A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

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Nov 6 - Nov 8
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Feb 12 - Feb 14

Top Cities in Maryland

A capitol building with a dome, surrounded by autumn foliage.
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Washington

Washington

Our top choices for Maryland cottages

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (396 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
Shore Point Cottages
A lakeside view with a grassy area, several Adirondack chairs, and a white lifeguard stand.

2. Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River
Arnold
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay at this lovely home. Hosts of the home were very kind and accommodating. I would definitely recommend this property."
United States
Candace D.
Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River
A two-story house with a front porch and a small garden area.

3. Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Annapolis
9.8 out of 10, Exceptional, (45 reviews)
"Second year staying here and absolutely love this place! The private beach is fantastic for all our grandchildren to play and swim."
United States
Gregg L.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
A two-story house with a stone facade and a blue roof.

4. Private Home in Garrett County, surrounded by trees, fields and farmland.

Private Home in Garrett County, surrounded by trees, fields and farmland.
Grantsville
10.0 out of 10, Exceptional, (62 reviews)
"We have stayed here 3 times and would highly recommend it. It is a great place for our family to be together."
United States
Carolin M.
The price is CA $188
CA $355 total
includes taxes & fees
Oct 29 - Oct 30
Private Home in Garrett County, surrounded by trees, fields and farmland.
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

5. 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
9.0 out of 10, Wonderful, (16 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 $238
CA $406 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A small, single-story house with a green roof and a covered porch.

6. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (333 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
United States
Brian R.
The Heron's Nest at Atlantic Marina
Property grounds

7. Lovely 2-bedroom waterfront cottage in charming Wittman

Lovely 2-bedroom waterfront cottage in charming Wittman
Wittman
9.8 out of 10, Exceptional, (8 reviews)
"This lovely cottage was just perfect for us! The house is newly updated & located on a beautiful property right on the water. We loved the firepit, seeing all the stars at night & watching the wildlife on the water. The kayaks were a nice surprise too! We visit MD often & will definitely stay here again!"
United States
Beth H.
Lovely 2-bedroom waterfront cottage in charming Wittman
A large estate with a main house, a guest house, and a well-maintained lawn.

8. Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!

Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!
Frederick
10.0 out of 10, Exceptional, (162 reviews)
"Amazing, clean and peaceful experience!!! Thank you for your hospitality!!!"
United States
G S.
Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!
A wooden deck with benches overlooking a beach.

9. Firefly Cottage at the Cape, Hot Tub, Com. beach, dogs, holidays, USNA Football.

Firefly Cottage at the Cape, Hot Tub, Com. beach, dogs, holidays, USNA Football.
Cape Saint Claire
10.0 out of 10, Exceptional, (126 reviews)
"We stay here three times each year when we visit Annapolis. Great for a small family with a large back yard and many outdoor amenities."
United States
Nancy A.
Firefly Cottage at the Cape, Hot Tub, Com. beach, dogs, holidays, USNA Football.
A covered outdoor area with a grill, wicker furniture, and a view of a lake at dusk.

10. Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (172 reviews)
"Stayed at this location a few times and always exceeds expectations! Beautiful location for fishing and just a quiet getaway. Thank you!!!!"
United States
Casey C.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

11. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (57 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is CA $246
CA $293 total
includes taxes & fees
Oct 28 - Oct 29
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A white colonial-style house with a brick chimney, a wooden picket fence, and a brick pathway leading to the entrance.

12. John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Downtown St. Michaels
9.6 out of 10, Exceptional, (135 reviews)
"A beautiful, historic home perfectly situated in the heart of St. Michael’s."
United States
Laura C.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
A covered outdoor seating area with wicker furniture, overlooking a road and a scenic landscape with hills and trees.

13. Cozy Home w/ Theater, Hot Tub, Mtn Views

Cozy Home w/ Theater, Hot Tub, Mtn Views
McHenry
9.8 out of 10, Exceptional, (44 reviews)
"Very cozy place to stay, will be staying again!"
United States
Hannah F.
Cozy Home w/ Theater, Hot Tub, Mtn Views
A two-story house with a front porch, a small attached garage, and a picket fence.

14. Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Downtown St. Michaels
9.6 out of 10, Exceptional, (143 reviews)
"Great location in St Michaels at a fun historical house."
United States
Adam
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

15. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (66 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
Soul Oasis - home on the Chesapeake Bay
A lakeside view with chairs and a birdhouse.

16. Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
Charlestown
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful location, well stocked with the things you need at a VRBO. Absolutely fabulous porch with chairs to sit and look out at the lake. Would recommend for anyone looking for a quiet getaway!"
United States
Sarah P.
Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
A lakeside cabin with a dock, surrounded by trees and a grassy area.

17. Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman
9.8 out of 10, Exceptional, (263 reviews)
"We had a great time at a great place."
United States
Jeffrey F.
Relaxing Waterfront Cottage Near St Michaels, Maryland
A house with a deck, a lawn, and a view of the water.

18. Potomac Riverfront! Home Near St Clements Island

Potomac Riverfront! Home Near St Clements Island
Coltons Point
8.8 out of 10, Excellent, (3 reviews)
"Nice little place with a great view of the tidal Potomac. Great sunsets. Comfortable beds. Great backyard for a cookout. The dogs loved the yard. We would definitely rent again."
United States
William M.
Potomac Riverfront! Home Near St Clements Island
A large house with a garage and a small barn, surrounded by a well-maintained lawn and trees, with a dock and boat in the background.

19. Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels
Bozman
10.0 out of 10, Exceptional, (11 reviews)
"This was a great stay for my wife and I on our mini moon. Everything was perfect. The property was well equipped with everything we needed, a great location that was private but not too far from town. We will be back!"
United States
Nick G.
Charming Waterfront Cottage Retreat near St. Michaels
A house with a front porch surrounded by a garden with various flowers.

20. The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek
Hillsmere
10.0 out of 10, Exceptional, (184 reviews)
"Charming and cozy, pretty view and has everything you need"
United States
Laura K.
The Yellow Cottage on Harness Creek
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 Maryland Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent
"Staff was customer-focused, courteous, and accommodating.—Thank you!"
maria Theresa 2-night trip
Posted 11 hours ago
Holiday Inn Baltimore BWI Airport by IHG

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,862
Accommodation
459 Cottages
Lowest Price
CA $293
Highest Price
CA $406

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between CA $293 and CA $406 per night. These stays offer a chance to touch base 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 Maryland?
Look up our 459 cottages in Maryland and reserve your favorite. Whether you're embarking on a vacation with the fam or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
Why book your cottage in Maryland with Expedia?
Expedia has some excellent cottages in Maryland, so start packing for a memorable vacation close to nature. If you have a certain budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your bank balance or plans.
How can I find cheap cottages in Maryland?
With Expedia's convenient filter tool, sourcing cheap cottages in Maryland is easy. To find stays that'll make your bank balance smile, narrow your search by star rating, amenities and budget.
What is there to do in Maryland near my cottage?
Whether you enjoy food, shopping, history or sightseeing, Maryland is one place where it's difficult to be bored! The top city of Washington has loads of things to do and see, including Arlington House-The Robert E. Lee Memorial, Cady's Alley and Francis Scott Key Memorial Park. If you're staying in Baltimore, Geppi's Entertainment Museum, Union Soldiers and Sailors Monument and Edgar Allan Poe's Gravesite and Memorial should be on your to-do list.

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