Dog Boarding Winter Haven
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 352 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.
“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 was such a sweetheart. She has a big heart for dogs and took very good care of mine. My baby had plenty of room to run in the backyard and she sent lots of pictures. Will use her again.”
“Hailey is just simply the best! Needed to extend the care of my dog for another night and Hailey accommodated us no problem. When she watches our dog, he’s in the best care possible, thanks 🙏🏼 Hailey.”
“Sarah was great. This was my first time using the app and trusting Rosie to a stranger. Sarah sent pictures and kept me updated. She was very patient with me when my tire went flat on my way home and I was late.”
“Leaving our pups with Sary for the second time already and they started whining to get out the second we pulled up the driveway! They immediately felt at home again and settled right in. I didn’t worry about them at all while gone and could enjoy the trip knowing they were in great hands again!”
“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!”
“Thank you! I am completely satisfied. She kept me informed the entire time with photos and videos of my dog. I definitely know that I can leave my dog with her again in the future. My dog looked happy.”
“I’m am very happy leaving my Gus with Annette he loves and enjoys her company and doggie friends. She is always very nice to send me updates and pictures of Gus playing with friends. He was certainly very happy staying with Annette”
“We have used Mason and Kassandra for our 2 Aussies before, and we’re sure we will again :-) They are great with our dogs, and our dogs love going to stay with them. We love the updates, pictures and videos, and mostly the fact that they treat our dogs so well!”
“Labren, did a great job taking care of my dog. She was open to a meet & greet with my dog. They bonded and that was important to me. I will rebook with Labren shortly as I appreciate her service and how she took care of my Soni. She provided updates with either photos or videos. Soni got a bath during her stay!! Thank you, Labren for your service! 🙂”
“Melinda was awesome with our 2 senior fur babies! She kept us updated every day with pictures. Spent and Lunas were very well taken care of, and we didn’t have to worry about them while we were gone. We would definitely use her again. Thank you, Melinda, for your great care of our pups ❤️”
About: I have experience in dog training, pet boarding, house sitting, and dog walking. Friends and family have relied on me for years to deliver a reliable and honest pet service, and exceed their high expectations. I live a humble lifestyle with my husband Julian, and we share a profound passion for animals. I currently work from home, so I'm able to dedicate 24 hour care to any pet. Both my area and home are incredibly safe, as I have high-end security systems installed, and live in a quiet and safe, pet friendly neighborhood. I live near walking trails to take your pet on long walks as well. You can take your vacation or any time away and rest assured your pet is in great hands. I truly care for your animals as I would my own. I currently work from home with a very flexible schedule, and I'm able to take breaks often, at any time needed. I'm able to accommodate any care schedule you have set for your dog or cat, including medication, bathroom breaks, or activities. I have a massive fenced in yard, with high-end security cameras. I always supervise any time they're let outside. I live in a very quiet neighborhood with low car traffic. I have 2 dogs and 2 cats of my own to keep your pet company. My own pets are on a daily schedule so I'm able to accommodate and adhere to whatever schedule or timing you have for your pets normal daily care. I'm able to crate your dog if need be as well. My husband Julian often helps out with pet care so there's plenty of helping hands.
“Vlasta was great with our fur baby. We could tell that she was comfortable staying with Vlasta because she went right for the toys. Received pictures & videos while we were away.”
“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.”
“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”
“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: 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.
The median cost per night for dog boarding in Winter Haven is $40
Dog parents share their Rover experiences - Winter Haven
Sarah was amazing with our baby. She took great care and was very patient with her. She kept us updated throughout her stay and informed us of everything in-between. My Roxie girl had a wonderful time with her and her family. Would highly recommend her to anyone looking and will definitely use her service again.
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 near you
Select a filter and find qualifying Winter Haven sitters!Sitters in Winter Haven average 13 repeat dog boarding clients
FAQs for Dog 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 July 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 July 2026, there are 1,310 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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