
Guesthouse vacation rentals in Southern Maryland
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Top-rated guesthouses in Southern Maryland
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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!

Gorgeous Two-Story Guesthouse w/ Driveway & W/D
This spacious cottage is the perfect home base for families, couples, or professionals exploring DC. Start the day with breakfast made in a fully stocked chef's kitchen. Take a short walk to the Rhode Island Ave metro (Red Line), Catholic University, trendy Brookland restaurants, breweries, yoga studio, and grocery store. Rent a bike from Capital Bikeshare and hop on the nearby Metropolitan Bike Trail. At night, relax with a glass of wine around a cozy fire pit table on our cobblestone patio.

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.

Lil’ House - A Serene Tiny Home Experience
Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Chill in The Crib! Easton, Maryland
Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

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.

Renovated Basement with Private Entrance
Fully renovated & updated basement with a full set of windows and sunlight. House is in a very nice and safe neighborhood. Walk-out basement with Private Entrance. Plenty of Parking. Non smoking. All Utilities and Wi-Fi are included. • Total Area: 800 Sq.ft. • One Bedroom with closet • Full Bathroom • Fully Furnished • Kitchen • Dining Area • Walk out Basement – Above ground (Private Entrance) • No Owen • No Dishwasher • No Washer and Dryer • Plenty of Parking • No Smoking

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
Minutes from I-95 "The Cottage" is a great stop along your journey & 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds, no cleaning fee & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

Waterfront-View of Bay from your Bed- Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

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.
Popular amenities for Southern Maryland guesthouses
Family-friendly guesthouses

Private Cottage on gated estate

Metro Magic! Spotless 2-Level Guest House+Parking

Calico Cottage Guest House, king bed, free parking

Historic 2BR Rowhouse 3 blks to Capitol & parking

Nautical Charm and relaxing waterview!

Carriage House near Navy Stadium, parking, pets

Private and Quiet Pool House Convenient Location

Garden View, a spacious 1 bedroom with loft.
Guesthouses with a patio

The Path

Casita Del Ray — Alexandria Studio Apartment

Cozy Guest House Near Park

Rose Cottage

GardenLevel 4BR/2.5BA-Parking+By Convention Center

DC Treehouse - Charming, private 1-bdrm ADU in DC

Adorable English Basement on 15th St

1 large room efficiency in detached garage.
Guesthouse rentals with a washer and dryer

Historic Herndon In-law house, kitchen. By IAD.

Garden Suite

NoVA guest house

Private Sunny Cottage with King Bed + Yard / Patio

Carriage House Studio in the Heart of DC

Spacious, Private, Capitol Hill Carriage House

Central Location *Large & Modern* Gem No Clean Fee

Two-story Historic Carriage House in Vibrant Area
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- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Georgetown Waterfront Park
- Washington Monument
- 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
- American African Museum




