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Family-friendly vacation rentals in Calvert County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Calvert County
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 Calvert County family-friendly rentals
Family-friendly home rentals with a hot tub
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Home in Kent Narrows
5 out of 5 average rating, 282 reviewsChester Riverfront At Kent Narrows
![](https://a0.muscache.com/im/pictures/1457a623-fc44-4a3e-93c9-295cf14275ca.jpg?im_w=720)
Home in Deale
4.98 out of 5 average rating, 124 reviewsChesapeake Waterfront Kayaks-Fish & Crabbing
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Home in Montross
4.95 out of 5 average rating, 229 reviewsStunning Lake House Retreat on the Potomac River
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Home in Harwood
4.94 out of 5 average rating, 122 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
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Rental unit in Arnold
4.96 out of 5 average rating, 164 reviewsCelebrate Summer By Your Private Pool
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Home in Edgewater
4.76 out of 5 average rating, 275 reviewsEdgewater/Mayo Getaway!
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Townhouse in Annapolis
4.82 out of 5 average rating, 120 reviewsYou'll Never Want to Leave
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Home in Annapolis
4.84 out of 5 average rating, 96 reviewsRecently Renovated. Chic Cozy Charm. Pubs, Shops
Family- and pet-friendly home rentals
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Rental unit in Edgewater
4.9 out of 5 average rating, 416 reviewsPet Friendly Garden Apartment Near Annapolis
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Guest suite in Arnold
4.85 out of 5 average rating, 525 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
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Rental unit in Silver Spring
4.86 out of 5 average rating, 250 reviewsSunny Spacious Garden Apt DC Metro
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Cottage in Deale
4.81 out of 5 average rating, 171 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
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Home in Montross
4.84 out of 5 average rating, 131 reviewsPotomac Waterfront Home and Estate
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Cottage in Deale
4.9 out of 5 average rating, 155 reviewsRockhold Creek Cottage
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Cottage in Colonial Beach
4.93 out of 5 average rating, 163 reviewsBayside Cottage- In the Town with views
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Condo in Annapolis
4.94 out of 5 average rating, 359 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Family-friendly home rentals with a pool
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Home in Saint Michaels
4.97 out of 5 average rating, 244 reviewsMiles Aweigh
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Home in Queenstown
4.82 out of 5 average rating, 148 reviewsBay Breeze Retreat
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Cottage in Neavitt
4.89 out of 5 average rating, 18 reviewsGrandview Cottage #2 -A special peaceful place!
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Home in Saint Michaels
4.98 out of 5 average rating, 89 reviewsSM’s Premier Rental Heated Pool opens 4/12
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Villa in Easton
4.95 out of 5 average rating, 40 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
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Guesthouse in Colonial Beach
4.96 out of 5 average rating, 52 reviewsBeach Carriage House with Pool and Cabana
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Home in Lottsburg
4.96 out of 5 average rating, 69 reviewsHeron Harbor
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Vacation home in Cambridge
4.78 out of 5 average rating, 63 reviewsVery Private and Spacious Waterfront Family House
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