A heron standing in a golden-hued wetland with a bird flying in the background.

Holiday Homes in Southern Maryland

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Southern Maryland holiday homes

A lakeside view with chairs and a table, a rainbow, and trees.

1. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is NZ$583
includes taxes & fees
24 Aug - 25 Aug
Bright and airy waterfront getaway
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

2. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is NZ$519
includes taxes & fees
25 Aug - 26 Aug
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (6 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is NZ$449
includes taxes & fees
1 Sept - 2 Sept
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

4. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is NZ$793
includes taxes & fees
31 Aug - 1 Sept
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A two-story house with a deck and a staircase leading to the upper floor.

5. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (143 reviews)
"Clean, safe, comfortable."
United States
Charles H.
The price is NZ$467
includes taxes & fees
6 Sept - 7 Sept
MOUNT VERNON RETREAT 🌸

6. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is NZ$816
includes taxes & fees
8 Sept - 9 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

7. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is NZ$768
includes taxes & fees
24 Aug - 25 Aug
Plum Point Cottage #17
A modern living room with a sofa set, a coffee table, and a dining area.

8. Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Waldorf
The price is NZ$1,012
includes taxes & fees
24 Aug - 25 Aug
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
A hallway with a wooden floor, a white wall, and a ceiling with a central light fixture. There is a door on the left and a mirror on the right.

9. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
La Plata
9.6 out of 10, Exceptional, (4 reviews)
"Cane for a weekend of Faith and Fun and this is exactly what we needed. Comfortably suited our 10 needs and so much more. Peaceful, serene, beautiful animals, game room, so much to say. Hostess with the mostest!!!! Charity is a gem! My church family will be back!!!!!"
United States
Wadiya D.
The price is NZ$1,996
includes taxes & fees
1 Sept - 2 Sept
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

10. Cozy Private Home | Near DC & Military Bases

Cozy Private Home | Near DC & Military Bases
Indian Head
The price is NZ$667
includes taxes & fees
31 Aug - 1 Sept
Cozy Private Home | Near DC & Military Bases
A deck with outdoor furniture, a red door, and a house with siding.

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 Access
Shady Side
10.0 out of 10, Exceptional, (1 review)
"Jut as described. Easy in easy out. Great for a few days with the family."
United States
Joshua T.
The price is NZ$585
includes taxes & fees
30 Aug - 31 Aug
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A covered patio with a view of a lake, furnished with chairs and a table.

12. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is NZ$638
includes taxes & fees
9 Sept - 10 Sept
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

13. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place and neighborhood! "
United States
Marci M.
The price is NZ$857
includes taxes & fees
9 Sept - 10 Sept
Sunset Cottage - West River Access and Views!
A spacious living room with a large sofa, a television, and a view of the ocean.

14. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is NZ$1,201
includes taxes & fees
8 Sept - 9 Sept
4-BR Waterfront Turret Home
A pathway lined with trees and lights leading to a wooden building with a visible window.

15. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (14 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is NZ$1,401
includes taxes & fees
24 Aug - 25 Aug
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is NZ$1,934
includes taxes & fees
24 Aug - 25 Aug
Lakefront Cabin Near Solomons Island w/ Hot Tub
A two-story house with a balcony, surrounded by trees and a wooden fence.

17. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (6 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is NZ$1,299
includes taxes & fees
24 Aug - 25 Aug
Charming Waterfront 3-bedroom house in Piney Point
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

18. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is NZ$1,648
includes taxes & fees
17 Sept - 18 Sept
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A covered outdoor seating area with a built-in fire feature, a potted plant, and string lights.

19. Modern Stay Hottub and Pool

Modern Stay Hottub and Pool
Upper Marlboro
10.0 out of 10, Exceptional, (1 review)
"Everything looked exactly like the pictures ! I loved the place this will be my go to !"
United States
Diana H.
The price is NZ$1,406
includes taxes & fees
24 Aug - 25 Aug
Modern Stay Hottub and Pool
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

20. 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 views
Deale
The price is NZ$903
includes taxes & fees
8 Sept - 9 Sept
3-bedroom house in Deale located on Bay many amenities and great views
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 Southern Maryland Hotel Reviews

Best Western La Plata Inn

Best Western La Plata Inn

10/10 Excellent
"The room was clean. The gentleman at the front desk was very friendly and accommodating"
Brooke 1-night trip
Posted 11 hours ago
Best Western La Plata Inn

Find out more about Southern Maryland

Southern Maryland Holiday Homes information

Number of reviews
256
Accommodation
296 Holiday Homes
Lowest Price
NZ$449
Highest Price
NZ$1,996

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