Pet Sitting & Drop Ins In Windy Hill

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

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Sitter Profile Image: Olivia L.
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Olivia L.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
20 reviews
11 repeat clients
30 years of experience
Baymeadows, Jacksonville, FL, 32256

Olivia was reliable, communicative, and clearly very caring. I really appreciated the updates and photos — it gave me peace of mind knowing my dog was in good hands while I was away. She was attentive to instructions and made sure my dog was well taken care of each visit. I would absolutely book with her again and highly recommend her to anyone looking for dependable and kind pet care!

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Danielle F.
Sitter Profile Image: Ruth I.
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Ruth I.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
13 years of experience
Beach Haven, Jacksonville, FL, 32224

Ruth did an incredible job, she watched our two cats while we were on vacation for two weeks and she gave us peace of mind the entire trip! She sent lots of pictures for each visit, and really spent her time hanging out with our cats☺️ She took care of everything we asked and was so communicative the entire time. Would highly recommend to watch your fur babies!

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Riley W.
Sitter Profile Image: Makayla L.
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Makayla L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
10 years of experience
Jacksonville, FL, 32246

About: I have experience with many different types of pets like dogs, cats, birds, hamsters, bunnies, pigs & ferrets (just to name a few). I’ve had dogs my entire life and have two years of professional experience working in a dog daycare creating an understanding of dog behaviors. I strive to make every experience as comfortable and enjoyable for your fur babies! I have met so many dogs with different temperaments and needs to create a positive experience while in my care. I volunteer with the local shelter and take out foster dogs all the time and I love advocating for them too! I am so passionate about animal welfare and ensuring pet parents have someone they can trust to take care of their precious babies. I am currently a full time college student with full weekend availability but Monday-Thursday I am usually out of the house during the day 7-4:30 while Fridays I have a half day of classes, if this something that is okay with you. I will do my best to fit your needs. Please send me a message and we can work something out! I am a very patient person with animals and able to understand their body language to adjust based on their specific needs. I would love to keep your baby company with some hugs and kisses or respect their space in the same room! I have experience working with lots of different kinds of temperaments and can adjust my care based on makes you and your fur baby the most comfortable!

Sitter Profile Image: Deborah W.
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Deborah W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
368 reviews
107 repeat clients
2 years of experience
Jacksonville, FL, 32246

Deborah is a very sweet caring person who watched my kitties for a few days and I couldn’t be happier about my choice to trust her with this! She kept them fed and entertained, and kept me very happy by sending photos and updates. Will definitely look to use her services in the future again!

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Magdalena M.
Sitter Profile Image: Aaliyah G.
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Aaliyah G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
Jacksonville, FL, 32256

Aaliyah is amazing with our young puppy! She is always on time, communicates very well, and we totally trust her. You can tell she really cares and has a passion for what she does! Would recommend 100%!

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Jon & Sophie V.
Sitter Profile Image: Hannah E.
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Hannah E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
415 reviews
110 repeat clients
7 years of experience
Jacksonville, FL, 32256

Great pet sitter! Excellent communicator, very friendly and mindful of my two kitties. She often included very fun photos. Awesome experience!

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Isabel C.
Sitter Profile Image: Erin P.
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Erin P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
74 reviews
21 repeat clients
16 years of experience
Jacksonville, FL, 32256

Erin was amazing, she did drop-ins for us and our two boys loved her very very much. We are so lucky we found her when we did in time for our trip. We got plenty of pictures and updates. Would definitely recommend her to anyone that is for sure and she has our business for next time we go out of town.

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Brittney A.
Sitter Profile Image: Ruby P.
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Ruby P.
from
$15
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
17 years of experience
Windy Hill, Jacksonville, FL, 32246

Ruby is so sweet! She’s great at sending updates and photos. Our pup is clearly happy while she’s checking in on her. And she even offered to clean up after our Bella girl after she got a little muddy. so great, great at communicating her schedule & super quick to respond. 10/10 recommend

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Hana M.
Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
71 reviews
17 repeat clients
15 years of experience
Jacksonville, FL, 32256

Rebekah is the absolute best!!! She went above and beyond caring for our kitties, cleaned the litter box areas way more than what was asked, sent so many great photo updates. She was amazing, so glad we found her. Will absolutely be booking with her again and again for future kitty sitting dates.

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Mackenzie C.
Sitter Profile Image: Abby W.
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Abby W.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Windy Hill, Jacksonville, FL, 32246

I had Abby drop in on my cat while I was away and she was quick to respond, communicative, and very kind. I would definitely recommend her to watch your pet!

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Liz C.
Sitter Profile Image: Holly C.
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Holly C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
91 reviews
33 repeat clients
5 years of experience
Jacksonville, FL, 32216

Holly was great taking care of my cats while I was gone for the weekend. She followed my notes and my kitties seem happy! Will use her again 😊

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Courtney P.
Sitter Profile Image: Sierra R.
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Sierra R.
from
$15
per visit
20 years of experience
Windy Hill, Jacksonville, FL, 32246

About: I have taken care of and loved pets my whole life, and have lots of experience with pet sitting as well including puppies and seniors. Experience includes feeding, walking, overnight stays, bathing, and administering any necessary medications that are part of their regimen. My promise is to provide quality care for your pet while you’re away, communication, and lots of belly scratches and love. I currently work full-time during the week. My availability is mostly weekdays after 5:30 and weekends. If needed on a Friday before 5:30, we can arrange something with enough notice. I can take care of your pet in your home, or do drop-ins when needed if it fits within my current availability. I can do whatever you need for your pet’s care and normal routine.

Sitter Profile Image: Alivia L.
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Alivia L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
146 reviews
50 repeat clients
20 years of experience
Windy Hill, Jacksonville, FL, 32246

She was amazing! Took lots of pictures and made sure my baby was comfortable and having lots of fun! Gave me a lot of peace of mind knowing he was well taken care of!!

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Ashley N.
Sitter Profile Image: Sami T.
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Sami T.
from
$22
per visit
5.0 out of 5 stars
176 reviews
66 repeat clients
4 years of experience
Sandalwood, Jacksonville, FL, 32246

Sami is absolutely the best. We’ve called in her several times and this time was last minute with several curveballs and she handled it no problem. Would absolutely recommend her to anyone.

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Claire G.
Sitter Profile Image: Gia M.
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Gia M.
from
$14
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
3 years of experience
Secret Cove, Jacksonville, FL, 32216

About: When I turned 20, I went to the pound and got my first dog Ellie. In the past years, she made me learn responsibility and love. I am currently unemployed because I am focusing on school! So I pretty much have open availability to spend time with your lovely pet and more! my biggest thing is quality time and love with your fur baby! We will be adventurous and find new scents around the neighborhood. I will also make sure that they get their playtime, get well fed, and clean up after any messes!

Sitter Profile Image: Alexandria A.
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Alexandria A.
from
$20
per visit
5.0 out of 5 stars
40 reviews
14 repeat clients
20 years of experience
Sans Pareil, Jacksonville, FL, 32246

Alexandria went above and beyond to check in, feed water, walk and clean up after my two dogs. I will definite will be try to use her again in the future whenever I can.

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Bryce B.
Sitter Profile Image: Em P.
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Em P.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Jacksonville, FL, 32256

Em was very responsive and got back to me immediately, very professional and responsible, my dog loved her and she followed all our directions well. I will definitely be using her again!

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Russ B.
Sitter Profile Image: Delaney L.
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Delaney L.
from
$26
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
5 years of experience
Jacksonville, FL, 32246

About: I’ve cared for a wide variety of pets throughout my life and feel comfortable working with animals of all kinds! I’ve always had both dogs and cats in my home. I’m confident handling animals of all ages, from young to senior, and I’m experienced in administering medications when needed! I take pride in providing attentive, compassionate care and adapting to each pet’s unique needs and personality💕 my dog Ivy is a built in bestie for your puppy while they stay here! She loves big dogs to play fetch with !!! Being home during the day allows me to give your pets plenty of attention and care throughout the day!! Love taking puppers on walks, grooming and love giving treats! My flexible schedule also means I can accommodate SAME DAY bookings, so feel free to reach out—even for last-minute needs!😇 We have a fully fenced yard for safe outdoor time, as well as a crate available if your pet prefers or requires one. Our home is stocked with extra leashes, food and water bowls, plenty of treats, potty pads, and puppy wipes—so we’re prepared for anything! We’re committed to caring for your pet as if they were our own, providing a safe, comfortable, and loving environment. We’d be happy to welcome them into our home and look forward to hearing from you!

Sitter Profile Image: Heather S.
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Heather S.
from
$20
per visit
5.0 out of 5 stars
99 reviews
23 repeat clients
8 years of experience
Windy Hill, Jacksonville, FL, 32246

This is the second time Heather has cared for our two cats while we were away. She always does such a great job and the kitties love her! If you’re looking for a rover you can trust, Heather is your girl!

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Megan S.
Sitter Profile Image: Kelsey N.
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Kelsey N.
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Jacksonville, FL, 32246

About: I have had pets my whole life. I grew up with a yellow lab and a tabby cat, then I got a bichon frise, & now I have a tuxedo kitty. I have lots of nannying experience & almost all the families I assist with have pets:) I have my summers completely open, because I am on Summer break! Perks of a teacher schedule! I am hoping to utilize this platform to fill my love for pets, and getting outside! When caring for your pet, I would want to keep them on a routine they know so they feel comfortable. If they need a walk I am more than happy to take an extra long walk if Mom or Dad is going to be gone for a while. I always spend extra time to play with the pet (if the animal wants that) and make sure they get to go potty.

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Windy Hill pet parents share their Rover experiences

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5.0 out of 5 stars

This was my first time using Rover and Hannah! I can’t say enough good things about the care Hannah showed my 2 GSD girls. I was able to relax and enjoy my trip as a result. She went over and beyond by giving the girls a good brushing and cleaning up an accident (nervous tummy with one of the dogs. Thank you Hannah!

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Noel T.
Drop-In Visits
5.0 out of 5 stars

Ruby was punctual, responsive and took great pics of our crazy girl and gave her lots of love. Highly recommend

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Callie R.
Drop-In Visits
5.0 out of 5 stars

Wonderful sitter! Reliable, responsive, and easy to work with. I had complete peace of mind while traveling. Thank you! 😊

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Janice P.
Drop-In Visits
5.0 out of 5 stars

Kyleigh took great care of my dog and was very communicative! Would definitely recommend her as a sitter.

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Katie & Antonio C.
Drop-In Visits
5.0 out of 5 stars

Another relaxing vacation because our boys were taken care of so well. Keeping us updated with pictures on every visit helps keep us connected. Thank you Haleigh!

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John L.
Drop-In Visits
5.0 out of 5 stars

Everything went great. The cats were well taken care of, communication was good throughout, and everything was handled exactly as requested. Reliable and easy to work with. Highly recommended.

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Alex K.
Drop-In Visits
5.0 out of 5 stars

Em was very responsive and got back to me immediately, very professional and responsible, my dog loved her and she followed all our directions well. I will definitely be using her again!

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Russ B.
Drop-In Visits
5.0 out of 5 stars

We’ve booked with Juliana several times. She is wonderful with Charlie and always sends us picture updates so we can see how he’s doing. It’s such a relief knowing he’s in great hands while we’re away. Highly recommended!

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Rocio M.
Drop-In Visits
5.0 out of 5 stars

We are so happy Emily was checking on our cats. Her updates and photos reassured us. When it look like there was a potential food shortage, she handled it like a pro.

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Eva B.
Drop-In Visits
5.0 out of 5 stars

She was amazing! Took lots of pictures and made sure my baby was comfortable and having lots of fun! Gave me a lot of peace of mind knowing he was well taken care of!!

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Ashley N.
Drop-In Visits
5.0 out of 5 stars

Anthony's taken great care of my cat. I can tell he cares about her and provides good company while I'm away. He spent alot of time with her and made sure she was happy each visit.

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Riley A.
Drop-In Visits
5.0 out of 5 stars

Julieann was super helpful being able to take a same day drop in request for me, she sent photos and my pup seemed happy after her visit :)

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Kayla D.
Drop-In Visits
5.0 out of 5 stars

Fallon helped us in a pinch and was great with our girl. I can tell she really cares about the pets she cares for.

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Anna C.
Drop-In Visits
5.0 out of 5 stars

Ruth is amazing! She is so detail-oriented, punctual, caring, and kind. I am a repeat customer of hers and highly, highly recommend her!

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Jennifer D.
Drop-In Visits
5.0 out of 5 stars

⭐️⭐️⭐️⭐️⭐️ Hana took excellent care of my two dogs in my home. She was reliable, kind, and very attentive to their needs. She followed all instructions and routines, which gave me great peace of mind while I was away. My dogs were happy and well cared for. I would absolutely recommend Hana and would not hesitate to book her again.

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Laura C.
Drop-In Visits
5.0 out of 5 stars

Avarie was so kind and helped at the last minute request . Will definitely book again . Thank you so much for looking after my fur baby

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Gabby B.
Drop-In Visits
5.0 out of 5 stars

Rebooked again for drop in visits. Lily was taken care of and my packages were brought in from the rain. Great knowing my old girl is in good hands!

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Allison C.
Drop-In Visits
5.0 out of 5 stars

Sadie was a great pet sitter for my cat! I received plenty of helpful updates and she was always very friendly.

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Benjamin A.
Drop-In Visits
5.0 out of 5 stars

Sarai is the best!! I have a 8 month old kitty and a 14 year old and she took the best care of them while I went home for the holidays. She kept me updated and took lots of pictures. Myers my kitty loved to go for daily walks in the hallway and Sarai took him everyday. She went above and beyond and I highly recommend her and I know my babies will be safe when I have to travel again!!

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Renny L.
Drop-In Visits
5.0 out of 5 stars

Jen was great with our kitty while we were out of town. She sent pictures every day and left notes on everything she did and how our cat was acting.

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Ryan P.
Drop-In Visits
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The median cost per night for pet sitting in Windy Hill is €20

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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 Windy Hill 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.

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.