Holiday rentals with a kayak in Calvert County

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.

It was a great stay and a perfect location for our quick family back east. It was very comfortable, clean and a the right size for our family of 4. It was nice to have our own place to stay and not to far from our family. We didn’t spend much time in the town but it looked cute with shops, cafes and restaurants. We had great communication with Maria, she was very quick to respond. Thanks for a great and comfortable stay!!

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.

This was our second year in a row visiting Julya’s place! Our family loved it so much last year we booked as soon as we could for this season. The house was just as beautiful as we remembered, the kids even said it felt like home the second day. All the thoughtful things included are so nice (blackout shades for the kids, all the kids kitchen stuff, extras for all usable items, beach items). And we love the location! Easy to get to activities, we very much enjoyed the marine museum, the Imaginarium, fishing on the shea-d-lady, and sailing with Sail Solomons. Island Hideway was huge hit with the whole family for dinner. The house is an easy walk to the beach and the view is so cool, feels like a beach treehouse. Will hopefully be back again next year (if not at the end of this season!) 😁 Thank you Julya!!

My family had a wonderful stay at this BNB. Lots of space for everyone. Big rooms, really nice kitchen. It was very neat and clean. The neighborhood access to the beach was a plus. The neighborhood is very nice and convenient to the highway.

We had a very enjoyable stay at this perfect River House. The place was warm and comforting, with some of the most amazing views you can find. We arrived shortly after check in time, and easily let ourselves in with the lock box code & key. Everything inside looked just like the pictures, and we weren't disappointed! If you're looking for some beautiful river views, right on the water, with your own private water access and dock, this is the place for you. We were in town for a wedding a few houses down, and this place couldn't have been any better for us. We were able to walk to & from, which was a huge bonus for after the reception...Cheers :) We enjoyed eating out a couple times in town, and really liked Brick Wood Fired Bistro & Traders Seafood Steak & Ale. We would highly recommend this property for anyone looking for a peaceful river stay, and will surely return someday in the future! Thanks for your hospitality!

We had a wonderful time at Katerina’s place. Everything went well from check-in to check-out. Gus and Katerina provided clear instructions and were responsive. The house was nicely decorated. The neighborhood was peaceful and friendly. Private access to local community beach was the cherry on the top.

We had a lovely stay in Shark Tooth Cottage! We enjoyed the close proximity to the beach. The home was well equipped with everything we needed. Even things we didn’t expect like beach towels, toys and chairs. We will definitely be back for more beach treasures!

Beautiful place to stay. Quite peaceful area with friendly neighbors. Home was cozy and welcoming. Kitchen had everything you could need. Amenities were amazing. Had a spectacular time would definitely come back to stay again.

Lovely stay on the water! Mini beach is an added bonus. Great restaurants nearby!

My friends and I immediately felt relaxed and cared for in this delightful home. We loved that it was right on the water and that we could enjoy seeing the Potomac River from so many rooms. The beds were very comfortable. Sue is a thoughtful and very pleasant host. We enjoyed our stay very much.

Beautiful place! My family loved it there. Perfect staycation. Lots to do just at the house! KJ was a great host.

Cottage is very cute and the perfect size for a couple. Beautiful view and has all the necessary amenities. Jim was very responsive and communicative!

Surrounded by trees and the sound of waves- perfect place to relax & unwind. Quick but steep hike to the secret beach. Cool spot and more shell than I expected. Kyli was a responsive host, answered all my questions. Also, recommended Island Hideaway for dinner and it was amazing. Homemade pasta and desserts made in house daily. Great views and delicious foods & drinks.

I had an amazing stay for my wedding weekend. The view of the water was unbeatable and the brand new outdoor furniture was great! Heather was very responsive and it was overall a great place to stay!

Our stay in Tall Timbers was fabulous, much of it thanks to the care, detailed information, and lovely accommodations provided by our host, Robert. He communicated extremely well through the whole process from booking to check out. Nothing was a mystery and everything was as described or better. The house is charming and in a lovely wooded location. it's isolated but close to many amenities and short drive to historical attractions, local businesses, and the beautiful Maryland coast. We had a particularly wonderful visit to the Tall Timbers Oyster Ranch which is walking distance from the house. We highly recommend this location and send our thanks once again to Robert for his outstanding hospitality!

This Airbnb truly felt like staying in someone's home. There were lots of items provided in the house -- from toys in the cabinets, to records to listen to and the kitchen was very well stocked with pans, plates and seasonings. Outside we loved using the crab pots (though we came up empty and didnt catch any crabs) and lighting a fire at the fire pit at night.

Elizabeth's house was perfect for our weekend stay in St. Michael's. The house sits right on the water about a 5 minute drive from the center of town. It was the perfect home base for the Ironman event we were attending in Cambridge. Elizabeth was incredibly responsive and provided thoughtful recommendations for our stay. If we are in the area again we will certainly stay again.

Staying at Shawna and Keith's cabin was a wonderful experience. Peaceful and serene, it was relaxing just to wake up in this private oasis. Shawna and Keith were very friendly and easy to get in touch with if we had any questions. They even provided items for some of the activities we decided to try while staying there. The cabin was clean, quaint, quiet, well-equipped; and looked exactly as described. We would definitely return for another weekend getaway! Thanks again!

We stayed at Julie’s home with a group of friends and our families and had a wonderful time. The lakefront setting was incredibly relaxing—we found ourselves rarely leaving the property because it had everything we needed. From soaking in the hot tub to enjoying the game room, there was something for everyone. The kids loved having space to run around in the basement, while the adults enjoyed peaceful mornings and evenings on the screened-in porch. Julie was very responsive and answered all of our questions quickly, which made the entire experience seamless. We would absolutely stay here again!

We absolutely loved this place. It was a short drive to the bay and certainly worth it. The cottage was secluded enough from the neighbors and we could hear the waves with the windows open. The beach was a very short walk from the cottage and was also very private. We spent a good chunk of our time finding sharks teeth and relaxing on the porch. Grocery stores and gas stations are also fairly close. We even booked our stay for next year already.

Pizza Friday was an amazing find! We spent a family reunion on the porch making pizza's in the oven. We obtained crusts from an Italian restaurant in California on our way and it proved to the perfect choice for us. We also enjoyed the dock and even caught a few crabs to show the kids. In addition we sat around the fire pit in the evenings. The beds were comfortable and everything was clean inside although we spent most of our time outside on the porch.

I recently had the pleasure of staying at Alexander and his wife's charming cottage, and we couldn't be happier with the experience. From the moment we arrived, Alex and his wife were incredibly accommodating and helpful, ensuring we had everything needed for a comfortable stay. The cottage itself was cozy and well-maintained, offering everything we required for a relaxing getaway. One of the highlights of our stay was the breathtaking sunset views. Watching the sun dip below the horizon from the dock was simply mesmerizing. The location is also ideal—just a short 10-minute drive to downtown St. Michaels, where we enjoyed exploring the local shops and restaurants. The hosts truly go above and beyond to make their guests feel welcome, and it shows in every aspect of their hospitality. I highly recommend this place for anyone looking for a peaceful and memorable retreat.

This place was nothing short of breathtaking, and a perfect location for my solo artist retreat. I essentially lived on the deck for 5 days! The place is right on the beach, and includes at least five different spots to sit and enjoy the surroundings, including several shaded options as well. You can literally lie in bed and watch the most spectacular sunrise you've ever seen, and that is honestly priceless! The home was sparkling clean, and everything was visibly/clearly labeled, including instructions for things like external lights and the awning, etc. Just a short drive to many regional gems, especially if you're interested in marine history etc. What a beautiful home, in a beautiful location! Thank you so much for sharing with others--I'll be back.