Pet Boarding Winter Haven
Find a loving Winter Haven pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 363 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.
“Thank you to Annabelle and the rest of her family. You folks gave my dog, Myces, a great home while I was away. I hope it is alright for us to book again in the future!”
“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!”
“Would highly recommend! Michelle, Kevin, Jeffrey & Family were wonderful to Bear We have never left him with non-family before They sent us updates and photos of Bear smiling and having a great time It was really reassuring My wife and I could actually relax and enjoy our vacation knowing/seeing how they treated Bear like part of their family too They all went above and beyond for us”
“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!”
“Lisa and her son Eli did a wonderful job taking care of our Koda. It was his first time staying away from home since we got him, and it seemed like he had a great vacay . Will totally feel comfortable leaving him there the next time we are in need of a fur baby sitter.”
“I came to Molina on such short notice she opened up her house and her family for my two wonderful dogs starring Scooby Melina and her husband have gone above and beyond for the care of my dogs. Both my dogs are rescues and both suffer from high anxiety and suffer from separation. And they have made my kiddos feel the ultimate vip experience but also get pictures and updates constantly. And all the pictures my dogs are feel like part of there pack. Melina and her husband are amazing team beautiful energy in there house that brings peace to the dogs. This is the first time in my dogs life that I have left them with someone else. Just for the few days they took my pups. The have a customer for life for my star and Scooby. Thank you so much Melina you have taken such a stressful situation for my family and have completely turned made everything go so smoothly. For any animal lovers out there with family animals that love kids Melina offers this in her home and my dogs love attention and they are getting it all over. *Super host in my eyes”
“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. ❤️”
“We loved the care and attention given to our dog by Samantha! My dog was having so much fun with her pack. The updates were frequent and thorough. We also got great pictures and videos throughout the stay. We will definitely rebook with her!”
“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.”
“This is my 2nd time using Ashley. She took such good care of Killer. He had a blast and enjoys playing wither her dogs. She sends pictures and keeps you posted which puts your mind at ease. She will always be our first choice. Thanks again!”
About: I'm a dedicated stay-at-home dog mom who loves caring for pups of all ages, from playful puppies to sweet senior dogs. I am trained in pet first aid and CPR so your furry family member will always be in safe hands. Whether it's belly rubs, walks or cuddle time, I treat every dog like I would my own. I am currently a stay at home dog mom so my schedule is pretty flexible. A natural part of my daily routine revolves around feeding schedules, potty breaks, walks, playtime and lots of cuddles. I will care for pets in my home as if they were my own! They will enjoy a safe environment with regular potty breaks, walks and play time.
“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!”
About: I’ve always had a variety of pets since childhood. I currently have a dog and a turtle. My kids and I enjoy taking our dog on long walks and to our local park. I am employed full time working from home. It leaves me a lot of time to care for pets and frequent walks/ potty breaks in the yard. I have a very friendly dog that loves company and 2 kids who love meeting new animals. I also have plenty of outdoor space in my fenced in back yard for frequent potty breaks and exercise.
“Wonderful person. We did the meet and greet and my Bo was very calm. Ronnie was very friendly and very nice. He sent many pictures and videos. I can tell that my Bo was very well taken care of. Thank you for everything”
About: I've had dogs all my life and currently I have a beautiful little dog who is my life. I like to take good care of them, give them healthy food and take them for walks. My experience with other dogs is beautiful. I have a job from 2 pm onwards, Monday through Friday. I could take care of and walk your dog every morning and have them sleep on the weekends. I would love to board with you and take them for walks in all the parks and areas. I have a fence in my yard and a beautiful little dog for company and a new family with your pet. I make healthy dog food and snacks and they will have special care.
“Patricia was so kind and friendly when we met. She is an expert taking care of dogs! Charlie stayed with them for over 2 weeks and my Charlie was happy and well taken care off. Open communication, daily pics and videos, and always available for questions. Charlie will be back Patricia. We highly recommend Patricia to take care of your dog!”
“Libertad was such a nice lady. Responded daily with videos and pictures. Lucy and Ginger were treated like family. We were in the process of getting a new place and Libertad happily modified our reservation many times. She is a gem and a blessing. Your furry family will be treated the best.”
“Bradley took very good care of our for babies. He updated us every chance he had with videos and pictures, always kept us in the loop. He was very attentive to their needs. Which was very much appreciated. We also appreciated that he did what he could to accommodate us and was able to watch them on short notice. Our kiddies came home happy and tired. ? We definitely will rebook with him again.”
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 12 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 July 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 1,340 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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