House Sitting In Windy Hill

Find a loving house sitter to watch over your pets and your home.

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Top rated Windy Hill house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Emily S.
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Emily S.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
2 years of experience
Windy Hill, Jacksonville, FL, 32246

Emily was great with our senior golden!! Sent pictures, quixk responses if I reached out. Emily took great care of our house and our beautiful Nala. I would have her back anytime. She did amazing.

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Lisa T.
Sitter Profile Image: Hannah R.
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Hannah R.
from
$40
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
16 years of experience
Windy Hill, Jacksonville, FL, 32246

We learned of Hannah through a neighbor who used her and was so pleased they are using her again. I was a little worried as i have never used a service like this before but she eased my mind. She was great, she sent pictures & our house was the same as when we left, our dogs were well taken care of and she even did extras like collecting our mail ect.. We have already booked another sitting and definitely recommend her to anyone in need of a pet sitter.

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Terrie P.
Sitter Profile Image: Ruth I.
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Ruth I.
Star Sitter
from
$33
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
13 years of experience
Beach Haven, Jacksonville, FL, 32224

I highly recommend Ruth if you need someone to watch your dog while you are away! She was very professional and she provided daily updates with pictures/videos of my little dude! Your pet will be in great hands!

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Ricky E.
Sitter Profile Image: Siena B.
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Siena B.
Star Sitter
from
$45
per night
4.9 out of 5 stars
12 reviews
4 repeat clients
3 years of experience
Windy Hill, Jacksonville, FL, 32246

Siena was fantastic with our dog and cat. Our dog is very skittish, but Siena was very patient with her. She was on time and very friendly. We plan to hire Siena again!

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Matt S.
Sitter Profile Image: Olivia L.
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Olivia L.
Star Sitter
from
$30
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Baymeadows, Jacksonville, FL, 32256

Olivia was absolutely wonderful with Dobby. She kindly accepted our booking at very short notice, which we really appreciated, and was extremely punctual throughout. Communication was seamless - she was very responsive and easy to coordinate with at every step. Most importantly, she had such a warm and caring attitude towards Dobby, and he liked her instantly, which gave us great peace of mind. It’s clear she is a genuinely kind and trustworthy person. We would highly recommend Olivia to anyone looking for a reliable and compassionate sitter. Next time we are out of town, we would definitely love for her to look after Dobby again. Thank you, Olivia!

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Justyna E.
Sitter Profile Image: Rebekah C.
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Rebekah C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
69 reviews
17 repeat clients
15 years of experience
Deerwood Center, Jacksonville, FL, 32256

Rebekah was amazing! She took the best care of our spoiled boxers and sent lots of updates. Great communication! We will definitely be rebooking with Rebekah.

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Christin V.
Sitter Profile Image: Heather L.
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Heather L.
from
$50
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
5 years of experience
Beach Haven, Jacksonville, FL, 32224

Heather did a great job taking care of my four fur babies while on vacation! She was attentive to their routine and made time to play and cuddle them. She was able to book last minute for us and made sure we knew what was going on at home with pictures and videos!! Highly recommend ?

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Kaitlyn P.
Sitter Profile Image: Illeana P.
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Illeana P.
Star Sitter
from
$32
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
12 years of experience
Atlantic Boulevard Estates, Jacksonville, FL, 32225

Illeana was great. She house sat and took good care of my babies while I was away on a trip. She was very respectful of my home, gave me tons of updates and my dogs loved her. I highly recommend her:)

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Sandra R.
Sitter Profile Image: Madison G.
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Madison G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
3 years of experience
Jacksonville, FL, 32246

Madison and her fiancé took such great care of Ollie for a week for us! I have no complaints. They went above and beyond and it was like we never left when we got home to our pup. He seemed happy, content and well taken care of!

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Shariza S.
Sitter Profile Image: Michelle K.
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Michelle K.
from
$50
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
15 years of experience
Baymeadows, Jacksonville, FL, 32255

Best sitter in the world. We wouldn’t be able to travel the way we do without her. Our kitties love her so much! So grateful for you, Michelle!

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Rahma A.
Sitter Profile Image: Em P.
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Em P.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Jacksonville, FL, 32256

Phenomenal per sitter!! Couldn't be happier with Em as our sitter!

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Meghin K.
Sitter Profile Image: Scott T.
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Scott T.
from
$50
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
12 years of experience
Deerwood Center, Jacksonville, FL, 32256

My two Boston Terriers were well taken care of by Scott while I was on vacation. I received daily photos and updates on their dog walks and I could tell they were very comfy with Scott as their sitter. He played with them, gave them their fav treats and followed care guide great. My very cautious cat even made an appearance or two. Will definitely rebook next time I travel!

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Krishelle C.
Sitter Profile Image: Desiree G.
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Desiree G.
from
$60
per night
4.5 out of 5 stars
39 reviews
10 repeat clients
8 years of experience
Secret Cove, Jacksonville, FL, 32216

Desiree is awesome! Our dogs love when she hangs out with them. She communicates well and sends pics. We will continue to use her for dog sitting.

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Londa K.
Sitter Profile Image: Diana R.
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Diana R.
from
$45
per night
4.9 out of 5 stars
85 reviews
39 repeat clients
30 years of experience
Baymeadows, Jacksonville, FL, 32256

Diana did great with our fur babies. She kept us updated with photos and quick to respond with messages if needed. And cleaned the house when she left. An awesome experience all around!

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Shelby P.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
44 reviews
25 repeat clients
7 years of experience
Jacksonville, FL, 32256

Jessica was great with housesitting my pet! She was patient and kind as my dog is a little sensitive to new people, but Jessica handled it like a professional! She sent lots of updates and bonded with my dog and provided excellent care. Will definitely be booking again!

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Mia W.
Sitter Profile Image: Lee Z.
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Lee Z.
from
$40
per night
4.9 out of 5 stars
36 reviews
12 repeat clients
5 years of experience
Jacksonville, FL, 32225

Amazing care and my cat loves her!! First sleepover for a week while I was gone and she was super efficient and went the extra mile taking care of Kaydo. I Highly recommend Ashley.

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Keeli A.
Sitter Profile Image: Olivia B.
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Olivia B.
from
$30
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sandalwood, Jacksonville, FL, 32246

Liv is an awesome pet sitter! She went above and beyond with our dogs and made us feel so at ease because she cared so well for them. I highly recommend using her!! We can’t wait to use her again:)

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Erin C.
Sitter Profile Image: Isabella C.
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Isabella C.
from
$38
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
6 years of experience
Sans Pareil, Jacksonville, FL, 32224

Isabella kept our sweet cavapoo while we were on a family vacation. Everything went great. We loved that Isabella sent pictures ! She also easily handled eardrops and allergy medicine for her. We would definitely book Isabella again!

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Lauren W.
Sitter Profile Image: Brianna G.
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Brianna G.
from
$45
per night
5.0 out of 5 stars
44 reviews
17 repeat clients
5 years of experience
East Arlington, Jacksonville, FL, 32225

I was a first timer on Rover and with Brianna. So big choice(s) for me! She had a 5 star review and more than half of her clients have rebooked. This is why I felt comfortable selecting her. We did a pre-meet and it went well. While I was gone, Bri was great to send daily pics and videos! HUGE! Thank you for loving on my awesome dog son Daniel and allowing me to exhale regarding his care while I was gone.

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Debbie S.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
4.9 out of 5 stars
37 reviews
9 repeat clients
20 years of experience
Deerwood, Jacksonville, FL, 32256

Heidi took fabulous care of Willis! We had to book pretty last minute and she was super accommodating with that. Looking forward to having her for future visits!

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Tegan B.
1 / 1
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Over 108
pet parents in Windy Hill have booked house sitting

Windy Hill pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I couldn’t be happier with the care my dogs and cat received! From the very beginning, Olivia was professional, reliable, and incredibly kind. It gave me peace of mind knowing my pets were in such loving and capable hands while i was away. I loved getting regular updates, photos, and messages that showed how happy and comfortable they were. It was obvious they were treated like family, not just “pets being watched.” When I came home, my animals were relaxed, happy, and their routines had clearly been maintained perfectly. The apartment was also spotless and well cared for. I truly appreciate the extra effort, patience, and genuine love shown to my fur babies. I highly recommend Olivia to anyone looking for a trustworthy, compassionate, and dependable pet sitter. I will absolutely be booking again!

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Julia T.
House Sitting
5.0 out of 5 stars

Emily was very responsive and flexible when my travel plans changed. She left a note with information about her time spent with my boys which I found helpful also. I would have Emily sit for my boys again.

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Rachel T.
House Sitting
5.0 out of 5 stars

Hannah did an amazing job caring for our animals and our home. She can handle anything within reason and do it while maintaining great communication.

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John B.
House Sitting
5.0 out of 5 stars

Amy was great! Took great care of our two large dogs while we were gone for an extended weekend. Highly recommend!!

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Luke B.
House Sitting
5.0 out of 5 stars

Highly recommend Haleigh as a petsitter! She’s easy to reach and gives updates. Our dogs have a blast every time she cares for them. We appreciate her attention to detail and always feel like our home/pets are in great hands while we’re away

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Rachel H.
House Sitting
5.0 out of 5 stars

Natazia is the best sitter we've ever had! Thoughtful, responsive, and ensures we know how our pets are doing.

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Johnna P.
House Sitting
5.0 out of 5 stars

Makayla stayed with my dog while I was out of town and I couldn’t have been happier. She was super communicative, took incredible pictures of my pup, and left the house in good order. Super appreciative and highly recommend!

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Ilka P.
House Sitting
5.0 out of 5 stars

This was our first time using Hannah and she was wonderful. She remembered all the things we discussed at our initial meet and greet and kept us updated with texts and photos. She is caring, responsible and we felt very comfortable leaving her with our pup. We will certainly be using her again!

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Michelle S.
House Sitting
5.0 out of 5 stars

Diana took very good care of the puppies while I was gone, and they looked thrilled to be with her in every picture. She left the house very clean and I would recommend her. I will definitely use her again!

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Lisa A.
House Sitting
5.0 out of 5 stars

Alanna is the epitome of everything you could want for a dog sitter. She came and met our pups twice before her stay with them. She sent us regular updates. She took great care of the house even going above and beyond doing the few dishes in the sink and making her bed before she left. We will use her every-time we need a dog sitter. She’s a true gem!

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Rachelle B.
House Sitting
5.0 out of 5 stars

Chelsea did an excellent job! She also sent picture updates on Sunshine. Will definitely be booking again! 😊

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Josephine I.
House Sitting
5.0 out of 5 stars

Heidi took fabulous care of Willis! We had to book pretty last minute and she was super accommodating with that. Looking forward to having her for future visits!

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Tegan B.
House Sitting
5.0 out of 5 stars

She did amazing with my dogs, sent me sweet pictures and quick with responses. I will 1000% be rebooking

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Emily T.
House Sitting
5.0 out of 5 stars

Thanks Avarie for the great care provided to my doggy for that one night and two days. Thanks as well for being able to help out despite the late notice! My pup was very relaxed and happy when I came back home. Highly recommended!

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Vlad C.
House Sitting
5.0 out of 5 stars

Siena was excellent and took exceptional care of our puppers in home while we were away. We loved getting the occasional pictures while we were away. Look forward to using Siena again.

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Donald R.
House Sitting
5.0 out of 5 stars

⭐️⭐️⭐️⭐️⭐️ Monique was absolutely amazing with Bentley! From the moment we connected, she was kind, communicative, and incredibly attentive. She treated Bentley like he was her own — making sure he was safe, comfortable, loved, and well cared for the entire time. She kept me updated, followed instructions perfectly, and truly went above and beyond. I had complete peace of mind knowing Bentley was in such good hands, which means everything to me. You can tell she genuinely loves animals and takes her role seriously. I’m so grateful for Monique and would 100% recommend her to anyone looking for someone trustworthy, caring, and reliable. Bentley adored her, and I will absolutely be booking with her again!

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love g.
House Sitting
5.0 out of 5 stars

Our fur-babies LOOOOOOOOOOVE Briana!!!! We don't use anybody else unless we absolutely have to! HIGHLY RECOMMENDED!!!!!!

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Derek B.
House Sitting
5.0 out of 5 stars

We are so very thankful for finding Alyssa! She was a total pro in every sense of the word. We have an elderly blind (and nearly deaf dog) and a very active kitten, and her patience and obvious love for animals was exactly what they needed. She housesat for us over the New Years holiday and not only did she take great care of our pets, she took equally great care of our home. It was cleaner when she left than when she got there! We look forward to working with her again in the future.

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Tom C.
House Sitting
5.0 out of 5 stars

Katie is fabulous in every way! Very understanding of previous concerns I have had and put me at least with our meet and greet! So communicative and loved my sweet boy just like I would! Pretty sure he didn’t want to come back! Can’t thank her enough

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Emily M.
House Sitting
5.0 out of 5 stars

Sara is always so helpful checking in on our dog when we’re out of town! And she gives the best updates!

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Alaina W.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 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!

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 house 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Windy Hill house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Windy Hill.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windy Hill house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.