Pet Sitting in Winter Garden
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Garden pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Great job taking care of our two cats. They’re often afraid of strangers but they actually came out several times and let themselves be petted. Would definitely hire Julie again!”
“Darryl is very reliable and caring for my fluffy Mocha. He even washed her bowls for me. Thank you so much for your attentiveness and for going above and beyond to care for my pet !”
“Imani was great caring for my cat when I was gone for over a month period. She was attentive to my instructions, communicative, left the space clean on my return, and most importantly interacted well with my cat.”
“Tracy did an excellent job caring for my achnauzers. She was attentive, responsible, and went above and beyond by keeping the crate area clean and organized after every visit. I truly appreciated her professionalism, communication, and the care she showed to my pets and my home. I would absolutely recommend Tracy to anyone looking for a reliable and thoughtful pet sitter.”
About: Hi! I’m Aaliyah, and I’ve been around dogs and cats my whole life 🐶🐱 I absolutely love caring for animals and making sure they feel safe, comfortable, and happy while you’re away. I’m very reliable, attentive, and patient, and I’m great with pets of all personalities from playful to shy! I also love keeping owners updated, so you can expect regular photos, videos, and messages while you’re gone! Whether it’s walks, drop-ins, or overnight stays, I’ll treat your pet like my own and make sure they’re well cared for and spoiled with love 💕 I’d love to meet you and your fur baby feel free to reach out anytime! currently have open availability this week and accept last minute bookings. I work part time at Grand & Berries, usually in the mornings. I’m free in the afternoons and evenings for walks, playtime, and cuddles. I like to keep a consistent routine so pets get attention and care on a regular schedule I follow your routine, give your pet lots of love, and make sure they feel safe and happy. I also keep your place tidy and treat it like my own
About: “What sets me apart from other sitters is my experience and patience. I’ve owned and cared for my dog for over 10 years, so I’m comfortable with dogs of all ages. I’m skilled at potty training, keeping dogs on a routine, and making sure they stay active and well-fed. especially with my my dog passing recently. I will make it my priority to make sure others dogs are well taken care of. Pet care fits easily into my daily routine because I’m already used to caring for my own dog. I make time every day for feeding, walking, playtime, and bathroom breaks. I’m consistent with schedules, so adding another pet into my routine is no problem. When I’m caring for pets in a client’s home, I follow their instructions closely. I stick to the pet’s normal schedule, make sure they eat on time, take them on walks, give bathroom breaks, and spend time playing or keeping them company.
“Karrie was absolutely amazing with our dogs, Frank and Rocco! They loved her right away, which gave us so much peace of mind. She was caring, reliable, and clearly great with animals. We came home to two very happy pups and would highly recommend her to anyone looking for a trustworthy dog sitter!”
“Just the best! Loving our cats like your own, even coming out with an impending hurricane to make sure they had what they needed. Thank you again for helping us enjoy our vacation!”
“Poliana is a wonderful pet sitter. She goes above and beyond to make sure your pets are cared for like they were her own. She takes time with each visit to play and love on my cat Sumi and the pictures she sends comforts me while I’m away ❤️”
About: I have owned both dogs and cats and have pet-sat for people in my community since I was 11 years old. I love animals and give them the quality care and love they deserve. I have a part-time job with a flexible schedule, so I am available most weekdays and weekends as needed. I only work a few hours a week with another job, and am able to work around my schedule to ensure openness and reliability with my availability. I care for pets by watching, playing, feeding, and walking them, depending on their needs. I maintain a calm and clean environment while focusing on what the pets and their owners need. I prioritize safety in the home while I am there and before I leave to ensure quality care and protection for the pets.
“Reece was very responsible, and communicated well throughout the sitting hours. If any changes on the time was needed, she made sure to check first. I could tell she took this seriously and made me feel at ease. My dog is giant and not many people can handle it. But she did well with Mocha.”
“If you're looking for someone who will go above and beyond to care for your pets, Jenn is absolutely amazing! She took incredible care of our furry family members while we were away, and we couldn't be happier with her service. From the start, Jenn was professional, kind, and attentive to every detail of our pets' needs. She made sure to keep us informed throughout her stay, sending us regular updates and lots of adorable pictures of our pets. Seeing how happy, relaxed, and well-cared-for they were gave us so much peace of mind. Jenn clearly has a natural connection with animals and treated our pets as if they were her own. Whether it was feeding, playing, or just giving them snuggles and love, she went above and beyond to make sure they were comfortable and happy. It was clear that they adored her! We can't thank Jenn enough for her amazing care and highly recommend her to anyone looking for a pet sitter who is trustworthy, compassionate, and communicative. Thank you, Jenn, for everything,you’re the best!”
About: Hi, I’m Alison As a lifelong pet lover and current cat parent, I know how important it is to find someone you can trust to care for your furry family members. I’ve owned both dogs and cats and have plenty of experience pet sitting for friends and family. As a teacher with summers off, I have lots of availability to give your pets the time, attention, and love they deserve. Whether it’s playtime, walks, or snuggles, I’m here to help while you’re away. I'm available during the week as well as weekends during June and July. I have reliable transportation, and I am looking forward to visiting your furry friends. Whether in your home or mine, your pet will be cared for and provided for with the utmost care. If I am visiting your home, I will take every precaution to ensure the safety of your furry friend by following any directions or instructions you provide.
About: I’ve had dogs my whole life and have experience caring for over a dozen dogs ranging from puppies to seniors. I’m patient, attentive, and comfortable handling different personalities, energy levels, and routines. I genuinely love spending time with animals and miss being around dogs since moving away from home, so I’d love to give your pet lots of care, attention, and exercise while you’re away. I currently work 4 days a week, and am available most mornings and evenings. I am also available for midday visits on Mondays, Thursdays, and Saturdays. I provide care through visits to my client's homes, making sure pets stay comfortable in their normal environment and routine. During visits, I can handle feeding, fresh water, walks, playtime, bathroom breaks, and plenty of attention and companionship. I know how important updates are while you’re away, so I also make sure to communicate clearly and send photos/check-ins whenever possible
About: I am a dog mommy to a very energetic & sweet Aussiedoodle named Harley. I have experience with all types of dogs - basic level puppy training, reactive dogs, high-energy or even the most laid back kissy dogs. I am a cautious & alert person who always thinks safety first - your pet is my top priority! I will love them like my own. I currently work full time as a server, only at nights (Sunday-Thursday from 4:30-12:30). I spend mornings at the gym for around an hour & am looking to fit pet care into every day from around 11-2. I unfortunately do not have a yard which means my own dog gets 2 20-minute walks a day with a few pee breaks normally. I have a “dog house” under my stairs with an open/ barred door for safety measures. Although I don’t keep my own dog crated, I have a space if needed. Trained dogs are allowed on my furniture (it’s their space too) with lots of toys to choose from!
Over 819 pet parents in Winter Garden have booked pet sitting
Winter Garden pet parents share their Rover experiences
First time using a sitter on Rover (we've boarded in the past) and Katie was amazing for us! She tucked our girl into bed, and checked on her the following morning. We got tons of pictures and updates with the Rover card and texts. We would definitely use her again. Thanks Katie!
Tracy was truly phenomenal with our dogs while we were out of state for a few days. From the very beginning, she was professional, reliable, and incredibly kind. She followed every instruction perfectly—including carefully administering medication to one of our dogs—and made us feel completely at ease knowing our boys were in such capable hands. Tracy went above and beyond by sending regular updates and adorable photos at each visit, which meant so much to us while we were away. It was clear from the pictures and notes that our boys were not just being cared for, but were genuinely happy, comfortable, and loved. We are very particular about who we trust in our home and with our dogs, and Tracy exceeded every expectation. Having her stay in our home allowed our boys to remain in their normal routine, and we could tell they felt safe and relaxed with her. We are so grateful to have found someone we trust so completely with the two dogs we hate leaving behind. We would absolutely book Tracy again and highly recommend her to anyone looking for a caring, attentive, and dependable dog sitter.
Thank you Kellie!! We are so grateful to have Kellie look after our cats over two years, while we are away. My diabetic cat needs insulin with his food every 12 hrs and has difficulty peeing in the letterbox so he uses several puppy training pads. Kellie understands his needs and takes great care of him. She was booked on the last day of our trip so we planned to come home early but she was able to fit him into her already busy schedule so we didn't have to worry. She is a real blessing!! 🙏
If you’re looking for a pet sitter who is somehow more responsible than me AND my actual pet combined, Briana is your girl. She showed up prepared like she was about to take the SATs, stayed longer than she had to like she was getting paid overtime (she wasn’t), and went so above and beyond that my pets are now lowkey disappointed I came home. Pretty sure my dog tried to file adoption papers. My puppy packed a tiny suitcase. 10/10 would hire again before my pets start leaving Yelp reviews about wanting Briana back.
Popular requests near you
Select a filter and find qualifying Winter Garden sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winter Garden is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Winter Garden average 6 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winter Garden on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 1,327 pet sitters in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Winter Garden pet sitters respond in under an hour.
Pet sitters in Winter Garden have an average of 15 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winter Garden.
Rover makes it easy to find Winter Garden pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 1,327 pet sitters in Winter Garden on Rover, so you’re sure to find the perfect match for your pet! In Winter Garden, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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