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
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Popular amenities for Calvert County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Woolford
5 out of 5 average rating, 114 reviewsStarboard on McKeil Point, w/heated pool & hot tub
Home in Annapolis
4.85 out of 5 average rating, 102 reviewsMoon Tub Cottage. Chic Charm Walk Pubs Shops Oasis
Home in Annapolis
4.87 out of 5 average rating, 165 reviewsCharming Annapolis Water View Home
Rental unit in Arnold
4.96 out of 5 average rating, 174 reviewsFall Getaway
Home in Deale
4.99 out of 5 average rating, 136 reviewsChesapeake Waterfront HotTub-Kayaks-Crabbing
Bungalow in Deale
4.85 out of 5 average rating, 383 reviewsCozy waterfront getaway on the Bay
Townhouse in Annapolis
4.82 out of 5 average rating, 125 reviewsYou'll Never Want to Leave
Home in Edgewater
4.76 out of 5 average rating, 283 reviewsEdgewater/Mayo Getaway!
Family- and pet-friendly home rentals
Condo in Annapolis
4.94 out of 5 average rating, 375 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Cabin in Gambrills
4.9 out of 5 average rating, 153 reviewsRelaxing Cabin Get Away Near Annapolis & DC
Cottage in Deale
4.82 out of 5 average rating, 176 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Rental unit in Washington
4.89 out of 5 average rating, 427 reviewsBright 1bd, 2nd floor apt at H St NE-Capitol Hill
Rental unit in Washington
4.82 out of 5 average rating, 108 reviewsSunny 1 BR apt in Capitol Hill
Cottage in Deale
4.9 out of 5 average rating, 163 reviewsRockhold Creek Cottage
Home in Annapolis
4.99 out of 5 average rating, 143 reviewsCrab Cakes and Football Historic District
Rental unit in Lexington Park
4.97 out of 5 average rating, 545 reviewsHistoric St. Mary's City, MD
Family-friendly home rentals with a pool
Guest suite in Adelphi
4.85 out of 5 average rating, 206 reviewsCozy Suite with Hot Tub and Pool
Home in Lottsburg
4.96 out of 5 average rating, 69 reviewsHeron Harbor
Home in Queenstown
4.81 out of 5 average rating, 155 reviewsBay Breeze Retreat
Place to stay in Annapolis
4.94 out of 5 average rating, 110 reviewsChesapeake Bay View 3BR/2BA Duplex*Spa Tub*
Home in Woolford
4.98 out of 5 average rating, 63 reviewsGorgeous Waterfront, Beach, Pool, Pets- 7 Bd /5ba
Home in Arnold
4.91 out of 5 average rating, 98 reviewsAnnapolis Sunset Escape
Rental unit in Colonial Beach
4.98 out of 5 average rating, 46 reviewsBluebird's Nest
Guesthouse in Colonial Beach
4.96 out of 5 average rating, 56 reviewsBeach Carriage House with Pool and Cabana
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