Pet Sitting & Drop Ins in Windy Hill, Jacksonville, FL
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Windy Hill pet sitters

“Sharon was so great at communicating and keeping my pup safe and happy while I was away! She provided pictures and videos of him as happy as can be!”


“Absolutely no complaints. Holly was there on time and raised no concerns. Very friendly and a reliable person to have take care of your animals. Answered and any all concerns I had.”


“I had Ashley come and visit with my dog Princess for a week while I was away and she did an awesome job, no complaints! Very good at keeping me updated and she was able to make Princess a little more comfortable with being alone at home. I will definitely be booking with Ashley for any future trips.”


“Shera was amazing! I have a feisty cat and she was able to handle him well and make sure he was fed and taken care of. She also watched my dog and we came home to a happy puppy and no messes!”

“Hana did an amazing job with my cat. He immediately warmed up to her from the first meeting and I knew he was in great hands while I was away. Excellent communication, cared for him like he was her own pet! Will definitely be a repeat customer.”


“We recently moved to town and needed a sitter for our skittish, shy cat Moosie. Sara responded quickly to our initial messages, and met with us prior to our trip. She sent us daily updates with photos showing us how well he was doing, and was very thorough in cleaning his litter box and food dishes. We were very satisfied, and 100% will book again with Sara.”


“This is our second time having Mary watch our two crazy kitties, and she was just as lovely! Always great about spending time with them, making sure they’re well-taken care of, and sending the cutest pics/updates. She even remembered all the little details of their care from the last time she watched them months ago. If you’re looking for someone to watch your furry friends, I highly recommend Mary!”


“Hannah did a fastastic job caring for my cat and chinchillas while we were away. From the very first visit, my cat was comfortable and eager for cuddles. Hannah ensured he received his daily medication and kept me updated on everyone's antics 🙂 each update was thorough and hilarious, and I loved getting daily photos of the pets being their usual goofy selves. Thank you so much for taking such great care of everyone while we were away! I would highly recommend Hannah any day!”


“Anthony has been great! He is very attentive and cares about my dog’s wellbeing and I can tell that my dog really likes him. I trust him with my dog, who is essentially my child.”


“Liza was great to our senior dog and went the extra mile to help make sure she ate when she was anxious. She was great with communication and really helped us out with a last minute booking - absolutely recommend!”


“Kylie took great care of my two dogs while we were gone for the weekend! I was home for a meet and greet during the first visit and my dogs instantly loved her. I was nervous not having a friend/family member take care of them for the first time but she sent me tons of cute pictures putting my mind at ease! I will definitely use Kylie again in the future!”


“Nicole was amazing. Very responsive, was able to help us when a personal friend had a change of plans helping with our pups. She checked in before arrival and sent pictures of our dogs for us. Followed all of our instructions and was overall kind and flexible. Would definitely recommend”


About: I’ve always been an animal lover, and dogs have been a huge part of my life for as long as I can remember. Growing up with them since I was five gave me the chance to learn firsthand how to care for different breeds with all kinds of personalities and needs. Somewhere along the way, taking care of dogs just became second nature to me. I’m currently a college student at the University of North Florida, and even with a busy schedule, I always make time for the dogs in my life. I am also in Delta Gamma sorority and I love doing volunteer work I go to the human society a lot with my sorority. My first pup was a super energetic Jack Russell who kept me on my toes and showed me the importance of regular exercise and mental stimulation. Later on, I got experience with bigger breeds like a Great Dane and an English Bull Mastiff—both gentle giants that taught me patience and how to handle mobility and health concerns with care. I’ve also looked after a smart and active Brittany Spaniel mix, a trio of fun-loving Labradors, and now my two mini Goldendoodles who are all about snuggles, grooming, and consistency. Each dog has taught me something different, and I’ve really come to appreciate how important it is to adjust care based on their unique needs and personalities. Whether it’s a puppy full of energy or a senior dog who moves a little slower, I’m confident in my ability to provide the kind of attention and care they deserve. I love being active, I’m super dependable, and I genuinely enjoy spending time with dogs—which is why I think I’d be a great fit for Rover dog walking. I’m all about keeping dogs happy, safe, and feeling loved, and giving pet parents peace of mind while I do it. Pet care fits seamlessly into my daily routine as I prioritize providing consistent, quality care. I schedule walks, playtime, and check-ins around my other responsibilities while still being a college student at UNF, ensuring each pet receives the attention they deserve. I’m flexible and adaptable, making it easy to accommodate different schedules and pet needs. I prioritize safety by following each pet’s routine, using secure leashes, and being attentive during walks. I ensure a clean, comfortable environment, respecting clients’ homes while providing care. I communicate regularly with pet owners, offering updates for peace of mind and building trust through reliable, compassionate service.

“Deborah was phenomenal on every possible aspect. She took out of her time to come over and introduce herself, she made sure that all of Felipe's need were met and exceeded. Love the open communication and visit updates! She even took care of him when we wasn't at his best. We adore Deborah!!”


“If you’re lucky enough to book Ruth—DO IT. I travel often and for long stretches, so finding someone who’s not only amazing with my pets but also *attentive to the little details* is everything. Ruth is that rare gem. Yes, she bonded beautifully with my fur babies (even my shy one warmed up to her immediately, but what really stood out was her *meticulous care*. Clean pet bowls—like, actually clean, not just rinsed. No slimy water bowls sitting there for days like I’ve seen with other sitters. She took the time to scrub, refresh, and make sure everything was spotless. That level of detail is hard to find. She also took out the trash, swept around *all three* litter boxes (one per cat), and made sure everything was tidy. It’s rare to find someone who’s both nurturing and this thorough. Her daily updates and adorable photos gave me peace of mind, which is priceless when you’re far from home. Ruth is the full package. Reliable, caring, clean, and incredibly thoughtful. Snag her for your pets while you can! people like her book up fast. So grateful to have found her!”


About: I treat every pet like my own, with love, patience, and personalized care. Reliable, experienced, and always happy to provide updates—your pet's happiness is my priority! With a flexible school schedule, pet sitting fits perfectly into my routine—giving me the opportunity to provide dedicated, loving care when your pet needs it most. I stick closely to your pet’s regular schedule for feeding, walks, playtime, and bedtime to keep them comfortable and stress-free. As well as, giving your pet my full attention—whether that means playtime, cuddles, or just keeping them company throughout the day or night and sending regular updates so you can see what your pet is doing throughout our day!
Loving pet sitters in your neighborhood
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Sharon F.Star Sitter

“Sharon was so great at communicating and keeping my pup safe and happy while I was away! She provided pictures and videos of him as happy as can be!”


Holly C.Star Sitter

“Absolutely no complaints. Holly was there on time and raised no concerns. Very friendly and a reliable person to have take care of your animals. Answered and any all concerns I had.”


Ashley H.

“I had Ashley come and visit with my dog Princess for a week while I was away and she did an awesome job, no complaints! Very good at keeping me updated and she was able to make Princess a little more comfortable with being alone at home. I will definitely be booking with Ashley for any future trips.”


Shera M.Star Sitter
“Shera was amazing! I have a feisty cat and she was able to handle him well and make sure he was fed and taken care of. She also watched my dog and we came home to a happy puppy and no messes!”


Hana J.Star Sitter

“Hana did an amazing job with my cat. He immediately warmed up to her from the first meeting and I knew he was in great hands while I was away. Excellent communication, cared for him like he was her own pet! Will definitely be a repeat customer.”


Sara A.Star Sitter

“We recently moved to town and needed a sitter for our skittish, shy cat Moosie. Sara responded quickly to our initial messages, and met with us prior to our trip. She sent us daily updates with photos showing us how well he was doing, and was very thorough in cleaning his litter box and food dishes. We were very satisfied, and 100% will book again with Sara.”


Mary F.Star Sitter

“This is our second time having Mary watch our two crazy kitties, and she was just as lovely! Always great about spending time with them, making sure they’re well-taken care of, and sending the cutest pics/updates. She even remembered all the little details of their care from the last time she watched them months ago. If you’re looking for someone to watch your furry friends, I highly recommend Mary!”


Raiko P.Star Sitter

“Raiko did such an amazing job with my cat Stitch, he was super attentive and caring and I came back to a super clean apartment! Thank you Raiko!!!”


Jenna B.Star Sitter

“Jenna was very professional and took excellent care of my Peanut! Thank you, Jenna!”


Hannah E.
Star Sitter


“Hannah did a fastastic job caring for my cat and chinchillas while we were away. From the very first visit, my cat was comfortable and eager for cuddles. Hannah ensured he received his daily medication and kept me updated on everyone's antics 🙂 each update was thorough and hilarious, and I loved getting daily photos of the pets being their usual goofy selves. Thank you so much for taking such great care of everyone while we were away! I would highly recommend Hannah any day!”


Anthony A.

“Anthony has been great! He is very attentive and cares about my dog’s wellbeing and I can tell that my dog really likes him. I trust him with my dog, who is essentially my child.”


Liza R.Star Sitter

“Liza was great to our senior dog and went the extra mile to help make sure she ate when she was anxious. She was great with communication and really helped us out with a last minute booking - absolutely recommend!”


Kylie A.Star Sitter

“Kylie took great care of my two dogs while we were gone for the weekend! I was home for a meet and greet during the first visit and my dogs instantly loved her. I was nervous not having a friend/family member take care of them for the first time but she sent me tons of cute pictures putting my mind at ease! I will definitely use Kylie again in the future!”


Nicole J.
Star Sitter


“Nicole was amazing. Very responsive, was able to help us when a personal friend had a change of plans helping with our pups. She checked in before arrival and sent pictures of our dogs for us. Followed all of our instructions and was overall kind and flexible. Would definitely recommend”


Griffin C.

“Helped me out last minute when I was in a pinch and I really appreciate it!”


Alexandra N.
“Alexandra has helped watch and walk my dogs many times when I was out of town. She is extremely attentive to them and walks them many times and lets them play to get their energy out. The pups love her and are always so excited to see her when she comes to see them. I would highly recommend her if you’re looking for a very dog loving person.”


Deborah W.Star Sitter

“Deborah was phenomenal on every possible aspect. She took out of her time to come over and introduce herself, she made sure that all of Felipe's need were met and exceeded. Love the open communication and visit updates! She even took care of him when we wasn't at his best. We adore Deborah!!”


Ruth S.

“If you’re lucky enough to book Ruth—DO IT. I travel often and for long stretches, so finding someone who’s not only amazing with my pets but also *attentive to the little details* is everything. Ruth is that rare gem. Yes, she bonded beautifully with my fur babies (even my shy one warmed up to her immediately, but what really stood out was her *meticulous care*. Clean pet bowls—like, actually clean, not just rinsed. No slimy water bowls sitting there for days like I’ve seen with other sitters. She took the time to scrub, refresh, and make sure everything was spotless. That level of detail is hard to find. She also took out the trash, swept around *all three* litter boxes (one per cat), and made sure everything was tidy. It’s rare to find someone who’s both nurturing and this thorough. Her daily updates and adorable photos gave me peace of mind, which is priceless when you’re far from home. Ruth is the full package. Reliable, caring, clean, and incredibly thoughtful. Snag her for your pets while you can! people like her book up fast. So grateful to have found her!”


Lauren G.

“Lauren was amazing! She played with Cola a lot, and took many pictures during her drop-in visits. Will definitely have her take care of Cola again!”


Siena B.
About: I treat every pet like my own, with love, patience, and personalized care. Reliable, experienced, and always happy to provide updates—your pet's happiness is my priority! With a flexible school schedule, pet sitting fits perfectly into my routine—giving me the opportunity to provide dedicated, loving care when your pet needs it most. I stick closely to your pet’s regular schedule for feeding, walks, playtime, and bedtime to keep them comfortable and stress-free. As well as, giving your pet my full attention—whether that means playtime, cuddles, or just keeping them company throughout the day or night and sending regular updates so you can see what your pet is doing throughout our day!
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Windy Hill.
Rover makes it easy to find Windy Hill 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
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.
