Guesthouse vacation rentals in Southern Maryland

The Guest Suite

Open floor plan studio with parking & easy access to Old Town Alexandria, Nat’l Harbor, and DC via public transit, or with your own car. Located in a quiet neighborhood, the suite house has its own outdoor deck with a private seating & dining area. Inside is just over 500 sqft and has a large couch, twin and queen size beds, kitchenette, full bath with tub and desk and chair for remote workers. Additional inflatable twin mattress available by request. Well behaved and house trained pets welcome.

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!

Washington Family Historic Property~Upper Studio

Truly in the heart of Old Town's best restaurants and shops, our charming flat is full of amenities, and in a prime location on the Washington Family property. Located 80 feet from King street & 1.5 blocks from the water, nestled in the heart of beautiful historical Old Town. Enjoy a furnished kitchen, new appliances, private entrance with a dishwasher/washer/dryer. This is the upper carriage house of the oldest functioning residence in Old Town, dating back to the Washington Family in 1750.

Sunny, Stylish Carriage House with a View

Welcome to my private carriage house retreat! This stylish and quiet guesthouse with a blend of old farmhouse and modern features is a block from the heart of the Del Ray neighborhood. Separate from the owner’s home, the sunny second-floor guesthouse combines privacy, style, and convenience to nearby shops and restaurants. Features a kitchenette, stylish sitting and bedroom with tons of light, heart pine floors, bathroom with radiant floor heating, high-speed internet, and ample storage.

Casita Del Ray — Alexandria Studio Apartment

Welcome to Casita Del Ray! Location is everything, and this location doesn't disappoint! Situated in the charming neighborhood of Del Ray, "Where Main Street Still Exists," the Casita is a quiet oasis. From the Casita, you can walk to Del Ray's magical main street, which features restaurants, shops and activities. And the best part? You're only 10 minutes from DC! If DC isn't your thing, Arlington and Old Town Alexandria are also just a few miles away. We would love to host you soon.

Rosses Chance Guest House

This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

Private Luxury Retreat Close to everything!

Our new guest house features private garage and private entrance, upscale kitchenette, full bath, his and hers luxury bath robes, king size bed with luxury linens, living room with pull out queen bed, washer, dryer, deck, grill, fire pit. 30 miles to Washington DC, Close to Shopping and Restaurants (Clifton, Old Town Manassas, Occoquan, Potomac Mills), Manassas Battlefield, Close to several Wineries, 30 miles to Gold. Close to everything yet you feel like you are away from it all!

Urban Cottage, MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

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.

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.

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, are provided. Wanna fish??? Ask Joey about Fish Taxi! Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Charming Studio with Free Parking & Private Entry

Our guest studio offers a cozy, relaxing getaway with a full-size bed, large walk-in shower, kitchenette with breakfast nook, and high-speed WiFi. Located just a 5-minute walk from Huntington Metro, 5-10 minute walk to Aldi & PJ’s Coffee, and a 10-minute drive to Old Town, it’s also close to local restaurants and shops. Enjoy a private entrance and 2 free on-site parking spaces for easy access. VA Permit #: STL-2024-00079.