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 Colonial Beach

4.97 out of 5 average rating, 39 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!

Apr 4 – 11

ﺩ.ﺇ684 per night

Guest favorite

Home in Newburg

4.92 out of 5 average rating, 104 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 4.5 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 one acre lot 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 & a fabulous sleeping loft for the kids!

Dec 9 – 16

ﺩ.ﺇ776 per night

Guest favorite

Home in Cobb Island

4.98 out of 5 average rating, 50 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!

Oct 1 – 8

ﺩ.ﺇ1,620 per night

Guest favorite

Cottage in Cobb Island

4.94 out of 5 average rating, 34 reviews

"Where Eagles Soar" Let magic and memories begin.

Welcome to our charming retreat on Cobb Island, where tranquility meets adventure. Embrace the serenity of this idyllic island, where you can disconnect from the world and simply unwind. A true hidden gem in every sense and just a short distance (approx. 45 miles) from the hustle and bustle of the Washington DC area. Come enjoy the outdoors and gaze out at vibrant sunsets while watching eagles, ospreys, dolphins,and other wildlife from the large private backyard of Where Eagles Soar.

May 15 – 22

ﺩ.ﺇ831 per night

Guest favorite

Farm stay in La Plata

5.0 out of 5 average rating, 11 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.

Mar 20 – 27

ﺩ.ﺇ2,422 per night

Guest favorite

Home in Colonial Beach

5.0 out of 5 average rating, 51 reviews

Waterfront Cottage on 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

Oct 10 – 17

ﺩ.ﺇ745 per night

Guest favorite

Bungalow in Colonial Beach

4.88 out of 5 average rating, 8 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.

Feb 14 – 21

ﺩ.ﺇ532 per night

Guest favorite

Camper/RV in Abell

5.0 out of 5 average rating, 67 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, paddle boarding and much more on the quiet inlet. Private docking available for personal boats. Guests have the option of visiting the cute critters living on the property as well as an abundant garden full of you pick seasonal veggies, all you can pick and eat for the stay. Ask about our weekday special offer!

Jun 18 – 25

ﺩ.ﺇ485 per night

Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 43 reviews

Old Bay Inn

Part of an adorable beach front community, the Old Bay Inn is a charming rambler styled home located just 6 miles from downtown Leonardtown and 3 miles from Newtowne Neck State Park. Old Bay Inn is a perfect stay when visiting local family or escaping fast-paced city life. Its convenient access to Breton Bay Golf Club, Historic St. Mary’s City, and Patuxent River Naval Air Station makes a great stay for early tee times or honorary celebrations.

Sep 11 – 18

ﺩ.ﺇ530 per night

Guest favorite

Home in Newburg

4.92 out of 5 average rating, 48 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.

Oct 31 – Nov 7

ﺩ.ﺇ1,352 per night

Guest favorite

Home in Colonial Beach

4.97 out of 5 average rating, 29 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.

Jan 23 – 30

ﺩ.ﺇ1,105 per night

Guest favorite

Guesthouse in Owings

4.93 out of 5 average rating, 76 reviews

Patuxent River View

Near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach. A relaxing and peaceful guest house perfect for sight-seeing, nature lovers, visiting family, or just passing through. We offer for free: fully stocked kitchen, coffee, tea, Wifi, 40-inch TV, and more.

Mar 21 – 28

ﺩ.ﺇ630 per night