House Sitting in Winter Haven
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Shawnee S.


“Shawnee was awesome. Hunter really bonded with her. He had the best time. She even pulled in our outside items during the storm. Will definitely use her again”


2. Dustin & Isabella M.

“Dustin and Isabella were really great to work with! They’re professional, reliable, and you can tell they genuinely love animals. My neighbor told me about them and I’m so happy they could watch my cats at the last minute. They were attentive, followed my directions, and sent several photos to me. They’re wonderful and very dependable - I will definitely use them again to watch my cats!”


3. Makayla K.

“Makayla did an amazing job with my babies. She would always keep me updated on their activities. She took care of them as if they were her own, making sure they were properly fed and got plenty of exercise. I would love to have her house sit again!”


4. Haylee C.

“JUST THE BEST! Teddy had so much fun. Haylee took so many pictures and cared for Teddy. He also got to play with her puppy Crew which was a big bonus! Definitely rebooking her!”


5. Brooke P.

“She was great! The girls loved her and really enjoyed her. I will use her again for sure!”


6. Emily B.
“Emily has been amazing every time we’ve needed her. Our two dogs love her. She’s kind and caring and the plays with our dogs every time she’s here.”


7. Blanca C.

“Blanca is INCREDIBLE! We love her! She treated our fur babies just like her own. My oldest golden, Obi, is absolutely terrified of storms and there were quite a few when we were away and Blanca made sure he was never alone and he was safe and taken care of! 🩵 We also booked her extremely last minute because our regular dog sitter had an emergency and couldn’t do it and thank goodness Blanca was available! We will definitely have her again and I HIGHLY recommend her!!!”


8. Evan R.

“This is our 6th time to use Evan. She really is great with our boys.. Can not say enough good things about Evan and the care she gives our pups. Always easy to communicate with, which is a plus since we do a lot of International travel and being on different time zones.. She sends pictures along with updates of our boys so we can see them and know what they are doing .. when we are so missing them with us being away.. ☺ 5 star all the way !!!”


9. Kelly O.
“Hello. I have known Kelly O'Donnel for more than 20 years. She is a sweet and caring person. In the past, I have witnessed her love for animals, especially canines. She has invested a good deal of her life into adopting and caring for dogs and treating them as family members. She has cared for my dog Denny in the past and I trust her completely. Kelly would be a reliable and trustworthy sitter. She comes to you highly recommended. Regards, Mark Fowler”




10. Bradley L.


“Perfect job even though we changed our plans a few times. Our dogs loved Bradley and were not traumatized by us being gone at all. Will definitely use him again.”


11. Marilyn B.
“Marilyn is very kind and passionate. My animals love her. If you are looking for an energetic, caring animal lover… look no further book her immediately.”


12. Celia J.

“After reading a lot of profiles I definitely picked the best dog sitter Celina did an amazing job Great communication took great care of our fur babies being on vacation for a few days and we are very thankful”


13. Allison L.
“Allie is an incredibly responsible individual with a pure love for animals. She loves spending time with them, whether it is taking them on walks, playing with them, or just lounging around. Allie has the biggest heart for animals of anyone I have ever known; you can absolutely trust her with your furry friend!”


14. Ashlynn V.
“Ashlynn watches my puppy and he loves her! She always takes good care of my puppy and when I come to pick him up he’s always happy, fed, and clean!”


15. Evangelynn S.
“Evangelynn was absolutely perfect! She was extremely attentive and so loving to my 2 pups. They can be such a handful, but Evangelynn was able to take on this job with such ease. They were well fed, bathed, and the house wasn’t a mess when I got back from my trip. My dogs adored her. I will definitely have Evangelynn back again, she will have a client in me for life now!”


16. Samantha A.

“Sam is really friendly. You can notice that she truly loves to spend time with animals. She was very sweet to my cat. Definitely I would recommend!”


17. David T.
“David is very caring and considerate of animals. He listens to their body language and always tries to make them comfortable and happy! Would recommend to anybody!”


18. Kayla R.
About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)


19. Christy M.
“Christy would be excellent with any pet. She loves animals. She has even gone to the local shelter to help out with their animals. She is very responsible and trustworthy.”


20. Corey S.
About: I can help you out with anything you need with your dogs between training behavioral doggy socializing one on one training all dogs are welcome. My specialty is working with dogs from the shelter dogs that suffer from anxiety separation issues behavior issues I also love working with puppies potty training 101 and also socializing I own two dogs starring Scooby both were rescues but I also love working with special needs dogs and Senior dogs I can offer here at my home I have a three bedroom house I offer bedroom stays for the dogs doggy daycare out in the backyard inside also boarding if you need your dog to stay in you got called into a work for business trip drop them off same day I'm here to help whatever I can do for your animals. And I can promise you 100% dedication I'm a stay-at-home dad. So I could spend 95% of my time with your animal when they stay or come over for a socail visit Currently I am a stay-at-home dad to my 9 year old son so I spend 100% of my time with the animals and can dedicate 100% of my time to your animals individual needs I live in a three bedroom house with my two dogs and my nine year old son we have a fenced in backyard my dogs are very sociable and friendly my dogs never go more than 2 for a bathroom break or outside to play I treat my dogs like they're my own children I am very protective of the animals that will come to my house and protect them like they're my own and treat them like my own
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winter Haven on Rover as of Apr 2025 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Apr 2025, there are 833 house sitters in Winter Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Winter Haven house sitters respond in under an hour.
House sitters in Winter Haven have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winter Haven.
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. Winter Haven 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.
