 beds
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·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$4,060 SGD
$2,572 SGD
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for 5 nights
5.0 out of 5 average rating, 214 reviews
5.0 (214)
Top guest favourite
Guest favourite
Guest suite in Arnold
Old Bay Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$995 SGD
$868 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 762 reviews
4.96 (762)
Guest favourite
Guest favourite
Cottage in Edgewater
Waterview Studio on a sunset corner
1 bedroom
1 bedroom
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·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$935 SGD
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for 5 nights
$935 SGD for 5 nights
4.75 out of 5 average rating, 205 reviews
4.75 (205)
Top guest favourite
Guest favourite
Tiny home in Crownsville
The Perch at Heron’s Nest
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
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·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
$1,807 SGD
$1,351 SGD
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for 5 nights
4.97 out of 5 average rating, 37 reviews
4.97 (37)
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