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
13–20 Feb
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
16–23 Oct
Townhouse in Baltimore
4.95 out of 5 average rating, 570 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
27 Mar – 3 Apr
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
15–22 Feb
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
30 Oct – 6 Nov
Flat in North East
4.99 out of 5 average rating, 216 reviewsDusty's House
3–10 Feb
Cabin in Oakland
4.9 out of 5 average rating, 354 reviewsWinter is Coming
7–14 Apr
Home in Harwood
4.94 out of 5 average rating, 117 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
8–15 May
Family- and pet-friendly home rentals
Cabin in Gambrills
4.89 out of 5 average rating, 141 reviewsRelaxing Cabin Get Away Near Annapolis & DC
10–17 Aug
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
15–22 May
Guest suite in Arnold
4.84 out of 5 average rating, 501 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
11–18 Aug
Cabin in Deep Creek
4.98 out of 5 average rating, 105 reviewsBoulder Ridge Cabin, close to Deep Creek, Maryland
29 Aug – 5 Sep
Flat in Edgewater
4.92 out of 5 average rating, 399 reviewsPet Friendly Garden Apartment Near Annapolis
23–30 Sep
Guest suite in Upper Marlboro
4.95 out of 5 average rating, 104 reviewsPrivate Apartment on a Horse Farm
7–14 Jul
Home in Glen Burnie
4.97 out of 5 average rating, 397 reviewsSecluded acre near BWI and Baltimore
25 Jul – 1 Aug
Flat in Solomons
4.99 out of 5 average rating, 226 reviewsIsland Breeze Solomons
5–12 Mar
Family-friendly home rentals with a pool
Guest suite in Catonsville
4.94 out of 5 average rating, 470 reviewsRollingside: Two-Room Guest Suite
13–20 Aug
Apartment in Ocean City
4.91 out of 5 average rating, 256 reviewsOcean Front 802 Midtown Oasis Pool & Parking
11–18 Jan
Home in Lusby
5.0 out of 5 average rating, 111 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
22–29 Oct
Cabin in Frostburg
4.92 out of 5 average rating, 133 reviewsBig Savage Guest Cabin
29 Sep – 6 Oct
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
3–10 Dec
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
19–26 Nov
Apartment in Ocean City
4.81 out of 5 average rating, 227 reviews🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
6–13 Oct
Flat 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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