Family-friendly vacation 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
Bungalow in Deale
4.87 out of 5 average rating, 356 reviewsCozy waterfront getaway on the Bay
Feb 24 – Mar 3
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
May 23 – 30
Home in Arlington
4.86 out of 5 average rating, 265 reviewsArlington farmhouse w/easy access to everything DC
Oct 29 – Nov 5
Home in Edgewater
4.75 out of 5 average rating, 269 reviewsEdgewater/Mayo Getaway!
Jul 25 – Aug 1
Home in Annandale
4.85 out of 5 average rating, 190 reviewsLuxury HUGE 8 Bedroom Villa 15 min to DC Sleeps 27
Jan 6 – 13
Home in Springfield
4.84 out of 5 average rating, 148 reviewsSecluded Home at Calamo Creek
Jan 28 – Feb 4
Condo in National Harbor
4.88 out of 5 average rating, 32 reviewsWyndham National Harbor ツ 2 Bedroom Deluxe
Jun 23 – 28
Condo in Fort Washington
4.83 out of 5 average rating, 23 reviewsWyndham National Harbor- 2 bdrm condo
Jun 14 – 21
Family- and pet-friendly home rentals
Home in Montross
4.84 out of 5 average rating, 131 reviewsPotomac Waterfront Home and Estate
Apr 8 – 15
Cottage in Colonial Beach
4.94 out of 5 average rating, 154 reviewsBayside Cottage- In the Town with views
Jul 12 – 19
Home in Lancaster
4.99 out of 5 average rating, 211 reviewsRivah View
Feb 4 – 11
Guesthouse in Ashland
4.96 out of 5 average rating, 464 reviews2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
Jul 17 – 24
Apartment in Edgewater
4.92 out of 5 average rating, 400 reviewsPet Friendly Garden Apartment Near Annapolis
Oct 20 – 27
Home in Fredericksburg
4.9 out of 5 average rating, 163 reviewsThe Clarion Call
Oct 28 – Nov 4
Apartment in Arlington
4.93 out of 5 average rating, 581 reviewsStudio Apt, private w/Kitchenette--10 min to Metro
Jan 19 – 26
Apartment in Washington
4.97 out of 5 average rating, 283 reviewsCozy Home in Capitol Hill/H St.
Aug 7 – 14
Family-friendly home rentals with a pool
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 8 – 15
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 24 – Dec 1
Condo in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
Jun 21 – 28
Guesthouse in Colonial Beach
4.96 out of 5 average rating, 48 reviewsBeach Carriage House with Pool and Cabana
Aug 19 – 26
Cottage in Neavitt
4.88 out of 5 average rating, 17 reviewsGrandview Cottage #2 -A special peaceful place!
Dec 17 – 24
Home in Woolford
4.98 out of 5 average rating, 54 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
Feb 17 – 24
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Mar 8 – 15
Home in Lottsburg
4.96 out of 5 average rating, 69 reviewsHeron Harbor
Apr 15 – 22
Destinations to explore
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