Cottages in Maryland

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Top Cities in Maryland

Compare 359 Cottages in Maryland with updated reviews, rates, and availability.

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (200)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
The price is AED 400
AED 564 total
includes taxes & fees
26 Dec - 27 Dec
Shore Point Cottages

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

9.6 out of 10, Exceptional, (14)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.

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!

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 AED 367
AED 1,162 total
includes taxes & fees
20 Jan - 21 January 2025
Comfortable cottage in gated community, 5 mins to OC and Assateague

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

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,

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 AED 525
AED 1,355 total
includes taxes & fees
2 Jan - 3 January 2025
Vintage 1960s Cottage w/ hot tub and fire pit WISP open Dec 15th Ski / Snowboard

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (55)
"We got every year and stay here, it’s great! "
The price is AED 422
AED 841 total
includes taxes & fees
7 Jan - 8 January 2025
Deal Island Bay Cottage

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10.0 out of 10, Exceptional, (30)
"This is a beautiful, tasteful, updated home. I was surprised at how comfortable the beds were! It's in a great location, and we appreciated the prompt and thoughtful host communication. It's very reasonably priced for all that you get with this stay! Parking was tricky for us as we rented on the night of street sweeping and had to park several blocks away. Other than that, this is an excellent place to stay. "
The price is AED 518
AED 1,059 total
includes taxes & fees
7 Jan - 8 January 2025
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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

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

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

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

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

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

10.0 out of 10, Exceptional, (204)
"Very cozy and clean. Beautiful surroundings with direct view of the water. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

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

9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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 AED 474
AED 1,059 total
includes taxes & fees
29 Dec - 30 Dec
Soul Oasis - home on the Chesapeake Bay

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

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate

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
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 AED 367 and AED 657 per night. These stays offer a chance to reconnect 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?
You can select from 359 cottages in Maryland. Whether you’re traveling with the family, as a duo or with a group of best friends, Expedia makes it easy to find your ideal digs.
Why book your cottage in Maryland with Expedia?
Expedia has some terrific cottages in Maryland, so start packing your bags for a memorable vacation close to nature. If you’re sticking to a budget, click on how much you’d like to spend and the star rating of your property. Or, make your way to the filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect pad whatever your getaway looks like.
How can I find cheap cottages in Maryland?
Expedia can help you look for cheap cottages in Maryland. To reserve your special stay in a few clicks, try out our convenient filter tool to tailor your search results by amenities, star rating and budget.