Family-friendly holiday rentals in Ocean Pines
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ocean Pines
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 Ocean Pines family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Selbyville
4.91 out of 5 average rating, 205 reviewsBeach house on lake!
Villa in Ocean View
4.9 out of 5 average rating, 140 reviews3 BR 1st floor condo, near beach, resort community
Apartment in Ocean City
4.96 out of 5 average rating, 118 reviewsBeautiful Bayfront Condo!
Townhouse in Bethany Beach
4.94 out of 5 average rating, 105 reviewsLakefront slps 6; beach, pools, tennis, gym, view!
Condo in Bethany Beach
4.89 out of 5 average rating, 163 reviewsBeautiful Bethany Beach-View Condo
Home in Dewey Beach
4.96 out of 5 average rating, 146 reviewsMcAvoy B & B
Apartment in Bethany Beach
4.86 out of 5 average rating, 125 reviewsSea Colony Beach And Tennis Resort
Home in Ocean City
4.88 out of 5 average rating, 41 reviews6 Bed/3.5 Bath Direct Bayfront Home Near the Beach
Family- and pet-friendly home rentals
Townhouse in Ocean City
4.94 out of 5 average rating, 252 reviewsAwesome 28th Street Beach Block Location!
Home in Bethany Beach
4.93 out of 5 average rating, 104 reviewsBethany Beach 116 5th St Oceanblock
Condo in Dewey Beach
4.84 out of 5 average rating, 186 reviewsOn the Bay, Private Beach-Boat Slip
Home in Bethany Beach
4.9 out of 5 average rating, 124 reviewsBright Open Floor Plan Family Beach Retreat
Townhouse in Dewey Beach
4.88 out of 5 average rating, 103 reviewsMcKinley Duplex
Condo in Dewey Beach
4.87 out of 5 average rating, 171 reviewsReed Ave Dewey - On Bay - Parking - Water Views!
Home in Ocean Pines
4.86 out of 5 average rating, 50 reviewsSunny Days
Condo in Ocean City
5.0 out of 5 average rating, 42 reviewsLarge Deck, Pet ok, Walk everywhere
Family-friendly home rentals with a pool
Condo in Ocean City
4.8 out of 5 average rating, 230 reviews🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
Townhouse in Ocean City
4.88 out of 5 average rating, 182 reviewsDownByTheBay 115 Waterfront Home at Broad Marsh OC
Home in Ocean City
4.86 out of 5 average rating, 160 reviewsBeach Paradise IV-Downtown Luxury Condo Bay View
Apartment in Ocean City
4.96 out of 5 average rating, 170 reviewsEverything Under The Sun-Gorgeous Ocean&Bay Views!
Condo in Ocean City
4.96 out of 5 average rating, 141 reviewsWaterview, Steps from Beach, Linens Included!
Condo in Ocean City
4.79 out of 5 average rating, 103 reviewsCozy Ocean Blk, Family Friendly, beach 2 min walk
Apartment in Ocean City
4.84 out of 5 average rating, 116 reviews2nd Floor 3 BR Condo Close to the beach with Pool!
Condo in Ocean City
4.8 out of 5 average rating, 352 reviewsOcean-Front Beach Condo with Ocean and Bay views
Quick stats about holiday rentals that are family-friendly in Ocean Pines
Total rentals
240 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Rentals with a pool
130 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
5.3K reviews
Nightly prices starting at
$65 NZD before taxes and fees
Destinations to explore
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