Photo by Meg Faller

Search Cottages in Southern Maryland

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Cottages in Southern Maryland and around

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 €241
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
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 €250
includes taxes & fees
25 Nov - 26 Nov
Soul Oasis - home on the Chesapeake Bay
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, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
The price is €247
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
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 €297
includes taxes & fees
30 Nov - 1 Dec
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

9.0 out of 10, Wonderful, (6)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
United States
Berenice N.
The price is €266
includes taxes & fees
25 Nov - 26 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
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 €283
includes taxes & fees
1 Dec - 2 Dec
Cottage Located on the Patuxent River!
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

Cottage in Lusby

3.0 star property
Lakefront Log Cabin Retreat 3br-2ba 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 €523
includes taxes & fees
29 Nov - 30 Nov
Fireplaces, Fire Pit & Family Fun: Alexandria Home
Exterior
#2 Egret Cottage Harris Cove

Cottage in Saint Michaels

10.0 out of 10, Exceptional, (1)
#2 Egret Cottage Harris Cove
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 traveller
The price is €315
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

Cottage in 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 traveller
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
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.
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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 €592
includes taxes & fees
25 Nov - 26 Nov
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Cottage in Historic District

9.6 out of 10, Exceptional, (15)
"We had a very lovely stay . This is an excellent location . "
United States
Kimberly B.
The price is €667
includes taxes & fees
25 Nov - 26 Nov
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

Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

10/10 Excellent
"The beds were comfy and clean and the venue was nice! "
Amanda 1-night trip
Posted 2 days ago
Solomons Inn Resort & Marina

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
197
Accommodation
92 Cottages
Lowest Price
€241
Highest Price
€789

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between €241 and €789 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 92 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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