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Pet Sitters & Dog Walkers in Winter Haven, FL

3 of the 10 dog parks, shelters, trainers and boarding kennels we list in Winter Haven 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. K-nine Country Club

    5713 State Road 544, Winter Haven, FL 33881-8503

  2. Ed's Pet Motel & Grooming Parlor

    205 Martin Luther King Blvd NW, Winter Haven, FL 33881-5209

  3. Uppity Pups & More

    101 US Highway 17 N, Winter Haven, FL 33880-5401

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.