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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Cottages in Maryland

Our top choices for Maryland cottages

Shore Point Cottages
Deluxe Cottage | Private kitchen

Shore Point Cottages

3.0 star property
9.2 out of 10, Wonderful, (282)
"The location is great."
Shore Point Cottages
The Heron's Nest at Atlantic Marina
Exterior

The Heron's Nest at Atlantic Marina

9.8 out of 10, Exceptional, (302)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina
Family and Pet-Friendly, Waterfront with Pier
Exterior

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (255)
"It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. "
Family and Pet-Friendly, Waterfront with Pier
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (226)
"We had a lovely stay here.Place was VERY clean.Visited St. Michael’s and relaxed on the porch & pier.It met our expectations."
Relaxing Waterfront Cottage Near St Michaels, Maryland
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Outdoor dining

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

9.8 out of 10, Exceptional, (184)
"This house has the perfect location to explore the town. We stayed in this house for the St. Michael’s Running Festival and it couldn’t have been better. The location was so close to the start/finish lines and there were so many restaurants within a few minutes walk. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Property grounds

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

10.0 out of 10, Exceptional, (7)
"Lovely little rustic cottage full of charm.We arrived over Thanksgiving,the off season was wonderful thank s again"
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Marina

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

9.6 out of 10, Exceptional, (122)
"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
The Yellow Cottage on Harness Creek
Exterior

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (164)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds

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

9.6 out of 10, Exceptional, (142)
"A lovely cottage to stay in. Lots of old world charm and location is unbeatable when want to stay in St. Michaels"
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake
Property grounds

Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

9.8 out of 10, Exceptional, (30)
"It was an absolute pleasure to stay in this home away from home. The hot tub made for a relaxed time after our daily adventures. "
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun-loungers, beach towels

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (72)
"If you want to relax by the water and getaway from the hustle and bustle, this is the place. The cottage is updated and cozy with amazing views. Just step off the patio onto the sand. Cottage was stocked with essentials and extra goodies to make it feel like home."
Private Beach Front Getaway at The Sunshine Beach Cottage.
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Terrace/patio

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

10.0 out of 10, Exceptional, (27)
"Enjoyed our stay at this big-tiny house."
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

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

9.8 out of 10, Exceptional, (143)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Comfortable cottage in gated community, 5 mins to OC and Assateague
Outdoor pool

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

9.8 out of 10, Exceptional, (34)
"Everything was great here, and the owners were very responsive. We would definitely stay here again."
The price is €316
includes taxes & fees
1 Sept - 2 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Smart TV, books

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

10.0 out of 10, Exceptional, (19)
"Very nice cottage, as advertised"
The price is €185
includes taxes & fees
24 Aug - 25 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

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

9.6 out of 10, Exceptional, (118)
"The house and location was perfect for a girls weekend with my mom and 2 daughters! The 1/2 bathrooms in each bedroom were nice to have upstairs!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Waterfront property with private boat ramp and new dock!
Outdoor dining

Waterfront property with private boat ramp and new dock!

9.4 out of 10, Exceptional, (13)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Exterior

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!

10.0 out of 10, Exceptional, (93)
"We stay at Firefly every time we go to visit our son and his family. It works perfectly for us…an oasis for us, and a fun place for the kids to visit, too. Pat and Ken have been the perfect hosts!"
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Marina

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

10.0 out of 10, Exceptional, (11)
"The home was so well appointed and walking distance to stores, restaurants, quaint museums and beautiful nature. The host was so friendly and helpful with quick responses. We had high winds and lots of rain, but stayed cozy and warm. What a friendly Island of people!!"
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Cozy Coastal Cottage Ocean Pines
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage Ocean Pines

9.2 out of 10, Wonderful, (23)
"Great location, nice neighborhood"
Cozy Coastal Cottage Ocean Pines
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

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

10/10 Excellent
"The room was clean and linens were fresh! Very walkable and nice private bay side beach!"
Royal 1-night trip
Posted 17 hours ago
Princess Bayside Beach Hotel

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between €185 and €316 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 720 cottages in Maryland and reserve your favourite. Whether you're embarking on a holiday 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 holiday 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.