Vacation rentals with a firepit in Kent Island

The place was beautiful, and very spacious. It is very well decorated and has a lot of character. There are a lot of entertainment amenities including the projector, Alexa in each of the rooms, and tvs throughout the property. There is a quaint exterior area on the rooftop, which is great for grilling out and just relaxing. We will definitely be back on subsequent trips. Jason is very responsive and respectful, he is definitely an amazing host.

This was one of our favorite airbnb stays. The home was very clean, spacious and well decorated. It was in a great neighborhood; close to downtown Chestertown, but very quiet and serene. The screened in back porch and hot tub were amazing! We didn't get around to enjoying the fire ring, but it looked inviting, too. We spent our days sightseeing, had dinner at new restaurants and then ended our evening in the backyard. Just the relaxing getaway we were looking for. If you are thinking about staying at Dwayne's place.....DO IT! You won't be disappointed.

Another great stay with a wonderful host in a lovely house on the water.

We thoroughly enjoyed our stay. The location was perfect. The Bay was across the street. There were many extra Amenities available to us on the grounds. The house was in a perfect location, very well maintained, fully equipped, very cozy, and within walking distance to everything. The neighborhood was quiet and peaceful. Megan was the perfect host. She was very welcoming, friendly, warm, and responsive. Everything went smoothly and was exactly how she said that it would be. There were no unexpected surprises. We can't wait to go back!

It was a lovely home that was well situated near DC, Annapolis & other coastal entertainment areas. We especially enjoyed the peaceful neighborhood & many nearby walks with gorgeous water views. Having a king bed ensuite & 1.5 additional baths plus a fenced in yard for our dog made our stay most enjoyable. We would certainly stay again when next in the area.

This was a perfect home for a 60th celebration. The home was spotless, beds so comfortable, kitchen well appointed. Host left touches for guests to feel comfortable and welcomed. Quiet neighborhood, great backyard and close enough to walk to stores, resturants and Washington College. I would highly recommend this home for a familiy or friends get away.

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.

Great, Kid friendly, Family oriented. Host is kind and extremely involved and responsive. This will be added to my favorites ❤️

Jennifer space was beyond what I had hoped for. It had everything I needed and more. I am so happy that I booked this space. I would love to stay here again.

Had an amazing stay for my girlfriends birthday. Great place to stay if you like being able to have some of the comforts of home. There’s also books with things to do in the area which we found very helpful. We felt very welcomed and enjoyed our time. Lots to do in the area and very close proximity to Baltimore and DC. Will definitely stay again if we’re in the area.

I was staying here for an event at the turf valley resort. it was an all day thing so while I stayed two nights I was rarely there. nice, clean, good area, real close to turf valley if you have something but it's sold out. the sofa bed was super comfy, and they are purring in a mattress soon. I would stay again, in fact maybe for next year's event.

What a wonderful place for a peaceful, lakeside getaway. Upon entering the space i immediately wanted to move in! So cozy and spacious with great natural light. I loved watching the sun set beyond the lake. Kevin was a gracious and responsive host. I felt very welcome and cared for. Highly recommend!

What a great place to stay! Everything I needed, beautifully and thoughtfully set up, a block from downtown, and an pleasant walk (or drive) to the Chester River right through the historical section of town, especially in the morning or early evening when everything is peaceful. Many thoughtful touches upon arrival - right down to biscuits for the dog - and helpful things like a basket of travel sized toiletries in case I'd left something behind. The hosts were easily available if needed but explanations were clear and everything intuitively set up, so I didn't need a thing. Thanks, Beth and Bob!

So many wonderful things about our stay: amazing location, place was as pictured, responsive host, easy check in, no problems with parking, even some thoughtful snacks! I loved the neighborhood. Sound definitely travels from the unit above. It sounds like happy baby feet so it’s not a huge problem but might matter depending on your preferences/sensitivity.

We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.

We stayed with Wayne and Kathleen for three nights and loved our stay. Its a cozy cottage that sits above a beautiful, whimsical garden. We actually bumped into Wayne a couple times - great guy who made us feel right at home if we needed something but didnt hover - the perfect balance! This couple has loaded this place with all the amenities you could ask for. We felt like we were staying at a upstate new england B&B. Highly recommended, we hope to stay again!

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

This is such a nice spot if someone wants to get away from a suburban/city enviroment. Super cozy vibes and the hosts were kind and checked in on us while we were there during a snow storm. Overall highly recommend. Very private and comfortable cabin experience.

Loved the cabin! Especially enjoyed the hot tub and board games and super comfortable beds! Woke up every morning to the sounds of the birds. Perfectly clean, quiet and peaceful (we did think it would be set back further from the street, but there’s almost no traffic so the road noise was minimal). The wood-fired hot water and heat give a nice rustic touch, plenty of wood is included and it only needs to be stoked twice a day. Laundry soap is provided, which was a nice bonus, as are the kitchen staples (peanut butter, flour, spices, popcorn, etc). Melody is a great communicator, answering all questions promptly, and everything was as described in the listing. Everything is labeled and the instructions and house rules are clear and easy to understand. As someone who travels frequently, this property is well above average, particularly in this region. Will happily stay here again next time we’re in the area!

Our most favorite Airbnb! Beautiful, peaceful, and close to charming Chestertown. PJ is such an accommodating and gracious host. Cannot wait to come back soon. 💙

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.

I was in town for work, and this place was perfect. It was walkable to several restaurants and to the calming water. Christopher was a wonderful host and very responsive. I'd definitely stay again if in town.

Quiet,peacefull,serene surroundings.Great place to get away and unwind.

We had a wonderful stay in this beautiful cabin. Doug had great recommendations for local restaurants, the waterfront property was gorgeous, and we felt very comfortable. The inside of the cabin is completely private, with excellent window coverings. The yard - by nature of how close the neighbors are - is not particularly private, but being on the water is definitely worth that. Definitely wish I had had a kayak! The kitchen is small - while this was fine for us, if someone loves cooking for a lot of people, they'll feel limited. But everything was clean and worked correctly. The bathroom was well-stocked - Doug has thought through everything. If we find ourselves back in the area, this is absolutely a place we'd stay again. Look no further - this is definitely the spot.