Vacation rentals with a kayak in St. Mary's County

Find and book unique kayak rentals on Airbnb

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Popular amenities for St. Mary's County kayak rentals

House rentals with a kayak

Guest favorite
A single-story home is situated on a grassy area with trees in the foreground. The house features a covered porch with multiple windows that reflect the colorful sunset over the water in the background, creating a serene lakeside atmosphere.
Home in Montross
4.89 out of 5 average rating, 38 reviews

Enjoy the Sunset at Nomini Bay

MayRating, 5 stars4 weeks ago
This is our 2nd time being here and we were not disappointed! This house has a beautiful view. Pooja is a wonderful host. We were welcome with a basket of snacks. Kitchen and bathroom are fully stocked. Pooja provided more than enough for our stay and we had everything we need. House is clean and beds are comfortable. My family had a great time fishing and kayaking. Thanks Pooja for your hospitality!
Top guest favorite
A serene dock extends over calm waters, surrounded by lush greenery. A small orange kayak is secured nearby. In the background, a custom waterfront home is nestled among tall trees, providing a natural and tranquil setting.
Home in Mechanicsville
5 out of 5 average rating, 76 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

MelanieRating, 5 stars3 weeks ago
Jess' place is fantastic! Truly, our favorite AirBnB to date. We will return when we are visiting the area again. We loved how clean, spacious, and peaceful the home is inside and the beautiful spaces to relax and enjoy outside, too. All five of us had space to spend quality time together and on our own throughout our stay. Very thoughtfully furnished, proactive communication, and simple check-in and out! 10/10.
Guest favorite
A serene pool area is framed by a fence, with sun loungers positioned alongside. The setting sun casts a warm glow over the calm waters in the background, while lush green grass surrounds the pool, enhancing the tranquil atmosphere.
Home in Ridge
4.9 out of 5 average rating, 58 reviews

Waterfront Paradise with a Private Pool

BrittanyRating, 5 stars2 weeks ago
Such an amazing place! Joanne was super responsive and flexible. The views were unmatched! Perfect Mommy and Daddy getaway and we will certainly be back with the kids!
Guest favorite
Home in Montross
4.97 out of 5 average rating, 89 reviews

Waterfront Gem: Dock, Hot Tub, Beach, Pool, Kayaks

CourtneyRating, 5 stars3 weeks ago
Andrea was so responsive from day 1 when I had questions about the house! We had 10 people in town for a wedding and her house was only 3 miles from the venue which was ideal! The house was clean and had nice little extra touches; the bottom floor was surprisingly spacious and perfect for hanging out! And the hot tub was a nice add also! Overall, it was a great experience!
Top guest favorite
A decorative welcome sign hangs on the door, featuring a serene beach scene with two adirondack chairs. The sign is framed by an oval glass design, enhancing a cheerful first impression for guests entering the home.
Home in Lusby
4.99 out of 5 average rating, 302 reviews

Cove Point Beach Cabin

CassieRating, 5 stars3 weeks ago
Came back for a third visit and had a lovely time at this peaceful retreat.
Superhost
Aerial view of a long wooden dock extending over calm waters, leading to a covered boat area. Reeds surround the water's edge, and a charming house is visible in the background under a colorful sky, adding to the serene riverfront setting.
Home in Dunnsville
4.75 out of 5 average rating, 144 reviews

Cozy & Content River Retreat Beach Hot Tub & Games

ChristineRating, 5 stars1 month ago
We had a great time at Nicholas and Dana's place! It was both fun and relaxing. We really enjoyed the little beach, the dock and the kayaks. We caught some catfish and one tiny crab in the crab trap (and threw everything back in). It was nice to have the firepit and hot tub to use too. And, the kids really liked being downstairs in their own space. The only issues were that the key pad wasn't working to get in to the front door which was frustrating after a long drive and the grill was very slow to heat up and probably needs to be replaced. Overall, this home was a really good choice for us and we would stay again when visiting family in the area.
Top guest favorite
The serene waterfront view displays a calm cove with clear blue water reflecting the sky. Lush trees frame the scene, and a small dock extends into the water, inviting fishing and relaxation. The peaceful landscape offers a natural retreat amidst the surrounding greenery.
Home in Heathsville
5 out of 5 average rating, 24 reviews

Waterfront Dock Kayak Fish Firepit Woods Peaceful

DeborahRating, 5 stars1 week ago
We had a wonderful stay at Presley Creek! The house was clean and comfortable. The porch and with the ceiling fans was delightful! The kitchen had everything you’d need for preparing meals. The location was so peaceful. The property was huge and felt so private & secluded with woods and the water. We enjoyed the wildlife; geese, eagles, herons, otters. We brought our dogs, and they loved running and swimming! We brought all our food with us since we knew stores were not close. Also, if you want a beach, we found a little beach not too far called Vir-Mar, which has a very small public beach. Hughlett Point which is a bit farther is larger but very limited parking. If you are looking for a laid back vibe, I highly recommend this property!
Guest favorite
A private dock extends into the calm water, featuring a wooden platform and seating areas. A vibrant blue paddleboard rests on the grassy shoreline, while an in-ground trampoline is seen nearby. The scene is framed by trees under a clear blue sky.
Home in Montross
4.96 out of 5 average rating, 76 reviews

Waterfront home, private dock

ShufanRating, 5 stars3 weeks ago
We had a wonderful vacation here. Although it rained during our stay, we found the treehouse to be a great place just for listening the rain drops and having some inner peace.

Cottage rentals with a kayak

Guest favorite
An inviting deck features a turquoise picnic table and comfortable seating with floral cushions, offering views of Cod Creek. Large windows span the cottage facade, allowing natural light to fill the interior. Surrounding trees provide a serene backdrop.
Cottage in Heathsville
4.87 out of 5 average rating, 114 reviews

Cottage with a view!

HollyRating, 5 stars2 weeks ago
We came to relax and it was successful. A cute little cottage by the river.
Top guest favorite
A waterfront cottage is set against a backdrop of lush greenery, with a stone wall bordering the water. The well-maintained lawn extends towards the river, and the cottage features a covered patio, inviting outdoor seating, and a surrounding cluster of trees.
Cottage in Cobb Island
4.97 out of 5 average rating, 62 reviews

Where Eagles Soar *Stunning Waterfront Views*

NancyRating, 5 stars2 weeks ago
My friends and I immediately felt relaxed and cared for in this delightful home. We loved that it was right on the water and that we could enjoy seeing the Potomac River from so many rooms. The beds were very comfortable. Sue is a thoughtful and very pleasant host. We enjoyed our stay very much.
Top guest favorite
Cottage in Lusby
4.98 out of 5 average rating, 63 reviews

Amazing, Secluded Luxury waterfront cottage!

AmyRating, 5 stars1 month ago
Beautiful place! My family loved it there. Perfect staycation. Lots to do just at the house! KJ was a great host.
Top guest favorite
Cottage in Tall Timbers
5 out of 5 average rating, 47 reviews

Charming Waterfront Cottage with Sunset Views

LeslieRating, 5 stars4 weeks ago
We had an amazing holiday weekend at Dave and Jenny’s cottage! They were always so quick to respond with any requests we had! The cottage as perfect and just like the pictures. They literally had thought of everything! The sunsets were absolutely stunning and it was truly the most relaxing time we’d had in a while! It was just what we needed !
Superhost
The exterior of the cottage is showcased, featuring a two-story structure with blue shingle siding and multiple large windows that enhance natural light. The elevated design includes a spacious porch that provides outdoor seating options, surrounded by lush greenery and open space.
Cottage in Scotland
4.95 out of 5 average rating, 38 reviews

Rodo Beach Cottage - Dog Friendly Private Beach wi

SusanaRating, 5 stars1 month ago
This place was exactly what my partner and I needed to rest and relax and spend quality time. The private beach made us feel like we were on our own resort. The home itself has even more comfort and amenities than you see in the pictures. Beautiful furnishings, clean, full of light. The main bedroom is upstairs and is positioned towards the beach so you can enjoy the most beautiful sunrise without leaving your bed and hear the waves while you sleep. The balcony off the bedroom is another great seating area if you’re looking for quiet time. There is a super comfy couch in the living room which makes it a great place to relax and watch tv or play games. There are some games available at the house. bikes and kayaks. We spent a nice day lounging on the beach chairs and on the porch chairs before making dinner, didn’t need to bring kitchen supplies since most were available. Did bring own spices. Tim was great and all his tips and info pre arrival were super helpful. We’ll definitely return
Guest favorite
The exterior of a quaint cottage is showcased, featuring light-colored siding and a welcoming front door. A small, covered porch is present, providing shelter at the entrance. Lush green grass surrounds the home, complemented by trees in the background and a hint of water visible nearby.
Cottage in California
4.89 out of 5 average rating, 44 reviews

Saint Cozy Cottage | waterfront family getaway

KristenRating, 5 stars1 month ago
Kyli is an excellent host and beautiful home on the water . Great communication and responsive. Awesome place to stay if you are visiting.
Guest favorite
A serene private dock overlooks a calm cove, with vibrant kayaks stacked nearby. A simple bench provides seating, surrounded by lush greenery and mist rising from the water's surface, inviting relaxation and peaceful reflections.
Cottage in Montross
4.93 out of 5 average rating, 95 reviews

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

AmandaRating, 5 stars1 week ago
This lake house was such a relaxing place to stay! Had everything we needed and then some. It’s a bit of a hill to climb to get back to the house from the lake but not terrible. The beach recommendations were great! We found a ton of shark teeth and the kids really enjoyed themselves.
Top guest favorite
A serene view of a wooden dock extending into calm waters, reflecting hues of blue, orange, and pink from the sunset. Soft clouds drift in the sky, complementing the tranquil ambiance of the waterfront scene.
Cottage in Leonardtown
4.96 out of 5 average rating, 95 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

WendyRating, 5 stars5 days ago
I think this is my 5th time staying there. Always thinking of my return visit before even leaving!

Cabin rentals with a kayak

Guest favorite
A wooden dock extends over calm waters, featuring two parked kayaks in vibrant colors. Sunlight filters through surrounding trees, illuminating two foldable chairs positioned on the dock, creating an inviting spot for relaxation by the water.
Cabin in Lusby
4.9 out of 5 average rating, 268 reviews

Peaceful Waterfront Retreat on The Bay

LydiaRating, 5 stars6 days ago
Incredible space! Devin’s place on the water has everything you need. It would be tight with more than two adults but it worked great for us and our small dog.
Guest favorite
A wooden dock extends into calm waters, framed by lush greenery. Two kayaks are secured to the side of the dock, and an expansive sky filled with soft clouds reflects over the serene surface of the creek, creating a peaceful outdoor scene.
Cabin in Lusby
4.93 out of 5 average rating, 205 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

BobRating, 5 stars1 week ago
We had a wonderful, relaxing time, as always. We especially like the very tranquil, beautiful environment. Lisa's place offers a very therapeutic respite from DC. If you have one of those bird apps on your phone it will pick up the sounds of a dozen or more birds you may not often hear!
Guest favorite
A charming black exterior cottage is surrounded by autumn foliage, featuring a welcoming front porch with steps leading to the entrance. Flower boxes adorn the windows, while a small deck is visible to one side, adding to the inviting outdoor space.
Cabin in Montross
4.96 out of 5 average rating, 25 reviews

Camp Heron : Waterfront Cabin on the Potomac

CrystalRating, 5 stars4 weeks ago
This Airbnb truly felt like staying in someone's home. There were lots of items provided in the house -- from toys in the cabinets, to records to listen to and the kitchen was very well stocked with pans, plates and seasonings. Outside we loved using the crab pots (though we came up empty and didnt catch any crabs) and lighting a fire at the fire pit at night.
Top guest favorite
A serene lakeside view features a wooden dock extending into the calm water, flanked by greenery. Two kayaks are displayed on a rack, while a fire pit with seating is positioned nearby. A safety notice is visible, ensuring guest awareness.
Cabin in Lusby
4.98 out of 5 average rating, 90 reviews

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

LaurenRating, 5 stars3 weeks ago
We stayed at Julie’s home with a group of friends and our families and had a wonderful time. The lakefront setting was incredibly relaxing—we found ourselves rarely leaving the property because it had everything we needed. From soaking in the hot tub to enjoying the game room, there was something for everyone. The kids loved having space to run around in the basement, while the adults enjoyed peaceful mornings and evenings on the screened-in porch. Julie was very responsive and answered all of our questions quickly, which made the entire experience seamless. We would absolutely stay here again!
Superhost
An open living area features a comfortable sofa paired with accent pillows, alongside a dining table set with white chairs. The light wooden ceiling is complemented by large windows allowing natural light, while the kitchen area showcases modern appliances and organized cabinetry.
Cabin in Lusby
4.78 out of 5 average rating, 23 reviews

Covenant Cove (Cove Point Beach)

ThomasRating, 5 stars4 days ago
Despite living in Virginia for the last 10 years, this was my first visit to southern coastal Maryland in decades. The beauty of the area is truly striking. Teresa’s rental was itself charming and located in a pretty area, but also only a short drive from other locations and activities worth visiting (e.g., St. Mary’s county). Teresa was responsive at all times, which included helping to remotely resolve a minor interruption in the internet service. Enjoyed our five days there and would have liked to stay longer.
Guest favorite
An aerial view showcases the property surrounded by tall trees, with a clear path leading to a waterfront area. The serene water reflects the sunlight, while the landscape features a mix of greenery and open space, highlighting the tranquility of the setting.
Cabin in Ridge
4.95 out of 5 average rating, 65 reviews

Pizza Friday

LoisRating, 5 stars4 weeks ago
Pizza Friday was an amazing find! We spent a family reunion on the porch making pizza's in the oven. We obtained crusts from an Italian restaurant in California on our way and it proved to the perfect choice for us. We also enjoyed the dock and even caught a few crabs to show the kids. In addition we sat around the fire pit in the evenings. The beds were comfortable and everything was clean inside although we spent most of our time outside on the porch.
A wooden boat dock extends into a calm lake, surrounded by lush greenery. A decorative lighthouse structure stands on the dock, providing a nautical touch. Clear blue skies reflect on the water's surface, enhancing the serene lakefront atmosphere.
Cabin in Lusby
4.83 out of 5 average rating, 23 reviews

Lakefront Lusby Home w/ Fire Pit: 3 Mi to Beach!

GeorgeRating, 5 stars1 month ago
We enjoyed our stay . Plenty to due . Easy to find . Closer to stores . Quite great country lake feel.
Top guest favorite
A sandy beach is visible along the shoreline, with calm water extending into the distance under a clear blue sky. A hammock is suspended nearby among lush greenery, enhancing the serene natural setting. Stone steps lead down to the beach area from the surrounding landscaping.
Cabin in Lusby
4.99 out of 5 average rating, 87 reviews

Beachfront Escape with Horizon Views of the Bay

BillRating, 5 stars3 weeks ago
Great property & host. We booked our reservation because of the appeal of the backyard/property, but the home was just as nice. One of the cleanest properties we’ve ever been to. Clear and easy communication with the host - easy to check in and out. We hope to come back next year!

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