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
“Katie was amazing! We had a last minute emergency and I had to board 5 animals with no notice. She accommodated a senior dog, a puppy, a deaf spynx cat and two tabby cats with no problem. She has a nice fenced in area where they can play. She was able to give my animals various diets. I can’t say enough. Thank you.!”
“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.”
“Sarah was amazing with our old guy Gus. He had such a fun time with her dogs and loved playing with them in their big yard. He was so worn out he just plopped down and slept when he got home. She made sure he was well taken care of throughout his stay. Will definitely board with her again and highly recommend if you’re looking for a safe place for your pup!”
“If I could give Sary 10 stars I would. This was the 2nd time we used her for our cat Rocky. It’s hard to find someone to watch a cat. She sends pictures every day. I can tell he is very relaxed. I highly recommend her and we will definitely use her again!”
“Mason and Kassandra did an awesome job taking care of my senior dog. They made sure she received her med each day and sent me daily updates. I would definitely use them again.”
“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 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!”
“Excellent sitter. She was able to take us last minute for a 5 day stay. Our pup was well taken care of. Highly recommend and we will use her again if we are ever in the area again.”
“Maryana was such an amazing caretaker for our Lu. She was so patient and kind with both her and us. Always kept us updated and sent pictures whenever she could.”
“We have a very anxious dog who had only stayed with family members so we were looking for a place that was more like home and we found it. Annette is very warm and inviting and has a great set up. She treated Vasy with great care. She sent pics and video to keep us up to date. In addition to being a great dog sitter she is great groomer. We definitely will book again.”
“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”
“Melina was amazing! If I could give her 6 stars I would. She was easy to contact, fair pricing, great home and family for my fur baby to be safe, loved, and well taken care of. I would absolutely recommend her for anyone looking for a great dog sitter!”
“We needed a new Sitter for our sassy girl but we are super picky! Krystal checked all of the boxes for us and Willow was right at home with her family. The home is clean and bright and the fenced yard is a plus for our frisbee-loving girl. Willow came home very happy and we will be 100% be booking again. Thank you so much!!”
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.
“We couldn’t have asked for a better dog sitter! From the moment we left for vacation, she made us feel completely at ease by sending daily photos and updates. Seeing our dogs so happy, comfortable, and well cared for gave us so much peace of mind and allowed us to truly enjoy our trip. It’s clear, Vivian genuinely loves animals and treated our dogs like they were her own. We are incredibly grateful for the care, attention, and kindness she showed them. I would absolutely book with her again and highly recommend her to anyone looking for someone trustworthy, compassionate, and reliable to care for their pets. Thank you so much!”
“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”
“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!! 😊”
“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!”
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
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2. Meet In Person
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3. Book & Pay
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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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