Beachfront vacation rentals in Talbot County

Beautiful property - everything was just as advertised and more. Spacious bedrooms with comfortable beds. Quiet, private location with gorgeous views. The hosts were exceptional - very gracious, thoughtful and accommodating to any possible need. We were delighted to find the house so beautifully decorated for Christmas. It made for a very special stay. Thank you!

Great location, very responsive and helpful host, and warm feel to the home. We particularly appreciated the openness of the first floor which was nice for our group to gather. Very clean, all the necessities, great decor reflecting the location. We would stay here again and recommend to others.

Most peaceful, relaxing and beautiful place, most responsive host and a comfortable house. We had a great time swimming, exploring the surroundings and watching sunsets from the porch.

I loved Julia’s Arc. First time I Airbnb’d in a houseboat; won’t be my last. I loved this experience! Julia’s was inviting, comfortable, well appointed. I enjoyed sitting on the upper deck but even sitting inside with the blinds up and the windows open afforded the sounds of the water while enjoying the view of the marina and boats. I wish I had more time here to explore more. This was exactly what I needed for some time alone.

Stayed for a weekend and it was a perfect place. Very clear and easy instructions for getting in and very clean. Had everything we needed. Would highly recommend.

The house is right on the main street that goes along the marina and the waterfront. There are many old historic houses within one to two blocks. It is a convenient walk to some nearby restaurants that offer great menus and seafood. This reservation is very compatible with walks along the waterfront and great dining.

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.

Nanette’s place was extremely cozy and as described. It was a wonderful stay with everything you would need. She is also very responsive and helpful.

Hosted my intimate wedding at Nancy’s home and we had an amazing weekend! My family & closest friends loved the home, location, amenities & the coziness of the house. Perfect for a lil vacation with friends & family and very kid friendly. Absolutely loved my stay. Thanks for letting us stay at your place, view was incredible and so much space for a big group. Will definitely come back and recommend 100%

Andy was an awesome host! He checked in with us in the mornings to see if we needed anything (via text). They also had some great recommendations for us since we were out-of-towners. Would not hesitate to book with Alice and Andy again if we are ever in the area!

David and Wendy’s home was the perfect place for our family participating in and supporting the Cambridge Ironman with an easy walk to the course and to the Main Street. They went above and beyond accommodating our requests, since we were traveling with a two month old and a two year old. We were very comfortable and loved our evenings in the screened in porch and pool. We would love to stay at David and Wendy’s again.

Hosts are awesome and take excellent care of their property and guests.

I wanted a vacation where the house I stayed in was my vacation. The pool and hot tub were crystal clear, both of which overlooked the beautiful water. I went crabbing and fishing on the private dock, soaked in the private hot tub, roasted s'mores in the private firepit, and cooked my food on the grill overlooking the water. It was a vacation in small paradise. I cannot wait to return next year, or who knows, maybe sooner!

Our stay Rick/Kevin’s place was fantastic. The property and setting exceeded our expectations. Everything was extremely well maintained. We loved staying in the lovely guest house which had everything we could possibly want. There were so many wonderful places to relax, from the screened porch to the pool and the amazing outdoor kitchen in the open air beach house. We loved floating in the pool while watching the big screen TV. The best of both worlds! We highly recommend Rick/Kevin’s place.

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!

This house is perfect for Ironman Maryland. The pool was refreshing and the house was pristine. Ryan and Phil were wonderful host with great communication!

Larry's place was perfect. We were able to book with him last minute for the Eagleman and he was able to accommodate our needs. It was a pleasure to meet Larry and have him give us a tour of the home. He was a great host. Would recommend to anyone!

My brothers, sisters and I spent a weekend. It was wonderful, the house was just as we remembered it. Some changes, we lived in this house for almost 20 years and it was fun to stay there and reminisce. It was very well stocked and I highly recommend it.

We enjoyed a long weekend here with our kids and their grandparents! We were very comfortable, the house was clean, and the area is walkable and lovely. We would very happily stay again.

Sarah and Andrew were always available and responded to all questions and needs immediately. Their home was awesome, well appointed kitchen for cooking, beautiful grounds, quiet, peaceful and relaxing. We were in the area for a family wedding and didn’t get to spend as much time enjoying the dock and water as we would have liked, so we now have an excuse for a return visit. Thank you Sarah and Andrew for your local recommendations and for being so quick to respond to any and all needs.

There were a lot of thoughtful touches- the bathroom had everything I could have needed. The kitchen was fully stocked and everything I wanted for my morning coffee was all set. The apartment was comfortable and complete. The neighborhood is nice and quaint- I love the cottages and historic buildings of Oxford. Thank you for giving me extra time on Sunday before my performance.

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 was a very comfortable place to stay beautiful inside and out quiet neighborhood. beautiful to walk along the bay

Our stay at Matt’s house was perfect. The location is unbeatable, right behind the Market and creamery in Oxford. The house is charming and had thoughtfully been stocked with everything we needed for our stay.