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Top Cities in Maryland

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Cumberland

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Frederick

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Featured Cottages in Maryland

Shore Point Cottages
Fridge, microwave, stovetop, dishwasher

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (200)
"These cottages were so cute and the area was nice we had everything we needed and it was very convenient getting to the ocean's calling festival we were going to. I would definitely recommend these cottages if you are headed out to Ocean City."
The price is AU$235
includes taxes & fees
30 Dec - 31 Dec
Shore Point Cottages
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (217)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (55)
"We got every year and stay here, it’s great! "
The price is AU$363
includes taxes & fees
7 Jan - 8 Jan 2025
Deal Island Bay Cottage
Amazing views, short walks to great dining!
View from property

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (76)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!
Soul Oasis - home on the Chesapeake Bay
Sun-loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (18)
"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 AU$454
includes taxes & fees
19 Dec - 20 Dec
Soul Oasis - home on the Chesapeake Bay
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Fridge, microwave, oven, stovetop

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (30)
"We had a wonderful stay and particularly enjoyed the location and sunny back deck! Ed was a kind and responsive host!"
The price is AU$457
includes taxes & fees
19 Dec - 20 Dec
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Marina

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

9.8 out of 10, Exceptional, (33)
"A beautiful stay on the Chesapeake."
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Waterfront beach cottage w/ full kitchen, cable, free WiFi - close to the beach

Waterfront beach cottage w/ full kitchen, cable, free WiFi - close to the beach

6.6 out of 10, (13)
"The maids must check the locations often and clean everything. I found mold on a chopping board the bathrooms had chemical residue everywhere. The washer and dryer is struggling and the microwave will die anyday soon. The tv in the room doesn’t work. This place is an awesome stay but it must be looked after and taken care of to give an overall better experience."
Waterfront beach cottage w/ full kitchen, cable, free WiFi - close to the beach
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Miscellaneous

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

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

10.0 out of 10, Exceptional, (9)
"Prompt and easy place with good sizing and backyard. "
The price is AU$526
includes taxes & fees
20 Dec - 21 Dec
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.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (16)
"Great value"
The price is AU$398
includes taxes & fees
19 Dec - 20 Dec
Private Home in Garrett County, surrounded by trees, fields and farmland.
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, (124)
"We chose to celebrate our 10th wedding anniversary here for a quiet weekend away with our dog. The house provided everything we needed and the owners were great to deal with. Highly recommend!! "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Interior

Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG

10.0 out of 10, Exceptional, (22)
"This is the cutest little beach cottage, steps to the beach! The owner is very responsive and super hospitable. We will be staying again! "
Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
Exterior

Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

10.0 out of 10, Exceptional, (81)
"A very nice and well-maintained cottage in the Cape St. Clair neighborhood where family members live. The owners have done a great job of provisioning the cottage both inside and outside, for recreational opportunities and enjoyment (barbecuing and relaxing). The backyard is very large and great for games provided with the property, like corn hole. There is also a hot tub. The owners have found the right balance for being responsive when you need them, while leaving you in peace otherwise....
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
The Heron's Nest at Atlantic Marina
Exterior

The Heron's Nest at Atlantic Marina

10.0 out of 10, Exceptional, (286)
"We booked this property, along with the other property at the marina for our wedding weekend and WOW - we LOVED our stay. The views from this cute little cottage are phenomenal. We woke up each morning to watch the sunrise. The hosts were extremely accommodating and even helped secure our cake topper that we accidentally left behind in the whirlwind of check-out. This was the perfect spot for our first look as well. I would highly recommend booking this place for a cute romantic stay!"
The Heron's Nest at Atlantic Marina
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Exterior

Private Carriage House Retreat on a 33 Acre Historic Working Estate

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
Private kitchen

Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.

9.4 out of 10, Exceptional, (11)
"This was a great place for us to stay overnight to break up a long drive. "
The price is AU$249
includes taxes & fees
19 Dec - 20 Dec
Deluxe Cottage - 2 Bedroom Cabin 1 - Deluxe Cottage with two bedrooms.
Updated North Beach Cottage: Pet Friendly!
Fridge, microwave, stovetop, dishwasher

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (13)
"Adorable cottage with updated amenities. A great retreat for friends or a family!! "
Updated North Beach Cottage: Pet Friendly!
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, (135)
"We loved this house, it was perfect for exploring town and as a base for things further afield. Comfortable, thoughtfully and well stocked with lots of charm."
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Property grounds

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.8 out of 10, Exceptional, (22)
"My husband and I stayed here for 3 nights while I recovered from a surgery. It was a perfect, peaceful cottage and beautiful neighborhood. "
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
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?
Rates for cottages in Maryland range between AU$235 and AU$526 per night. No matter your budget, you’re sure to find a perfect place to immerse yourself in nature. This price was 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?
Explore our 317 cottages in Maryland and then select your favourite. Whether you’re embarking on a holiday with all the fam or a weekend with besties, your perfect stay is just a few clicks away with Expedia.
What is there to do in Maryland near my cottage?
Whether you’re into food, shopping, history or sightseeing, Maryland offers something for everyone! The major city of Washington boasts loads of sights and experiences, including National Mall, Smithsonian Institution and National Museum of African American History and Culture. If you’re planning an escape to Baltimore, National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum should be at the top of your to-do list.