Holiday rentals in Charles County

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Top-rated holiday rentals in Charles County

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Guest favourite
Farm stay in Accokeek
4.97 out of 5 average rating, 179 reviews

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Guest favourite
A wooden pier extends toward a grassy area lined with two charming cottages. The structure features sturdy wooden posts on either side, inviting guests to enjoy the tranquil view of the river and the surrounding greenery.
Cottage in Cobb Island
4.95 out of 5 average rating, 99 reviews

Happy Hour~Private dock, amazing sunsets, peaceful

Perfect for a private, scenic romantic get away or for a family of 4. Open for short- and long-stays. ‘Happy Hour’ is a uniquely furnished 2 bd/2 ba riverfront cottage at Cobb Island, Md, where you can chill to your heart’s content with panoramic views & sunsets on the Potomac River. Drop anchor! 2 bikes. Great fishing. 2 TVs, Wi-Fi, fully-equipped kitchen, W/D, deck, charming 1,100 sq.ft., 40s home. Enjoy the serenity. 3-night minimum reservation. Sleeps 4 max. No partiers. Unforgettable home

Guest favourite
The exterior of a historic building features a stone foundation with steps leading to an entrance, surrounded by landscaped greenery. A street lamp and a banner highlighting Occoquan's history are visible, enhancing the charming character of the area.
Flat in Occoquan
4.84 out of 5 average rating, 710 reviews

The Ellicott in Historic Occoquan(30 Mins to DC)

Spacious and tastefully decorated one bedroom condo in the heart of walkable historic Occoquan. Full kitchen and w/d, a comfortable queen bedroom, full bathroom, work station & one free onsite 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).

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, 119 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!

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, 122 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
Cottage in Cobb Island
4.96 out of 5 average rating, 85 reviews

Where Eagles Soar *Stunning Waterfront Views*

Escape to our tranquil waterfront cottage on Cobb Island, just a 1 hour and 20 minute drive away from the bustling city of NOVA and Washington DC. This hidden gem offers a perfect refuge for those seeking a peaceful retreat, a romantic getaway, a girls' trip, a remote workspace, or a solo getaway to unwind and recharge. You will undoubtedly want to return again and again You are welcome to bring your boat as their is ample space in the large wrap-around driveway suitable for parking.

Top guest favourite
Guest suite in La Plata
4.89 out of 5 average rating, 293 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
A charming brick building is visible, showcasing a mix of architectural styles with sharp gables and multiple windows. The street in front features several parked cars. Surrounding greenery adds a touch of nature to the urban space.
Apartment in Occoquan
4.92 out of 5 average rating, 519 reviews

The Daisy in Historic Occoquan (Mins to DC)

Modern & spacious condo in the heart of walkable historic Town of Occoquan. Full kitchen, bath, a comfortable queen bed, work station & free parking. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dinning choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Fort Belvoir (20min); The Pentagon (25min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

Guest favourite
Home in Colonial Beach
4.81 out of 5 average rating, 159 reviews

Colonial Beach Retreat • Private Beach Access

Escape to your own private slice of Colonial Beach. This entire 3-bedroom, 2-bath home comfortably sleeps up to 6 and offers rare private beach access just steps away. Enjoy mornings with coffee on the deck, evenings around the firepit, and peaceful sunsets with ducks and swans drifting by. Just a short drive (under 6 miles) to the boardwalk, shops, and dining. Relax, recharge, and stay awhile. Please read the "Other details to note section" prior to booking your stay. Thank you!

Top guest favourite
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
5 out of 5 average rating, 129 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 favourite
A quaint white house is presented with a screened porch facing the water. The well-maintained lawn features lush green grass, while trees provide shade. A clear sky with scattered clouds is visible in the background, enhancing the serene outdoor setting.
Guest house in Bushwood
4.93 out of 5 average rating, 174 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
Guest house in Newburg
5 out of 5 average rating, 34 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 holiday rentals