Vacation rentals with a kayak in Kent Island

The place was great! Amazing spot located right on the water. Beautiful open space that was perfect for a large group wanting to spend time together. Calling ubers into town was a little tricky and came with some long wait times, but we were always able to connect with a ride and get where we needed to go.

We really enjoyed our stay at Steven’s River house on the Choptank River. I appreciated the beautiful, peaceful atmosphere while sitting on the back deck! The home is clean, open and very comfortable. Steven was always quick to answer emails and we would love to stay again should we come back to the area!

Absolutely beautiful lakefront home. Bob’s place boasted a fantastic chefs kitchen including everything needed to catch your own crabs! The master suite featured a spa like bathroom and stunning sunset views from the private balcony. The location was quiet and very private and located within driving distance of DC and Baltimore. Bob and his wife were lovely hosts and had several recommendations for beautiful day trips and restaurants. We truly felt on vacation in luxury.

We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

As others have said, beautiful and spacious house with stunning views on the water! The house was clean, kitchen filled with all the tools for cooking (even things like wax paper, aluminum foil, all the spices you could think of, etc.), and we loved the ping pong table in the garage. The grounds were super peaceful and fun to walk around. We came in November so the pool was covered, but it was great to go out on the dock and kayak on the water. Not sure if it was the cold or not, but on some of the doors, the deadbolt was a little sticky and difficult to turn, so we just avoided these doors throughout our stay. We would love to come back in the summer time/when the weather is warmer to enjoy the pool! Also very much appreciated that we could bring our dog.

We were delightfully pleased with our stay here. The house was clean and comfortably fit our 3 adults and 2 kids. We were happy with the “extras” like having our linens and towels cleaned and wrapped in plastic, shampoo/conditioner, kitchen stocked with cookware, and the decor. The best part was the view and proximity to the water. The pictures do not do the sunset justice. We will definitely come back.

Had a great stay at Tiffany and Jack's, with my adult children. The layout provides easy opportunities for both privacy and group activity. We enjoyed setting the crab traps and paddling their very maneuverable kayaks. The house was fully stocked and very comfortable. The location is super close to several convenient stores and gas stations, and Baltimore is easy to access. I would highly recommend staying at Tiffany and Jack's air bnb.

The cottage /house was peaceful on the edge of an inlet from the Bay. The patio was lovely. It was chilly so we couldn’t use the kayaks. The kitchen was very well equipped. The dishes, utensils, cookware were quality. The extra cozy blankets were nice. He responded to a request very timely. We enjoyed the stay very much.

Very cute place with a great view

Jessica and Richard were very welcoming and friendly. Place was great right on water. Very private. Grandson and I fished off dock with good success. J&R lent us a crab pot and we had a blast.

My husband, dog, and I enjoyed a wonderful Thanksgiving break at this very nice and beautifully situated cottage! The views from the back deck and kitchen are as gorgeous as the listing photos suggest and, while the house is right next door to another one, we heard not a peep from the neighbors during our 5 days there. Everything was very attractive and well thought out - the kitchen was well appointed with everything we needed; the chairs, sofa, and bed were super comfy, the bathroom was clean and cheerful. Maxine was great host, answering all our questions quickly and helpfully. It's a 15-20 minute drive to downtown Cambridge, where we had nice dinners out in town at Blue Ruin and Bombay Social. We also took good day trips to Easton, St. Michaels, the Blackwater National Wildlife Refuge, and the impressive Harriet Tubman Underground Railroad Park and Visitor Center. The whole area is full of beauty and history, and this cottage was a great home base!

What a beautiful off the beaten path place to stay. You are within walking distance of restaurants, coffee, and grocery. But feel like you’re miles away. That’s the effect the cabin has on you. There is a beautiful waterfront that you can enjoy from just about every area of the home. Jim was more than helpful. He really went above and beyond over most host. We would definitely Stay again. It’s the perfect spot if you need to relax.

My husband and I traveled here for a night away from our children and work responsibilities. We were looking for some place that was private and on the water. This place was both and it did not disappoint! The loft was cozy and spacious and we loved looking out the windows at the water and rain. It was very clean and there were plenty of towels and blankets and other special touches. Janelle communicated with us ahead of time to make sure she was ready for our arrival and she was kind and responsive throughout the process. We also found it easy to get into Easton for dinner at The Stewart, which was a treat, and then return back to the cabin. I would stay here again in a heartbeat -- but hopefully for longer next time.

We stayed at this property in December for a wedding with a group of friends, and overall, it was a wonderful experience. The house is beautiful, clean, and the perfect size for what we needed. It was well-equipped with all the amenities, which made our stay comfortable. There were a few minor issues worth mentioning. We encountered a bit of a ladybug situation upstairs, likely due to the sudden cold snap. While unexpected, we took it as a sign of luck for the wedding weekend! The main concern was the temperature when we arrived—it was absolutely freezing, and it took most of the night to warm up the entire house. While we understand the reasoning, starting at 60-65°F would have been much more comfortable upon arrival and would have made our first night of sleep more comfortable. Despite these small hiccups, we had a great stay and would recommend this property for its charm and convenience!

There are no words to express our gratitude 🙏 !! We absolutely loved “the little house” on rockaway beach…It was truly a healing home…we went to Baltimore for my husband’s ankle replacement surgery..this home could not be any more perfect for us…we can’t wait to come back….thank you again and again Brent & Jennifer!! ❤️❤️❤️❤️❤️❤️Casandra Amazing sunrises on the Potomac, close to Baltimore/Washington DC/Annapolis &more, nestled in the charming Rockaway Beach in Essex… The Little House is a comfortable & welcoming retreat. Me on my knee scooter, rolling into the kitchen, bedroom, bathroom and shower. Brent & Jennifer are Super Hosts for good reason, their warm hospitality and impeccable curated beach cottage make for the perfect Maryland getaway, no matter the season. We’ll be back! Scott 😍😍

This is a gem of a cottage. The host was lovely , the decor was wonderfully curated, and the house was fully stocked with anything we needed! Coffee, travel soaps, full kitchen, even a dog dish! We had such a relaxing time enjoying the perfect views. Felt like we were in another time!

Such a cool cabin. Wish we could have stayed longer.

Pros: absolutely beautiful setting, great fire pit area, nice wood burning stove, plenty of wood, blankets provided for outdoor fire pit, the area is great! Went to Crow vineyard and winery it was absolutely amazing, The Kitchen for Sunday Brunch and The Granary for oysters. We actually did a Scavenger hunt on Lets Roam App that was lots of fun. The weather rained for 2 days but we we got 1 day by the fire pit which was awesome!!!! The only thing I would keep in mind is the steps to the water are very very steep. Might be hard for kids or out of shape 50 year old like me.

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.