Vacation rentals in Charles County

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Top-rated vacation rentals in Charles County

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Top guest favorite
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, 129 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 favorite
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 favorite
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, 305 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.

Top guest favorite
Cottage in Cobb Island
4.97 out of 5 average rating, 93 reviews

*Waterfront Island Hideaway-A true hidden Gem*

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 favorite
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, 134 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

Top guest favorite
A modern dining area features a wooden table with seating for six, surrounded by light green chairs. A comfortable gray sofa with decorative pillows is positioned nearby. A large flat-screen TV hangs on the wall, complemented by natural light streaming through two windows.
Home in Colonial Beach
5 out of 5 average rating, 46 reviews

River Rock - Walk to Beach

Relax with the whole family at this peaceful place to stay. This modern home offers a fully equipped kitchen and stair-free, comfortable living spaces. The house features a fenced backyard with a gas grill, pellet smoker, and plenty of outdoor seating. Amenities include free coffee, WiFi, and smart TVs, making this home perfect for a fun and relaxing vacation. The private, neighborhood beach is a 5 minute walk from the house and leashed dogs are allowed on the beach year-round.

Top guest favorite
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, 180 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 favorite
Home in Waldorf
4.87 out of 5 average rating, 107 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.

Top guest favorite
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, 34 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.

Top guest favorite
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, 102 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 favorite
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 Occoquan
4.9 out of 5 average rating, 699 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.

Top guest favorite
Guesthouse in Newburg
5 out of 5 average rating, 42 reviews

Gatton Farm Guesthouse

Gatton Farm Guesthouse is a two bedroom, one bathroom second floor dwelling above a detached garage located in picturesque Newburg, Maryland. Being on 15 acres and only one thousand feet from the Potomac River, guests will enjoy views of Canadian geese, wild turkeys, bald eagles and white tail deer. Gatton Farm is also considered a historical site as it was once the residence of famous guitarist Danny Gatton.

Popular amenities for Charles County vacation rentals