Holiday houses in Charles County

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Top-rated holiday rentals in Charles County

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Top Guest favourite
The exterior of the Oar House River Cottage is highlighted by a large sign, framed by lush green grass and a decorative rowboat placed on a bed of gravel. Scenic river views and a distant shoreline are visible in the background under a clear blue sky.
Home in Stafford
5.0 out of 5 average rating, 12 reviews

New Listing! Oar House Waterfront River Cottage

WELCOME TO THE OAR HOUSE RIVER COTTAGE! A one-of-a-kind waterfront retreat with unique dwellings that are perfect for peaceful escapes or multi-family getaways. Enjoy tranquil views, cozy nooks, and charming shared spaces. Easily launch your boat or jet skis from the private ramp or set off from the floating dock with complimentary kayaks and paddleboards ready for your adventure. This exceptional retreat also serves as a stunning venue for special events. Special events will include event fees.

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, 126 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, 132 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
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 cozy sitting area features a comfortable blue sofa adorned with cushions. Large glass doors provide access to the outdoor space, complemented by colorful curtains. A small dining table and chairs are visible outside, framed by a patterned area rug on the wooden floor.
Guest suite in La Plata
4.9 out of 5 average rating, 307 reviews

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

Guest favourite
Tiny home in Stafford
4.95 out of 5 average rating, 22 reviews

Kreekside UFO

Originally designed to be a ski chalet in the 1970s, this extraterrestrial Futuro home has since landed on Marlborough Point, a peninsula bordered by the Potomac River, Accokeek Creek and the Crow's Nest Nature Preserve. This unit resides on the owner's property, but still offers a secluded feel being buried in the woods. Whether you are looking to escape the hustle and bustle of northern Virginia or just want to experience nature in a not so normal way, this is sure to check the box.

Top Guest favourite
Home in Cobb Island
4.97 out of 5 average rating, 96 reviews

*Scenic Waterfront Hideaway*

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.

Top Guest favourite
A view from the property shows a grassy area leading to the water. A screened porch is visible, providing a tranquil space. The river reflects the blue sky and fluffy clouds, with trees lining the opposite bank. A wooden dock extends into the water.
Guesthouse in Bushwood
4.93 out of 5 average rating, 184 reviews

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

Guest favourite
A bright studio space features a queen bed with cozy linens and decorative pillows. A sofa provides additional seating, while a desk and chair are positioned near a window. Light wood flooring and neutral walls create an open and welcoming atmosphere.
Condo in Lake Ridge
4.92 out of 5 average rating, 858 reviews

The Bird's Nest in Historic Occoquan (Mins to DC)

Spacious condo in the heart of walkable historic Town of Occoquan. Second floor loft with full kitchen, bath, a comfortable queen bed, work station, w/d in unit & one free parking spot. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dining choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

Guest favourite
Home in Waldorf
4.86 out of 5 average rating, 111 reviews

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

Guest favourite
Home in King George
5.0 out of 5 average rating, 9 reviews

ShellHunter Getaway

Welcome to Shell Hunter – Your Peaceful Riverside Retreat Looking to unplug and unwind? Shell Hunter is the perfect escape for the whole family. Nestled in Fairview Beach, known for its breathtaking sunsets, this riverside gem offers beachcombing adventures with sea glass, shells, and even shark teeth. Whether you're up for a swim, a relaxing paddle in the kayak, or just soaking in the view, Shell Hunter delivers serenity with a splash of adventure.

Top Guest favourite
A spacious living area features a comfortable sectional sofa and a wooden coffee table. Exposed brick walls add warmth, while a staircase is visible in the background. A dining area can be seen, with a view of the gourmet kitchen through an archway.
Apartment in Lake Ridge
4.9 out of 5 average rating, 704 reviews

The Farmhouse in Historic Occoquan Close to D.C.

This private home is spacious, bright, open, and welcoming. The second floor has 2 master suite bedrooms. One bedroom with a king bed, jacuzzi tub and shower plus a queen bed with a tub. The living room has convertible sofas and air mattresses. The home sleeps up to 10 and has lots of storage. Perfect for families and groups, but no parties please! We have a strict NO pets rule because one of the owners has life threatening allergies.

Popular amenities for Charles County holiday rentals