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

Search Southern Maryland Cottage Rentals from CA $378

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 CA $216
CA $378 total
includes taxes & fees
Sep 28 - Sep 29
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

2. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (63 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is CA $191
CA $414 total
includes taxes & fees
Oct 27 - Oct 28
Soul Oasis - home on the Chesapeake Bay
A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

3. 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 CA $327
CA $625 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
A red house with a porch decorated with pumpkins and flowers.

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is CA $767
CA $1,667 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront Cabin Near Solomons Island w/ Hot Tub
A two-story house with a wooden deck, a garage, and a shed in the backyard.

5. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is CA $365
CA $436 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront Home Firepit BWI Marleycreek River
A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.

6. 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, (93 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is CA $280
CA $448 total
includes taxes & fees
Oct 5 - Oct 6
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A two-story house with a steep gable roof, large windows, and a front porch.

7. 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 CA $297
CA $574 total
includes taxes & fees
Oct 19 - Oct 20
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
A single-story house with a front porch, a small deck, and a number '4' on the side.

8. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $488
CA $605 total
includes taxes & fees
Sep 28 - Sep 29
2 Bedroom Cottage at Coles Point Marina
A wooden deck with wicker furniture, a round table, and a fire pit.

9. 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 CA $509
CA $940 total
includes taxes & fees
Sep 28 - Sep 29
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

10. 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 CA $764
CA $1,225 total
includes taxes & fees
Sep 28 - Sep 29
Secluded Cozy Cottage in Historic Downtown
A covered patio with a wicker sofa, a glass coffee table, a wooden table, and a bench.

11. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is CA $317
CA $687 total
includes taxes & fees
Oct 8 - Oct 9
Idyllic Pasadena Retreat With Garden + Hot Tub!
A lakeside property with a large house, a shed, and a dense forest in the background.

12. 'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
'the Bayside Escape' Remote Chesapeake Bay Estate
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

Home2 Suites By Hilton Capitol Heights Washington Dc

Home2 Suites By Hilton Capitol Heights Washington Dc

10/10 Excellent
"Home2Suites was very clean and I asked for a room away from the elevator and they accommodated me. They did have internet outage they still made sure everyone had what they needed to get in their rooms. Staff were extremely helpful."
Lisa 1-night trip
Posted 6 hours ago
Home2 Suites By Hilton Capitol Heights Washington Dc

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
254
Accommodation
89 Cottages
Lowest Price
CA $378
Highest Price
CA $1,667

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between CA $378 and CA $1,667 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 89 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 vacationing 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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