Kid-friendly holiday rentals in Annapolis
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Annapolis
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis family-friendly rentals
Kid-friendly house rentals
Home in Annapolis
4.95 out of 5 average rating, 354 reviewsNew Hotel Chic
Home in Shady Side
5.0 out of 5 average rating, 122 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Annapolis
4.94 out of 5 average rating, 292 reviewsCozy 2br home w/ parking in downtown Annapolis
Home in Annapolis
4.95 out of 5 average rating, 109 reviewsThe Navy House-Walk or Shuttle Downtown! 3 bd
Home in Annapolis
4.86 out of 5 average rating, 210 reviewsSpacious Home in Private Neighborhood with Beach
Home in Annapolis
4.98 out of 5 average rating, 115 reviewsCozy Annapolis Cottage.
Home in Stevensville
5.0 out of 5 average rating, 105 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Glen Burnie
4.97 out of 5 average rating, 402 reviewsSecluded acre near BWI and Baltimore
Family-friendly apartment rentals
Flat in Edgewater
4.92 out of 5 average rating, 409 reviewsPet Friendly Garden Apartment Near Annapolis
Flat in Annapolis
4.96 out of 5 average rating, 124 reviewsCharming lower-level apartment in Annapolis
Flat in Stevensville
4.98 out of 5 average rating, 246 reviewsBoutique by the Bay
Flat in Essex
4.97 out of 5 average rating, 227 reviewsA place unique on sue creek
Flat in North Beach
4.96 out of 5 average rating, 107 reviewsBayside Oasis of Southern Maryland
Flat in Sykesville
4.98 out of 5 average rating, 287 reviewsIn the Heart of Sykesville! 2 Bedroom Suite
Flat in Annapolis
4.92 out of 5 average rating, 113 reviewsWalk to Water, State House, USNA
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Family-friendly apartment rentals
Apartment in Annapolis
4.94 out of 5 average rating, 350 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Apartment in Annapolis
4.98 out of 5 average rating, 131 reviewsNew Downtown Annapolis Condo With Free Parking
Apartment in Burtonsville
4.93 out of 5 average rating, 199 reviewsRancho Relaxo! A Southwest styled Casita!
Apartment in Arlington
4.87 out of 5 average rating, 195 reviewsNewly Renovated & Modern 1BR Condo - Unit 2
Apartment in Washington
4.9 out of 5 average rating, 461 reviewsGorgeous, large, modern 1 BR on Hist. Logan Circle
Apartment in Washington
4.93 out of 5 average rating, 151 reviewsUnique, charming garden apartment
Apartment in Oxford
4.98 out of 5 average rating, 115 reviewsCozy Oxford Getaway
Apartment in Baltimore
4.92 out of 5 average rating, 120 reviewsSun House in Hampden Private Apartment no stairs
Quick stats about holiday rentals that are kid-friendly in Annapolis
Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
4.9K reviews
Nightly prices starting at
£55 before taxes and fees
Destinations to explore
- Baltimore Holiday rentals
- Ocean City Holiday rentals
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
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- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
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