Kid-friendly vacation rentals in Annapolis
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Annapolis
Guests agree: these kid-friendly rentals 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 Annapolis kid-friendly rentals
Kid-friendly house rentals
Home in Annapolis
4.95 out of 5 average rating, 348 reviewsNew Hotel Chic
Mar 6 – 13
Home in Annapolis
4.94 out of 5 average rating, 288 reviewsCozy 2br home w/ parking in downtown Annapolis
Feb 15 – 22
Home in Annapolis
4.95 out of 5 average rating, 103 reviewsThe Navy House-Walk or Shuttle Downtown! 3 bd
Dec 23 – 30
Home in Shady Side
5.0 out of 5 average rating, 117 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Mar 27 – Apr 3
Home in Annapolis
4.99 out of 5 average rating, 145 reviewsCharming house; walk to everywhere in Annapolis
Jul 19 – 26
Home in Annapolis
4.98 out of 5 average rating, 130 reviewsCrab Cakes and Football Historic District
Jun 12 – 19
Home in Annapolis
4.95 out of 5 average rating, 146 reviewsSophisticated & Spacious Historic Home w/ Parking!
Jan 19 – 26
Home in Annapolis
4.97 out of 5 average rating, 114 reviewsGorgeous Historic Downtown Annapolis House
Dec 3 – 10
Kid-friendly apartment rentals
Apartment in Sykesville
4.98 out of 5 average rating, 280 reviewsIn the Heart of Sykesville! 2 Bedroom Suite
Jan 8 – 15
Apartment in Bethesda
4.99 out of 5 average rating, 245 reviewsImmaculate Apartment in Downtown Bethesda
Dec 23 – 30
Apartment in Annapolis
4.93 out of 5 average rating, 108 reviewsWalk to Water, State House, USNA
Feb 24 – Mar 3
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Feb 15 – 22
Apartment in North Beach
4.97 out of 5 average rating, 102 reviewsBayside Oasis of Southern Maryland
Oct 21 – 28
Apartment in Stevensville
4.98 out of 5 average rating, 240 reviewsBoutique by the Bay
Nov 27 – Dec 4
Apartment in Sykesville
4.82 out of 5 average rating, 342 reviewsQuiet Studio Basement Apartment
Dec 19 – 26
Apartment in Sykesville
4.96 out of 5 average rating, 130 reviewsHickory Haven •1B King •Bsmt Apt •Clean •LG
Aug 14 – 21
Kid-friendly condo rentals
Condo in Annapolis
4.99 out of 5 average rating, 126 reviewsNew Downtown Annapolis Condo With Free Parking
Nov 21 – 28
Condo in Annapolis
4.94 out of 5 average rating, 347 reviewsBrand New Reno in Historic Dist w 2 Parking spots
Feb 19 – 26
Condo in Burtonsville
4.93 out of 5 average rating, 198 reviewsRancho Relaxo! A Southwest styled Casita!
Nov 5 – 12
Condo in Arlington
4.93 out of 5 average rating, 212 reviewsNewly Renovated & Modern 1BR Condo - Unit 3
Feb 18 – 25
Condo in Annapolis
4.96 out of 5 average rating, 147 reviewsThe Crow's Nest - Excellent downtown Annapolis Apt
Jul 10 – 17
Condo in Oxford
4.98 out of 5 average rating, 112 reviewsCozy Oxford Getaway
Mar 5 – 12
Condo in Washington
4.93 out of 5 average rating, 140 reviewsUnique, charming garden apartment
Feb 3 – 10
Condo in Baltimore
4.91 out of 5 average rating, 114 reviewsSun House in Hampden Private Apartment no stairs
Jan 7 – 14
Quick stats about vacation 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
$70 before taxes and fees
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