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

Southern Maryland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southern Maryland vacation 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, (23 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is CA $286
CA $495 total
includes taxes & fees
Sep 9 - Sep 10
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 CA $211
CA $369 total
includes taxes & fees
Sep 9 - Sep 10
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A spacious living room with a green sofa, glass coffee tables, and a fireplace. A staircase with a railing leads to an upper level.

3. 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 CA $333
CA $790 total
includes taxes & fees
Sep 13 - Sep 14
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
A two-story house with a deck and a staircase leading to the upper floor.

4. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (145 reviews)
"Amazing small apartment. It has a great garden for walking. Great area to walk my service dog."
United States
barbara h.
The price is CA $218
CA $391 total
includes taxes & fees
Sep 14 - Sep 15
MOUNT VERNON RETREAT 🌸
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 CA $598
CA $1,608 total
includes taxes & fees
Sep 9 - Sep 10
Lakefront Cabin Near Solomons Island w/ Hot Tub
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

6. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (60 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is CA $209
CA $429 total
includes taxes & fees
Oct 7 - Oct 8
Soul Oasis - home on the Chesapeake Bay
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, (19 reviews)
"The property was very spacious and clean. Nice neighborhood."
United States
tracey
The price is CA $471
CA $1,038 total
includes taxes & fees
Sep 10 - Sep 11
SuperLocation NationalHarbor near Gaylord MGM hotels- 6 bedrooms with BBQ Garden
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.

8. 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 CA $570
CA $1,142 total
includes taxes & fees
Sep 10 - Sep 11
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
A pathway lined with trees and lights leading to a wooden building with a visible window.

9. 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 CA $638
CA $1,192 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A spacious living room with a large sofa, a television, and a view of the ocean.

10. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is CA $414
CA $1,002 total
includes taxes & fees
Sep 9 - Sep 10
4-BR Waterfront Turret Home
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

11. 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 CA $330
CA $809 total
includes taxes & fees
Sep 9 - Sep 10
Anne & Fred`s Leonardtown Home W/ Arcade room!
A covered outdoor seating area with a built-in fire feature, a potted plant, and string lights.

12. 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 CA $718
CA $1,196 total
includes taxes & fees
Sep 16 - Sep 17
Modern Stay Hottub and Pool
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

13. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is CA $706
CA $1,581 total
includes taxes & fees
Sep 14 - Sep 15
Lakefront Cabin Near Solomons Island w/ Hot Tub
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

14. 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 CA $638
CA $1,371 total
includes taxes & fees
Sep 17 - Sep 18
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

15. 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 CA $444
CA $822 total
includes taxes & fees
Sep 14 - Sep 15
Sunset Cottage - West River Access and Views!
A two-story house with a balcony, surrounded by trees and a wooden fence.

16. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (7 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 CA $474
CA $1,102 total
includes taxes & fees
Sep 9 - Sep 10
Charming Waterfront 3-bedroom house in Piney Point

17. Charming 4-House in central Waldorf

Charming 4-House in central Waldorf
Waldorf
The price is CA $587
CA $1,113 total
includes taxes & fees
Sep 13 - Sep 14
Charming 4-House in central Waldorf
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

18. 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)
"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"
United States
Penny N.
The price is CA $181
CA $627 total
includes taxes & fees
Sep 15 - Sep 16
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A covered patio with a view of a lake, furnished with chairs and a table.

19. 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, (16 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is CA $242
CA $527 total
includes taxes & fees
Sep 9 - Sep 10
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

20. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is CA $376
CA $638 total
includes taxes & fees
Sep 13 - Sep 14
Plum Point Cottage #17
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

Hampton Inn & Suites National Harbor - Alexandria Area

Hampton Inn & Suites National Harbor - Alexandria Area

10/10 Excellent
"clear room, staff, shop nearby"
Zénel 3-night trip
Posted 3 hours ago
Hampton Inn & Suites National Harbor - Alexandria Area

Find out more about Southern Maryland

Everything you need to know about Southern Maryland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Maryland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Maryland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southern Maryland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Maryland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Maryland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Maryland vacation rentals we have selected for you start as low as CA $362 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southern Maryland rentals

At Expedia, we put the best Southern Maryland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southern Maryland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Maryland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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