
Holiday rentals in Charlotte Hall
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Top-rated holiday rentals in Charlotte Hall
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Waterfront. Spacious. HotTub. Kayaks. DogFriendly.
Custom waterfront home with everything you need to relax and recharge. Two levels of decks offer amazing views of the changing tides on Cat Creek. Soak in the hot tub and watch the eagles soar by, or head down to the dock for crabbing, fishing, and kayaking during high tide. Located in historic Southern Maryland, this quiet, hidden estuary makes for a unique getaway with great amenities. Fast WiFi for work, game room for fun, and a fenced-in yard for dogs. 1 hour from DC but feels worlds away.

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 --

Luxury Farmette -Private & Secluded-1hr to DC
Plan your tranquil getaway to the countryside and escape to a luxury dream farmhouse. Located on 5 acres, the fully renovated home offers peace in a quiet, private location. Guests have access to a pool and outdoor shower, fire pit, a covered grilling area and a playground for children. The home is located approximately 1hr from Washington DC and is the perfect place for a retreat, family vacation and everything in between! Plenty of parking available for those traveling with boat/camper/RV.

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!

Bell House
Two-bedroom guesthouse with deck overlooking the Lower Machodic Creek (Coles Point, Hague VA) the perfect setting for enjoying sunrise and sunset. Shared property, but the second floor guesthouse is all yours. The first floor is a garage we use for storage. Salt water lap pool, 100 feet of beach on Lower Machodic Creek with expansive views of the Potomac River, kayaks, private dock, and 20 acres to explore. Great for a family vacation, couples getaway, girls weekend, you name it!

Perfect Maryland Get Away
Forget your worries in this spacious and serene space. The home is located in a small quiet community. Being the last house on the Col-de-sac, you are surrounded by private area and 2 acres of beautiful woodlands! The house is a spilt foyer, the top half being where you would stay and the bottom half being the property managers seperate area. The top level has 3 spacious bedrooms, 2 bathrooms, living room, full size kitchen and dining area and a washer and dryer too.

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.

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.
Popular amenities for Charlotte Hall holiday rentals
Other great holiday rentals in Charlotte Hall

Air BnB available for single professional.

Chesapeake Haven

Room in safe, quiet neighborhood (10 min from DC)

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Chesapeake Mornings

Joyful Room

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- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- National Museum of Natural History
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Washington Monument
- Georgetown Waterfront Park
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- North Beach Boardwalk/Beach
- Ragged Point Beach
- Quiet Waters Park
- Meridian Hill Park
- National Museum of African American History and Culture




