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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Cottages in Southern Maryland

Exterior
Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Lovely house with tons of character. Clean and comfortable. A few steps from water. "
United States
Leah D.
The price is AED 551
AED 1,145 total
includes taxes & fees
27 Oct - 28 Oct
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.
10.0 out of 10, Exceptional, (48)
"The house was perfect. The view was stunning. The pool was a perfect bonus!"
United States
Jamie A.
The price is AED 415
AED 946 total
includes taxes & fees
30 Oct - 31 Oct
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Terrace/patio
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.
9.6 out of 10, Exceptional, (5)
"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 AED 661
AED 1,099 total
includes taxes & fees
27 Oct - 28 Oct
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
9.6 out of 10, Exceptional, (7)
"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 618
AED 1,352 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Cottage Located on the Patuxent River!
Cottage Located on the Patuxent River!
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 AED 975
AED 1,166 total
includes taxes & fees
1 Nov - 2 Nov
Cottage Located on the Patuxent River!
Interior
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
The price is AED 470
AED 1,016 total
includes taxes & fees
28 Oct - 29 Oct
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
3.0 star property
The price is AED 1,238
AED 2,668 total
includes taxes & fees
26 Oct - 27 Oct
Lakefront Log Cabin Retreat 3br-2ba 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
10.0 out of 10, Exceptional, (22)
"We were very pleased with the location including its proximity to the sites and the neighborhood. Fran was very kind and responsive during our stay. "
United States
Barbara J.
The price is AED 562
AED 1,179 total
includes taxes & fees
27 Oct - 28 Oct
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
9.8 out of 10, Exceptional, (14)
"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 680
AED 1,447 total
includes taxes & fees
2 Nov - 3 Nov
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront Retreats
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
27 Oct - 28 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Terrace/patio
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
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 1,539
AED 3,344 total
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior detail
Secluded Cozy Cottage in Historic Downtown
Secluded Cozy Cottage in Historic Downtown
9.6 out of 10, Exceptional, (15)
"Very Annapolis! "
United States
Shannon G.
The price is AED 1,653
AED 2,751 total
includes taxes & fees
26 Oct - 27 Oct
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
"Balcony view was awesome! Room and amenities were excellent!"
MARTIN 4-night trip
Posted 23 hours ago
Gaylord National Resort & Convention Center

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between and 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 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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