Family-friendly holiday rentals in Anne Arundel County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Anne Arundel County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Anne Arundel County 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
20–27 Jun
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
23–30 Oct
Home in Edgewater
4.76 out of 5 average rating, 270 reviewsEdgewater/Mayo Getaway!
13–20 Oct
Home in Annapolis
4.83 out of 5 average rating, 90 reviewsRecently Renovated. Chic Cozy Charm. Pubs, Shops
31 Mar – 7 Apr
Home in Annapolis
4.86 out of 5 average rating, 153 reviewsCharming Annapolis Water View Home
16–23 Sep
Home in Annapolis
4.83 out of 5 average rating, 117 reviewsYou'll Never Want to Leave
1–8 Mar
Home in Tracys Landing
4.84 out of 5 average rating, 44 reviewsBig Family Home on Bay w/ Beach -stay long term!
8–15 Feb
Family- and pet-friendly home rentals
Apartment in Annapolis
4.94 out of 5 average rating, 348 reviewsBrand New Reno in Historic Dist w 2 Parking spots
11–18 Jan
Cottage in Deale
4.89 out of 5 average rating, 148 reviewsRockhold Creek Cottage
30 Jan – 6 Feb
Home in Annapolis
4.86 out of 5 average rating, 207 reviewsSpacious Home in Private Neighborhood with Beach
8–15 Feb
Home in Annapolis
4.98 out of 5 average rating, 130 reviewsCrab Cakes and Football Historic District
21–28 Feb
Home in Annapolis
4.87 out of 5 average rating, 103 reviewsEntire floor of single-family Annapolis home.
22–29 Jul
Guest suite in Columbia
4.87 out of 5 average rating, 63 reviews2 BR/1.5 Bath Basement, Private Entrance & Parking
24–31 Dec
Townhouse in Crofton
4.88 out of 5 average rating, 101 reviewsHome away from Home
10–17 Jul
Flat in Annapolis
4.93 out of 5 average rating, 89 reviewsDazzling day/night water views,1st class amemities
27 Oct – 3 Nov
Family-friendly home rentals with a pool
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
13–20 Jun
Home in Harwood
4.94 out of 5 average rating, 118 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
10–17 May
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
7–14 Oct
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
8–15 Apr
Home in Arnold
4.88 out of 5 average rating, 24 reviewsAnnapolis Entertainment Complex
12–19 Mar
Home in Severn
4.62 out of 5 average rating, 133 reviewsPrivate mini-estate 2 miles from BWI
20–27 Aug
Apartment in Annapolis
4.88 out of 5 average rating, 58 reviewsGREAT LOCATION ON SPA CREEK
4–11 Jan
Home in Davidsonville
4.94 out of 5 average rating, 18 reviewsAnnapolis Elegant 5* House -3 Bedrooms Sleeps 6
25 Oct – 1 Nov
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