Search results; Over 1,000 places in Saint Leonard

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Guest suite in Saint Leonard
Cozy 2 bedroom/1 full bath overlooking the bay
4 guests2 bedrooms2 beds1 bath
Jul 1 – 6
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Jul 1 – 6
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R19,176 ZAR for 5 nights
for 5 nights

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Guest favorite
Cottage in Saint Leonard
Block to Beach, Screened deck, Hot Tub, No CF
Free cancellation
Jun 1 – 6
R23,816 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 138 reviews
Guest favorite
Home in Saint Leonard
Cottage on the Bay
Free cancellation
Jun 3 – 8
R18,968 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 67 reviews
Home in Saint Leonard
Hickory House on the Chesapeake Bay!
2 beds
May 22 – 27
R20,006 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 50 reviews
Top guest favorite
Guesthouse in Saint Leonard
Studio on the Bay.
1 queen bed
Jun 3 – 8
R18,135 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 110 reviews
Superhost
Place to stay in Saint Leonard
Mermaids Paradise
2 beds
Jun 1 – 6
R16,746 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 170 reviews
Top guest favorite
Home in Saint Leonard
J.K.'s by the Bay
4 beds
May 30 – Jun 4
R25,992 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 38 reviews
Superhost
Home in Saint Leonard
Waterfront Home, Spectacular View & Private Beach!
3 beds
Jun 1 – 6
R48,150 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Apartment in Saint Leonard
The Loft at Flag Harbor
Free cancellation
May 26 – 31
R21,454 ZAR for 5 nights
for 5 nights
Superhost
Home in Saint Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
8 beds
Jun 1 – 6
R18,216 ZAR for 5 nights
for 5 nights
4.72 out of 5 average rating, 116 reviews
Guest favorite
Home in Saint Leonard
Cozy Beach House ~Chesapeake Bay Getaway
3 double beds
Jun 8 – 13
R21,518 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 63 reviews
Guest favorite
Home in Saint Leonard
Luxe 5BR: Beach View, Arcade, Rock Wall, Theater
8 beds
Jun 21 – 26
R91,698 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 40 reviews
Top guest favorite
Home in Prince Frederick
Bay Getaway
Free cancellation
May 26 – 31
R24,225 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 49 reviews
Top guest favorite
Home in Saint Leonard
Cozy Cottage on the Chesapeake Bay
Free cancellation
Jun 3 – 8
R27,164 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 177 reviews
Superhost
Home in Prince Frederick
Chesapeake Escape
Free cancellation
Jun 8 – 13
R26,653 ZAR for 5 nights
for 5 nights
Guest favorite
Home in Saint Leonard
Large home w/ 6 bedrooms, 2 kitchens, and hot tub!
9 beds
May 22 – 27
R76,913 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 94 reviews
Guest favorite
Home in Lusby
The Calvert Cliffs Cottage
Free cancellation
May 26 – 31
R21,306 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 140 reviews
Guest favorite
Apartment in Port Republic
Bayview Apartment with a private entrance.
Free cancellation
Aug 13 – 18
R13,529 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 116 reviews
Top guest favorite
Room in Leonardtown
Stay with KimHosting for 6 years,
Home away from home
May 23 – 28
R4,794 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 181 reviews