Holiday rentals in Charlotte Hall

The Sanctuary at Oaks

Welcome to our charming home located in the heart of Southern Maryland. This family-owned property, situated on 13 peaceful acres adjacent to a 34-acre nonprofit horse sanctuary, is ideal for individuals, couples, families, and professionals. The home features four bedrooms, two bathrooms, a spacious living room, a private sitting room, a fully equipped kitchen, and a private deck complete with a gas grill. It is conveniently located near parks, recreational activities, and modern amenities.

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.

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.

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Serene setting great location surrounded by woods

The one-bedroom apartment will sleep 2 adults and 1 child under 18. In a serene setting with woods, a fish pond, and a comfortable patio. Separate code lock entrance. Well-equipped kitchen. Free WiFi, two TVs with Netflix and Amazon Prime. There is also a cedar sauna. Parking is on the property. Apartment situated near shops, restaurants, St. Mary's College and the Patuxent River Naval Air Station. 15 minutes from Chesapeake Bay, 1 hour to DC beltway. French and German also spoken.

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.

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.

The Urban Oasis

Brand new self contained 2 bedroom basement apartment with a private entrance equipped with a modern kitchen, washer and dryer and stylish living space. New development community with ample parking, several beautiful walking trails and parks. Ten minute drive to lots of shopping and entertainment options. Less than 30 minutes from the National Harbor and Andrews Air force Base. Commuter bus options nearby and several hospitals and medical facilities.

Breton Bay Guesthouse ~ ~ No cleaning fee

Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!

Beautiful countryside retreat within reach of DC

A recently renovated, peaceful getaway-from-it-all , yet close enough to places of interest. Enjoy the retreat like setting, quiet mornings with coffee, deer and birds. Then head out to DC, Annapolis, Baltimore or just unplug in this peaceful and secluded one bedroom with full kitchen.

Cozy nest for one or two

Keep it simple at this peaceful and centrally-located place.this one bedroom apartment is located centrally between Prince Frederick and Solomon’s on the main highway easy accessible.

House near Patuxent River

Take it easy at this unique and tranquil getaway. Quiet and peaceful neighborhood. Water privilaged community. Less than an hour from Annapolis, DC, and Solomons Island.