Waterfront holiday rentals in Chesapeake and Ohio Canal

Such a great space with everything you need. You’ll enjoy your view in the comfort of the space. The view and the environment were great but having a place to be comfortable in was even better.

Amy and her place were lovely for our family of 4. With two littles it worked very well and Amy even had toys for us- we also used her provided pack n play and some baby essentials. King Bed was extremely comfy, moderately firm. Shower was very nice. Cozy, comfy, had everything we needed. Amy was very responsive and helpful. We would gladly come back! Thanks Amy!!

Lisa’s place was amazing! My daughter and I had a great visit. The location is perfect for going into Annapolis. We will definitely be back. Thank you for a great few days!

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.

We had a wonderful stay at Shawn's place. It is located in an absolutely beautiful area with a gorgeous view of the water. The place was beautifully decorated, and the bed was very comfortable. There were plenty of places to relax outside with a view of the water. We enjoyed taking the kayaks out and watching the sunset each night. Shawn was a lovely host and is a genuine person who wants you to have the best stay!

Beautiful location on the water and Marge was great! She went out of her way to trim the branches because our car was high up. Clean house and very comfortable bed!

Connie’s place was great! Looked just like the photos. The house was clean and in a great area. Nice and friendly neighbors. We enjoyed the community beaches that are super close, clean and dog friendly. It was a prefect weekend trip. We would book here again!

Less than .5 miles from sand . The kids loved staying at the house versus a hotel ! Was the perfect spot to relax and go on the deck to hear the water . Would definitely go back for another vacation.

Our family loved our stay at Ken's place. The house was extremely clean, the listing gave us a great feeling going into the rental, and we were not disappointed upon arrival. The property and scenery were fantastic. Our kids loved going out onto trails, creek, hot tub, local lake, and feeding the animals. We all wish we booked a longer stay and we will be back in the near future.

It was perfect for what we were looking for. Location was convenient to Annapolis, but in a quiet area and right on the water. It was a peaceful and restful weekend!

This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

Amazing place with lots of privacy in the woods. Tou can hear the river flowing from the window and walk on the river side just outside the place.

Staying at the Blue Heron Hideaway checked all the boxes for what we were looking for! It was very relaxing, comfortable, spacious and very beautiful throughout. We were so excited that it was just steps away from its own wide sandy beach with kayaks, a canoe, a paddle board and a fun floating dock, allowing our whole family to be together on the lake at same time! We had so many places to relax and enjoy being together, including a large hammock, a fire pit, and lots of big Adirondack chairs all in a row on the beach. Daniel, our host, was very quick to get back with us on any questions we had and very responsive to help and follow up to make sure our stay was everything we hoped for! And it was! It was hard to leave this beautiful home and setting but we are hopeful to enjoy it again soon!

Had a great week fishing and crabbing from the doc, kayaking, game playing, eating and visiting local attractions! Can’t say enough about how friendly Melissa was. Would definitely return!

Have stayed here multiple times now but this visit was specifically for my daughter and son in law to enjoy a babymoon getaway. The river is easily accessible so they floated in tubes one day and took their canoe out another. They were able to take their dog as it is dog friendly. They grilled out and enjoyed the beautiful decks around the home. Resturant suggestions were layed out with local menus as well as local attractions. Luray Caverns is close by, Cooters, from Dukes of Hazards store serves a great lunch, and the drive and scenery all around is incredible. Sharon is the best host and always available by text or phone for questions. Check in and out were simple.

I was impressed by how clean and uncluttered Ricky’s place was. It was definitely a benefit that parking was included, though it was a little awkward loading and unloading and getting to and from the parking garage. Garage was a block away and secure with lots of cars nicer than mine haha.

We stayed at Gerald's wonderful Airbnb for our daughter's surgery at JH Hospital and it was perfect in every way. It is one of THE best Airbnb's we've stayed in, and we've stayed in many all over the world. His place is clean, stylish yet comfortable (including the mattresses), and well stocked, with lots of appreciated amenities. As a host, Gerald is very helpful, communicative, accomodating, and friendly. It is clear he values and prioritizes his guests' comfort and experience. It is conveniently located - walking distance to everything the Inner Harbor offers, Camden Yards, and much more. We definitely plan on returning to Gerald's place (under better circumstances)!

Great host, great location. Walkable to great restaurants as right over the bridge from Main Street Annapolis. The pool is literally right in front of the apartment overlooking the water and the boats going by. The place is not huge but location, location, location.

My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!

Sean’s unit is an amazing option for those who love a great place to relax with an amazing view. Sean is a great host and very communicative.

Wonderful location in the heart of Georgetown. The place lacked a living room but this was very clear in the description of the place so all good! Walk out and enjoy Georgetown and DC!

Beautiful location and amenities. Kids loved the arcade and indoor pool!