Cottages in Maryland

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Top Cities in Maryland

Compare 362 Cottages in Maryland with updated reviews, rates, and availability.

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (203)
"I love how quiet the place is. It gives you a remote feeling. A very nice getaway!"
The price is SAR 446
SAR 617 total
includes taxes & fees
8 Mar - 9 Mar
Shore Point Cottages

Vintage 1960s Cottage w/ hot tub and fire pit WISP open Dec 15th Ski / Snowboard

9.8 out of 10, Exceptional, (15)
"Cute cottage. Well kept. We enjoyed our stay. "
The price is SAR 469
SAR 1,312 total
includes taxes & fees
4 Mar - 5 Mar
Vintage 1960s Cottage w/ hot tub and fire pit WISP open Dec 15th Ski / Snowboard

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

10.0 out of 10, Exceptional, (21)
"Very comfortable and accessible to Grantsville and New Germany State Park. I definitely recommend!"
The price is SAR 596
SAR 1,058 total
includes taxes & fees
4 Mar - 5 Mar
Private Home in Garrett County, surrounded by trees, fields and farmland.

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (34)
"The house is very well preserved classical duplex home on a road with plenty of parking with easy walking access to Market street just a couple blocks away. Its ideal for our type of stay when we want to check out the city."
The price is SAR 446
SAR 974 total
includes taxes & fees
13 Mar - 14 Mar
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (19)
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"
The price is SAR 521
SAR 1,093 total
includes taxes & fees
16 Mar - 17 Mar
Soul Oasis - home on the Chesapeake Bay

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

9.6 out of 10, Exceptional, (113)
"The location couldn't have been more ideal. We were able to walk everywhere...all around town. And there was a beautiful view of the town park and the bay from the house. We were there for Christmas, visiting family, and her house was overflowing, so this was a little home-away-from-home. There were some difficulties. The shower curtain and main bath downstairs needs updating and the kitchen could be better appointed. The stairs to the king bed bedroom are, as others and the owner noted, very...
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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

9.8 out of 10, Exceptional, (128)
"This was our mid-Winter get away from the city. The home is cute, quiet, and well appointed. The host is welcoming and responsive. We had a lovely, restful stay. "
The price is SAR 656
SAR 1,133 total
includes taxes & fees
31 Mar - 1 Apr
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

9.8 out of 10, Exceptional, (173)
"Great location! Antique furniture in a well maintained beautiful old house. Exactly what we needed."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

10.0 out of 10, Exceptional, (12)
"First, the stay was too short! Deep Creek, any time of year is incredible. Boat/Ski/Swim in the summer, ski/skate/sled in the winter, not to mention the great surroundings. The Tiny House is perfect for someone to get away. Jeff and the fam go the extra mile to make things super nice. To the luxurious Nespresso coffee, and snacks, to spring water and a hot tub to warm the heart and melt the cares away. House is not that tiny, actually. It is very comfy for a couple. Super clean and well...
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

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

10.0 out of 10, Exceptional, (7)
"“Point of View” waterfront cottage did not disappoint. In fact, it was beyond expectations. Maria’s (the host) personal touches made the cottage feel like home. We used “Point of View” as overflow for a family reunion we were having. It is perfectly situated for easy walking to anything you need or want to do on Tilghman Island. The views from the cottage are amazing. Being on the entrance to Dogwood Harbor provides you with a real time experience of what a waterman’s life is truly all...
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (64)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (220)
"This was a winter getaway to a very comfortable house with all the amenities on a quiet tributary of the Chesapeake. A rare vacation for and just what we wanted. Conveniently located near St Michael’s and Easton. Communication was excellent and everything was just as described. Would go back if we get the opportunity. "
Relaxing Waterfront Cottage Near St Michaels, Maryland

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

10.0 out of 10, Exceptional, (207)
"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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

9.8 out of 10, Exceptional, (26)
"Very nice, clean and quiet location. Would definitely book again."
The price is SAR 563
SAR 1,428 total
includes taxes & fees
21 Mar - 22 Mar
Comfortable cottage in gated community, 5 mins to OC and Assateague

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is SAR 581
SAR 1,026 total
includes taxes & fees
5 Mar - 6 Mar
Deal Island Bay Cottage

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (4)
"We booked this bayside property for a short family vacation and the house and amenities were exactly what we needed during our time at Hays Beach. There were ample bedrooms and spaces for all of us to relax, the kitchen was well appointed. The beach in front of the house was perfect for our grandson to play in a small pool while the others lounged in chairs or were in the water directly in front of the house. The public beach was a short walk away and we enjoyed seeing all the wildlife on the...
Hays Beach House - Hot Tub - Private Beach

Close to everything DCL, fun for the whole family

9.8 out of 10, Exceptional, (26)
"We had a delightful time here. The location is perfect and the house was clean and comfortable. "
Close to everything DCL, fun for the whole family

Charming 2-bedroom cottage in the heart of West Ocean City

10.0 out of 10, Exceptional, (1)
The price is SAR 514
SAR 1,128 total
includes taxes & fees
4 Mar - 5 Mar
Charming 2-bedroom cottage in the heart of West Ocean City

Waterfront River Cottage for 2, dog-friendly

9.2 out of 10, Wonderful, (7)
"It's a beautiful location and we enjoyed our visit."
Waterfront River Cottage for 2, dog-friendly
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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Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between SAR 446 and SAR 656 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 362 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.