Our Always Dreaming Cottage - The Bay At Your Back Steps

As advertised everything was great, relaxing and cozy!

Beautiful location! What a relaxing stay!

Our week at the cottage was wonderful. The home is right on the beach and the views (especially the sunrises) were spectacular! We enjoyed frequent walks on the beach looking for shells and fossils. The location was convenient to restaurants and shops, but also in a quiet and friendly neighborhood. The home was comfortable, just the right size for us, and it being pet friendly was a huge plus. The kitchen had everything we needed, giving us the option of easily preparing meals there when preferred. Robert was a great host, extremely responsive, and very helpful! We would rent it again in a heartbeat! Thanks so much for having us, it was just the escape we needed!

Very pet friendly, well equipped, perfect location for fossil hunting.The owner is easy going and attentive. We've stayed here numerous times and have never been disappointed.

Every thing was great. We had the harvest moon over the water and beautiful weather for exploring. The beach house is comfortable and lovely.

The location of the property was excellent. You couldn't get any closer to the Chesapeake Bay.

Fantastic time like always! Thank you Robert again for a pleasant stay! Weather was great, we had a crab feast on the back deck, friends and family came, I love that my dog is able to come and enjoy the water. We all went swimming, found 8 shark teeth and also watched shooting stars from the top deck, It was wonderful to paddle board, we brought our tubes and beach chairs, you can’t get any closer to the beach. This is our second time here and we are planning to make a couple plans for next year. Robert I hope this home will be available for a long time because I don’t want to go anywhere else, it’s like our dream spot! The home has everything you need. And Robert always replies to messages. Thanks Again and see you for 2026!

This was a wonderfully peaceful few days! Our stay was quiet and it was a great pleasure to be so close to the beach and water. I expect we will be coming back soon.

This is our second time staying here. We loved it so much, we came back a second time and this has turned into a family tradition each year. The private location on the beach is unparalleled on the bay. We all had fun playing on the beach, looking for shells and sharks teeth and just taking walks. Even the storms are magnificant at this location.We found some nice size shark teeth this time and also learned that this area was likely a megalodon nursery. The only thing that did not go well was fishing. We did not catch a single fish all week. Lots of crabs but no fish. We need to learn when they come through later in August and September maybe to do a little better.

Thank you Robert! We had an amazing time at this beach cottage, we had fantastic weather the house is packed with everything you need, big plus on our Shepherd coming along to swim with us. We brought along 2 paddle boards and a tube. We walked the beach line every night and found plenty shells and shark teeth. It’s simply breathtaking, I found a wonderful place to come back to, which I have plans for Labor Day. The double deck was great! Thank you for having us. You have been a great host! Hope we can meet you next time! Jeff said he got a chance to which was wonderful:)

The view was amazing The community was amazing. The house was the perfect size. The communication with the owner was on point. Try to check so we can stay for next year and it was already booked for when we wanted it so we were a little bummed out about that, but we can see why it was exactly what we wanted and my dog did not wanna come home. He wanted to stay at the beach, definitely would recommend this place.

Right on a private beach, this property offers amazing views, long expanses of beach, comfortable room for four, with a well appointed kitchen and three levels of deck overlooking the water. We had a wonderful time!

This was our 2nd trip and we cannot say enough about how great this palce is! The host Robert is great to communicate with and truly you cannot beat the location. We will surely return for another stay!

This home cannot be beat when it comes to location. Deck is literally only a few steps to the Chesapeake Bay. Watch dolphins, skates feeding, osprey fishing, and eagles soaring all day long. Watch ships from all over the world coming to and from Baltimore Harbor. Hours and hours of beach combing for shark teeth. We found quite a few- one especially large Mako shark tooth.The cottage is clean, though keep in mind it is an older dwelling. Well equipped. We needed for nothing during our stay. Tastefully decorated and very comfortable beds. Sunrise from the front bedroom is spectacular! We found it difficult to leave the cottage and so ate all but one meal right in the kitchen- just too relaxing to go anywhere!Robert is pleasant to deal with and bonus was his allowing us to bring our pup along.

Always super relaxing, and extremely quiet!

We have stayed at Robert's space for the last three years, and enjoyed a relaxing stay with a beautiful window on the Chesapeake and all its wildlife. The home is right on Kenwood Beach with two porches were you can sit and watch the eagles and osprey go by on their hunts for fish. There is one bedroom overlooking the Bay with a sliding door out to the top porch. The other bedroom is cozy and allows you to wake up to the sound of the birds in the trees behind the neighborhood. The kitchen is well appointed and the location is close to Prince Frederick and lots of eating options. Robert is a welcoming host and is very responsive to any needs you may have.

The house was clean and cozy. The access to the beach was great and we found lots of little shark teeth. Also not far from restaurants. Nice, quiet neighborhood.

We have stayed in this cottage several times and truly love the location. It is showing signs of wear and tear and needs some upgrading to justify the price.

We found the house cozy, and clean. Upstairs each bedroom has a private bath. The kitchen was clean and well appointed with both pod and regular coffee makers plus toaster oven. Living room was the downfall, only a sofa, no chairs exepect kitchen or this very hard little bench seat. TV has firestick which is adequate for a week out of your life. The best part is out the back door, the deck is wonderful, the beach small and cozy water was great for small children, watching ships, reading books and watching the sun and moon come up is beautiful. There are plenty of restaurants, and grocery stores between house and Prine Frederick to meet your needs. WE ENJOYED OUR TIME, WOULD DO IT AGAIN.

My wife and I stayed here for a week along with our son and 3 year old dog. The location was more private than we were expecting and being able to find fossils and sharks teeth right out back was awesome!! Our dog had a blast in the water and my wife spent many, many hours scouring the beach for shells and sharks teeth. She found many treasures during her searches including a wide variety of sea glass. Our son found a 2 sharks tooth our first night there. We got some fishing in as well. We found out later that bait can be purchased at a nearby gas station but they don't advertise as such on Google. We drove across the bridge to The Tackle Box. We were disappointed to learn that we would not have access to the pier that is in the listing but we learned that before we went. Flag Ponds and Calvert Cliffs are a short drive away. The Calvert Marine Museum is close as well but we did not make it there. We definitely look forward to getting the chance to return for another trip.

Perfect if you like peace and quiet on the water. Even though we ended up having stormy weather for part of our week we were cozy inside reading with great view of the waves. Property manager very responsive.

Location is great, nothing better than walking out back door onto beach. 1st couple days were great with no jellyfish. Played in water, threw out crab baskets & kayak on bay. Then storm came in & jellyfish were significant keeping us to knee deep depths. Decks are nice with upper providing shade to lower with many trek seats. Check in was super easy & house was clean. We are avid shark teeth hunters, & private beach puts Calvert Cliffs to shame especially because they are now closed from walking along them. Huge binoculars were bonus - my sons loved seeing all different ships floating by. Parking was more than sufficient for car plus SUV with trailer. Improvements: listing, there is no hot tub/spa tub (no picture in listing) - there is whirlpool bathtub in master bath, outline states linens included, “About Property” states linens are extra charge. Pet friendly yes, but deck gate has broken board & my dog can fit through, & there was a large wasp nest under & bench/railing on lower deck & my dog got stung. Double bed has 7 degree down slope (apple measure app) towards head. Master bedroom a/c struggles to keep room cooled to 70 when outside temperatures get in 90’s. Dining room only has 2 comfortable seats on loveseat. While WiFi was sufficient, but for some reason provided fire stick lags when moving within apps. PDF from owner are sent through app & cannot be printed for reference & also need to be updated as access to the dock is no longer provided.

My best girlfriend & I arrived on a sunny Friday afternoon so immediately got changed into swimsuits to put our feet in the sand and water, then sat on the back porch and watched the waves for hours. Calm, quiet, peaceful. We woke up to rough surf, clouds, and eventually rain on Saturday, but not before a brief walk on the sand and seashell hunting. The house is old, but clean and everything worked. Beds are comfy. Fortunately my friend & I have stayed at VRBOs a number of times so were prepared with our own papertowels, kleenex, and bath soap as none of these were provided. It also would have been helpful to have a book with restaurant recommendations, as the nearest ones are 15-20 minutes away. Would stay here again, but be aware there are no grocery stores or restaurants closeby. Thank you for the perfect weekend to recharge!