
Guest house holiday rentals in Southern Maryland
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Top-rated guest house rentals in Southern Maryland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Southern Maryland
Family-friendly guest house rentals

Annapolis Guesthouse - Completely Separate Space

Comfy & private - Petworth 1bd garden apartment

Private Luxury Retreat Close to everything!

Private and Quiet Pool House Convenient Location

Bonfield Bungalow

Historic Carriage House + Parking!

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Ingraham Alley Inn - A Quiet & Cozy Micro House
Guest house rentals with a patio

El Camino

Casita Del Ray — Alexandria Studio Apartment

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

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

Adorable English Basement on 15th St

The Guest Suite

1 large room efficiency in detached garage.

Quiet cottage in the woods. King-bed suite.
Guest house rentals with a washing machine and dryer

Private Cottage on gated estate

1.5 blocks to Metro-2 Level Guest House-Spotless!

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

Spacious Guest House 10-15 min to DC

NoVA guest house

Chesapeake Bay Escape | Cozy Retreat

Carriage House Studio in the Heart of DC

English Basement in Renovated 110 y/o Row Home!
Destinations to explore
- Washington Holiday rentals
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- Rentals with outdoor seating Southern Maryland
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Great Falls Park
- National Air and Space Museum
- Maryland Renaissance Festival
- Lincoln Park
- Smithsonian American Art Museum
- Six Flags America
- Library of Congress
- The Pentagon
- Quiet Waters Park
- Meridian Hill Park
- Congressional Country Club
- Lee's Hill Golfers' Club