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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 323
AED 1,133 total
includes taxes & fees
15 Nov - 16 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
15 Nov - 16 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
15 Nov - 16 Nov

4. Lusby 3BD Family Beach House - Steps to the Sand!
Lusby 3BD Family Beach House - Steps to the Sand!Lusby
The price is AED 522
AED 1,635 total
includes taxes & fees
16 Nov - 17 Nov

5. 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, (41 reviews)
The price is AED 405
AED 1,446 total
includes taxes & fees
16 Nov - 17 Nov

6. 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

7. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool
8BD Retreat | Hot Tub, Movie Room, Gym & PoolCalifornia
The price is AED 1,517
AED 4,292 total
includes taxes & fees
14 Dec - 15 Dec

8. Solomons Spacious 6-BD Family Home with Hot Tub
Solomons Spacious 6-BD Family Home with Hot TubSolomons
The price is AED 992
AED 2,957 total
includes taxes & fees
18 Nov - 19 Nov

9. 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

10. Covenant Cove - Cove Point Beach
Covenant Cove - Cove Point BeachLusby
The price is AED 841
AED 1,589 total
includes taxes & fees
22 Nov - 23 Nov

11. 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, (9 reviews)
The price is AED 572
AED 1,093 total
includes taxes & fees
16 Nov - 17 Nov

12. MOUNT VERNON RETREAT 🌸
MOUNT VERNON RETREAT 🌸Alexandria
9.8 out of 10, Exceptional, (151 reviews)
The price is AED 643
AED 1,077 total
includes taxes & fees
4 Dec - 5 Dec

13. 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

14. 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 1,323 total
includes taxes & fees
16 Nov - 17 Nov

15. 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
15 Nov - 16 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 2,604 total
includes taxes & fees
19 Nov - 20 Nov

17. 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 2,461 total
includes taxes & fees
22 Nov - 23 Nov

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 3,414 total
includes taxes & fees
3 Dec - 4 Dec

19. 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 3,010 total
includes taxes & fees
18 Nov - 19 Nov

20. 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 1,517
AED 3,187 total
includes taxes & fees
22 Nov - 23 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
Top reviews in Southern Maryland

Historic 1825 Chesapeake Farm Stay
Historic 1825 Chesapeake Farm StaySt. Leonard




































































































































