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

Search Southern Maryland Cottage Rentals from CA $411

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Check prices for these dates

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

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 $242
CA $411 total
includes taxes & fees
Oct 6 - Oct 7
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 CA $329
CA $637 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.

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 CA $772
CA $1,680 total
includes taxes & fees
Oct 5 - Oct 6
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 CA $409
CA $609 total
includes taxes & fees
Oct 5 - Oct 6
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
The price is CA $319
CA $692 total
includes taxes & fees
Oct 8 - Oct 9
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 CA $513
CA $947 total
includes taxes & fees
Oct 5 - Oct 6
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 CA $492
CA $609 total
includes taxes & fees
Oct 5 - Oct 6
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 CA $285
CA $554 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $748
CA $1,207 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $368
CA $439 total
includes taxes & fees
Oct 6 - Oct 7
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
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 CA $718
CA $1,639 total
includes taxes & fees
Oct 12 - Oct 13
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The gym was really small. The rooms are very nice"
Henrik 2-night trip
Posted 1 hour ago
Rod 'N' Reel Resort

Find out more about Southern Maryland

Southern Maryland Cottages information

Number of reviews
192
Accommodation
90 Cottages
Lowest Price
CA $411
Highest Price
CA $1,680

Frequently asked questions

How much do cottages in Southern Maryland cost?
Cottages in Southern Maryland range between CA $411 and CA $1,680 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 90 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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