Pet Boarding Winter Haven
Find a loving Winter Haven pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 382 pet parents in Winter Haven have booked pet boarding
Winter Haven, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ashley did an amazing job with our Bella! Ashley kept us informed of how Bella was doing and included tons of cute pics daily. Our Bella seemed to really warm up to her, Jake, and even Goose. I was worried about Bella interacting with Goose, but Goose was super chill and well mannered. Bella snuggled up to Ashley, sat on her lap, played with her, and even slept in bed with her! Ashley took care of her like one of her own. It was a comfort while we were gone to know that Bella was well taken care of and, most of all, happy. Bella came home to us happy and not stressed like she has with other sitters. I hope to use Ashley as a sitter again. Thanks, Ashley!”
“Melina takes great care of our little London. When I grab her overnight bag for Melina’s, London gets so excited the day before. She runs to the car and can’t wait for me to step aside. We take more trips and travel knowing we have a great sitter. I highly recommend Melina.”
“Marie provided excellent care for my two pups. They are like my children and I don't trust them to anyone. They were loved and slept on comfy beds. No cages, plenty of space to run and play. Plus,plenty of love.”
“I was so nervous to leave Jax but Michelle Made me feel at ease her home was very welcoming she had a huge back yard lots of space for the dogs to run around Michelle sent lots of photos throughout the day and if I had any questions she was always quick to send a text back with no hesitation I would definitely recommend her for any occasion I think she was fabulous thank you so much for putting me at ease and I will definitely use her Service again”
“Thank you Vely for the amazing pictures and always making us know Duke will be well cared for when he can’t go somewhere with us! You are such a blessing! Thank you again!!”
“Krystal was amazing! She worked with our super early time frames, and was very attentive to instructions and our pooch. Would definitely reccomend and will absolutely be using her services in the future. Can not say enough great things about her!”
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!
“Jacque was such a wonderful host! Our kitty Amira I think really felt at home. I loved receiving the pictures during our time away and Amira loved the little cat nip gift she got to bring home and new water bowl. We will absolutely be choosing Jacque again during our future trips.”
“Patricia took excellent care of my 13 year old pitbull, Marley. I received updates every day and quick responses. This was a lovely family (Patricia and her kids) and you could tell they love animals. I was nervous since it was my first time leaving him with someone who isn’t family, but they made me feel so comfortable and at ease. They were also super flexible and allowed me to pick him up late at night. I am so grateful for the care and love they provided Marley, and would definitely recommend them. If I ever need another puppy-sitter, I will go to Patricia, no doubt.”
“Ingrid was great! She took care of our 4 year old dog & our 2 month old puppy, who can be a lot to handle! Super grateful she took our dogs and took care of them SO well! Will definitely go to her again!”
“Thank you so much for watching my baby. I love that you took extra care of her while I couldn’t be there due to a car accident. You are the best.!”
“Susan is the best!! Your pup will have a great time there, and Susan takes such good care of them!! She's awesome. My dog Daisy has been there numerous times. She has a blast there!”
“They are the kindest and caring dog sitters! The only one's I trust to take care of my girls, especially with my rescue who requires a bit more patience because of her fear of people. They've sat for my girls at least 15 times before and I will continue using only them.”
“I can't say enough of how happy and content Beau was on his first overnight with Lisa. besides all the awesome pictures both days , when I picked him up he was calm and content. Lisa is genuine and just wants your baby to feel at home!!! this is a big deal to leave you fur baby and not have to worry about them!! thank you again”
“Very nice people. I can tell my dog had a great time staying with them.I love how they update me too everyday about my dog. I will definitely book them again”
“Matt & Nicole took wonderful care of Marley! They communicated with us daily and sent photos as well. I would definitely recommend them and will be future customers! Many thanks for taking such good care of our pet!”
“Angel is amazing. He took great care of our 3 dogs and had great communication. He sent us pictures throughout the day to let us know that they were doing great. I highly recommend Angel!”
“Annabelle was amazing! This was my dogs first boarding and I don’t know who had more anxiety, my dog or me. She took care of my fur baby like her own. She sent me plenty of updates and pictures which made me feel really good about trusting my dog with her. I have more trips planned and will be using her again. Thank you so much!! 😊”
“I’ve been using Brittanie for doggy day care and boarding. My dog Bandit gets so excited to go to her house. He always comes home tired from having fun playing all day.”
The median cost per night for pet boarding in Winter Haven is $40
Pet parents share their Rover experiences - Winter Haven
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.
Meet local sitters who will treat your pets like family
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 Boarding - Winter Haven
Frequently asked questions about Rover
The average cost for Pet Boarding in Winter Haven on Rover is $33.3 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 1,310 sitters on Rover for Pet Boarding in Winter Haven. About 91% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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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