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, 124 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
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.

Superhost
An aerial view captures a charming single-story home nestled among lush greenery, with a panoramic view of Mattox Creek extending to the Potomac. The well-maintained landscaping and surrounding trees create a peaceful setting, highlighting the home's proximity to the water.
Home in Colonial Beach
4.86 out of 5 average rating, 84 reviews

Waterfront Home w/ Private Dock!

Gorgeous views of Mattox Creek which runs into the Potomac from the 100' private pier. Swim or fish straight from dock; bring your boat/kayaks! 3 BR/3 BA stepless ranch w/ tons of natural light. Updated Kitchen w/ newer appliances, cabinets & plenty of counter space. Separate Butler's Pantry. Wood fireplace & pellet stove. Pets welcome! 45 min to F'burg/Tappahannock. Private neighborhood. Minutes to downtown Colonial Beach shopping/dining. Free Internet & Utilities w/ up to 30 day stay.

Top guest favourite
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, 40 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 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.

Guest favourite
An open-concept living area features a kitchen island with a sink, paired with white cabinetry and granite countertops. A dining table made of natural wood is prominently displayed, while a cozy seating area with light-colored sofas and a brick fireplace is visible in the background.
Home in Newburg
4.95 out of 5 average rating, 86 reviews

Beautiful, serene waterfront property

Come enjoy the river at this spacious, waterfront house! The house has a big porch with a propane grill, Adirondack chairs and a table to dine al fresco or enjoy your morning coffee. The hammock, firepit, and yard games (corn hole etc.) are also delightful. The house is great for birdwatchers - we regularly see bald eagles, ospreys, and blue herons. There is great fishing off the dock as well. Waterviews from the living room, office kitchen, and two of the bedrooms.

Superhost
A hot tub is set within a private deck area, surrounded by lush greenery. Soft lighting creates a warm ambiance as steam rises gently from the water, and a scenic view of trees can be seen in the background at twilight.
Home in Colonial Beach
4.88 out of 5 average rating, 104 reviews

The Lake Oasis Retreat *cozy, serene, relaxing*

Escape to The Lovers’ Lake Oasis, a cozy four-season retreat designed for romance and relaxation. Soak in the hot tub under soft twilight lighting, take in peaceful Placid Lake views, or unwind in the secluded backyard. On warmer days, walk five minutes to the dock and launch a kayak. For a special touch, add our romantic decor package with roses, candles, chocolates, and bubbly ($320) to enjoy while stargazing from the hot tub. Serenity awaits. 🍾🥂❣️

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, 690 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.

Popular amenities for Charles County holiday rentals