Holiday rentals in Charlotte Hall

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Top-rated holiday rentals in Charlotte Hall

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Guest favourite
The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.
Cabin in Lusby
4.91 out of 5 average rating, 234 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Top guest favourite
Home in La Plata
5 out of 5 average rating, 9 reviews

* NEW 8-25-25 * - All Private, One Bedrm Apartment

All private Apt 1 bedrm Full kitch w/ Dishwr Full bath W/D no steps 2 people max no visitors non - smoker, cannabis, vaping No pets Quiet person GREAT LOCATION: Hospitals: UM Charles Regional Med. Cen 10 min Medstar SM Hosp 30 min Adventist HealthCare Fort Wash 23 mins Chalk Point Aquasco 35 min Military Bases: NRL Blossom Point 15 min Indian Head Naval Base 20 min NOS Andrews Air Force Base 30 min Bolling Air Force Base, Wash 35 min Dahlgren Naval Base 30 min NAS Patuxent River 50 min

Top guest favourite
Apartment in Mechanicsville
4.99 out of 5 average rating, 95 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, 291 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 cozy bedroom features a metal bed frame with a gray quilted blanket and plush green throw. Fresh white towels are neatly arranged on the bed. Soft lighting is provided by a standing lamp, while a closed door suggests a private entrance to the space.
Guest suite in Waldorf
4.86 out of 5 average rating, 103 reviews

Private Cozy Basement Suite

Welcome to your peaceful room away from home! Located in Waldorf, Maryland, a residential commuter town that allows for peace and quiet and relatively easy access to DC, Maryland and Virginia. About 35 minutes away from Maryland's MGM National Harbor and 45 minutes from downtown Washington, DC. St. Charles Towne Center is a short drive away and there are lots of local walking/bike trails, tennis courts, a golf course and plenty of parks in the area. Perfect for business or pleasure stay!

Top guest favourite
A bright sun porch features a round glass dining table surrounded by four light-colored chairs. Large windows provide views of the waterfront, allowing natural light to fill the space. A cozy seating area is visible in the background, offering a serene atmosphere.
Home in Leonardtown
5 out of 5 average rating, 143 reviews

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

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, 170 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 Brandywine
5 out of 5 average rating, 53 reviews

Quiet cottage in the woods. King-bed suite.

Take it easy at this unique and tranquil getaway. Open floor plan with all the modern conveniences. King size bed, with space for an additional queen size air mattress. Washer, dryer, shower/bathtub. Note, there is no smoking or vaping allowed inside the Cottage, and absolutely no "4/20" products allowed on the property. Two night minimum for all reservations, and due to documented medical allergy concerns we are unable to host pets/animals of any kind.

Guest favourite
The living area features a spacious sectional sofa in neutral tones, accompanied by a glass coffee table. A large mirror enhances the sense of space, while colorful decor items are visible on a nearby bookshelf. Light from recessed lighting creates a bright ambiance.
Flat in Bloomingdale
4.92 out of 5 average rating, 440 reviews

Spacious & Modern Apt in Historic Neighborhood

Enjoy a retreat in a recntly renovated basement apartment in DC with free street parking and convenient access to all the hustle and bustle of downtown! Amenities include smart lock/alarm allowing for self check-in/out; spacious bedroom with a Duxiana queen bed; living room with comfy couch and smart TV; modern newly renovated bathroom; full kitchen with a coffee maker, kettle, fridge, stove/oven and microwave; and a washer/dryer.

Top guest favourite
An open living area features a spacious bed with warm bedding and a comfortable pop-up sleeper sofa. Sunlight enters through large windows, illuminating the wood floor and neutral-colored walls. A cozy area rug adds texture, while a small dining table is visible in the background.
Guest house in Pomfret
4.99 out of 5 average rating, 107 reviews

Adorable Large Efficiency Getaway Retreat

Incredible wooded getaway that is just far enough outside of the city to melt away the stress, but still save on gas. If you are visiting DC and don’t want the hustle of the city, this place is for you. Laid back and charming cottage with walk up entrance and plenty of parking. Bring your boat. Plenty of places to launch from in the area. Cook in unit or delight in the local restaurants.

Top guest favourite
A serene sunset casts vibrant hues of pink and orange across the water. The pier is seen in the distance, with the silhouette of a bridge spanning the horizon. Two figures are visible swimming, creating gentle ripples in the calm water.
Tiny home in Solomons
4.96 out of 5 average rating, 683 reviews

“Cabana by the Bay”-tiny home on a pier!

This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Bikes are available and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

Guest favourite
The sleeping area features two queen beds, one with a wooden headboard and layered bedding. A small table is positioned nearby. Decorative wall art and a patterned area rug add visual interest to the hardwood floor, complemented by recessed lighting in the ceiling.
Guest suite in Lusby
4.84 out of 5 average rating, 165 reviews

New Light suite, appartment comfortable living

Guest Suite apartment , on the ground floor. located on the back side of the house. The apartment includes 2 queen beds, 50 inch TV, kitchenette, living room dining area, and full bath. This apartment is fully private with a private entrance on the backside of the house. (no shared spaces). Please include total number of guests.

Popular amenities for Charlotte Hall holiday rentals