Holiday rentals with a kayak in Charles County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Charles County

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.
Home in Cobb Island
4.99 out of 5 average rating, 124 reviews

Waterfront 4-BR home w/ hot tub & charging station

Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

Guest favourite
A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.
Home in Newburg
4.91 out of 5 average rating, 123 reviews

The River House, a Wicomico Beach Retreat

Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

Top guest favourite
Two black wicker chairs with green cushions and a small table are positioned on a deck. A scenic view of the Potomac River and the expansive green lawn is visible, along with distant trees lining the water's edge under a clear blue sky.
Home in Bryans Road
4.94 out of 5 average rating, 95 reviews

Fabulous Private Potomac Waterfront Retreat

Fabulous private Potomac WATERFRONT retreat, 2+acres, stylish, 4 bd/4 ba. Winter work/vacation: 40% discount for monthly rental. 45 min to DC. Park-and-ride commuter bus 9 m away. Verizon FIOS gigabit wifi. Modern style décor. Guest House for in-laws/nanny; 4 kayaks & river deck for fishing/cocktails; 65” Smart TV; large deck w/ grill. 3-car garage; fireplace, gorgeous sunsets. ACCESSIBLE: ALL 1 level, 20 ft ramp from garage. No smoking, no pets, no events or parties. Children welcome.

Top guest favourite
Cottage in Cobb Island
4.97 out of 5 average rating, 89 reviews

Where Eagles Soar *Stunning Waterfront Views*

YOUR WATERFRONT OASIS AWAITS! If you are looking for a true getaway, look no further. Tucked away on a small, peaceful island, this hidden gem is uniquely surrounded by 3 bodies of water: The Potomac River, the Wicomico River, and Neale Sound. This quiet island oasis offers the perfect place to step away from the busy world! This cottage is incredibly special to us. For four generations, it has been a sanctuary for our family-filled with love, laughter, and countless memories.

Guest favourite
A wooden dock stretches toward a two-story home surrounded by greenery. The structure features multiple windows and a deck. Kayaks are visible on the slope, adding to the outdoor setting. The water reflects warm hues, enhancing the serene waterfront atmosphere.
Home in Colonial Beach
4.94 out of 5 average rating, 33 reviews

Osprey's Landing - Waterfront, Kayak, Fish, Relax!

Welcome to Osprey's Landing, located in Placid Bay Estates, Colonial Beach - a bird sanctuary home to bald eagles, ospreys, and more! A short drive from the town of Colonial Beach and local attractions, this cozy waterfront retreat is all about relaxing and reconnecting with nature. Step outside and you'll find stunning views of the water, where you can enjoy kayaking right from the shoreline, cast a line for some fishing, or simply sit back and take in the gentle sounds of the water.

Guest favourite
A serene waterfront scene captures a tree silhouetted against a vibrant sunset over the water. Piers extend into the bay, and the horizon is adorned with warm hues of orange and blue, creating a calming atmosphere.
Home in Cobb Island
4.94 out of 5 average rating, 16 reviews

Island Waterfront Cottage Loft with Private Pier

Kick back and relax in this calm, waterfront open space cottage on the Wicomico River. Enjoy kayaking, fishing, swimming off the pier, and boating. Located 45 miles south of DC on a 1 square mile island that has local restaurants and quaint grocery store. This cottage has vaulted ceilings with 2 bedrooms, 2 bathrooms, and a unique loft provides extended room for extra guests. It offers high-end kitchen with appliances for the best cooking and hosting-experience.

Top guest favourite
A spacious upper deck features comfortable seating arrangements, including two cushioned chairs and a coffee table. The view overlooks a serene waterway, with a private pier in the distance. Lush greenery and trees frame the peaceful scene, creating an inviting atmosphere for relaxation.
Home in Colonial Beach
4.94 out of 5 average rating, 33 reviews

Peaceful and Cozy Waterfront Home

This peaceful and cozy home nestled along Monroe Creek, situated at the end of Creek View lane, creating a private and peaceful spot to get away from the hustle and bustle of the surrounding cities. This waterfront home has a private pier. Guests can enjoy the peaceful view of the Creek while having breakfast, or watch wildlife from the overlook deck while sipping your favorite wine. Colonial Beach, grocery stores, pizzerias and restaurants are 5 minutes away.

Superhost
A charming blue cottage features a spacious front deck with wooden railings and steps leading up to the entrance. Large windows allow for ample natural light, while the surrounding grass lawn and trees enhance the outdoor setting.
Cottage in Colonial Beach
4.85 out of 5 average rating, 132 reviews

Bungalow Private Beach & Dock Colonial Beach Water

Furnished, 2 bedrooms (2 queen) & one bath with private dock privileges for fishing crabbing & boating. Water view from the deck & private beach access steps away. 3 Blocks to Town, Walk to restaurants, playground & casino. Sit on the deck that wraps around the home & overlooks the water. Large grass yard to play games , cookout, or sit by the fire. There is a full kitchen & washer/dryer. Just renovated. Golf cart available to rent. Linens included.

Top guest favourite
The exterior of a blue Swiss chalet A-frame house is showcased against a clear sky. The property features decorative windows and is surrounded by well-maintained landscaping, including colorful flowers and greenery.
Chalet in Port Tobacco
4.99 out of 5 average rating, 98 reviews

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Escape to the Riverpoint. This unique house embodies the charm of a Swiss chalet A-Frame, complemented by a picturesque boathouse on a serene canal of the Port Tobacco River. You’ll love the Riverpoint’s amenities: Fully-fenced large backyard, Dog friendly, Canoe launch, Italian dual oven range, Hot Tub, Fire Pit, Game Room, Movie room, and more! This retreat promises relaxation & adventure for all families / groups! You may not want to pass it up!

Top guest favourite
The exterior of the house is presented, showcasing a two-story structure with light grey siding. A pathway leads to a welcoming front porch, surrounded by green landscaping and tall trees that enhance the natural setting.
Home in Colonial Beach
4.96 out of 5 average rating, 117 reviews

River Refresh - Waterfront with Spa on Placid Bay

Nestled along the gentle curves of Mattox Creek, River Refresh stands as a serene sanctuary, a perfect retreat from the hustle and bustle of everyday life. The house, adorned with a soft palette of earthy tones, seamlessly blends into the surrounding natural beauty, creating an atmosphere of peace and relaxation.

Guest favourite
The RV is positioned under a shaded tree canopy, providing privacy for guests. A screened gazebo and fire pit area with blue Adirondack chairs are located nearby, offering a cozy space for relaxation. Lush green grass surrounds the outdoor amenities, contributing to a serene environment.
Camper van/Motorhome in Abell
4.99 out of 5 average rating, 92 reviews

Waterfront at the Pines of Canoe Neck

Welcome to "The Pines at Canoe Neck" a private waterfront experience with the farm feel. Enjoy the 75 foot dock with fishing, crabbing, canoeing, kayaking and much more on the quiet inlet. Private docking available for personal boats.

Top guest favourite
The exterior of a cozy waterfront cottage is presented, featuring a light grey facade and a welcoming porch area. Lush greenery is visible around the home, with a stone pathway leading to a deck and picnic table, framed by a shade tree.
Cottage in Leonardtown
4.92 out of 5 average rating, 154 reviews

Breton Breeze

Wonderful sunsets at this 1700 square foot waterfront cottage. Fish off the pier or just relax and watch the boats go by.

Popular amenities for kayak rentals in Charles County