Photo by Meg Faller

Search Cottages in Southern Maryland

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Southern Maryland cottages

Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (38)
"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 AED 459
AED 1,032 total
includes taxes & fees
14 Dec - 15 Dec
Soul Oasis - home on the Chesapeake Bay
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is AED 463
AED 1,001 total
includes taxes & fees
18 Dec - 19 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Property grounds
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.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is AED 661
AED 1,072 total
includes taxes & fees
18 Dec - 19 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

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 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 AED 529
AED 1,210 total
includes taxes & fees
4 Jan - 5 January 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior detail
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
North Beach
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is AED 470
AED 1,012 total
includes taxes & fees
1 Jan - 2 January 2026
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is AED 975
AED 1,166 total
includes taxes & fees
13 Dec - 14 Dec
Cottage Located on the Patuxent River!
Dining
Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC

Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC

Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC
2.0 star property
Newburg
The price is AED 661
AED 1,670 total
includes taxes & fees
19 Dec - 20 Dec
Charming 2-bedroom cottage in wonderful Newburg with WiFi, AC
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is AED 1,568
AED 3,324 total
includes taxes & fees
30 Dec - 31 Dec
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Exterior
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

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Aurora Highlands
10.0 out of 10, Exceptional, (28)
"Very nice accommodations; very attractive. Parking spot is a huge plus. Thanks for great stay!"
United States
Anonymous traveler
The price is AED 562
AED 1,192 total
includes taxes & fees
14 Dec - 15 Dec
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Exterior
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
The price is AED 863
AED 1,651 total
includes taxes & fees
4 Jan - 5 January 2026
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Marina
Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
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 AED 1,061
AED 1,967 total
includes taxes & fees
14 Dec - 15 Dec
Secluded Cozy Cottage in Historic Downtown
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is AED 1,322
AED 2,441 total
includes taxes & fees
15 Dec - 16 Dec
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Property grounds
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
Stevensville
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is AED 1,465
AED 3,219 total
includes taxes & fees
17 Dec - 18 Dec
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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

Spark by Hilton Waldorf

Spark by Hilton Waldorf

10/10 Excellent
"Great"
Elmira 3-night trip
Posted 3 days ago
Spark by Hilton Waldorf

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between AED 1,001 and AED 3,324 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 95 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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