Beach house holiday rentals in Saint Michaels

Very roomy for a family vacation. Great location and covered porch was great for taking in views of river and enjoying summer breeze. Host was responsive and provided detailed instructions.

Less than .5 miles from sand . The kids loved staying at the house versus a hotel ! Was the perfect spot to relax and go on the deck to hear the water . Would definitely go back for another vacation.

We had 6 people for a weekend retreat and this was a fantastic house and location for us. the host was super communacitive and easy/friendly to work with. We'll go back for sure next time we need a retreat space that is quiet, private and affordable.

My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

Came back for a third visit and had a lovely time at this peaceful retreat.

What an amazing home! Bob was a great host. All of the rooms were very clean and there’s everything you will need at hand. Super comfortable beds. The views of the river are incredible with so many places to relax from the living areas to the outdoor deck on the second floor. The screened in porch was so comfortable. Fishing from the dock was a joy and just a great place to hang out and enjoy the water with our family. My son caught his first fish off the dock! The kitchen is a cook’s dream. Again, theres everything you need to prepare meals. Loved the huge kitchen island! Don’t forget to just stand and enjoy the view of the dock and river from the kitchen window. The downstairs den and bar area was just perfect for relaxing and watching tv. The house is on a cul de sac with only a few homes…very peaceful. We loved this place and plan on coming back again for our next trip! Thank you Bob for sharing your little slice of heaven with us!

Beautiful views, beautiful weather, plenty of beds and space for all the guests, close to some great seafood restaurants. A great secluded place which allowed us to let loose after a stressful year (we are teachers). I would recommend this place to anyone looking to decompress.

This home was the perfect way to spend a long weekend with our family and our dog! We enjoyed every amenity (the pool, the beach, the paddleboards, the sauna, the cold plunge, the grill, and even the steam shower!) and had a great time venturing into the nearby town. The home is well taken care of and you can tell that a lot of thought went into its set up. We'll definitely be back!

Gorgeous place with lots of kitchen items stocked. Pool and hut are such an added bonus. Place was so clean and cozy. Being on the water was wonderful as well. Great location to town and Tilghman Island. Would definitely recommend this rental.

Andrea was so responsive from day 1 when I had questions about the house! We had 10 people in town for a wedding and her house was only 3 miles from the venue which was ideal! The house was clean and had nice little extra touches; the bottom floor was surprisingly spacious and perfect for hanging out! And the hot tub was a nice add also! Overall, it was a great experience!

Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.

My family and I stayed here for a week for our family vacation. We are a group of 8 (6 adults and 2 kids) and there was plenty of room for all of us. We barely left the house because with the beautiful view, dock, beach area, canoe, kayaks, hot tub, game room/ library, corn hole, and fire pit we all had plenty to keep us entertained. Everyone loved Mary & Shelly’s place, and it provided the perfect space for us to enjoy the river and each other’s company!

Great host who was very responsive. Very nice house, clean, with beautiful views. Lots of space and things to do on sight. Perfect for a peacful private get away

Our family loved our too-short stay at Jessica’s lovely home. Mornings looking out on the water and lounging on the outdoor deck were so tranquil. The home has a wonderful orientation and light-filled living area. Plenty of space, well laid-out and just about every convenience one needs in this comfortable abode!

Nicki was an exceptional host—responsive, thoughtful, and truly dedicated to providing a wonderful experience. The home was absolutely stunning, equipped with everything we needed, and her attention to detail was impressive. She truly thought of everything, making our family trip seamless and memorable. The property was in pristine condition—immaculately clean, set in a peaceful and quiet location with breathtaking views. I honestly can't say enough great things about this home! As a Realtor, I will be recommending it to all my clients, family, and friends. We can't wait to rebook our stay there again soon!

Teresa’s A-frame was incredible! With the screen doors in place, we got a really nice breeze with the sounds of the ocean and birds. The beds were very comfortable and the whole place was clean. The beach is was a short walk away with wildlife and beautiful views. We would love to return our next time we’re in Maryland!

Our Airbnb stay was absolutely fantastic! My family and I really loved all the amenities. The waterfront view was stunning, and we had a great time grilling and just hanging out together with friends and family. It was truly a memorable experience! I would definitely recommend this Airbnb for a family getaway and to have a peaceful time enjoying the water and the beach. I definitely will come back again!

We recently stayed at Colin’s Airbnb in Lusby, MD, and it was an absolute gem. Nestled right by the ocean, the home was quaint, peaceful, and filled with charm. The views and the serenity of the surroundings made our getaway feel truly special. Colin was a wonderful host—quick to respond, kind, and genuinely pleasant to chat with. When we reached out for local bakery recommendations for our daughter’s birthday cake, he gladly shared a few. We ended up choosing one and couldn’t have been happier—the cake was perfect! The home itself was cozy and comfortable. The IKEA bedding added a clean, modern touch and made for a restful night’s sleep. There was just the right amount of space for the three of us to relax and enjoy our time together. Thank you, Colin, for making our stay memorable—we’d love to return someday!

Cannot put into words how wonderful our time was at Away at the Bay! Just left my soon-to-be SILs bachelorette trip and the entire weekend was nothing short of incredible. Thank you so much to Ryan and Eric for creating such a wonderful experience in a place that truly feels like home but BETTER! Memories we will cherish forever.

Karyn's home, nestled along the Choptank river, and just across from the original "Glasgow" estate dating back to the 1700s, is just charming. We used the three bedrooms and found everything cozy, comfortable and clean. The home is very well laid out with an inviting kitchen joined by chairs in front of a beautiful fireplace. There's also a TV area with a huge couch, plus bathrooms in every bedroom. Hats off, they are doing a great job with their BNB. We'll be back!

We had a great stay here. Beautiful views of the water. Hosts were quick to respond. Good WiFi. Large deck with teak table and weber grill. Easy walk to water access. The waterfront is the best I’ve seen on the Bay. Sandy with shady and sunny spots against the cliffs. From the water access, you can walk in one direction to the limestone cliffs for shark tooth hunting. The other direction goes all the way to the marina. We hope to stay here again.

Beautiful place, beautiful location. Joel thought of anything you could want.