
Family-friendly holiday rentals in Southern Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southern Maryland
Guests agree: these family-friendly homes 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 Southern Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Capitol Views, Hot Tub, Walk to Everything

Cozy Suite with Hot Tub and Pool

Washington 2 Bedroom Apt Near U.S. Capitol.

Nautical Vibe Walk 2 Harbor Pubs USNA

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

Cozy waterfront getaway on the Bay

Wyndham National Harbor- 3 bedroom
Family- and pet-friendly home rentals

Luxury in the ❤︎ of everything + Public Transport!

Perfect St. Michaels Getaway

Summerfield Guest Cottage

Studio Apt, private w/Kitchenette-10 min to Metro

Capitol Hill-1BR basement apt-Free parking

Bayside Cottage- In the Town with views

Capitol, Union Station, Romantic, Walkable Apt

♥ Modern Comfort on DC's Hip Strip near Metro ♥
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool

Bay Breeze Retreat

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

Charming 3BR Rowhouse in Shaw/Bloomingdale

Dupont West 3: Charming Studio

Tysons luxury high-rise Apartment near metro

#1 Foggy Bottom/Georgetown Apartment

Modern Apartments available at National Harbor
Destinations to explore
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- House rentals Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with a hot tub Southern Maryland
- Rentals with beach access Southern Maryland
- Pet-friendly rentals Southern Maryland
- Beachfront rentals Southern Maryland
- Apartment rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Flat rentals Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Farm stay rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Cabin rentals Southern Maryland
- Rentals with a fireplace Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with lake access Southern Maryland
- Bed and breakfasts Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with a cinema Southern Maryland
- Rentals with a kayak Southern Maryland
- Waterfront rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
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- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
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- Holiday Houses United Kingdom
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- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Georgetown Waterfront Park
- Arlington National Cemetery
- Washington Monument
- Great Falls Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Maryland Renaissance Festival
- Six Flags America
- Library of Congress
- Meridian Hill Park
- The Pentagon
- Congressional Country Club
- Quiet Waters Park
- Lee's Hill Golfers' Club