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Waterfront holiday rentals in Chesapeake and Ohio Canal

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Chesapeake and Ohio Canal waterfront rentals

Waterfront apartment accommodation

Top Guest favourite
Apartment in California
4.92 out of 5 average rating, 215 reviews

Our Little Piece of Heaven

KatieRating, 5 stars1 month ago
I would 100% come back! I sent my mom the link to the Airbnb before we even pulled out of the driveway. Tom and Michele’s place was so quaint and peaceful. Their backyard is GORGEOUS!! I don’t know how they don’t stay out there all the time!! We used to live in the area, so we knew of the local restaurants and bars in Solomons. If you’ve never been, there are a lot of great spots within 10 minutes!
Guest favourite
Apartment in Orange
4.94 out of 5 average rating, 405 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

EmilyRating, 5 stars6 days ago
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.
Top Guest favourite
Apartment in Annapolis
4.98 out of 5 average rating, 115 reviews

One bedroom apartment in Annapolis

AmyRating, 5 stars5 days ago
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!
Top Guest favourite
Apartment in Leonardtown
4.98 out of 5 average rating, 135 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

KyleRating, 5 stars2 months ago
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!
Top Guest favourite
Apartment in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars1 week ago
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.
Top Guest favourite
Apartment in Essex
4.97 out of 5 average rating, 272 reviews

A unique place on sue creek

BritneyRating, 5 stars3 days ago
This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.
Guest favourite
Apartment in Deale
4.91 out of 5 average rating, 621 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

MichelleRating, 5 stars1 month ago
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!
Superhost
Apartment in Grasonville
4.89 out of 5 average rating, 204 reviews

Halcyon house. Lovely views on MD eastern shore.

KatherineRating, 5 stars2 weeks ago
I stayed here for a wedding at the Chesapeake Bay Beach Club. It was in a great location, only 10 minutes from the venue and only 5 minutes from cute eateries on the water. I would stay here again and highly recommend!

Waterfront house rentals

Guest favourite
Home in Montross
4.98 out of 5 average rating, 106 reviews

Waterfront Retreat| Kayak+Beaches+Pool | Gameroom

DavidRating, 5 stars2 weeks ago
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!
Guest favourite
Home in High View
4.94 out of 5 average rating, 138 reviews

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing

SeanRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Edgewater
4.97 out of 5 average rating, 185 reviews

Annapolis Area Waterside Retreat

PeterRating, 5 stars1 week ago
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!
Top Guest favourite
Home in North Beach
5 out of 5 average rating, 142 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

StephanieRating, 5 stars5 days ago
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!
Top Guest favourite
Home in Grasonville
4.95 out of 5 average rating, 272 reviews

River Front, Private Single Family Home

HeatherRating, 5 stars1 day ago
the stay was wonderful. A very relaxing and peaceful place. Easy to locate and get into. reasurants and grocery stores are near by
Superhost
Home in Stanardsville
4.79 out of 5 average rating, 437 reviews

Zen River Retreat

RaheelRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Perryville
4.99 out of 5 average rating, 122 reviews

Upper Chesapeake Getaway

BetsyRating, 5 stars1 week ago
This is a beautiful home in a serene setting. Although there was plenty of boat traffic it was I. The distance and not noisy at all. The home is furnished simply but there are many more amenities than most airbnbs including children’s equipment and toys! The host readily honored a special request! The pictures are not clear about the water access. It is not a beach, but a stairway. We still spent much time at the water’s edge, and sitting in those great Adirondack chairs!!
Top Guest favourite
Home in Cambridge
4.99 out of 5 average rating, 171 reviews

Sunset Breezes - quiet waterfront retreat

MicheleRating, 5 stars2 months ago
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

Waterfront condo accommodation

Superhost
Condo in Luray
4.6 out of 5 average rating, 5 reviews

Farm house suite!

GretchenRating, 5 stars11 months ago
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.
Guest favourite
Condo in Baltimore
4.89 out of 5 average rating, 236 reviews

Historic Federal hills urban lifestyle

LarellRating, 5 stars1 week ago
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.
Top Guest favourite
Condo in Baltimore
5 out of 5 average rating, 56 reviews

Harbor Gem

DawnRating, 5 stars5 days ago
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)!
Top Guest favourite
Condo in Annapolis
4.98 out of 5 average rating, 84 reviews

Charming Annapolis Waterfront Condo

JanelleRating, 5 stars2 days ago
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.
Superhost
Condo in Betterton
4.92 out of 5 average rating, 38 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

SihamRating, 5 stars1 week ago
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!
Superhost
Condo in Annapolis
4.71 out of 5 average rating, 7 reviews

Waterfront Eastport Condo w Rooftop Pool & Parking

IanRating, 5 stars3 weeks ago
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.
Superhost
Condo in Washington
4.69 out of 5 average rating, 90 reviews

Historical Georgetown Modern Penthouse 12 min DCA

AlexandreRating, 5 stars1 month ago
Great host.
Top Guest favourite
Condo in Gordonsville
5 out of 5 average rating, 8 reviews

Shenandoah 3BR Cabin on Lovely Resort w/amenities

AnnaRating, 5 stars15 months ago
Beautiful location and amenities. Kids loved the arcade and indoor pool!

Destinations to explore