A heron standing in a golden-hued wetland with a bird flying in the background.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southern Maryland cottages

A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

1. 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
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is NZ$512
includes taxes & fees
4 Oct - 5 Oct
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (19 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is NZ$788
includes taxes & fees
26 Oct - 27 Oct
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
A red house with a porch decorated with pumpkins and flowers.

3. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is NZ$2,093
includes taxes & fees
12 Oct - 13 Oct
Lakefront Cabin Near Solomons Island w/ Hot Tub
A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.

4. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is NZ$762
includes taxes & fees
5 Oct - 6 Oct
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A covered patio with a wicker sofa, a glass coffee table, a wooden table, and a bench.

5. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
Idyllic Pasadena Retreat With Garden + Hot Tub!
A wooden deck with wicker furniture, a round table, and a fire pit.

6. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
The price is NZ$1,178
includes taxes & fees
13 Oct - 14 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A single-story house with a front porch, a small deck, and a number '4' on the side.

7. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is NZ$754
includes taxes & fees
4 Oct - 5 Oct
2 Bedroom Cottage at Coles Point Marina
A two-story house with a steep gable roof, large windows, and a front porch.

8. 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, (42 reviews)
"Clean, secure, quiet, great parking spot and close to everything! We enjoyed our stay and would rebook this spot if back to the DC area. "
United States
Anita C.
The price is NZ$693
includes taxes & fees
2 Nov - 3 Nov
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

9. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is NZ$1,485
includes taxes & fees
2 Nov - 3 Nov
Secluded Cozy Cottage in Historic Downtown
A two-story house with a wooden deck, a garage, and a shed in the backyard.

10. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is NZ$550
includes taxes & fees
4 Oct - 5 Oct
Lakefront Home Firepit BWI Marleycreek River
A covered patio with a white ceiling, a ceiling fan, a round table with four chairs, a black bench, and a TV mounted on the wall.

11. 13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!

13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!
3.0 star property
Crofton
The price is NZ$1,513
includes taxes & fees
31 Oct - 1 Nov
13 Mi to Annapolis: Dog-friendly Home w/ Fire Pit!
A two-story house with a garage, a front porch, and a well-maintained lawn.

12. Downtown DC Home w/ Furnished Patio!

Downtown DC Home w/ Furnished Patio!
3.0 star property
Southeast
The price is NZ$2,043
includes taxes & fees
15 Oct - 16 Oct
Downtown DC Home w/ Furnished Patio!
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

Holiday Inn Express Washington DC East - Andrews AFB by IHG

Holiday Inn Express Washington DC East - Andrews AFB by IHG

10/10 Excellent
"Great Service!"
Branden 1-night trip
Posted 3 hours ago
Holiday Inn Express Washington DC East - Andrews AFB by IHG

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
192
Accommodation
91 Cottages
Lowest Price
NZ$512
Highest Price
NZ$2,093

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between NZ$512 and NZ$2,093 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 91 cottages to choose from. Enter your destination and travel dates and lock in your next escape today.
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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