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

Search Southern Maryland Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southern Maryland cottages

1. 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
9.0 out of 10, Wonderful, (16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is AU$376
includes taxes & fees
4 Nov - 5 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

2. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is AU$748
includes taxes & fees
16 Nov - 17 Nov
Plum Point Cottage #14

3. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is AU$789
includes taxes & fees
16 Nov - 17 Nov
Plum Point Cottage #15

4. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is AU$636
includes taxes & fees
16 Nov - 17 Nov
Plum Point Cottage #17

5. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (22 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is AU$583
includes taxes & fees
1 Dec - 2 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

6. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is AU$1,635
includes taxes & fees
4 Nov - 5 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub

7. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is AU$692
includes taxes & fees
5 Nov - 6 Nov
Your Annapolis Waterfront retreat for a weekend or any-day getaway!

8. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (56 reviews)
"My family and I had a great time at this property fishing and crabbing. We also did a day trip to Westmoreland State Park, where we got to hike to Fossils Beach."
United States
Carmelita A.
The price is AU$453
includes taxes & fees
4 Dec - 5 Dec
Cozy Virginia Potomac Riverfront Cottage

9. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
The price is AU$901
includes taxes & fees
4 Nov - 5 Nov
Chesapeake Cottages- 2 Quaint Waterfront Retreats

10. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is AU$570
includes taxes & fees
4 Nov - 5 Nov
2 Bedroom Cottage at Coles Point Marina

11. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
United States
Bridget C.
The price is AU$974
includes taxes & fees
8 Nov - 9 Nov
Secluded Cozy Cottage in Historic Downtown

12. Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Aurora Highlands
10.0 out of 10, Exceptional, (43 reviews)
"Clean, secure, quiet, great parking spot and close to everything! We enjoyed our stay and would rebook this spot if back to the DC area. "
United States
Anita C.
The price is AU$541
includes taxes & fees
1 Dec - 2 Dec
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

13. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is AU$461
includes taxes & fees
4 Nov - 5 Nov
Lakefront Home Firepit BWI Marleycreek River

14. Downtown DC Home w/ Furnished Patio!

Downtown DC Home w/ Furnished Patio!
3.0 star property
Southeast
The price is AU$1,736
includes taxes & fees
23 Nov - 24 Nov
Downtown DC Home w/ Furnished Patio!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southern Maryland Hotel Reviews

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
264
Accommodation
91 Cottages
Lowest Price
AU$376
Highest Price
AU$1,736

Frequently asked questions

How much do cottages in Southern Maryland cost?
Rates for cottages in Southern Maryland range between AU$376 and AU$1,736 per night. No matter your budget, you're sure to find a perfect place to get in tune with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southern Maryland?
Choose from 91 cottages in Southern Maryland. Whether you're travelling with the family, as a couple or with a group of best friends, Expedia is here to help you find an ideal place.
What is there to do in Southern Maryland near my cottage?
The most important travel accessory for your Southern Maryland trip is an epic itinerary! Prince Georges Stadium, Belair Mansion and Allen Pond Park are among the top sights if you're off to Bowie. La Plata also has lots of fantastic attractions, such as Port Tobacco Players. Need more ideas for your to-do list? Drop by Hawthorne Country Club and College of Southern Maryland too.

Explore a world of travel with Expedia