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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Top Cities in Maryland

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, (350 reviews)
"It was a very comfy vacation stay"
United States
Marlo
The price is CA $474
CA $555 total
includes taxes & fees
Aug 6 - Aug 7
Shore Point Cottages
Exterior

2. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (316 reviews)
"Great location and charming place. "
United States
Anita B.
The Heron's Nest at Atlantic Marina
Property grounds

3. 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, (17 reviews)
"Very cute and relaxing cottage. We loved it!"
United States
Kristin H.
Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
Exterior

4. "Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman Island
10.0 out of 10, Exceptional, (24 reviews)
"The views are an amazing. The cottage is well appointed. The hosts were responsive. It was an excellent trip"
United States
Paul H.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Exterior

5. 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, (136 reviews)
"Lovely property with a mix of antique and contemporary comfort as well as easy and convenient access to town. Hope to be back! "
United States
Tracy M.
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Exterior

6. 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 traveller
Waterfront Cottage on the C&D Canal!
Property grounds

7. 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, (47 reviews)
"Wonderful stay"
United States
Kate S.
Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit
Exterior

8. 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, (43 reviews)
"Excellent location for a relaxing weekend with our dogs and midshipman! "
United States
Celine D.
Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly
Outdoor dining

9. 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, (68 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

10. Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (51 reviews)
"Great accomodations!"
United States
Linda S.
The price is CA $350
CA $709 total
includes taxes & fees
Aug 27 - Aug 28
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds

11. 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
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is CA $238
CA $405 total
includes taxes & fees
Aug 3 - Aug 4
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

12. The Yellow Cottage on Harness Creek

The Yellow Cottage on Harness Creek
Hillsmere
10.0 out of 10, Exceptional, (178 reviews)
"We had a great time and really enjoyed the cottage."
United States
Craig M.
The Yellow Cottage on Harness Creek
Outdoor dining

13. Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Edgewater
10.0 out of 10, Exceptional, (230 reviews)
"Awesome location and very nice, we had a great stay! "
United States
Megan B.
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Exterior

14. Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (273 reviews)
"The hosts were very welcoming, helpful, good communication throughout the reservation process and stay."
United States
Ann R.
Family and Pet-Friendly, Waterfront with Pier
Terrace/patio

15. Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!
Deal Island Historic District
9.8 out of 10, Exceptional, (10 reviews)
"IF a Quiet, Peaceful, Beautiful place to stay is what your looking for this is the place for you."
United States
Jerry Walberg
Waterfront Maryland Retreat w/ Dock & Bay View!
Exterior

16. 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, (54 reviews)
"Awesome house. And great location "
United States
Richard M.
The price is CA $209
CA $380 total
includes taxes & fees
Aug 1 - Aug 2
Private Home in Garrett County, surrounded by trees, fields and farmland.
Exterior

17. Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fishing Creek
10.0 out of 10, Exceptional, (51 reviews)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Exterior

18. Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Downtown St. Michaels
9.8 out of 10, Exceptional, (206 reviews)
"The cottage was wonderful. Loved the historic neighborhood and the dogs loved it too! Especially the walks to the park! We’ll definitely return!"
United States
Joan B.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Property grounds

19. Beckman Peninsula Spectacular Location!

Beckman Peninsula Spectacular Location!
Swanton
9.2 out of 10, Wonderful, (180 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

20. Eastern Shore beach cottage get-away

Eastern Shore beach cottage get-away
Rock Hall
10.0 out of 10, Exceptional, (141 reviews)
"Great time, great property!"
United States
Madeline C.
Eastern Shore beach cottage get-away
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

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Great place but a little too secluded from service if needed."
Janette 2-night trip
Posted 2 hours ago
Historic Inns of Annapolis

Find out more about Maryland

Maryland Cottages information

Number of reviews
2,115
Accommodation
455 Cottages
Lowest Price
CA $380
Highest Price
CA $709

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between CA $380 and CA $709 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 455 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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