Family-friendly holiday rentals in Maryland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland
Guests agree: These family-friendly homes 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 Maryland 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
12–19 Aug
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
2–9 Nov
Townhouse in Baltimore
4.95 out of 5 average rating, 570 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
14–21 Nov
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
1–8 Feb
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
16–23 Jan
Apartment in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
13–20 Aug
Cabin in Oakland
4.9 out of 5 average rating, 354 reviewsWinter is Coming
15–22 Jan
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
10–17 Oct
Family- and pet-friendly home rentals
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
28 Jul – 4 Aug
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
10–17 Aug
Guest suite in Arnold
4.84 out of 5 average rating, 501 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
12–19 Aug
Home in Glen Burnie
4.97 out of 5 average rating, 397 reviewsSecluded acre near BWI and Baltimore
25 Jun – 2 Jul
Cabin in Deep Creek
4.98 out of 5 average rating, 105 reviewsBoulder Ridge Cabin, close to Deep Creek, Maryland
24–31 Oct
Guest suite in Upper Marlboro
4.95 out of 5 average rating, 104 reviewsPrivate Apartment on a Horse Farm
18–25 Jul
Apartment in Solomons
4.99 out of 5 average rating, 226 reviewsIsland Breeze Solomons
2–9 Nov
Apartment in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
2–9 Aug
Family-friendly home rentals with a pool
Guest suite in Catonsville
4.94 out of 5 average rating, 470 reviewsRollingside: Two-Room Guest Suite
28 Jul – 4 Aug
Condo in Ocean City
4.91 out of 5 average rating, 256 reviewsOcean Front 802 Midtown Oasis Pool & Parking
12–19 Jan
Cabin in Frostburg
4.92 out of 5 average rating, 133 reviewsBig Savage Guest Cabin
30 Sep – 7 Oct
Home in Lusby
5.0 out of 5 average rating, 111 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
27 Oct – 3 Nov
Home in Berlin
4.78 out of 5 average rating, 174 reviewsOC, Md great amenities in community, near beaches
28 May – 4 Jun
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
5–12 Dec
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
21–28 Nov
Apartment in Ocean City
4.96 out of 5 average rating, 168 reviewsEverything Under The Sun-Gorgeous Ocean&Bay Views!
15–22 May
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