Search Cottages in Maryland

"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."

"Overall the property was just as described, it was clean, comfortable and just right for a quick getaway out of the city. The host was responsive and friendly. Will be back!"

"Lovely visit. I have a 1 and 3 year old. They loved the water and meeting the llama. The room set up is confusing in the listing. Its 3 bedrooms with 2person beds and a forth bedroom w a 1person bed."

"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"

"We loved Waterside Cottage. It was so quite & the crabbing was wonderful which is what we were looking for. Topher was wonderful to work with both before we arrived & on the day of arrival. My husband is already asking if we can book it again next year."

"Loved the tiny house and it’s located close to everything. Check in was easy and we loved the layout."

"house was very clean and well equipped"

"My husband and I stayed at the Weems creek cottage for a childless getaway weekend. Everything was excellent, from communication with Jim, to the gorgeous property and the time we had in the city of Annapolis. Not to mention the weather was nice! We spent Friday and most of Saturday in the city of Annapolis. On Saturday evening we just enjoyed our stay at the cottage, we had two fires, relaxing in the Adirondack chairs overlooking the water. THIS was exactly what we needed and what we enjoy...

"My boyfriend and I were in OCMD for Oceans Calling music festival and wanted to stay somewhere quieter. This cottage was perfect! It was exactly as pictured and in a quiet, safe neighborhood. Parking was a breeze. Our hosts were communicative and so nice. We would definitely stay again!"

"My wife and I stayed here for a weekend and everthing was perfect. The house looks professionally decorated and sits in a very quiet and safe neighbohhod that was fun to walk for miles. As night falls, the enchanting lights in the backyard transform the space into a serene oasis, inviting you to unwind under the stars. The addition of a hot tub and corn hole adds a playful touch, perfect for relaxation and entertainment. Our stay was nothing short of perfection. Pat and Ken were great host and...

"It was me, my son and my sister staying. The grounds were beautiful, and we fed the goats too! It was late season, so no pool or any relaxing outdoors. Brrr. Traffic is light in the area so it was easy to get in a 2+ mile walk and see the local neighborhoods. As it was mentioned in the listing (but not obvious in the photos), you have to walk through the bunk room to get to the master bedroom, and the door to the upstairs bath doesn't offer total privacy. No place is perfect, and we would...

"The cottage exceeded our expectations. Everything is as pictured. The place is sparkling clean and stocked with everything you need and more. Communication was excellent. Loved the location and the private beach access was a real plus. Great location to use as home base and take day trips in the area."

"We booked this property with the event of the polar express planned on Saturday. We checked in Friday night and the house was wonderful. I really enjoyed the journal that was left to write notes about guests stay. I thought there would be a lot more to do in town but we couldn’t find much of anything of interest at the time, so we ended up leaving early Saturday evening."

"My husband and I have been to this cottage once before. It's our secret getaway. It has everything you need plus the beach is just a few feet away. You can't find another place like this one!"

"Lovely setting, comfy home. Planning on staying there again."

"Nicely redone two BR cottage, lots of space in LR for pull out couch (my son found it was decent quality 👍). Wonderful to have a water view from both the front and back decks - short walk to the water (6 houses back?). Treats on arrival were a kind bonus. Even though it rained a few days, found things to do (wineries, Amish Market, Chesapeake City). No stores very close, so bring food - but also ate at the local Beach Bar — Fun group of neighbors around the bar (like Cheers!). Next door...

"Tina's cottage is located in a quiet neighborhood and I loved sitting out on the screened patio that faced the water with my morning coffee. it was a great break from the hectic city life that I tend to lead. I really enjoyed my stay and thank you Tina!"

"Looked just like the pictures. Everything was new clean and comfortable. Enclosed patio was a hit with our cat."

"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."

"Really enjoyed the house and it’s location, perfect for a couples weekend!"