
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.
Vacation 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

Washington 2 Bedroom Apt Near U.S. Capitol.

Steps from Ironman MD Start

Pet Friendly Bright In Law suite w Outdoor HangOut

Charming Annapolis Water View Home

Majestic Residence, Theater, Gym-5 miles from DC

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

Cozy waterfront getaway on the Bay
Family- and pet-friendly home rentals

Luxury in the ❤︎ of everything + Public Transport!

Perfect St. Michaels Getaway

The Clarion Call

Rockhold Creek Cottage

Enchanted! 1BR Apt near DCA in quiet neighborhood

Capitol, Union Station, Romantic, Walkable Apt

2BR and 2BH Apartment in Historic DC

Relaxing, Modern, Central Location on Capitol Hill
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

Tysons luxury high-rise Apartment near metro

#1 Foggy Bottom/Georgetown Apartment

Luxury Living at National Harbor

T&T’s Comfy, Spacious Artists’ Retreat BnB
Destinations to explore
- Washington Holiday rentals
- Ocean City 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
- Farm stay rentals Southern Maryland
- Rentals with pools Southern Maryland
- House rentals Southern Maryland
- Rentals with a fireplace Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with a hot tub Southern Maryland
- Cabin rentals Southern Maryland
- Apartment rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Waterfront rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Flat rentals Southern Maryland
- Rentals with lake access Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Pet-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with beach access Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Bed and breakfasts Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Rentals with a cinema Southern Maryland
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Cabins United States
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- Lakehouses United States
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- 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
- Arlington National Cemetery
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Great Falls Park
- Six Flags America
- National Air and Space Museum
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- The Pentagon
- Meridian Hill Park
- Quiet Waters Park
- Lee's Hill Golfers' Club
- Congressional Country Club
- Ragged Point Beach