Guest house holiday 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-Book now for Summer!

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!

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

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.

Beautiful New Apartment Surrounded by Nature

Beautiful, private detached studio apartment surrounded by a 3.5 acre park. Spacious light filled home away from home with a queen and single bed and available air mattress. Washer dryer in unit. Full private bath and kitchen with built in 2 burner induction burner, oven, microwave, coffee maker, hot pot, rice cooker and kitchen essentials. Walk to metro or take the bus from the corner. Bars, restaurants, grocery and other shopping and entertainment in walking distance or quick metro to DC.

Adorable 1-Bedroom guesthouse with free parking

Take it easy at this unique and tranquil getaway. Enjoy the quiet, stylish, and beautiful land. The place is located mile away from Metro, walking distance to shopping centers. It is 3 miles away from Downtown Alexandria, and 8 miles away from the White House or National Mall. Ideal for 2 or 3 people. 1 king bed and I sofa bed available. Parking on the garden is free of charge. You have everything you need in the house to relax and enjoy your stay. No cleaning charge which is extra saving!

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.

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.

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.

Cozy Studio Retreat

This charming and cozy room is thoughtfully designed for comfort and relaxation. The room has it's own private entrance and features a cozy plush queen bed, kitchenette and full bath. Enjoy the warm, inviting atmosphere with soft lighting, and curated touches that make it feel like home. Ideal for solo travelers or couples, this space is located in a quiet neighborhood, close to local attractions, restaurants, Wi-Fi, free parking, and complimentary coffee/ tea are included.

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.

Private Sunny Cottage with King Bed + Yard / Patio

Welcome to Bagelot! Location! Location! Location! Nestled in the heart of Arlington, VA (extremely safe and ranked as one of the best cities for biking) -- just a quick car ride, moderate bike ride, or long walk into DC (Georgetown waterfront!) -- with spacious lawn and patio areas for lounging, grilling, sports, etc., this brand new cottage with high ceilings and lofted bedroom is the oasis within the city and home away from home you've been dreaming about!