Holiday rentals with a kayak in Charles County

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Top-rated Accommodation with a Kayak in Charles County

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

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Top 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, 128 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
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, 139 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!

Top Guest favourite
A contemporary cottage rests by tranquil water, surrounded by trees. A spacious deck with white railings adjoins the home, leading down to the water’s edge. A small blue kayak is positioned nearby, complementing the serene landscape reflected in the water.
Home in Colonial Beach
4.99 out of 5 average rating, 138 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views and natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Relax and enjoy the quiet Bird Sanctuary without the noise of motorized vehicles Close to DC and NOVA

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, 100 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
A private entrance is visible on the exterior of a modern home, featuring a vibrant blue door framed by a welcoming porch. An outdoor seating area includes a round table with four dark chairs, complemented by blue cushions. A decorative sign adds charm to the space.
Holiday home in Colonial Beach
4.95 out of 5 average rating, 175 reviews

The Observatory on Rose Manor

The Observatory on Rose Manor is a private home. It’s 2 blocks from the heart of downtown & beach. Colonial Beach is the golf cart capital of Virginia, we all drive them here. Rent one when your in town. Just over an hour south of DC. This small town takes you back in time with events & local charm. This brand new rental is on the grounds of Rose Manor. Rose Manor was built 1896 it operated as the New Willard hotel for over 50 years. Come relax on its huge porches & enjoy the water view.

Guest favourite
An aerial view captures the single-story home situated on a private peninsula, surrounded by water. Lush green lawns and trees frame the property, while a dock extends into the bay. A pool is visible in the backyard, adding to the outdoor amenities.
Home in Abell
5.0 out of 5 average rating, 28 reviews

New, Waterfront Home w/ Island on St. Clements Bay

Wake up to breathtaking panoramic views of St. Clements Bay at this newly renovated 4-bedroom waterfront retreat in Abell, MD. Perched on a private peninsula, the home features a 160-ft dock for crabbing and fishing, bay beaches, an island, pool, hot tub and endless space to relax by the water. Paddle to your own private island to sit on the beach, swim, or explore. With kayaks, crab pots, beach chairs, and a Weber grill included, it's everything you need for the perfect waterfront escape.

Guest favourite
A spacious dining area is surrounded by large floor-to-ceiling windows, allowing natural light and views of the outdoors. A long wooden table is accompanied by modern chairs and is adorned with plants, enhancing the inviting atmosphere of the space.
Home in Stafford
4.91 out of 5 average rating, 123 reviews

Stunning Riverfront Home w/ Pool, Hot Tub & Kayaks

This property sits on the edge of a bluff overlooking the Potomac River and boasts stunning views, both from within and around the home, perfect for bird watching (eagles/osprey), fishing or just relaxing and soaking in nature, just minutes from DC! PLEASE READ CAREFULLY: The pool and spa are CLOSED from LABOR DAY through MEMORIAL DAY. The official open season for pool and spa is between Memorial Day and Labor Day, please confirm availability (if requesting) outside of standard season.

Guest favourite
An aerial view captures a charming single-story home nestled among lush greenery, with a panoramic view of Mattox Creek extending to the Potomac. The well-maintained landscaping and surrounding trees create a peaceful setting, highlighting the home's proximity to the water.
Home in Colonial Beach
4.85 out of 5 average rating, 95 reviews

Waterfront Home w/ Private Dock!

Gorgeous views of Mattox Creek which runs into the Potomac from the 100' private pier. Swim or fish straight from dock; bring your boat/kayaks! 3 BR/3 BA stepless ranch w/ tons of natural light. Updated Kitchen w/ newer appliances, cabinets & plenty of counter space. Separate Butler's Pantry. Wood fireplace & pellet stove. Pets welcome! 45 min to F'burg/Tappahannock. Private neighborhood. Minutes to downtown Colonial Beach shopping/dining. Free Internet & Utilities w/ up to 30 day stay.

Top Guest favourite
Home in Cobb Island
4.97 out of 5 average rating, 101 reviews

*Solitude At Sunset*

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
Farm stay in La Plata
4.9 out of 5 average rating, 60 reviews

Huge Farmstay w/ Pool, Animals, Pond, & Game Room

Come enjoy the perfect retreat for families, couples or anyone looking for fun, rest and relaxation among a quiet, breath-taking location. This revived historic farmland is an icon in the area. Located just 30 miles outside of Washington DC, features a grand Victorian home with 6 bedrooms and lots of modern amenities. The grounds feature a petting zoo, clubhouse, barns, a private pond for fishing, a beautiful pool area, a brick courtyard with outdoor fireplace, garden, and more.

Guest favourite
A spacious grassy area is framed by mature trees, providing ample outdoor space. In the background, the cottage's exterior presents a simple structure, flanked by shaded seating options. Clear blue skies create a serene atmosphere that complements the natural surroundings.
Cottage in Nanjemoy
4.86 out of 5 average rating, 37 reviews

Picturesque River Cottage, riverfront with Wifi!

Picturesque River Retreat less than an hour from Washington, DC! Dog & Kid friendly! Nanjemoy, MD...never heard of it? Shhhh...let's keep it that way. Approx an hour from Washington, DC and you feel like you've really gone somewhere! This little river cottage has 4 bedrooms (2 king beds, 2 queen beds), 2 bathrooms, outdoor shower, fenced in acre on the beautiful Nanjemoy! Amazing dock and views. Little beach area (depending tides/rain level) and dogs welcome!

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 Village
4.99 out of 5 average rating, 111 reviews

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Just 45 minutes from DC, Riverpoint A-Frame is a charming riverfront retreat designed to slow down, reconnect, and make memories by the water. Enjoy a private hot tub, riverside firepit, canoes, movie room, game room, fully fenced yard, and dog-friendly stays. Paddle the Port Tobacco River, fish from a canoe, watch for bald eagles, or gather around the fire after a day on the water. Perfect for family vacations, friends' getaways, and peaceful escapes.

Popular amenities for Charles County kayak rentals