Photo by Meg Faller

Search Cottages in Southern Maryland

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Cottages in Southern Maryland

Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is SAR 469
SAR 1,054 total
includes taxes & fees
2 Dec - 3 Dec
Soul Oasis - home on the Chesapeake Bay
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is SAR 473
SAR 1,002 total
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

2.0 star property
10.0 out of 10, Exceptional, (2)
"So comfortable for the 2 of us. Close to restaurants, shopping, liquor store and to family in Chesapeake Beach. The 2nd BR let us spread out suitcases and extras. Stocked kitchen and bath. Grill right out the door to the fenced back yard. Driveway to the door. All we needed and felt at home. "
United States
Patricia M.
The price is SAR 480
SAR 1,034 total
includes taxes & fees
2 Dec - 3 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Terrace/patio
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

9.2 out of 10, Wonderful, (7)
"The owner was very nice "
United States
karen
The price is SAR 675
SAR 1,079 total
includes taxes & fees
2 Dec - 3 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

9.4 out of 10, Exceptional, (8)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
United States
Marc C.
The price is SAR 638
SAR 1,380 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

10.0 out of 10, Exceptional, (42)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is SAR 996
SAR 1,191 total
includes taxes & fees
2 Dec - 3 Dec
Cottage Located on the Patuxent River!
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

3.0 star property
The price is SAR 1,144
SAR 2,888 total
includes taxes & fees
2 Dec - 3 Dec
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
House (4 Bedrooms) | Front of property
Fireplaces, Fire Pit & Family Fun: Alexandria Home

Cottage in Alexandria

3.0 star property
The price is SAR 642
SAR 2,704 total
includes taxes & fees
3 Dec - 4 Dec
Fireplaces, Fire Pit & Family Fun: Alexandria Home
Exterior
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Cottage in Aurora Highlands

10.0 out of 10, Exceptional, (27)
"Very nice accommodations; very attractive. Parking spot is a huge plus. Thanks for great stay!"
United States
Anonymous traveler
The price is SAR 638
SAR 1,307 total
includes taxes & fees
21 Dec - 22 Dec
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Cottage in Pasadena

9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is SAR 1,351
SAR 2,493 total
includes taxes & fees
2 Dec - 3 Dec
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is SAR 1,497
SAR 3,289 total
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Cottage in Historic District

9.6 out of 10, Exceptional, (16)
"We had a very lovely stay . This is an excellent location . "
United States
Kimberly B.
The price is SAR 1,688
SAR 2,810 total
includes taxes & fees
2 Dec - 3 Dec
Secluded Cozy Cottage in Historic Downtown
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

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

10/10 Excellent
"Beautiful Resort, set up Christmas displays ! All shops and restaurants opened late in the evening time. Great place to spend with family and friends!"
Ernesto 1-night trip
Posted 2 days ago
Gaylord National Resort & Convention Center

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between SAR 1,002 and SAR 3,289 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were 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?
Southern Maryland has 93 cottages to choose from. Enter your destination and travel dates and lock in your next escape today.
Why book your cottage in Southern Maryland with Expedia?
Expedia has some excellent cottages in Southern Maryland, so get ready for a memorable stay close to nature. If you need to stick to a budget, choose how much you'd like to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your bank balance or plans.
How can I find cheap cottages in Southern Maryland?
An excellent way to locate cheap cottages in Southern Maryland is with Expedia's convenient filter tool. Refine your search results by budget, amenities and star rating to take advantage of awesome prices in just a few keystrokes.

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