Dog Boarding Windy Hill
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 176 pet parents in Windy Hill have booked dog boarding
Windy Hill, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“I recently moved to Jacksonville and interviewed 4 sitters before I found Tannia and Chris. As soon as I met them I knew they were the ones! Beautiful people, beautiful home, beautiful experience. My Frenchie is 6 years old and this was the first time I left her with ‘strangers’. My little Frida is very attached to me- but I had to pry her out of their house to bring her home after my trip. I found my people to watch my pup whenever I go out of town. Tannia and Chris were ‘strangers’ for all of about 10 seconds. They are now Frida’s home away from home- where I know I am leaving her with two caring and thoughtful dog lovers. 💕”

“Just a wonderful experience for my girl Fenway. My work keeps me away for long stretches and it has taken “many” Rover caregivers and she is one of the best.”

“Blanca is so friendly, kind, and trustworthy. She was so affectionate and caring to our little senior dog, Pepper. She even picked her up from us!! Her home is so nice and calming. We can't say enough amazing things about her!!!”

“I needed a person who was going to welcome my fur baby into their home and treat them as it was their own pet. Daisy went above and beyond the call of duty with Gizmo. Daisy is from now on the person I will contact to care for my dog.”

“⭐️⭐️⭐️⭐️⭐️ The Best Dog Sitter Ever! I cannot say enough good things about Laura. When I first got my Ziggy, I was extremely nervous about leaving him with anyone. The very first time I met Laura, all of that worry disappeared—I instantly knew he was in the best hands. She made me feel completely at ease, and that peace of mind is priceless. Now, after several visits, I can confidently say I will never use another sitter. Ziggy absolutely adores her—he literally jumps out of the car with excitement when we arrive! That reaction alone says everything about the love and care she gives. Laura goes above and beyond every single time. She keeps me updated, sends the sweetest pictures, and treats Ziggy as if he were her own. I’ve even rearranged my plans before because I only trust her with my pup—that’s how amazing she is. Thank you, Laura, for always taking such incredible care of Ziggy. You’re more than a sitter—you’re family now. I am a lifelong customer, and I recommend you at the very highest level possible. Simply put, Laura is the best.”

“Tyler was wonderful to work with! Great communication. Our dog is very anxious, but Tyler and her family made him feel right at home, which really put my mind at ease. Couldn’t have asked for a better experience!”

“Viji was incredibly communicative and provided frequent updates with pictures, which I really appreciated. When we picked up our dog, he seemed a bit sad, which tells me he truly enjoyed his stay and the companionship of the sitter's little kid. It’s comforting to know he had such a good time! Highly recommend Viji!”

“Chief loved his time with Andrew and Kaitlyn. It's such a relief to know you are leaving your pet (in our case an older one) in good hands. We would love to have them watch Chief again.”

“Hannah is so patient and kind. She made sure Ellie was happy and healthy during her stay, went above and beyond in her care, and was very communicative with me. I highly recommend her for any pup, especially if you need special accommodations for medical or behavioral issues.”

“Andrea and David were very kind when my dog was sick on the first day (due to being upset at being left) and took good care of her. They communicated well and sent me pictures daily, which I really appreciated. I would definitely have them dog sit again in the future.”

“Our dog loved his time with Maria and Ryan, and we will definitely use them again. They were incredibly responsive, and we received multiple videos/pictures per day.”

“As a Rover sitter it is hard to find another sitter who is up to my high standards but...Cynthia was amazing!! As soon as we met her we felt extremely welcomed. She's probably the only sitter who I hired who followed my instructions exactly and I had absolutely zero worry about my pups. She sent us plenty of pictures and her love her for my dogs was very obvious. At her current rates at time of booking she was an absolute bargain. I can't recommend her enough! She is absolutely a dog lover!! I'm going to send her my clients if I'm unavailable and I trust she will give them the same love. Thank you so much Cynthia!! ❤️🐕❤️🐕❤️🐕”

“Maria was great - this is the first time we left our puppy with anyone and were super nervous but she kept providing us with updates and he seemed very comfortable with her!”

“Patti sent me updates and pictures of our dog KC and took care of her like she was her own. I highly recommend her and will definitely be using her services again in the future.”

“Alysia has taken care of our Frenchy several times and she has been very caring and diligent. Our dog feels comfortable at her home. She is highly recommended.”

About: I've taken care of dogs of all sizes since I was 8 years old. I'll take the time to learn what makes each pet feel safe and happy. Some pets want lots of attention and cuddles, while others need a little space and patience. I will follow their lead and give them the care and attention they’re used to receiving at home. My goal is simple: while you’re away, your fur babies should feel like their world hasn’t changed. You can enjoy your time away knowing they’re not only being cared for, they’re being cared for the way they’re accustomed to. I’m available for overnight boarding on Fridays, Saturdays, Sundays, and most long holiday weekends. I’m happy to provide a safe, comfortable, and loving environment where your fur baby can relax and feel right at home while you’re away Your fur baby will have access to a comfortable, covered patio where they can safely enjoy some fresh air and time outside while still being able to come indoors.

“I was really nervous about leaving Georgie because she’s a little quirky sometimes, but I got a lot of great photo and video updates and she settled in nicely. It was a short overnight stay but I definitely recommend and will use again! Thank you!!”

“Communication was excellent before and during the stay. They pampered Kala and made her feel love and safe as in home. Plus she went out with 2 big hugs from the kiddos. Thanks!!”

“Marisa and her family were the perfect getaway trip for my Dahlia! They were very nice in open to a schedule change and I feel that Dahlia would be greatly welcomed for another stay once I'm down in the area again!! Thanks for the care you provided for Dahlia and more, definitely an option further than just better from my worries for her in pet boarding in general. Couldn't ask for a better pet-sitter than her for my predicament, many thanks from the both of us!!”

The median cost per night for dog boarding in Windy Hill is $40
Dog parents share their Rover experiences - Windy Hill
Ingrid has been absolutely wonderful with Stella! Stella is a large German Shepard with a lot of personality! The biggest compliment I can give Ingrid is how excited Stella is when she sees her. She clearly enjoys staying with Ingrid and feels comfortable and safe there, which means a lot to me. Ingrid has been dependable, communicative, patient, and great about taking care of Stella’s individual needs. I’m extremely particular about who I trust with my dog, and I wouldn’t hesitate to leave Stella with Ingrid again. I definitely recommend her to anyone looking for someone who will treat their dog like more than just another boarding client. Stella gives her two paws up! 🐾🐕🦺

Wesley gave good vibes right from the start! He welcomed us into his home which brought me comfort knowing our baby girl was in good hands. It’s totally obvious that he is GREAT with dogs! He asked questions and respected any training/habits of her routine and safety concerns. He texted multiple updates to let me know how she was doing as well. Just all out RAVE! 🙌🏻 This is only the 2nd person we’ve ever left our girl this and this time, instead of bolting out the door at pickup time, Rosie turned to make sure to get some last pets and say goodbye to Wesley. 10/10 hope to use again! ❤️ Thank you, Wesley!

Katelyn was great with our two dogs. She had them for six days and they were great with her. She was very patient she sent me updates. She was very responsive to text messages and she even bought pee pads that she ran out of. She was fantastic and we will definitely use her again.

Marisa is the best best best dog sitter! My dog Mocha has been going through some anxiety due a traumatic incident and Marisa has been so caring and understanding through this difficult time. I have rebooked Marissa 5+ times and Mocha has a blast every single time. I can't recommend her enough. Thank you Marisa for everything :)

I’m so grateful I came across Daisy and her family. They watched my dog over the weekend and took amazing care of her. It was clear she was treated like part of the family, which gave me complete peace of mind while I was away. Daisy kept me updated, and I could tell my dog was happy and well cared for. I wouldn’t hesitate to book with her again, and I highly recommend her to anyone looking for a trustworthy and caring pet sitter!

Matt was fantastic with my 3-year-old German Shepherd! He gave her plenty of walks and attention and kept up with our feeding routines. She was very well behaved for him, so I know she was happy to be there. It was great to not have to worry about her during my trip!

Delaney was an absolute lifesaver for us with a last minute booking! From the moment i dropped our boy off, i knew he was in amazing hands. She treated him like her own and gave him so much love, attention, and care while we were away. We especially appreciated the constant updates, photos, and messages! it made being away from our sweet boy so much easier and gave us total peace of mind knowing he was happy and well cared for. Our DJ came home happy, relaxed, and clearly adored. We could not recommend Delaney more and will absolutely be booking with her again in the future!

I had an excellent experience with the care provided for Roma. From the beginning, they made me feel very comfortable and confident leaving her with them. It was clear they genuinely care about the dogs they look after. Roma was very well taken care of, had so much fun, and especially loved spending time in the pool. I also appreciated the updates and seeing how happy and comfortable she was during her stay. I would definitely recommend them to anyone looking for a responsible, patient, and caring dog sitter❤️

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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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