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, 352 reviewsNew Hotel Chic
Home in Shady Side
5.0 out of 5 average rating, 121 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Annapolis
4.99 out of 5 average rating, 147 reviewsCharming house; walk to everywhere in Annapolis
Home in Annapolis
4.89 out of 5 average rating, 184 reviewsCountry House on the Bay
Home in Annapolis
4.95 out of 5 average rating, 108 reviewsThe Navy House-Walk or Shuttle Downtown! 3 bd
Home in Glen Burnie
4.95 out of 5 average rating, 126 reviewsCozy Home with Relaxing Views - 10 mins. to BWI
Home in Annapolis
4.94 out of 5 average rating, 292 reviewsCozy 2br home w/ parking in downtown Annapolis
Home in Annapolis
4.98 out of 5 average rating, 132 reviewsCrab Cakes and Football Historic District
Family-friendly apartment rentals
Flat in Edgewater
4.92 out of 5 average rating, 406 reviewsPet Friendly Garden Apartment Near Annapolis
Flat in Stevensville
4.98 out of 5 average rating, 242 reviewsBoutique by the Bay
Flat in Sykesville
4.98 out of 5 average rating, 285 reviewsIn the Heart of Sykesville! 2 Bedroom Suite
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Flat in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
Flat in Essex
4.97 out of 5 average rating, 226 reviewsA place unique on sue creek
Flat in Chester
4.97 out of 5 average rating, 235 reviewsCozy Waterfront Apartment Chester, MD
Flat in Occoquan
4.89 out of 5 average rating, 420 reviewsAnne’s River View, couples, Historic Occoquan,hike
Family-friendly apartment rentals
Apartment in Annapolis
4.94 out of 5 average rating, 349 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Apartment in Annapolis
4.98 out of 5 average rating, 130 reviewsNew Downtown Annapolis Condo With Free Parking
Apartment in Burtonsville
4.93 out of 5 average rating, 198 reviewsRancho Relaxo! A Southwest styled Casita!
Apartment in Occoquan
4.93 out of 5 average rating, 401 reviewsThe Daisy in Historic Occoquan (Mins to DC)
Apartment in Arlington
4.86 out of 5 average rating, 291 reviewsNewly Renovated 1BR Condo Sleeps 4 - Unit 2
Apartment in Baltimore
4.92 out of 5 average rating, 119 reviewsSun House in Hampden Private Apartment no stairs
Apartment in Washington
4.93 out of 5 average rating, 146 reviewsUnique, charming garden apartment
Apartment in Oxford
4.98 out of 5 average rating, 113 reviewsCozy Oxford Getaway
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
€ 65 before taxes and fees
Destinations to explore
- Baltimore Holiday rentals
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