Beachfront vacation rentals in Calvert County

We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++

Pretty home in a great location. You can just park your car and walk everywhere. Well stocked with books, videos and games. Brian communicated well and was very responsive. Recommended.

Comfortable property on the water, with new deck. Great views. Maria is very responsive. Would stay here again.

We had a wonderful stay at Britta’s place! From the moment I booked, Britta was incredibly responsive—and quick to reply. The Elk Cotrage was the perfect retreat for us and we especially enjoyed the screened in outdoor deck. I would absolutely stay here again.

Super fun place really peaceful The house was super nice. I loved waking up in the morning and seeing the sunrise.😁🫶🏻

We had stayed there before and had a nice time so it was easy to go again!

This was one of the loveliest Air BnBs I’ve had the pleasure of staying at. The photos don’t do it justice. A warm, welcoming and cozy home, filled with sunlight and stunning water views from every window. You literally feel like you’re on a boat! Comfortable furnishings and beds, a super well-stocked kitchen with lovely dishes and decor, bikes, kayaks, gas grill… everything you could want. The Tilghman Island General Store was just a short walk through a lovely neighborhood with the friendliest people. Breakfast at Two if by Sea was amazing! And crab cakes at Gina’s on the Bridge were delish. My dog loved the stay too! Tilghman Island is a peaceful treasure in today’s crazy world.

We stayed here for about a week. We felt right at home and loved the view of the bay. The beds are very comfortable and there were lots of thoughtful touches. Very dog friendly area.

Easthaven is a gem! We thoroughly enjoyed our time there. Something to do for everyone, indoors and outdoors. Really nice to have the SUP and kayaks available, as well as the crab pots. So many thoughtful touches, probably the most well stocked home we’ve stayed in. Definitely hope to return in the future!

We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

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!

We had a fantastic stay at this Chesapeake Bay home for our annual family trip! The outdoor space is a total standout—beautiful views, a great pool, and everything we needed for kayaking, crabbing, and making memories by the water. We especially loved the roomy layout, the well-stocked kitchen, and the big dining table that made family dinners a highlight each night. The house is full of personality, with tons of unique decor and interesting items throughout—definitely made for a fun and memorable stay, though we did find ourselves having to keep a very close eye on the kids around all the treasures! Overall, it was a wonderful trip and we’d absolutely book again!

great location and very clean!

We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰

A great place to enjoy a long weekend at the Eastern shore in Maryland.

First off check in was a breeze. The house and amenities were just as Frank described even better! The house was stocked well enough with plenty of towels for the beach and bathrooms and blankets. The kitchen was stocked with basic products to start the week off which was a huge help! The house itself has more than enough space for a large family to spread out. The large family sunroom and dinning area was a great gathering point and having 2 living rooms with tvs made sure the kids had their own space as well. The loved the 90’s Nintendo system! The mattresses in the master and the full in 2nd bedroom are extremely comfortable! Frank makes sure that there is more the enough outdoor toys like kayaks, SUP’s and life vests. We used them all week long! Montross crabs were fantastic. Our favorite part about franks place is being able to bring our dogs with us. Weather can change quick in the area but made for a great memory being able to see a tornado/water spout over the river!

We had such a wonderful stay! The kitchen was incredibly well stocked—honestly better than my own at home—with 5-6 large pots, an Instant Pot, every spice you could think of,peelers (which saved me!), and both a NutriBullet and a regular blender. It made cooking for the family a breeze. The kid had a blast on the trampoline, and we all loved the easy beach access with calm waters perfect for swimming all day and kayaking. The beach was also perfect for a peaceful morning run, and at night we could see the lighthouse light on the water. The porch quickly became our favorite spot—we gathered there to watch a rainstorm and were treated to a stunning double rainbow. The sky was full of stars at night, creating such a peaceful atmosphere. The grill on the porch made cooking super convenient. We enjoyed being close to a large park where we played pickleball. The beds were large and comfortable—everyone slept really well. Michael was a fantastic host—very attentive and accommodating.

We had a fantastic stay! The home is beautiful—very clean, well-decorated, and comfortable. The location is excellent, with lots of great restaurants within walking distance, as well as a lovely, family-friendly boardwalk. The outdoor space is a bonus, with a nice yard and comfortable seating areas. The host was incredibly friendly and welcoming. I highly recommend this place to anyone visiting the area!

Great neighborhood. Close to the water.

The location is peaceful, private and gorgeous. It is as just what I wanted and needed for my 50th girls getaway! We loved every second there! The beds were comfy, location was quiet, the water and outdoor amenities were perfect! We easily made it work for 6 girls and one bathroom- which was no issue at all! A storm came through and left us a beautiful double rainbow! There is a resident bunny who comes out mornings to forage. We spent most of our time relaxing by the water with the chairs, loungers and umbrellas! My daughter and her friend played safely and happily on the shore by the water and my friend and I kayaked over by the cliffs. It was a perfect weekend at Colin’s and we plan to come back again! What fun and relaxation we had in a private setting with very nice neighbors. It went BEYOND our expectations! Colin was always kind and super timely when responding to any needs. We will be back! 💓🙌🏼

Perfect getaway spot on North Beach! Location, location, location!! Walkable to boardwalk, pier, great restaurants and shops. Although it is an older home it has been nicely renovated and we especially loved the front porch where we spent our time relaxing in the morning before we headed out for the day. Extremely responsive host! 5 Star Stay! We would not hesitate to book again!

Huge parking pad and proximity to the beach made this a great home base for the vacation.

Excellent getaway home for your stay. I was there with my family who are very skeptical about cleanliness and this was met. Great accommodation for family. I certainly recommend this house. We will certainly stay there again. The cost for the 2 nights was definitely great also. Thank to the owners.

This was a cute little home to stay at over the weekend. Only downside was having to pay for beach access. But the house itself was very nice and had all the kitchen items we needed. Would stay again.