Vacation rentals with a kayak in Charles County

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Top-rated kayak rentals in Charles County

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Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 59 reviews

The River House: A private waterfront oasis…

Fall brings apple picking, oysters, bald eagles and great weather! This private waterfront retreat offers panoramic water views of the Potomac River and sits at the mouth of Breton Bay. At the end of the road and occupying two acres, the property is a private oasis of year-round natural beauty. You’ll have 650’ of waterfront to yourself to lounge at the waterside tiki-bar deck, on the screened-in porch, on the house deck, in the yard or on the hammock. Kayak, canoe, chill however you like. Bliss

Guest favorite

Home in Colonial Beach

4.98 out of 5 average rating, 55 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

Escape the busy life to our peaceful waterfront home with a divine view of the Potomac River! Enjoy a cup of coffee while watch the sun rise over the horizon! Kayak and fish right from the backyard! Kick back and relax on your own beach. Kids can play in the sand, splash the calm water, and feed the swans! The house features fully stocked kitchen, comfortable beds with clean linens, small washer & dryer, & patio for outdoor dining. Feel free to use 2 person kayak, life jackets, and beach chairs!

Guest favorite

Chalet in Port Tobacco

5 out of 5 average rating, 33 reviews

River Waterfront-Dock|Canoe|HotTub|Gameroom|NearDC

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: canoe launch, Italian dual oven range, hot tub, firepit, gameroom/movie room, and more! For water enthusiasts, canoe down the Port Tobacco River & watch out for Bald Eagles. Just moments from Chapel Point beach, this retreat promises relaxation & adventure for all families/groups.

Guest favorite

Home in Newburg

4.9 out of 5 average rating, 111 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!

Guest favorite

Cabin in Indian Head

4.96 out of 5 average rating, 26 reviews

*Beautiful Cabin + Tiny House on the Potomac River

This beautiful 4 acre retreat overlooking the Potomac River is a quick 50 minute drive from DC. The main 3-bedroom cabin is fully refurnished with modern, beautiful interiors, a full patio with outdoor dining for 12, grill, 2 fire pits, a badminton court, a beautiful gazebo with panoramic views of the Potomac, a canoe, 2 kayaks and a paddleboard for guests to use. A newly added scandanavian micro cabin overlooks the river and comes complete with a kitchen, bathroom w/shower, and 2 beds.

Guest favorite

Cottage in Cobb Island

4.96 out of 5 average rating, 54 reviews

Where Eagles Soar *Stunning Waterfront Views*

Escape to our tranquil waterfront cottage on Cobb Island, just a 1 hour and 20 minute drive away from the bustling city of NOVA and Washington DC. This hidden gem offers a perfect refuge for those seeking a peaceful retreat, a romantic getaway, a girls' trip, a remote workspace, or a solo getaway to unwind and recharge. You will undoubtedly want to return again and again You are welcome to bring your boat as their is ample space in the large wrap-around driveway suitable for parking.

Guest favorite

Home in Bryans Road

4.95 out of 5 average rating, 81 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.

Guest favorite

Farm stay in La Plata

4.96 out of 5 average rating, 25 reviews

Oasis at Charity's Hope Farm Resort

Enjoy the perfect retreat for families, couples or anyone looking for 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 w/ modern amenities. This small “farm resort” features pasture areas with alpacas, mini-cows, horses, chicks, bunnies, barns, a private pond for fishing, beautiful pool, large patio w/ outdoor fireplace, an indoor garden, and more.

Guest favorite

Home in Colonial Beach

5 out of 5 average rating, 78 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding 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 Close to DC and NOVA

Guest favorite

Bungalow in Colonial Beach

4.95 out of 5 average rating, 20 reviews

“On Point” - Art Deco Cottage on the Point

Kick back and relax in style. The covered porch welcomes you with 1930’s spring chairs, ceiling fan, and locust wood tables made from the original foundation. For bath-lovers, the 1930s cast-iron tub (known to keep hot water hot) will be calling your name, hugging you as soon as you get in. The waterfall shower, hand-held shower, and rotating faucet will accommodate every guest. The bedroom offers a cooling mattress, adjustable bed, mood lighting, TV, and extra storage.

Guest favorite

Home in Newburg

4.92 out of 5 average rating, 61 reviews

Peaceful waterfront home, 1-hour from DC

Beautiful home with stunning sunset views on the lower Potomac River. Home features a private pier, fire pit, theater room, and play area for kids! Only 1 hour from DC, 90 mins from Richmond. Easily accessible from anywhere in the DMV area. Full kitchen, and large screened in back porch. This is a vacation home-come true.

Guest favorite

Home in Colonial Beach

4.98 out of 5 average rating, 52 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.