Find Trusted Dog Sitters Near Me in Windermere, FL
Explore background-checked dog sitters in Windermere, FL and find loving care for your furry friend. Compare rates and reviews to find the best fit.
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- $15/hr
Pet sitting
pet walking
Hello there! I'm Jessy! I'm a college student and Disney performer here in Orlando! As a dog owner myself I would be so happy and able to provide dog sitting services. Whether that includes walking, feeding, or playing with your furry friend, I am looking forward to helping you out in any way I can.
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- $15/hr
Pet walking
I have experience dog sitting and walking dogs and cats! I am currently a student at FSU and looking for a great part time job.
Pet sitting
pet walking
I am an avid animal lover, and I have been pet sitting for neighbors, friends and family alike for over a decade! I have experience caring for cats and dogs, as well as exotic critters (rabbits, snakes, lizards, fish, etc.)
Pet sitting
pet walking
Experienced and loving dog sitter dedicated to keeping your pup happy and safe.
I provide attentive care, playtime, walks, and lots of affection.
Pet sitting
boarding
administration of medicine
daily feeding
pet transportation
+ 1 more
I am available for dog walking, drop in visits & housesitting in your home! In addition to taking care of your pets, I provide house sitting services to maintain the upkeep of your home without any interruption to services. I take care of mail, packages & deliveries, garbage/recycling schedule, service appts with handymen, pool...
Kelly M. says "Christine saved us with her quick response when we needed back up care. Wonderful communication and took great care of my large energetic dog. Even asked...
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- $29/hr
3 years experience
Pet sitting
pet walking
dog training
pet transportation
I'm an experienced pet sitter with over 120 reviews at Rover, 5 star rating and a Star sitter there. As my work has evolved I got a dog training certificate from GoodPup and an Animal Behavior certification from Duke University and now I'm expanding my business on other channels. . I'm detail-oriented, appreciate feedback and...
Pet sitting
pet walking
Hi! I'm Ash -- a reliable, caring, and animal-loving pet sitter who understands that pets are family.
I have years of hands-on experience caring for cats and dogs of all ages, temperaments, and needs. Whether your pet is energetic and playful or shy and laid-back, I take the time to meet them where they are and make sure they...
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- $13/hr
3 years experience·
Hired by 1 families in your area
Pet sitting
administration of medicine
boarding
pet transportation
pet walking
Hello my name is Taylor, I am currently attending University and will be living here this summer. I would love to spend my time caring of your pets. I have a lot of experience caring for all different types of animals including dogs, birds, fish and many more. I feel very comfortable walking, watching, playing with, feeding, and...
Debbie P. says "Taylor took care of my 10 year old mini poodle, Penny, when we went on vacation for 3 days. Taylor went above and beyond what I expected. She let Penny...
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- $18/hr
10 years experience·
Hired by 3 families in your area
Pet sitting
boarding
administration of medicine
daily feeding
grooming
+ 1 more
I am currently a pet mom to cats & dogs but I've had hamsters, birds, snakes, rats too. I've hung out with farmanimals and some exotics but not nearly enough time :) I started my animal career back in 1998 and have been an animal control officer, vet tech/assistant, animal rescue, TNR, worked for various rescues and animal...
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...
Boarding
pet sitting
pet walking
Hi, I'm Raye (Rayona). I specialize in being your theme park/ hotel nanny for your kids and pets. I am your go to girl if you want a night out while on vacation or extra hands while at the park. While working at the theme parks I have gained extensive knowledge and can be your guide. My family has raised 3 foster kids from birth...
Sarah R. says "What a wonderful person. Raye helped us out last minute and watched our dogs at our hotel while we spent the day at Disney. Our dogs are like our children...
Boarding
pet sitting
pet walking
Hi I'm a stay home mom of 3 boys (14, 11 and a 6-year-old and have a 2-year-old dog & a 15-year-old cat). I recently moved to Orlando, after 20 years of working in costumer services, I have decided to be a stay at home mom and during the school time, I have free time and energy on my hands and I enjoy walking and pet-sitting...
Marilyn V. says "She loves animals and is very attentive. I've used here multiple times to watch my fur babies."
- from
- $13/hr
Pet sitting
pet walking
I have had quite a range of animal pets in my life. From dogs and fish, to birds and rabbits. I love animals and I believe God gave them to us to enrich and transform our life.
You can trust me to take care of your sweet animal, because I will do it with my best!
Your pet sitter,
Sil
Pet-Free/Child-Free Energetic & Fun Pet Boarder And In Hotel Room Sitter! :)
Orlando, FL
4.6(1)
- from
- $15/hr
10 years experience·
Hired by 2 families in your area
Boarding
pet sitting
pet walking
pet transportation
Hi there!
My name is Kayla, and I am a non-smoking Masters degree graduate of Musical Theatre who would love to assist you with your furry friends. I LOVE pets but do not own one myself, allowing for when I board to devote 100% of my love and attention on them in a safe and child-free environment. I have experience watching all...
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...
Pet sitting
pet walking
pet transportation
I have taken care of many different pets such as cats, dogs, and fish. I provide animal sitting in your own home or I am able to travel to your home. I love animals of all sizes and ages.
Malinda C. says "Sarah is the best! Dependable and caring-my fur babies love her!"
Administration of medicine
pet sitting
pet walking
I have cared for my own pets as far back as I can remember and did pet sitting for friends and neighbors on and off from the age of 12. I have taken care of animals of multiple ages, species and breeds and love them all the same. I have administered medications to dogs/cats as well as followed training their owner had in place....
Leah G. says "Sarah treated my sweet puppy like her own. She helped me make sure that my little "Energizer" puppy got his energy out so he could sleep better. Due to work...
- from
- $17/hr
I'd describe my personality as sweet, reserved, and goofy
I have had pets (mostly cats but several dogs) my entire life. I started pet sitting for friends as a teenager and even have a little experience assisting with farm work. I have assisted goats and dogs with giving birth. Currently, I'm a cat mom to a sweet, spoiled...
Boarding
pet walking
pet transportation
I've spent the last two years providing dedicated care for dogs, from daily walks to in-home sitting. I know how stressful it can be to travel and leave your furry family members behind, so I'm here to give you peace of mind. Whether it's keeping them active with exercise, staying on top of feeding schedules, or just providing...
Pet sitting
pet walking
I have had pets all my life . Mostly cats and dogs .
I have a great love for animals and have the right kind temperament for working with either cats or dogs. I feel I would be a great asset for anyone looking for a long term pet sitter .
Pet walking
Dedicated pet care is my passion, and I treat every animal in my charge as if they were my own. With one year of hands-on experience, I prioritize your pet's comfort, happiness, and safety through consistent, stimulating routines. I am highly responsible and approach every interaction with kindness and empathy. My services...
Boarding
pet sitting
pet walking
Hi, I have lots of experience watching dogs of all breeds shapes and sizes. I have also grown up with dogs my entire life. I truly love dogs and animals in general. That being said, I would love to take care of your pets!
Showing 1 - 20 of 60
60 dog sitters are listed on Care.com
The average posted rate is $17.00/hr as of August 2026
The average star rating for rated dog sitters is 5.0
Recent dog sitter reviews from local parents in Windermere, FL
Dog Sitters in Windermere, FL are rated 5.0 out of 5 stars based on 1 reviews of the 60 listed dog sitters
Christine E.
Christine saved us with her quick response when we needed back up care. Wonderful communication and took great care of my large energetic...
- Kelly M.
Taylor L.
Taylor took care of my 10 year old mini poodle, Penny, when we went on vacation for 3 days. Taylor went above and beyond what I expected....
- Debbie P.
Desire'e B.
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...
- Care member
Common dog sitting questions in Windermere, FL
How do I find a trusted dog sitter near me in Windermere, FL?
Finding a trusted dog sitter in Windermere, 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.
What services do dog sitters provide in Windermere, FL?
Dog sitters in Windermere, 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.
How much does a dog sitter cost in Windermere, FL in 2026?
The average rate for dog sitters in Windermere, FL on Care.com as of August, 2026 is $17.43 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 Windermere when deciding what works best for their dog.
Is it better to hire a dog sitter or use a kennel in Windermere, FL?
Choosing between a dog sitter and a kennel in Windermere, 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.
Can I hire an overnight dog sitter in Windermere, FL?
Yes, many dog sitters in Windermere, 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.
How do I introduce my dog to a new sitter in Windermere, FL?
Introducing your dog to a new sitter in Windermere, 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.
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