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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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

Deluxe Cottage | View from room

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (380 reviews)
"Easy accessible"
United States
Melissa
Shore Point Cottages
Exterior

2. Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Tilghman Island
9.8 out of 10, Exceptional, (25 reviews)
"The place is exactly as you see gorgeous views, if you’re looking for a place to rest this is the place. It’s not a fancy place but it’s cozy and you will find all that you need and it’s very clean ."
United States
Rita
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Exterior

3. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (324 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
United States
Brian R.
The Heron's Nest at Atlantic Marina
Exterior

4. 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)
"Very nice property, everything was as expected and the entire process was easy. Great, quiet spot to enjoy the Bay close to everything fun in Annapolis. I’d go back."
United States
Brian R.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Property grounds

5. Beckman Peninsula Spectacular Location!

Beckman Peninsula Spectacular Location!
Swanton
9.2 out of 10, Wonderful, (181 reviews)
"Host was very easy to work with. Everything about our stay was perfect. Really enjoyed evenings in hot tub. Would definitely stay there again. Thanks"
United States
James K.
Beckman Peninsula Spectacular Location!
Exterior

6. Charming Cottage - Northeast River / Chesapeake Bay

Charming Cottage - Northeast River / Chesapeake Bay
Perryville
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful sunrises. Quiet spot on the water. Enjoyed the area and being close to Havre de Grace and Aberdeen. "
United States
Rachel M.
Charming Cottage - Northeast River / Chesapeake Bay
Property grounds

7. WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Abell
10.0 out of 10, Exceptional, (82 reviews)
"This is a wonderful property. We highly recommend it!"
United States
Audra S.
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Exterior

8. 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, (140 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
Terrace/patio

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

Cozy Home w/ Theater, Hot Tub, Mtn Views
McHenry
9.8 out of 10, Exceptional, (41 reviews)
"Very cozy place to stay, will be staying again!"
United States
Hannah F.
Cozy Home w/ Theater, Hot Tub, Mtn Views
Property grounds

10. Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.
Cape Saint Claire
10.0 out of 10, Exceptional, (121 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, Community beach, Boat Show, USNA Football.
Exterior

11. Peaceful getaway convenient to local amenities including beach, boating & food

Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall
9.8 out of 10, Exceptional, (128 reviews)
"Great space, very clean and had a lovely stay! "
United States
Louisa S.
Peaceful getaway convenient to local amenities including beach, boating & food
Property grounds

12. Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Oakland
10.0 out of 10, Exceptional, (56 reviews)
"This is the fourth time we've stayed at this property. The home, location, and hosts continue to be amazing. Close to so many activities and restaurants, and the fishing seems to be one of the best on the lake. "
United States
Rachael K.
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Exterior

13. 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, (134 reviews)
"We had a great time. The house was so charming and the location was perfect. Can't wait to go back!"
United States
Anonymous traveller
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Terrace/patio

14. The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Oakland
10.0 out of 10, Exceptional, (47 reviews)
"The location was great for our weekend getaway. Close to restaurants and shopping."
United States
Rich M.
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Property grounds

15. Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking

Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking
North East
10.0 out of 10, Exceptional, (36 reviews)
"Cute little cottage on the creek of the North East River. Quiet neighborhood with a beautiful park across the street."
United States
Carol M.
Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking
Exterior

16. Waterfront Cottage on the C&D Canal!

Waterfront Cottage on the C&D Canal!
Chesapeake City
8.8 out of 10, Excellent, (8 reviews)
"Fantastic location "
United States
Anonymous traveller
Waterfront Cottage on the C&D Canal!
Exterior

17. Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
10.0 out of 10, Exceptional, (72 reviews)
"An amazing house! Wonderful hosts who were very responsive and paid attention to every detail. Would definitely stay again! "
United States
maria T.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Exterior

18. Waterfront Annapolis Cottage: Fire Pit & Pier

Waterfront Annapolis Cottage: Fire Pit & Pier
Annapolis
9.4 out of 10, Exceptional, (49 reviews)
"The place worked well for us. It must be a great place in the warmer months."
United States
John R.
Waterfront Annapolis Cottage: Fire Pit & Pier
Exterior

19. Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Downtown St. Michaels
9.6 out of 10, Exceptional, (150 reviews)
"Great house in town well furnished "
United States
Donna M.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Exterior

20. Dog-Friendly Westover Cottage w/ River Access!

Dog-Friendly Westover Cottage w/ River Access!
Westover
9.8 out of 10, Exceptional, (19 reviews)
"I love this place, 2nd time there and never a bad experience. Quiet and secluded. Great place to relax and enjoy the view."
United States
Emily
Dog-Friendly Westover Cottage w/ River Access!
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

Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"My room was very clean & comfortable. My friends had the 2 rooms beside me and were very pleased with the place too. The only thing I had a problem with was how high the bathtub was, especially trying to get out of it. My friends also said they almost fell because the step down out of it was so high. I smacked my leg off the tub doing so and ended up with a big black & blue mark. But we all agree that we certainly would return to stay here again!"
Mary Catherine 4-night trip
Posted 5 hours ago
Crystal Beach Hotel

Find out more about Maryland

Maryland Cottages information

Number of reviews
2,030
Accommodation
459 Cottages
Lowest Price
Highest Price

Frequently asked questions

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