House vacation rentals in Calvert County

We had our wedding at the Herrington on the Bay venue Finding Patii’s place was a gem! I had the most wonderful stay—truly one of those rare experiences that stays with you long after you’ve left. It wasn’t just a trip or a few nights in a beautiful place. It was peace. It was comfort. It was healing. From the moment I arrived, I felt something different in the air—something warm, gentle, and full of care. The home was spotless, cozy, and filled with thoughtful details that made me feel instantly at ease. But beyond the beauty of the space, it was the feeling that made it unforgettable. Patti was so communicative and always responsive. She made sure that we will have the best weekend

Such a beautiful home with everything stocked to host a family gathering. This kitchen had everything included so that I could cook homemade pasta and a feast for a large family gathering. And to boot, the endless pool hot tub is an awesome workout! They were also very patient and responsive to our needs. Thank you!!

The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.

The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!

Dana's house, made me feel right at home. Very peaceful. Not noisey, people were extremely nice. Her pool was also very nice, secluded and private. Very nice to be able to swim in a deep pool. The food recommendations were amazing. Both restaurants that I tried were absolutely delicious and not far at all. The distance from both beaches are not far at all. So nice to be able to just take a beach chair, and sit out by the water. Dana was a wonderful hostess, and her house is definitely a gem. If you want a little getaway/staycation, choose her house. You will not be disappointed.

This was one of the most well equipped houses I have ever stayed in. The hosts were very easy to communicate with and responded quickly to each contact. I highly recommend this place!!

Four old friends enjoyed a long weekend at this beautiful home. The water views were spectacular and the many amenities (pool, hot tub, outdoor relaxing seating) made us never want to leave. We stayed home most of the time electing only to venture out for dinner Saturday night. All that said it is quite remote so may not be suitable for all vacationers.

Our family thoroughly enjoyed Shelly's place. Our favorite things to do were use the generously sized pool, sit outside and drink coffee in the morning with a view of the river, walk down to the dock and use the double kayak. We brought some of our own crab traps and caught crabs to cook for dinner. The living area was spacious for our group and the bedrooms were much larger than anticipated. Communication with Shelly was above and beyond. We would definitely stay again!

Jess' place is fantastic! Truly, our favorite AirBnB to date. We will return when we are visiting the area again. We loved how clean, spacious, and peaceful the home is inside and the beautiful spaces to relax and enjoy outside, too. All five of us had space to spend quality time together and on our own throughout our stay. Very thoughtfully furnished, proactive communication, and simple check-in and out! 10/10.

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! 💓🙌🏼

Edna’s place was perfect for my sister and I visiting relatives that live in Lusby. The property is beautifully updated and extremely comfortable! Edna checked in to ensure all was to our liking. Everything you can think of was there for a meal preparation and then some. Next time I back I truly hope this place is available!

Great place! It is right on the water with spectacular views. It is also very spacious with plenty of room to feel comfortable. Kathleen was awesome! She went out of her way to accommodate a last minute special request! It was very much appreciated. I would stay here again next time I am in the area. Five stars!!!

Exactly as listed. Extremely comfortable beds and pillows (we all wanted to buy them!). Nice amenities like sounds machines/white noise in every bedroom, plenty of hooks for hanging, and touch lamps on nightstands. Lots of seating for lounging in the living room and kitchen. Appreciated the powerful AC on one of the first hot and humid days this year. Easy walk into town. Great communication. A great stay.

We stayed at Connies place as it was close in proximity to my family for Thanksgiving, Baltimore, and Washington DC. We loved the location and would definitely come back.

We stayed at Chris’s place for a wedding weekend! It was super close to the Inn and walking distance to the market and harbor. His house was excellent! We also loved how quiet the street was. I would definitely stay here again!

We had a great stay on the water at Shuran’s place. Charming house with a beautiful view, very peaceful and quiet. The house was well stocked, with everything you would need, including in the kitchen. Very nice outdoor area with plenty of opportunities to fish, go kayaking, or just relax next to the water. Highly recommend and would definitely stay again.

We had a great time at this beach house. We were really trying to find a place near the beach, that allowed dogs and had a fenced in yard. This property fulfilled all of those requests, which was so nice. The owner, Siobhan was wonderful to work with. Very easy to work with and super communicative. We had a great time!! Thanks for having us :)

Walter, Phi and Pauline were EXTREMELY responsive before and during our stay. In addition, we had one problem which was our own fault, but Pauline stepped in to resolve on our behalf. Greatly appreciated. The house is large, lots of glass with a great view, plenty of watercraft for our use, lots of crabs to catch, and would easily sleep more than what is advertised. We had 12 people there for family gathering and were not even remotely crowded. The outdoor fire pit, Propane grill and Charcoal grill were very enjoyable as well. Would definitely recommend.

This was our first visit to Solomon’s Island and the location of this home was perfect. Mother uses a rollator for walking and could easily walk from the house to the boardwalk daily. We spent many hours on the second floor covered deck enjoying the activity at the harbor. Terri gave us good upfront information to help us prepare for our stay. The home was clean, quiet, and comfortable.

the photos of this place do not do it justice! it's a beautiful spot and so well furnished. a lot of airbnbs these days are furnished with cheaper stuff, but this place goes the whole 9 yards! couches and beds are very comfortable and the decorations make it very homey. the garden and yard are very well kept, our dog loved romping around. The private beach area was absolutely lovely and we were able to find many many shark tooth fossils, which is exactly what we came for. Alicia was very communicative even before we arrived and gave the best recommendations and service to us. She was also super flexible with check in and check outs. We will definitely be back again!

House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay 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.

This place is amazing, we had a wonderful stay! Kyli is a great host, I had a question upon check in and she responded immediately. It is a beautiful location, my only regret is that we didn't book it for the whole week!

We had a lovely stay here! The house is beautiful and comfortable - very bright and airy, well set up for large groups or small, and had everything we needed. We loved the kayaks, and in nicer weather you could spend most of the time on the large deck! I will note that the path from the driveway down to the house is quite steep and uneven - a challenge for my elderly parents, or anyone else who's even a bit unsteady on their feet.