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Cottages in Maryland

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Top Cities in Maryland

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

Washington

Washington
A city skyline with high-rise buildings, a marina with boats, and a river.
CottagesCottages

Baltimore

Baltimore

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, (370 reviews)
"Good and cute environment"
United States
junghyun
The price is SAR 279
SAR 375 total
includes taxes & fees
13 Sep - 14 Sep
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, (322 reviews)
"Lovely cottage on the water. The sunrise and sunsets were gorgeous. They have a pool, playground and picnic tables to enjoy. "
United States
Robert W.
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, (9 reviews)
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, (81 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, (138 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, (126 reviews)
"We loved the beachy decor and it was very clean. Loved having 2 bathrooms as well even though it’s just 3 of us. We would definitely rebook here."
United States
Joanna
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, (54 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
Outdoor dining

13. Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville
9.8 out of 10, Exceptional, (71 reviews)
"The cottage is immaculate and comfortable and offers a partial view of the water from the back deck and the kitchen. A very short stroll a block down the street leads to a beautiful full view of the water, amazing sunsets, the turkey point lighthouse and soaring eagles. "
United States
cynthia k.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Exterior

14. 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, (133 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 traveler
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Terrace/patio

15. 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, (45 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

16. 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, (35 reviews)
"Amazing experience! We enjoyed every minute! Chris the host was awesome! I will definitely rent again! So peaceful and relaxing "
United States
melissa p.
Waterfront Home, Private Dock, A/C, Amazing Views, Boating, Fishing & Kayaking
Exterior

17. Waterfront Cottage on the C&D Canal!

Waterfront Cottage on the C&D Canal!
Chesapeake City
8.6 out of 10, Excellent, (7 reviews)
"Fantastic location "
United States
Anonymous traveler
Waterfront Cottage on the C&D Canal!
Exterior

18. 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, (71 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

19. Waterfront Annapolis Cottage: Fire Pit & Pier

Waterfront Annapolis Cottage: Fire Pit & Pier
Annapolis
9.4 out of 10, Exceptional, (48 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

20. 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
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

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

8/10 Good
"Staff is extremely friendly and helpful. Check in and out were a breeze."
David 2-night trip
Posted less than an hour ago
Hyatt Regency Baltimore Inner Harbor

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 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.