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Holiday rentals in Charles County

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Top-rated holiday rentals in Charles County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 125 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 spacious deck offers a seating area with two chairs and a table, alongside a colorful hammock. The view includes a serene waterfront, with trees and distant seating visible. Outdoor lighting strings enhance the ambiance, inviting relaxation by the water.
Home in Colonial Beach
4.96 out of 5 average rating, 148 reviews

Sunrise Waterfront Potomac Beach Haus

Relax to the breeze off the Potomac in this spacious, waterfront beach house. Located centrally, about 10-15min walk to two beachfronts & town! Waterviews from the living room, media & game room, and an upstairs bedroom with bistro set. Enjoy the sunrise and sunset views! Unwind in the waterview hot tub or clawfoot tub. Upstairs also includes two bedrooms and bathrooms with some Victorian-era charm. Relax to 180 degree riverviews on the deck with a propane grill, hammock, table & chairs.

Top guest favourite
Apartment in Mechanicsville
4.99 out of 5 average rating, 103 reviews

Barnyard Retreat

We are BACK After a 2 year hiatus!! We cannot wait to see all of our wonderful guests again! Beautiful 750 sq. ft. in-law apartment set up in a very efficient setting with open living space and Jack-n-Jill bathroom. Space is very open with cathedral ceilings and sky-lighting. Apartment has it's own separate entrance and dedicated parking space. The apartment has fast, secure wi-fi and is set-up perfectly for traveling professionals! Please see additional info within our house rules section.

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
4.89 out of 5 average rating, 301 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 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.
Guest house in Bushwood
4.93 out of 5 average rating, 178 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.

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
4.99 out of 5 average rating, 100 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!

Guest favourite
A stylish bar area is showcased with a pool table in the foreground and a sleek bar counter adorned with emerald green stools. Pendant lighting hangs from the ceiling, providing modern illumination, while a television is mounted on the wall for entertainment.
Home in Waldorf
4.91 out of 5 average rating, 153 reviews

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here!

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.
Flat in Occoquan
4.9 out of 5 average rating, 693 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 favourite
Guest house in Newburg
5 out of 5 average rating, 41 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.

Guest favourite
A charming yellow house features a welcoming front porch with seating and lush greenery surrounding it. The well-maintained lawn is bordered by a stone walkway and flower beds, providing a bright and inviting entryway. A clear blue sky adds to the serene atmosphere.
Home in Colonial Beach
4.92 out of 5 average rating, 105 reviews

Sunsets and Mermaids

Imagine yourself with a glass of wine, sitting on our front porch, watching a breathtaking sunset over Monroe Bay. Located on "The Point" with unobstructed waterview, recently renovated w/cook's kitchen, 2 bedrooms, 2 full baths, sleeps 5. Beach is a short 3 block scenic walk. Bring your bikes or rent a golf cart. Restaurants and bars within blocks. WiFi included. Ample parking for cars/trailers.

Top guest favourite
Guest house in Mechanicsville
4.97 out of 5 average rating, 37 reviews

The Cottage on The Farm - Bring Your Horse!

The Cottage at Bit O Berry Farm, LLC is a quaint little cottage on our private horse farm. Wake up to the view of horses out your bedroom window. Relax from the hustle and bustle of life with nature all around. Horses, dogs, cats, pigs and chickens reside here. Historical St Mary's County has great things to offer, from fishing and boating to winery's, fresh markets and much more!

Top guest favourite
An aerial view of a waterfront property showcases a red-roofed home bordered by lush green grass. A private pier extends into the calm water, while a play area with a playset sits adjacent to the house, emphasizing the outdoor living space along the Potomac River.
Home in Newburg
4.93 out of 5 average rating, 94 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.

Popular amenities for Charles County holiday rentals