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

Southern Maryland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Southern Maryland holiday rentals

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 HK$1,623
HK$2,825 total
includes taxes & fees
30 Aug - 31 Aug
Bright and airy waterfront getaway
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

2. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (15 reviews)
"The owner was very nice "
United States
karen
The price is HK$1,199
HK$2,111 total
includes taxes & fees
30 Aug - 31 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A pathway lined with trees and lights leading to a wooden building with a visible window.

3. 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)
"Nice house in a great location. Great for groups."
United States
Anonymous traveller
The price is HK$3,622
HK$6,765 total
includes taxes & fees
31 Aug - 1 Sept
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

4. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (58 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is HK$1,199
HK$2,501 total
includes taxes & fees
11 Sept - 12 Sept
Soul Oasis - home on the Chesapeake Bay
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

5. 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 HK$3,394
HK$9,128 total
includes taxes & fees
2 Sept - 3 Sept
Lakefront Cabin Near Solomons Island w/ Hot Tub
A spacious living room with a green sofa, glass coffee tables, and a fireplace. A staircase with a railing leads to an upper level.

6. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay at this property and will definitely be back again!"
United States
Jeff and Nancy B.
The price is HK$1,887
HK$4,568 total
includes taxes & fees
31 Aug - 1 Sept
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
A hallway with a dark wooden door, a console table with a mirror, and a potted plant.

7. SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden

SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
Fort Washington
9.6 out of 10, Exceptional, (18 reviews)
"The property was very spacious and clean. Nice neighborhood."
United States
tracey
The price is HK$2,293
HK$5,496 total
includes taxes & fees
8 Sept - 9 Sept
SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
A covered outdoor seating area with a built-in fire feature, a potted plant, and string lights.

8. 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 HK$4,076
HK$6,785 total
includes taxes & fees
7 Sept - 8 Sept
Modern Stay Hottub and Pool
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

9. Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is HK$1,873
HK$4,618 total
includes taxes & fees
7 Sept - 8 Sept
Anne & Fred`s Leonardtown Home W/ Arcade room!
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

10. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is HK$4,005
HK$8,970 total
includes taxes & fees
2 Sept - 3 Sept
Lakefront Cabin Near Solomons Island w/ Hot Tub
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

11. 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 HK$1,024
HK$3,545 total
includes taxes & fees
1 Sept - 2 Sept
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

12. 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 HK$2,140
HK$4,193 total
includes taxes & fees
8 Sept - 9 Sept
Sunset Cottage - West River Access and Views!
A two-story house with a balcony, surrounded by trees and a wooden fence.

13. 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 HK$2,689
HK$6,255 total
includes taxes & fees
2 Sept - 3 Sept
Charming Waterfront 3-bedroom house in Piney Point
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

14. 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 HK$838
HK$2,820 total
includes taxes & fees
30 Aug - 31 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.

15. 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 HK$952
HK$2,048 total
includes taxes & fees
2 Sept - 3 Sept
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

16. 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 HK$3,621
HK$7,629 total
includes taxes & fees
17 Sept - 18 Sept
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A spacious living room with a large sofa, a television, and a view of the ocean.

17. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is HK$2,352
HK$5,510 total
includes taxes & fees
8 Sept - 9 Sept
4-BR Waterfront Turret Home
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

18. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is HK$2,136
HK$3,638 total
includes taxes & fees
11 Sept - 12 Sept
Plum Point Cottage #17

19. 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 HK$1,129
HK$3,591 total
includes taxes & fees
1 Sept - 2 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
A modern living room with a sofa set, a coffee table, and a dining area.

20. 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 HK$2,195
HK$4,844 total
includes taxes & fees
31 Aug - 1 Sept
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"This property made my time there very enjoyable and relaxing. The property was very clean, and the staff was very friendly and helpful. Would definitely stay again."
Alfreda 5-night trip
Posted 4 hours ago
Rod 'N' Reel Resort

Find out more about Southern Maryland

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