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
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Oct 16 – 23
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Nov 30 – Dec 7
Home in Montross
4.95 out of 5 average rating, 218 reviewsStunning Lake House Retreat on the Potomac River
Sep 18 – 25
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Oct 30 – Nov 6
Home in Edgewater
4.75 out of 5 average rating, 269 reviewsEdgewater/Mayo Getaway!
Mar 18 – 25
Guest suite in Adelphi
4.85 out of 5 average rating, 203 reviewsCozy Suite with Hot Tub and Pool
Jan 11 – 18
Home in Annapolis
4.83 out of 5 average rating, 89 reviewsRecently Renovated. Chic Cozy Charm. Pubs, Shops
Nov 8 – 15
Home in Annapolis
4.86 out of 5 average rating, 153 reviewsCharming Annapolis Water View Home
Aug 14 – 21
Family- and pet-friendly home rentals
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Aug 10 – 17
Guest suite in Arnold
4.84 out of 5 average rating, 501 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
Aug 11 – 18
Apartment in Washington
4.91 out of 5 average rating, 386 reviewsBright 1bd, 2nd floor apt at H St NE-Capitol Hill
Dec 11 – 18
Cottage in Deale
4.81 out of 5 average rating, 167 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Sep 5 – 12
Cottage in Deale
4.89 out of 5 average rating, 147 reviewsRockhold Creek Cottage
Dec 6 – 13
Condo in Annapolis
4.94 out of 5 average rating, 347 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Jan 14 – 21
Condo in Washington
4.99 out of 5 average rating, 208 reviewsHill East BnB - Modern Style and Comfort 3BR/3BA
Jul 31 – Aug 7
Cottage in Colonial Beach
4.95 out of 5 average rating, 153 reviewsBayside Cottage- In the Town with views
Jul 12 – 19
Family-friendly home rentals with a pool
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 4 – 11
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 20 – 27
Cottage in Neavitt
4.88 out of 5 average rating, 17 reviewsGrandview Cottage #2 -A special peaceful place!
Dec 13 – 20
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
May 7 – 14
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
Jan 30 – Feb 6
Home in Woolford
4.98 out of 5 average rating, 54 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
Mar 5 – 12
Cabin in Saint Michaels
4.99 out of 5 average rating, 97 reviewsTrue St. Michaels 6 Acre Waterfront w/heated pool
Apr 18 – 25
Home in Taylors Island
4.7 out of 5 average rating, 82 reviewsThe Marina Oasis in Taylors Island
Sep 7 – 14
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