Cottages in Maryland

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Top Cities in Maryland

Compare 349 Cottages in Maryland with updated reviews, rates, and availability.

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (199)
"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 SAR 393
SAR 558 total
includes taxes & fees
26 Nov - 27 Nov
Shore Point Cottages
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
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!
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our long weekend stay. We spent great time together in the cozy and spacious living room, as well as enjoying the nice waterfront outdoor areas. The house is unique, well equipped, very clean, and with great attention to details in every room. Host was very proactive and responsive in the communication. Canoes and bikes are available, what we enjoyed. Views from the house were wonderful, including a beautiful sunrise. It was a very relaxing family weekend and we can’t wait...
The price is SAR 1,686
SAR 3,531 total
includes taxes & fees
22 Nov - 23 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Private Home in Garrett County, surrounded by trees, fields and farmland.
10.0 out of 10, Exceptional, (14)
"Sherry and Mark have a beautiful home that we were lucky enough to book. There was plenty of space for family, great outdoor grill, and a spacious open kitchen area. Would definitely book again. Thank you Sherry and Mark!"
The price is SAR 507
SAR 951 total
includes taxes & fees
3 Dec - 4 Dec
Private Home in Garrett County, surrounded by trees, fields and farmland.
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
10.0 out of 10, Exceptional, (80)
"My husband and son really loved their stay at Pat & Ken's VRBO house! They enjoyed going on walks around the neighborhood, visiting the local restaurants, and sitting in the hot tub. It was perfect for our family. Pat & Ken are such gracious hosts, and we will definitely stay here again!"
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (17)
"Great little spot to enjoy the coast and Calvert Cliffs area. Close enough to shopping and restaurants but still secluded in nature. Teresa was great with answering questions timely and had the place looking good when we got there."
The price is SAR 563
SAR 1,178 total
includes taxes & fees
26 Nov - 27 Nov
Soul Oasis - home on the Chesapeake Bay
Spacious House w/private hot tub, fire pit & free WIFI
2.0 star property
5.6 out of 10, (5)
"Great place but was not aware the of how close the other houses were. The cabin behind us which was called "exceeds expectations" was very loud playing music until 3 am. We were not happy about that. Other than that, it was a nice place. Enjoyed the hot tub!"
Spacious House w/private hot tub, fire pit & free WIFI
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (63)
"My boyfriend and I needed to get away. This house and location was just what we needed. Beautiful scenery, cozy home. We started a full week and I was sad to go at the end of our trip. We look forward to visiting again in the future! "
Waterfront Cottage in Beautiful Hoopers Island
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (204)
"This was a lovely home. I especially appreciated how clean and well-stocked it was. Liz and Tom were very responsive and accommodating! This truly added to a wonderful reunion weekend with friends and family. Thank you!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (115)
"Waters edge is just a few steps away to sit and watch boats come in and out. So cute and the most amazing artifacts decorating the place made it even more captivating. Short walk to coffee, food and shopping local. The owner was responsive and kind as well as super easy to work with. Will definitely return."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (286)
"Adorable home. Beautiful views of the river. Enjoyed every minute! "
The Heron's Nest at Atlantic Marina
Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, (19)
"Had a great visit. House was perfect and the area is absolutely gorgeous"
Eastern Shore Waterside Cottage Near St. Michaels
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (134)
"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
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.
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
10.0 out of 10, Exceptional, (6)
"Fresh and clean , new gated community , except for street light at first cabin and they need black out blinds on windows, was to bright to try and sleep"
The price is SAR 409
SAR 589 total
includes taxes & fees
25 Nov - 26 Nov
Deluxe Cottage - 2 Bedroom Cabin 5 - Deluxe Cottage with two bedrooms.
Sunrise Waterfront Cottage with Dock & Kayaks!
9.6 out of 10, Exceptional, (20)
"We had a great time here. The property was exactly what we were looking for. It was remote and quite. We loved the dock and water access. We fished off the dock two days. Pulled in a couple of medium sized Red fish and a few other smaller varieties. This would be a great fishing spot with small kids. Beds were super comfortable. "
Sunrise Waterfront Cottage with Dock & Kayaks!
House w/Water Views of Rock Creek 2BA 2BA Cottage
10.0 out of 10, Exceptional, (22)
"Very quiet street, our stay was relaxing and just what we needed! "
House w/Water Views of Rock Creek 2BA 2BA Cottage
"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, close to Deep Creek Lake
10.0 out of 10, Exceptional, (9)
"Prompt and easy place with good sizing and backyard. "
The price is SAR 417
SAR 1,258 total
includes taxes & fees
28 Nov - 29 Nov
Vintage 1960s Cottage w/ hot tub and fire pit, close to Deep Creek Lake
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 393 and SAR 1,686 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 349 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.