Photo by Ann Sair

Search Cottages in Southern Maryland

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Southern Maryland cottages

Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (40)
"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 HK$972
HK$2,184 total
includes taxes & fees
5 Jan - 6 Jan 2026
Soul Oasis - home on the Chesapeake Bay
Exterior
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
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 HK$2,064
HK$2,468 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cottage Located on the Patuxent River!
Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
The price is HK$3,320
HK$7,036 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
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 HK$995
HK$2,143 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is HK$1,292
HK$2,417 total
includes taxes & fees
8 Jan - 9 Jan 2026
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.4 out of 10, Exceptional, (9)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is HK$1,001
HK$2,461 total
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Terrace/patio
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is HK$1,399
HK$2,326 total
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Interior
Commute to Alexandria & DC: Home w/ Shared Yard

Cottage in Waldorf

Commute to Alexandria & DC: Home w/ Shared Yard
3.0 star property
The price is HK$1,096
HK$4,070 total
includes taxes & fees
1 Jan - 2 Jan 2026
Commute to Alexandria & DC: Home w/ Shared Yard
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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 HK$3,102
HK$6,815 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Cottage in Colonial Beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to 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 traveller
The price is HK$1,827
HK$3,513 total
includes taxes & fees
9 Jan - 10 Jan 2026
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Cottage in Pasadena

Chesapeake Cottages- 2 Quaint Waterfront Retreats
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is HK$2,799
HK$5,167 total
includes taxes & fees
12 Jan - 13 Jan 2026
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Cottage in Historic District

Secluded Cozy Cottage in Historic Downtown
9.6 out of 10, Exceptional, (16)
"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."
United States
Michael C.
The price is HK$2,498
HK$4,488 total
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded Cozy Cottage in Historic Downtown
Exterior
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Cottage in Aurora Highlands

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
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 traveller
The price is HK$1,189
HK$2,558 total
includes taxes & fees
6 Jan - 7 Jan 2026
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
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
"Very Nice"
ALLAN 2-night trip
Posted 2 days ago
Hampton Inn & Suites National Harbor - Alexandria Area

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
206
Accommodation
95 Cottages
Lowest Price
HK$2,143
Highest Price
HK$7,036

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between HK$2,143 and HK$7,036 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.
What is there to do in Southern Maryland near my cottage?
There are many attractions to explore when holidaying in Southern Maryland. If you're thinking about a day or two in Upper Marlboro, Lake Presidential Golf Club shouldn't be missed.

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