Cottage vacation rentals in Saint Michaels

Very cute place with a great view

Loved our stay here! It was cozy and peaceful for a little weekend getaway. While it was rainy we still had a lovely view of the water and stuff to do nearby (recommend the antiques marketplace). Kelcey was helpful and communicative! Want to come back to read on that beautiful screened porch!

A fantastic weekend getaway! Natalie’s home is beautifully located, offers spectacular views, and is incredibly well appointed with thoughtful touches like extra plush towels and spices and coffee. We enjoyed everything and even though the weather did not cooperate we had days of exploring the natural beauty, history, and local towns.

I have been doing airbnbs for over 5 years, this was the cleanest home ever, and The most comfortable beds I've ever slept in. And having a 12-year-old grandson who is very energetic, We love to play the Wii bowling and a few other of the Wii games. we got to watch some fun with us downstairs. The sauna was wonderful. these people are amazing in the house was amazing.

The house was very clean and very fresh smelling. Being in the woods surrounded by trees you can sometimes expect a musty smell, but that was not the case at all. The house was immaculate, and the rooms were very comfortable. The house was very quiet and private and the room was a nice touch. We all enjoyed the pool table. My husband did a lot of fishing at the dock and we also enjoyed the pool and the hot tub. We will definitely come back and stay at this house. Nadia was a great host. She mentioned that they are just starting out being a airbnb host, but you wouldn’t know it. The house had everything we needed.

In town for the Military Bowl and location was perfect. Loved the yard and would love to visit in the warmer months! Yarrow was excellent and had great recommendations! Highly recommend!

This lake house was such a magical place. Being connected to nature, within the woods and by the lake, we enjoyed the serenity and quietness the entire trip. The house offers lots of space and comfort for a large group (we were 10). We took advantage of all the amenities including kayaking, watching a movie, lighting a fire outside, and the hot tub. No issues at all and hosts were super responsive and friendly!

We stayed here for two days in April, and it was great. The direct access to a bit of beach was awesome. Our kids spent hours searching for shells. The view of the bay through the trees from the house was lovely. We ate our meals on the deck, and enjoyed the hot tub. All around a great spot!

Absolutely Beautiful home!! Large yard. The Dog kids had a blast running after each other!! lol. Very spacious and loved the open floor plan and kitchen!! Outside fire pit what a plus!! Can’t wait to rent this again in the future!!!

Jennifer's cottage is great! It is quiet, peaceful, and private but still right in the middle of everything - a 30 second walk to coffee shops, restaurants, bars, etc. Would also be really convenient for folks visiting the Naval Academy or St Johns. We had a great time and will almost certainly be back.

Love the back porch with water views, very peaceful. The cottage was better in person than depicted on the photos, such a cute place! The bed linens were cozy on super cold nights. Deale is an adorable town.

A perfect little home away from home! My husband and I stayed here for 5 nights and felt extremely comfortable the whole time. The little touches (labeled guides, coffee options, guest book) created a warm and welcoming atmosphere, and we were very grateful for an experience that aligned exactly with what we expected. Thank you, Lena!

We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.

It’s a house with a stunning view from the hall. It’s a pity that it was a business trip. I didn’t even have time to do a BBQ, but if I will be in this area, I definitely rent this house.

This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!

What a gem of a place! So cute and cozy. A great location! Loved all the natural light that came in through the big windows. Everything was so clean yet very comfortable. Enjoyed walking the beach. Found sharks teeth and sea glass! Such a great surprise to find such treasures! Lisa was so very kind and accommodating. Appreciated the extras like coffee, bottled water, shampoo etc and she brought some wood for a cozy fire. They really worked hard at making our stay very comfortable. Definitely will be coming back. But plan on a longer stay because there is so much more in the area to check out!

This is our yearly spot to visit for our family beach trip, and it again did not disappoint. IMO this home provides one of the best values you will find, with a full kitchen, multiple bedrooms, and plenty of room to spread out. It is also walkable to the beach and restaurants, and the hosts treat us (and everyone) like family. Just book it and you won’t regret it!

It was a peaceful and quiet weekend getaway. The house was cozy and perfect for our trip. We can’t wait to come back and visit again.

The house was a perfect location on Cape St. Claire. Well furnished and comfortable. Susan is a great host.

The stay was perfect for what we had going on at the time. The nights where beautiful and the venue was stocked full of anything needed for some out time cooking

Britta's home was perfect for all of us! The kitchen had everything we needed and more. The home is spacious and in a quiet area with a beautiful view of the lake. The beds were super comfortable and everything was so clean! we look forward to staying again in the future! thank you Britta!

My husband and I enjoyed another wonderful stay in Overton Cottage. Absolutely everything about this home is perfect for us, including the location, which gives us many opportunities for kayaking. We can walk to the Eastern Neck Wildlife Refuge, as well. The cottage itself is amazing and we always feel that we are slaying in the home of friends who have carefully chosen each decorative item, rather than a home that is clearly designed only for rental. We will be back!

I absolutely adored this Airbnb! It was clean, adorable, and comfortable. I loved the aesthetic, but I will say if you have dogs, it would probably be safer to create them overnight. The spiral staircase was a bit difficult to maneuver for my larger guys. That’s not a problem at all, but just something to think about!

We had a wonderful long weekend here! The house is well-equipped and David was even able to secure fishing and crabbing gear so our two kids could try to catch dinner. It is a quiet street of cottages with friendly neighbors in a gorgeous location - the view is so calming. We enjoyed exploring the local area (love the coffee shop and brewery in Montross), kayaking, swimming, and relaxing on the big screened porch. A feature here that you don’t always have at the shore is a great sandy beach! Can’t wait to come back for another getaway.