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Our top choices for St. Leonard vacation homes

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays
3-bedroom house in soothing Saint Leonard with AC for relaxing staysSaint Leonard
10.0 out of 10, Exceptional, (8 reviews)
The price is AED 549
AED 1,033 total
includes taxes & fees
16 Nov - 17 Nov

2. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.Prince Frederick
9.2 out of 10, Wonderful, (12 reviews)
The price is AED 716
AED 1,460 total
includes taxes & fees
20 Nov - 21 Nov

3. Bright and airy waterfront getaway
Bright and airy waterfront getawayBenedict
9.8 out of 10, Exceptional, (26 reviews)
The price is AED 845
AED 1,343 total
includes taxes & fees
10 Nov - 11 Nov

4. Family Beach House: Spacious Deck, Grill & Views
Family Beach House: Spacious Deck, Grill & ViewsChesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
The price is AED 536
AED 1,479 total
includes taxes & fees
1 Dec - 2 Dec

5. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake BayLusby
9.6 out of 10, Exceptional, (15 reviews)
The price is AED 1,697
AED 2,986 total
includes taxes & fees
5 Nov - 6 Nov

6. Beachside Oasis with Beach Passes & King Suite by A Haven Away
Beachside Oasis with Beach Passes & King Suite by A Haven AwayNorth Beach
10.0 out of 10, Exceptional, (25 reviews)
The price is AED 323
AED 1,137 total
includes taxes & fees
1 Dec - 2 Dec

7. Lakefront Cabin Near Solomons Island w/ Hot Tub
Lakefront Cabin Near Solomons Island w/ Hot TubLusby
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 1,590
AED 3,950 total
includes taxes & fees
5 Nov - 6 Nov

8. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dockLusby
10.0 out of 10, Exceptional, (4 reviews)
The price is AED 1,293
AED 3,382 total
includes taxes & fees
5 Nov - 6 Nov

9. 4-BR Waterfront Turret Home
4-BR Waterfront Turret HomeSolomons
10.0 out of 10, Exceptional, (13 reviews)
The price is AED 1,102
AED 2,581 total
includes taxes & fees
5 Nov - 6 Nov

10. The Cozy Crab- Your Charming Haven in Lovely North Beach!
The Cozy Crab- Your Charming Haven in Lovely North Beach!North Beach
9.6 out of 10, Exceptional, (30 reviews)
The price is AED 533
AED 1,137 total
includes taxes & fees
5 Nov - 6 Nov

11. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, RestaurantsNorth Beach
10.0 out of 10, Exceptional, (40 reviews)
The price is AED 630
AED 1,641 total
includes taxes & fees
2 Dec - 3 Dec

12. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8Cambridge
10.0 out of 10, Exceptional, (17 reviews)
The price is AED 947
AED 1,704 total
includes taxes & fees
5 Nov - 6 Nov

13. 2 Acre Oasis with Private Beach! Family and dog friendly!
2 Acre Oasis with Private Beach! Family and dog friendly!Leonardtown
10.0 out of 10, Exceptional, (67 reviews)
The price is AED 1,432
AED 2,925 total
includes taxes & fees
1 Dec - 2 Dec

14. Charming Waterfront 3-bedroom house in Piney Point
Charming Waterfront 3-bedroom house in Piney PointPiney Point
10.0 out of 10, Exceptional, (9 reviews)
The price is AED 1,018
AED 2,540 total
includes taxes & fees
5 Nov - 6 Nov

15. Waterfront Getaway with Dock
Waterfront Getaway with DockWoolford
10.0 out of 10, Exceptional, (69 reviews)

16. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset ViewsLexington Park
10.0 out of 10, Exceptional, (20 reviews)
The price is AED 698
AED 1,391 total
includes taxes & fees
9 Nov - 10 Nov

17. Tranquil Modern Farmhouse
Tranquil Modern FarmhouseWaldorf
9.2 out of 10, Wonderful, (10 reviews)
The price is AED 1,534
AED 2,724 total
includes taxes & fees
16 Nov - 17 Nov

18. Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · KayaksMontross
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 830
AED 1,857 total
includes taxes & fees
9 Nov - 10 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Leonard Hotel Reviews

Island Inn & Suites, an Ascend Collection Hotel
10/10 Excellent



























































