Guesthouse vacation rentals in Charles County

Delaney’s Compound-Deeply discounted monthly stays

Delaney’s Compound Guest House accommodates up to 4 guests. Dogs are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber & other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

1 BR, 1 BA Guest House w Firepit, Fishing, + Dock

Nestled in the historic Northern Neck on 40+ acres. The river cottage is the perfect place to escape city living or to get away from it all. It is a quiet place perfect for a writer’s retreat or to enjoy fishing, birdwatching, or watching the sunrise over the Rappahannock River on the private dock with a cup of joe. Unwind by the koi pond with complimentary wine, take the kayaks out on the river, or sit by the crackling fire. The Clandestine Garden Cottage has everything you're looking for!

Relaxing retreat on the river.

This river retreat is located in Owings, MD This Guesthouse is located on the Patuxent River and is surrounded by beautiful nature. Get up in the morning and enjoy your coffee watching the Osprey, Eagles, and Hawks fish for their morning breakfast. Located about 40 minutes away from Annapolis and DC for easy day trips. Come back in the evening and grill outside watching the beautiful sunsets. Your host lives in a historic home on the same property dating back to the early 1800's.

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.

Beach Carriage House with Pool and Cabana

A Colonial Beach property with a heated pool, cabana, and entertaining patio with gas grill is located just steps away from a sandy bathing beach on the historic Potomac River. The Beach Carriage House includes a spiral staircase that leads up to a beautiful loft with a queen-size bed. Downstairs is a full bath with an extra-large walk-in shower as well as a comfortable living room with gas fireplace, queen-size sleep sofa, and equipped kitchenette. Holds up to 4 guests.

Bright & Cozy private basement!

This bright and cozy private basement suite offers comfort, privacy, and convenience — perfect for travelers, professionals, or anyone seeking a relaxing stay. Enjoy a spacious living area with warm lighting, a comfortable bed, and a fully furnished setup designed to feel like home. Located in a quiet, safe neighborhood. Whether you’re staying for a weekend getaway or a longer visit, this cozy and bright space has everything you need for a comfortable, stress-free stay.

Patuxent River View

🌊 Nestled near North Beach, Herrington Harbor, Herrington on the Bay, and Chesapeake Beach, this serene guest house offers a peaceful escape for travelers of all kinds—whether you’re exploring local sights, reconnecting with nature, visiting family, or just passing through. Guests enjoy thoughtful amenities at no extra cost: a fully stocked kitchen, complimentary coffee and tea, high-speed WiFi, a pool and gazebo, and more comforts to make you feel right at home.

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.

Eagle's Nest at Mason Neck

Discover the charm of historic Mason Neck, a hidden gem where time slows down and adventure unfolds at your doorstep! Hike scenic trails to the Potomac River, visit George Mason's plantation at Gunston Hall, bike to Mason Neck State Park, and explore boutique shops in the town of Occoquan. Just 20 miles from Washington, DC, your retreat balances tranquility and accessibility. Uncover the allure of Mason Neck, where adventure awaits at every turn.

Spacious & Charming 1BR with King Bed

This brand new (Feb 2024 build), modern basement unit is ideally located in a lovely community, less than a 5 min drive from regional parks, grocery stores, restaurants, and more in White Plains, MD. It features a spacious, open space plan with a comfy living area, dining area, a nice den, and coffee station equipped with disposable dinnerware and silverware. The bedroom features a super comfortable king-size memory foam bed.

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!

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.