Pet Boarding Winter Haven
Find a loving Winter Haven pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 356 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.
“Muy contnta con su servicio y mi hijo perruno muy feliz , ella va a ser mi dog sitter permanente, siempre pendiente a los mensajes y dejandome saber como hiba todo cada vez q le prwguntaba. Mas q agradecida”
“She send us pic and videos everyday to see our baby! Mailov was happy and confortable like he was at home! Patricia gave us that peace of mind to enjoy our trip.”
About: My wife and I have experience caring for our own dog and understand how important it is for pets to feel safe, comfortable, and loved. We provide a caring home with attention, playtime, and personalized care to make sure every pet feels happy and well cared for. My wife and I enjoy having dogs as part of our family. We provide a safe and caring environment with regular potty breaks, playtime, attention, and plenty of affection. We will make sure each pet feels comfortable, happy, and cared for while staying in our home. We provide a safe, clean, and loving home where pets can feel comfortable and cared for. We focus on safety, supervision, regular potty breaks, playtime, and understanding each pet’s needs before stay.
“Bradley has cared for our pups a few times now and he is always the best. Taking them on walks, sending us pictures each day and caring for them like his own. We always appreciate his efforts and he goes above and beyond!”
“Melina and her family are so loving and kind to our baby London. Having a good reliable sitter really pushes my husband and I to go away more often. We look forward to our next trip and London looks forward to her time spent with Melina and her family.”
“My pup enjoyed her stay and loved spending time with their dogs and kitties. They sent daily photos and check-ins which I really appreciated. Harper was completely exhausted from 3 days of fun that she came home and slept for 2 days straight. A tired pup is a happy pup! Would recommend!”
“We can’t say enough wonderful things about Jennifer! From the moment we met her and her husband, we knew our German Shepherd and Green Cheeked Conure would be in caring hands—but she exceeded every expectation. She treated our pets as if they were her own, giving them so much love, attention, and affection while we were away. She sent us daily photo and video updates, which gave us tremendous peace of mind and allowed us to see just how happy and comfortable they were. Our German Shepherd had the time of his life swimming in their pool and playing with their hose! It was clear that Jennifer took the time to learn his personality and made sure he was not only well cared for but truly enjoying himself. She was equally attentive to our Green Cheeked Conure, making sure our little feathered family member felt safe, loved, and comfortable as well. Because of Jennifer we were able to fully relax during our trip, knowing our pets were receiving exceptional care. Lovingly welcoming our pets into their home made a very special trip possible for us, which made a meaningful impact on our entire family. We’re incredibly grateful to have found her! We wholeheartedly recommend Jennifer and we will absolutely be booking with her again!”
“Cheyenne, was wonderful with our dog Emmie. She sent us photos every day for the month she had her. Emmie was very well cared for and even had her own little treats that Cheyenne bought for her. I would highly recommend Cheyenne and am so happy we found her on rover. We will absolutely be boarding Emmie when our next big adventure comes along.”
“Eyran is such a lovely and thoughtful pet caregiver. He makes sure our dogs are very comfortable with him and his house. He provides frequent updates and videos to ensure we know they are in great hands. I'd highly recommend Eyran to take care of your animals!”
“Myyah was great. Treated Huckleberry like he was her own, sent lots of updates/pictures and just a pleasure to talk to. Will definitely rebook when back in the area. Thank you Myyah!”
“I was very nervous for Spiky since I had never left him before with anyone, but Joanne made me feel better because she was sending pictures and messages with updates about Spiky. We appreciate Joanne for giving our baby all the attention and love he needed while we were gone. I 200% recommend her and I recommend the Rover app as well.”
“Danieris and Julian are a wonderful and kind couple. They welcomed my dog and communicated regularly about his stay and questions. I would absolutely use them again.”
“I 100% recommend Ana. I will definitely book again with her. She kept us informed of how Giddy was doing and sent us pictures and videos of him. He was very loved on his boarding with Ana. I could see he had a great time with his 2 new furry friends which loved to play with him. They are a very welcoming family. If you want a place where they love and take good care of your pet as much as you, you should book with Ana. ❤️”
“This is the second time Aida has watched our dog (and bunny) on such short notice, and she always does a fantastic job!! She is so sweet and takes such good care of our fur babies!”
“Michelle & Jeff were awesome! Our Boxers were super excited about their stay and couldn’t stop talking about it ?. We received updates, pics, and video of them having a blast. This couple was easy to work with and we will use them again without hesitation. Thanks Michelle & Jeff for caring for our Boxers this past weekend. ?❤️??”
“We are truly grateful to Daniela for taking great care of Pepper for the several days we were away. She regularly provided us with photos and updates. We highly recommend her to anyone who may be looking for a trustworthy and responsible dog boarder. 👍🙏🏼 - Rich and Lynn”
“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!”
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 September 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 1,346 sitters on Rover for Pet Boarding in Winter Haven. About 90% 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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