Waterfront holiday rentals in Chesapeake and Ohio Canal

Clean, private space in a quiet and peaceful neighborhood. Extremely kind and responsive hosts. Really appreciated their hospitality and kindness, it was a relief and a huge help to me since I was unfamiliar with the area.

We had a lovely stay and will go back! Amy was super responsive, her apartment was exactly as described, and it was perfect for the two of us plus one of our dogs! Thank you!

Our family including 2 dogs stayed at Irene's place in January. We needed to escape for a few nights. Since it was the off season at Lake Anna, it was very quiet and peaceful which is what we were hoping for. We had dinner at Tim's at Lake Anna Restaurant & Crabhouse which is open all year. Dinner and drinks were also amazing!

This was our second stay and again was such a pleasure!!! Lisa's place is so beautifully decorated, very clean, and super cozy. She provides drinks and snacks and has all the amenities of home. Plus a gorgeous waterview. A great location if you are visiting the U.S. Naval Academy or touring Annapolis. Highly recommend!

This was our second stay! A most serene and beautiful spot. We love the little apartment, it has everything we need. Vickie and Scott are wonderful hosts! They even had a tiny Christmas tree in the apartment for us! We will be back for a longer stay in the summer.

Came down to southern MD for a quick weekend away and it was perfect. My pups and I had a great time and had everything we needed. Plus the view was beautiful! Would love to come back in warmer weather to use the kayaks and deck.

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

Wonderful accommodations! We arrived to a warm welcome and really enjoyed the space. It was very clean and very comfortable. Thank you Wayne and Kathleen!

Samantha was wonderful and the house and location is really perfect. its setting is so nice and quiet, and the house is set up perfect for a family with a great game room upstairs and tons of games. We spent thanksgiving there with our family and the house had everything you could need for cooking for sure. It was perfect. We look forward to coming back in the summer to enjoy the outdoors more. Waking up every day and going out on the dock to feed the three swans was really cool. We'll be back.

Jeremy's place was amazing! Awesome house on the water. Im going to come back in the summer to enjoy the water actives

Very nice stay! Tastefully decorated, beautiful location, well stocked kitchen supplies. It was a nice escape! Highly recommend coffee on the porch for sunrise! We had some members of our party who were acclimated to warmer weather, so an extra comforter or heavy blanket at night would be helpful. That being said, there were lots of throws available in the living room!

We had a fantastic experience during my stay at this Airbnb! The hosts were incredibly helpful and thorough with their property description and expectations. They were also very welcoming, responsive, and always ready to assist with any questions or needs. The property was exactly as described—clean, comfortable, and extremely dog-friendly, which was a huge plus for us. The home was fully equipped with everything we needed, making our stay hassle-free and enjoyable. I highly recommend this Airbnb to family and friends and would not hesitate to visit again. Thank you for a wonderful stay!

This place is truly a hidden gem! I’ve stayed here twice now and plan to make it an annual tradition. It’s perfect for a weekend getaway with amazing views, pet friendly, a fishing pier, spacious lawn for games, a cozy fire pit, and a grill. The common living room is ideal for gaming and movie nights. Highly recommend!

What an amazing weekend spent. My friends and I wanted to find a place that felt like home and accommodated a large party and Kevin’s home did just that. The kitchen was well stocked, rooms were clean, and the common spaces were comforting. We had plans to leave the home and visit the Winery but we enjoyed the space so much we felt no need to explore outside of the grounds.

Our family of 5 adults, 1 child and an infant had a lovely Thanksgiving visit to Karina's house in Scotland. The house was very spacious and comfortable for all. Our 5-yr old granddaughter was especially thrilled with 'her' room -- nicely decorated and quite suitable for her age. The other bedrooms had great mattresses (relatively new?) and the linens were all good quality. The kitchen had most of the items you'd need to make a big dinner and even bake. The location was very quiet and given the time of year, a peaceful retreat to simply enjoy the view of Tanner Creek. All in all it was a great spot for a family holiday gathering.

We were so lucky to spend several nights over Thanksgiving here and it was a perfect place to unwind and relax. This is small very comfortable home on a gorgeous property overlooking the river. It was really cold during our stay, so we used the hot tub a lot and enjoyed a warm fire in the outdoor pit. The large picture window in the bedroom was perfect to take in all the beauty outside from the comfortable bed. The home is extremely well-stocked not only with basics and also with lots of extras (too many to list here). The host is very responsive and flexible offering early check in and late check out (without us even asking) and leaving us much appreciated welcome treats. We look forward to coming back in warmer weather so we can be outside a lot more.

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.

Claire’s place was great! Located close to a metro which makes getting around DC easy. The place is comfortable and spacious. Claire was kind and responsive, helping to solve any issue that arose.

Our stay was great. It was a cute little row house and was perfect for our getaway. Close walking distance to everywhere we were going.

Had an amazing stay at Sara’s condo in Georgetown over Valentine’s weekend, and I can’t recommend it enough! From the moment I arrived, everything was perfect, the condo was immaculate, beautifully decorated, and thoughtfully stocked with everything I needed for a comfortable and relaxing stay. The location was unbeatable, right in the heart of Georgetown, making it easy to explore charming streets, fantastic restaurants, and boutique shops. It was the perfect mix of luxury and convenience, offering a cozy retreat after a day of exploring. Sara was exceptional - attentive, responsive, and committed to making sure my experience was seamless. Every detail, from the welcoming touches to the comfortable bed and peaceful ambiance, made this stay truly special. If you’re looking for a **5-star getaway in Georgetown, this is the place! I’ll definitely be booking again. Highly recommend!

This is the cutest little condo in downtown Annapolis. Super close to restaurants and bars. The view from the patio is really pretty! We would definitely stay here again, Jared was a great host!

A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.

A beautiful location with plenty of room for two couples. Nice balcony and panoramic view of the historical Annapolis waterfront and state capital. Fantastic restaurants and attractions within easy walking distance. Super parking too!!!

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