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Our top choices for Southern Maryland vacation homes

1. 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 290
AED 1,093 total
includes taxes & fees
12 Nov - 13 Nov

2. 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
11 Nov - 12 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
11 Nov - 12 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 522
AED 1,404 total
includes taxes & fees
2 Dec - 3 Dec

5. 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 400
AED 864 total
includes taxes & fees
16 Nov - 17 Nov

6. Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
9.8 out of 10, Exceptional, (6 reviews)
The price is AED 760
AED 1,601 total
includes taxes & fees
1 Dec - 2 Dec

7. 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 1,456 total
includes taxes & fees
20 Nov - 21 Nov

8. 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 593
AED 1,678 total
includes taxes & fees
16 Nov - 17 Nov

9. MOUNT VERNON RETREAT 🌸
MOUNT VERNON RETREAT 🌸Alexandria
9.8 out of 10, Exceptional, (151 reviews)
The price is AED 579
AED 995 total
includes taxes & fees
17 Nov - 18 Nov

10. 3-bedroom house in Deale located on Bay many amenities and great views
3-bedroom house in Deale located on Bay many amenities and great viewsDeale
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 661
AED 1,604 total
includes taxes & fees
13 Nov - 14 Nov

11. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach AccessShady Side
9.4 out of 10, Exceptional, (3 reviews)
The price is AED 628
AED 1,315 total
includes taxes & fees
11 Nov - 12 Nov

12. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake BayLusby
9.8 out of 10, Exceptional, (16 reviews)
The price is AED 1,697
AED 2,986 total
includes taxes & fees
11 Nov - 12 Nov

13. 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, (21 reviews)
The price is AED 661
AED 1,350 total
includes taxes & fees
11 Nov - 12 Nov

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 962
AED 2,469 total
includes taxes & fees
11 Nov - 12 Nov

15. Tranquil Modern Farmhouse
Tranquil Modern FarmhouseWaldorf
9.2 out of 10, Wonderful, (10 reviews)
The price is AED 1,534
AED 2,717 total
includes taxes & fees
16 Nov - 17 Nov

16. 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 2,487 total
includes taxes & fees
11 Nov - 12 Nov

17. 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 3,081 total
includes taxes & fees
1 Dec - 2 Dec

18. 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
11 Nov - 12 Nov

19. 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
11 Nov - 12 Nov

20. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game RoomLa Plata
9.6 out of 10, Exceptional, (4 reviews)
The price is AED 1,226
AED 2,994 total
includes taxes & fees
11 Nov - 12 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.
Learn more about Southern Maryland
Experience the family-friendly area of Southern Maryland—a scenic waterfront, sports teams, and sights from Running Hare Vineyard to Budds Creek Motocross Park.

Photo by Meg Faller
Open Photo by Meg Faller

































































































































