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Pet Sitters & Dog Walkers in Winter Park, FL

6 of the 22 dog parks, shelters, trainers and boarding kennels we list in Winter Park are pet sitting or dog walking services.

In-home pet care varies significantly by scheduling flexibility, mid-day availability, and whether providers offer individual neighborhood walks or drop-in visits. Some businesses assign a dedicated sitter for every visit, while larger services dispatch a team based on daily routing. Knowing a company's neighborhood coverage area does not tell you their policies on emergency cancellations, medication administration, or real-time visit updates.

  1. Bark Orlando

    918 Orange Ave, Winter Park, FL 32789-4707

    7:30-9:00AM or 3:00-5:00PM

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  2. Sitters on Park

    200 S Knowles Ave Ste 102, Winter Park, FL 32789

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  3. Winter Park Pet Concierge

    5415 Lake Howell Rd PMB 169, Winter Park, FL 32792-1033

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  4. VCA Howell Branch Animal Hospital

    1401 Howell Branch Rd, Winter Park, FL 32789

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  5. Walk'n Dogs- Dog Care Services

    520 N Orlando Ave Ste 205, Winter Park, FL 32789-7307

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  6. Hotel Wags

    1570 Dodd Rd, Winter Park, FL 32792-6338

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Schedule a meet-and-greet early. Professional sitters typically require an initial in-home consultation to review entry instructions, feeding routines, and your dog's behavioral triggers before accepting a booking.

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Good to know

What is the difference between a dog walker and a pet sitter?

Dog walkers typically provide 30- to 60-minute daytime visits to exercise your dog while you are at work. Pet sitters generally manage full vacation care, which can include multiple daily drop-ins or overnight stays in your home to handle feeding, play, and routines.

How much do local dog walking and pet sitting services typically cost?

Single dog walks often range from $20 to $35 per half-hour visit. Overnight pet sitting in your home typically starts around $75 to $125 per night, though rates vary based on the number of pets, location, and specific care requirements.

What should I ask a potential sitter or walker before hiring them?

Ask if they are bonded and insured, how they handle medical emergencies, and what their backup plan is if your assigned walker falls ill. It is also helpful to clarify their cancellation policy and whether you will receive photo or GPS updates after each visit.