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

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Top rated Winter Haven house sitters

“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”


“Lorraine did a great job. We were on a cruise so there was no way she could send pictures although she did send a couple before we actually sailed. House looked good and Olive was a happy. well cared for puppy. Thank you.”


“Bradley is the best! He is our go to sitter, I wouldn't trust my babies with anyone else. I have peace of mind knowing Bradley will give my dog his medicine every night. He handles my giant rambunctious dog and my little, skittish Westie with loving care and attention. Even my people hating cat likes Bradley! He is very professional and more importantly, my babies are happy and safe under his care.”


“Madeline was the best dog sitter we could ask for! She was thorough, attentive and so kind! She came to meet the dogs the day prior, gave us updates the entire time, and left our home spotless and a sweet note with some Polaroids of their weekend together. Madeline was with our pups over 4th of July and stayed home with them to make sure they were comfortable, I would 100% use her again!”


About: Hi everyone! I have grown up with both cats and dogs my entire life. In fact, at my childhood home, we had seven cats at one time- even though my dad is allergic! Since moving to Winter Haven, I have missed having a furry friend around and well, that’s why I am on Rover! I currently work full time but not a traditional 9-5 because I am a pilot- which means I am only not home when I am flying! If I am unable to fulfill a request because of my travel schedule, I will be sure to let you know I am unavailable. At my home, I do not have a fenced in yard but it is a quiet neighborhood away from busy roads. My roommates currently have one dog and one cat but if your pet doesn’t get along with other animals, I can keep them separate. Just let me know!

About: I have had a boxer and a bullmastiff, but I have experience working with yellow labs, golden retrievers, as well smaller dogs. I also had a cat that I cared for and help take care of my roommates cat when I am away at school. In high school I took a course that taught me how to properly care for and handle chinchillas, rats, gerbils, ferrets, rabbits, and other small pets. I have watched my sister’s, cousin’s, and aunt’s dogs on several occasions and would be happy to work on different tricks and skills with puppies and kittens. My top priority will be making sure your pet is safe and entertained! I am a substitute teacher and am going to have a lot of extra time on my hands when school gets out at the end of May. I don’t have a pet myself and would love to help make pet care easier for people who need it! I love spending time with animals and will happily play fetch or tug of war for as long as your dog is would like, or any game your pet loves.

“Awesome experience. My kitty Waffles is a shy, scared kitty around new people and has taken him days to interact with new people. Brittany got Waffles to interacts with her within a day and even seemed to be playful with her. I highly recommend Brittany and i will be using her again when i have the need.”


About: With years of hands-on experience in animal care, I’ve had the privilege of volunteering at both wildlife sanctuaries and the SPCA, where I worked with a wide variety of animals in need. My background includes caring for pets of all ages—from playful puppies and kittens to senior companions—as well as animals with medical conditions and special needs. I’m deeply committed to providing patient, compassionate, and attentive care, ensuring every pet feels safe, loved, and well looked after, no matter their age or condition. I currently have open availability and am happy to provide pet care whenever you need it. Whether it’s daily visits, overnight stays, or last-minute help, I’m flexible and ready to accommodate your schedule. Your pet’s comfort and well-being are my top priorities, and I’m here to make sure they feel safe, loved, and cared for at all times. I provide loving, reliable care for pets in the comfort of their own home or while out on walks. Whether it's feeding, playtime, administering medication, or just keeping them company, I follow your pet’s routine to help them feel safe and stress-free. During walks, I ensure they get the exercise, attention, and care they need, always keeping their safety and happiness as my top priority.

“Evan has been great with our boys. Does everything we ask and loves all animals.. Even saved a little snail that was in our pool. She is sweet and communication is great. We travel allot out of the country and she responds pretty much instantly with us. We have booked her 5 times already and have 2 more sits on the books. She is great !!”


About: Besides having owned pets, I have worked with 2 shelters to foster long stay animals. I also enjoy watching McCann and Zak George dog training videos. My friends often ask me to care for their feline and canine babies while they are on vacation. I have experienced the peace of mind of leaving my pets with a great caregiver, and so I appreciate how important it is to provide you with this confidence. During the week, I am primarily available in the evenings between 5-8 pm. On weekends, early morning between 6-9 am, mid to late afternoons and evenings between 1-3 pm, and 7-8 pm are good times. First of all, I'll ask about your pet care rountine and preferences. This way I can stick to your pets typical routine as much as possible. Then I will feed and exercse according to your stipulations. Of course, I will engage your pet with play, belly rubs and ear stratches according to their liking.

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 :)

“This was our first time using Rover for our 3 pets, and we were nervous to try it out, but Savanna did a fantastic job! She even gave our dog her medicine and we received photos throughout our week long trip.”


About: I've had experience with both caring for and training puppies, all the way up to adult dogs. I've always either a cat or a dog. I love both of them. I'm a lover of animals so this would be the perfect thing for me to do. I'm also currently in school to become a certified Veterinary Assistant It's a daily thing. Feeding and making sure the animals have fresh, clean water is a daily thing. Bathing would depend on different criteria. Once a week unless they rolled in something or got extremely dirty. I'll do whatever I have to to make sure your pets are happy, healthy and safe. I'll make sure that if I do a drop in visit, they have fresh water and food, only if allowed of course, and walk them or let them out to go to the bathroom. I'll love them like my own animals.

About: I have spent a significant portion of my life taking care of dogs and cats. At my household, I have two dogs, ages 7 and 4. One pup less than a year old. As well as four cats. My experience includes helping my neighbors by hosting their dogs at my home, giving regular walks, engaging playtime, and plenty of love and attention. What sets me apart is my genuine love for animals. I am a full-time nursing assistant. I always set aside specific times for feeding, walking, and playing with my pets. My family members also help out with the fur babies when it gets really busy. My back yard is very big and completely fenced around. I have friendly animals to keep your dog/cat company. I also have crates if needed.

About: I’ve taken care of dogs, cats, hamsters, and fish since I was 9. Friends, neighbors, co-workers and family have relied on me to walk, feed, bathe and sit for their pets. I’m currently part time so I’ll have plenty of time to play with your pets. I’m available to board your pets or take care of them from the comfort of their home. I have a fenced in yard and 1 friendly dog to keep your pets company. I can easily crate your dog if needed. I’m also available to care for your pet at your home.
Loving house sitters in your neighborhood
Search Results


Shawnee S.
Star Sitter


“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”


shannon k.
“Shannon did a great job house/pet sitting for us, our 4 pets absolutely loved her!”


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”


Brooke P.

“Brooke was great! She kept us informed and sent plenty of pictures. She even helped us with our diabetic dog and making his insulin shots easier!”


Lorraine G.
“Lorraine did a great job. We were on a cruise so there was no way she could send pictures although she did send a couple before we actually sailed. House looked good and Olive was a happy. well cared for puppy. Thank you.”




Bradley L.
Star Sitter


“Bradley is the best! He is our go to sitter, I wouldn't trust my babies with anyone else. I have peace of mind knowing Bradley will give my dog his medicine every night. He handles my giant rambunctious dog and my little, skittish Westie with loving care and attention. Even my people hating cat likes Bradley! He is very professional and more importantly, my babies are happy and safe under his care.”


Debra A.

“Super nice and very dependable! Will definitely use debra again.”


Madeline M.

“Madeline was the best dog sitter we could ask for! She was thorough, attentive and so kind! She came to meet the dogs the day prior, gave us updates the entire time, and left our home spotless and a sweet note with some Polaroids of their weekend together. Madeline was with our pups over 4th of July and stayed home with them to make sure they were comfortable, I would 100% use her again!”


Shaley B.
“From the moment Shaley met charger (my dog) , I could tell she genuinely loves animals and treats them like her own. She’s responsible, attentive, and always goes the extra mile to make sure pets feel safe, happy, and loved. Shaley kept me updated with photos and messages, which gave me such peace of mind while I was away. Charger came home calm, clean, and clearly well cared for — honestly, I think he missed her a little when we got back! If you’re looking for someone who is trustworthy, kind, and amazing with animals, I absolutely recommend Shaley. She’s one of the best dog sitters we’ve ever had.”


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!”


Brittany N.

“Awesome experience. My kitty Waffles is a shy, scared kitty around new people and has taken him days to interact with new people. Brittany got Waffles to interacts with her within a day and even seemed to be playful with her. I highly recommend Brittany and i will be using her again when i have the need.”


Kya L.
“I've always been impressed by how naturally Kya connects with animals. Whether it's a shy cat or an energetic dog, they seem to instantly trust and feel comfortable around her. She’s patient, gentle, and really tunes in to each animal’s unique needs. I’ve seen her care for pets of all ages and personalities with so much love and responsibility. It's clear she genuinely enjoys spending time with them. If I ever needed someone to look after my own pets, she is my first call without hesitation.”


Evan B.

“Evan has been great with our boys. Does everything we ask and loves all animals.. Even saved a little snail that was in our pool. She is sweet and communication is great. We travel allot out of the country and she responds pretty much instantly with us. We have booked her 5 times already and have 2 more sits on the books. She is great !!”


Melissa K.
“I am thrilled to have the opportunity to write a testimonial for Melissa, who I wholeheartedly recommend as a pet sitter or dog walker. Melissa is not just a kind and generous individual; she embodies responsibility and has a keen sensitivity to the needs of pets, which has been evident in her care for my cat, Momo.Melissa's approach to pet care goes beyond merely feeding and spending time with them; she tunes into their emotional and physical well-being, ensuring they feel comfortable, secure, and loved. Her communication skills are exceptional. She has always kept me updated with constant messages and photos, making me feel reassured about Momo's well-being and allowing me to enjoy my time away without worry.Her honesty and trustworthiness stand out. I've always been impressed with Melissa's integrity in every aspect of her life, and these qualities shine through in her pet sitting as well. Leaving your pet in someone else's care requires a great deal of trust, and Melissa has proven time and again that she is more than deserving of that trust.In a world where genuine compassion and dedication are rare, Melissa stands out as a beacon of warmth and reliability. For anyone looking for a pet sitter or dog walker who will care for their furry family members as if they were her own, Melissa is the perfect choice. Her love for animals, combined with her impeccable character, makes her an ideal candidate for anyone in need of pet care services.”


Chloe P.

“Chloe took wonderful care of our dogs. She shared photos and kept in contact to ease our minds. We will use her again.”


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 :)


Savanna B.

“This was our first time using Rover for our 3 pets, and we were nervous to try it out, but Savanna did a fantastic job! She even gave our dog her medicine and we received photos throughout our week long trip.”


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.”


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!”


Holly P.
“Holly is absolutely amazing! 🤩 I have a beagle that is a runner and always scares me to leave her. Holly was so attentive to our hyper pup. I also have a blind dog that is aging and Holly was so patient. She is great at giving both dogs the attention they deserve!”
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 Aug 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 Aug 2025, there are 832 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, 84% 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.
