Explore background-checked dog sitters in Winter Park, FL and find loving care for your furry friend. Compare rates and reviews to find the best fit.

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Devon K. says "Danette is incredible. She was ready and willing to give our pets (2 kitties) the best care even on crazy short notice, and a holiday none the less. We...
Akari N. says "Lina is an amazing worker. She designed my garden. She was very professional and attention to details. Also very organized. We loved her cheerful...
Shelly S. says "Alyssa was a dream when taking care of my fur babies! She is always on time, exceptional with the pups, trustworthy and a pleasure to be around! I would...
Christine L. says "Lauren is very conscientious and caring. She went out of her way to make sure our 2 dogs were happy and felt loved while we were away. They usually...
Care Member says "Edna has been helping my family for the past 3 years. She has done everything you can imagine. From cleaning my house, to carpooling my kids, to staying...
Orlando, FL
Carter S. says "Daniele is a blessing. I have a new puppy and needed extra help keeping the apartment clean while also taking care of my pup, and Daniele has been...
Care Member says "Desire’e was outstanding! She surpassed all of my expectations by being so patient and so kind. She worked through my eldest dog’s social anxiety and...
Orlando, FL
Orlando, FL
Care Member says "We originally hired Kayla to watch our parakeet during our vacation to Europe. She did a fantastic job coming every day to take care of Kiwi and kept...
Showing 41 - 60 of 60
60 dog sitters are listed on Care.com
The average post rate is $16.52/hr as of May 2026
The average star rating for rated dog sitters is 5.0
Dog Sitters in Winter Park, FL are rated 5.0 out of 5 stars based on 1 reviews of the 60 listed dog sitters
- Devon K.
- Akari N.
- Shelly S.
Finding a trusted dog sitter in Winter Park, FL starts with understanding your dog’s needs, whether that includes daily visits, overnight care, or extended stays while you’re away. Many pet owners compare sitter profiles based on experience, availability, reviews, and services offered before making a decision. Some families also explore related services like doggy day care or hiring local dog walkers depending on their schedule and care needs.
Dog sitters in Winter Park, FL provide a range of services to keep pets safe, comfortable, and cared for while their owners are away. Common services include feeding, walking, playtime, administering medication, and overnight stays. Some sitters also provide grooming support or coordinate care with services like dog groomers to keep pets clean and healthy during longer stays.
The average rate for dog sitters in Winter Park, FL on Care.com as of May, 2026 is $16.52 per hour. Rates can vary depending on the type of care needed, such as drop-in visits, overnight stays, or extended care, as well as the sitter’s experience and number of pets. Many families compare rates alongside other pet care options in Winter Park when deciding what works best for their dog.
Choosing between a dog sitter and a kennel in Winter Park, FL depends on your dog’s personality, routine, and comfort level. Dog sitters allow pets to stay in a familiar home environment with one-on-one attention, while kennels may offer more structured social settings with other dogs. Many pet owners compare kennels vs pet sitters to determine which option best fits their dog’s needs.
Yes, many dog sitters in Winter Park, FL offer overnight care, which can be helpful for dogs that need consistent attention, companionship, or supervision during the night. Overnight dog sitting is a popular option for travel, work trips, or extended time away from home, allowing pets to maintain their routine in a comfortable environment.
Introducing your dog to a new sitter in Winter Park, FL should be done gradually to help build trust and reduce anxiety. Many pet owners schedule a meet-and-greet so the dog can become familiar with the sitter before the first booking. Following tips for introducing dogs to new people can help create a smooth transition and a positive experience for both the sitter and your pet.