Dog Boarding Winter Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 354 pet parents in Winter Haven have booked dog boarding
Winter Haven, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our dog was provided great care by Estefany and her family. We appreciated all of the updates and saw our pup was getting lots of exercise and attention. We hope to rebook for future needs!”
“They were great with my dogs Rocky and Lulu. I received pictures daily and were constantly updated on my pups! You could tell they were comfortable and well loved while there!”
“Patricia is a wonderful dog sitter! Our shitzhu thoroughly enjoyed his time at her home this past week. I recommend the generous hospitality of Patricia and her pack!”
“Joanne was great. I know my dogs loved her. She sent me videos of them and they just looked happy and she was petting them and loving on them so I felt really at ease. I was scared to leave them because 13 years I have never left them with anybody she’s the first one that they’ve ever been with without me and I felt really good about it when I picked them up. Thank you, Joann.”
“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”
“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!”
“We were recommended Mrs. Vlasta's Boarding services when we urgently needed them the following morning. When we contacted her, we were fortunate to find she was available, she immediately said yes, and not only that, but she was also able to pick up our Golden Retriever from the hotel where we were staying. She was very generous, kind, and full of affection for our Van Gogh. She also sent us many messages and photos. We could see how comfortable, attentive, and playful our dog was during his short stay. We recommend her 100% and hope to use her services once again!”
“What an awesome experience for our family (which includes zip our Husky) I HIGHLY recommend Sarah she communicated daily with pictures and messages. Zip came home happy and appeared better than the kennel we used in the past. Came home and acted completely normal and excited to be home.”
“Labern was so amazing! She took such great care of my doggie. I never once had to ask how Venus was doing, she sent me an update and photo every single day! I loved that so much! I hope she's available to watch her again because Labern has become my favorite Rover in all of Florida. Thank you so so much!”
“My dog had a great time with him and his family over the Fourth of July weekend. He had a big back yard for him to run around. We received photos of our dog having a great time. I will definitely use him again. 🙌😊”
“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”
“Katie was great. I was a bit apprehensive being that it was my first time using Rover or leaving our dog with someone I didn't personally know. I'm glad that our pup was able to spend it in a loving home. Katie constantly sent pics of our dog having fun and she even had her sleeping on her bed which was great because that where she spend many nights at home. It gave me peace of mind that she wasn't always kept in a crate.”
“We are so grateful for Annabelle for hosting our pup so well. We had never used rover and were a little hesitant, but we couldn’t have been more happy about the care our boy received. We got so many pictures and updates. We were truly able to enjoy our time away knowing that our boy was in such good, caring hands. Would hands down use Annabelle again and would recommend our friends and family too as well. Thank you again, Annabelle!”
“They took incredible care of Brandy while I was away, sending regular updates, photos, and even a few cute videos that gave me total peace of mind. My pup came home happy, well-exercised, and clearly loved. Not only was Chris a professional and reliable, but he also went above and beyond to make sure everything was perfect—from following feeding routines to giving extra butt rubs. It’s such a relief to know I’ve found someone I can trust completely. I’ll definitely be booking with them again! If you are thinking about it, please BOOK HIM IMMEDIATELY!!! It was a beautiful experience”
“First time using her service, she provided multiple photos and updates which i greatly appreciated. She made sure to ask before pick up if there were anything special to know to provide quality care. I recommend. Thank you.”
“Eyran was an extraordinary host. He had to deal with our dog's special needs and requirements regarding food. And Eyran passed all the tests with flying colors. He used to send us pictures and videos of Clooney (our dog) very frequently during the day and kept us informed about how he was doing, if he was hungry, etc. Eyran's communication skills were second to none. We strongly recommend Eyran to anyone who loves their pets. And, if your pet had the ability to speak, they would also recommend Eyran.”
“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.”
“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.”
“Can’t say enough about Patricia and her family! This was our first time boarding our 2 yr old Catahoula/Corso mix and we were super nervous. He doesn’t not like other animals whatsoever and when I explained that to Patricia she assured me that they’d be fine with him. They did an amazing job! Daily picture and text updates showed that Drayko was comfortable and happy in their home. By the second day of our 4 day board, my nerves were at ease. I loved the fact that he was able to be boarded alone unlike so many other providers that take on multiple animals at a time. We already plan on re-booking with this awesome family in August. Highly highly recommend them if you need boarding in the Kissimmee/Orlando area.”
The median cost per night for dog boarding in Winter Haven is $40
Dog 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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Winter Haven
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winter Haven average 13 repeat dog boarding clients
FAQs for Boarding - Winter Haven
Frequently asked questions about Rover
The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 1,280 sitters on Rover offering Dog Boarding across Winter Haven. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
96% of Winter Haven sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winter Haven landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winter Haven home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winter Haven.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winter Haven sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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