Pet Boarding Winter Haven
Find a loving Winter Haven pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 271 pet parents in Winter Haven have booked pet boarding
Winter Haven, Find top rated pet boarding
“When I tell your that Shelisha made me feel ao comfortable and reassured about my fur babies , she did just that. I was so nervous because I’ve never had my babies shave a sitter but she did her thing. Sent updates,photos, text messages videos. My babies were so happy with her & I love this for them. She is an awesome sitter. Did so well that I didn’t text so much and only one drop in visit . Your fur baboes will be in Great hands with her.”
About: I have over 10+ years of experience caring for dogs of different sizes, ages, and personalities. I’m a dog owner myself, so I understand how important it is to have someone you can trust to care for your pets. I’m comfortable with feeding, walking, playtime, giving lots of attention, and caring for senior dogs. I always treat every pet with patience, love, and respect, and I’ll make sure they feel safe and comfortable while you’re away. I work from home, which gives me plenty of flexibility to care for your pets throughout the day. I’m available for walks, playtime, feeding, potty breaks, and lots of attention. My flexible schedule allows me to easily adapt to your pet’s normal routine and needs. Your pet’s safety and comfort are always my priority. I have a fenced yard and two friendly dogs at home. I always follow each pet parent’s instructions carefully, including feeding schedules, walks, medications, and any special routines. I’ll make sure your pet feels safe, comfortable, and loved while in my care.
“Christian was absolutely great with Deebo. Very attentive and kept me informed. We received great pup pics. Great location and will definitely recommend him to board your fur baby.”
About: The best care for your best friend Need someone trustworthy to care for your pet while you’re away? I’m here to help! I offer companionship, playtime, and fun walks — always with love and attention. Daily walks Lots of play and cuddles Photo and video updates Your pet will be treated like family! The best care for your best friend. I can spend a lot of time playing and keeping your pet company. I'm happy to go for a walk with your pet and play with him. And the best part? Your pet will have a little buddy to play with — my friendly small dog will be there to keep them company!
“Ashley was so kind and loving with my pup Chai! I can tell Chai had a great time and I appreciate the status updates and photos during her stay. I definitely recommend using Ashley for your dog sitting needs ☺️”
“Summer was great! She took great care of my giant dog and was super understanding and flexible. She sent pictures and brushed my boy out. When it was time to get in the car he wasn’t so sure about leaving.”
“Megan is amazing and just so sweet and good with dogs. I HIGHLY recommend her! I had another pet sitter cancel on me and I needed somebody last minute and she was so gracious to take him and I really appreciated it. She also kept me updated and sent me pictures every day that she had him ❤️ thanks again Megan!”
“Stacey was absolutely amazing !!! We couldn’t have asked for a more loving and compassionate sitter. Definitely recommend her services and care for anyone in need. Our pup came home having made a permanent friend!! ? ❤️ See you again soon!!”
“Marlene was so kind and patient especially with our one dog, who is very timid. She kept us updated with pictures and on how they were doing the whole time. It shows how much she loves animals. If we have to be away from our dogs again I’d definitely use her!”
“Truly amazing! Very communicative with prompt responses and lots of pictures and updates. We are thankful to have found this wonderful family to help us with our pups. Thank you! We will always recommend you and use you in the future.”
“We could not have been more pleased with Maya and her husband taking care of our sweet Finn. They are so kind and loving, Finn was comfortable with them immediately and so were we. They took such good care of him even setting up a play date at a local dog park. We received so many pics and videos. We had such a great weekend away because we knew how well they were taking care of our puppy. I will of course be booking future stays for Finn with Maya and Kevin. If you are close by them and find yourself in need of sitters to love and take care care of your pets, book with Maya!!! In my opinion, they are the absolute best!!!! And will treat your pet as a member of their family.”
About: I’ve had pets my whole life and have experience training puppies, caring for pets with special needs, and administering medication. I treat every pet like family, giving them extra love, attention, and comfort while they’re away from their loved ones I have a flexible schedule and time to give your pets the love, attention, and care they deserve. I’ll make sure they feel safe, comfortable, and happy while you’re away. I love caring for pets in their own homes, where they feel safe and comfortable. I’m patient and respectful of their space, giving shy cats time to trust me and making sure dogs feel loved and accompanied. My home also has a screened-in patio where pets can safely enjoy the fresh air and greenery.
“Lia did such a good job!! I have a hyper pitbull and she handled him so well and i felt very comfortable with her. She kept us updated the whole trip with pictures and videos every day! If u need a trustworthy and caring sitter, Lia is your person!”
“I was very happy to know my little guy was safe and happy with Marcy and Betty! She sent me photos to keep me updated on his day and he just seemed so happy! I will definitely book with Marcy again!”
“2nd time using Evan for a 9 day trip to Europe! She is just amazing & so glad we found her! We had a slight delay in getting back home and she was super flexible and understanding!”
About: I have a Golden Doodle. Your pet will feel at home, it will be cared for according to your rules and it will be given love and protection. I will keep you informed at all times so that you can be calm about the care of your pet. I work completely remotely, I have the flexibility to take care of pets from our home. I will offer a good service for you to return. I will be 100% transparent with the service. I am committed to following the rules of the pet owner, but above all things to keep you informed in detail of everything that is done daily with your pet.
“Craig took good care of Buddy while we were away for a three day weekend. He sent updates regularly of Buddy adjusting and playing in his backyard. Buddy enjoyed his time. Thanks Craig!”
“Karen is amazing and treats your dog like her own. I highly recommend her to anyone who is looking to have a pet sitter and someone who will treat your pet like Family with the upmost care respect and love.”
About: I've taken care of dogs of all sizes and breeds for over 10 years. I love giving pets a safe space to call home, even if it's temporary! I work from home so I am able to walk, play with, feed, and spend time with pets all throughout the day. Your pets will thank you for bringing them to me! I have an In-community dog park to allow the dogs to run and play. I enjoy play time with the pups and also make sure they follow any routine the owner leaves me, regardless of at my house or yours!
The median cost per night for pet boarding in Winter Haven is $40
Pet parents share their Rover experiences - Winter Haven
Sarah is an absolutely phenomenal dog sitter! She watched my Cocker Spaniel, Aspen, and went above and beyond to make him feel right at home. Aspen quickly became best friends with her two golden doodles, and they had the best time together. Sarah kept him incredibly active and engaged, playing with him, taking him on plenty of walks, and even bringing him out to a farm so he could run around and explore. Aspen clearly loved every second of his stay with her. If you are looking for a reliable, caring, and fun sitter who will treat your dog like family, I cannot recommend Sarah highly enough!
If I could give more than 5 stars, I would! Savannah was amazing taking care of our cats. She has a setup where the cats have their own room to themselves and it is very cat-friendly. She truly knows and understands cat behaviors and quickly picked up on my cats' individual personalities. She kept me updated with daily photos and was very attentive to any questions I had. She was so nice and loved on my cats just like I do. I highly recommend her!
Maryana was absolutely amazing! This was my first time leaving my cat Gizmo with a sitter and it couldn’t have gone any better! Maryana was born to take of pets, and Gizmo has the absolute best time. He was so well taken care of, and she kept me updated the whole time with pictures and videos. If I could give her 10 stars I would! You will not regret letting your pet stay with her!
I cannot say enough nice things about Jeanna. She is fantastic! I would recommend her to everyone. She took care of all my animals and went above and beyond. My senior dog leg injury flared up while I was gone and she went to the vets to pick up meds for her. She was very prompt and responsive. I will be reaching out to Jeanna the next time I need a pet sitter.
Book with peace of mind
- 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?
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 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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet boarding - Winter Haven
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Haven average 13 repeat pet boarding clients
FAQs for Pet Boarding - Winter Haven
Frequently asked questions about Rover
The average cost of Pet Boarding in Winter Haven is $35 per night as of November 2026. Most bookings cost between $27 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 1,344 sitters on Rover for Pet Boarding in Winter Haven. About 92% of Winter Haven sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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