Pet Boarding Winter Springs
Find a loving Winter Springs pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 446 pet parents in Winter Springs have booked pet boarding
Winter Springs, 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.
“It was our first time having a dog sitter for daisy, and I couldn’t recommend Susann highly enough. Susann and her family took wonderful care of our anxious furbaby. She was understanding and calmed her anxiety as soon as we left daisy in their care. Susann went above and beyond to ensure daisy was comfortable and happy, providing daily updates with pictures. She walked daisy everyday twice along the trails and daisy had a wonderful time! Lots of cuddles and playtime. It was such a comfort knowing she was loved and taken care of. Thankyou for your incredible care and for giving us peace of mind while we were away. We are so grateful!”
About: I OFFER DOGGY DAY TRIPS! Doggy day trips are when I take your furry friend to an owner-approved, pet-friendly location to have fun and explore for 2 hrs. Doggy day trips can be requested for any booking for an additional fee (between $10-$20) . I have cared for family pets and injured/homeless birds, kittens, dogs and snakes since I was 13. You can rest assured that when your pet is with us they will not only play and socialize, they will be provided with lots of snuggles and exercise. Any medication/allergy/food requirements will be followed per the owner’s guidelines. If your dog likes trips to the park, or any specific activities please let me know, I want them to have the best time possible when they're in my care. I work from home and am available any day. For the safety and enjoyment of all involved we can only accept a maximum of 2 pets per day. Schedule and availability will be updated daily for your convenience. I have an unfenced yard and a screened in patio for your pets to enjoy. Dogs will be kept on leash at all times while outside, and their safety and enjoyment will always be top priority. They will also, if approved by owner, be able to use our doggy pool and dog friendly toys. Dogs will be provided with walks every 2 hours or as needed. Baths in warm water are also available when requested. If your dog prefers a crate that is an option, however, we prefer our guests to have free roam of the house and patio as they please. All our guest must be friendly and free of aggression towards other animals, and people. I can provide a separate and safe space for your pets to eat if they are food shy.
About: I’ve taken care of family pets since I was a young teenager and have since taken care of my own fur babies for the past 8 years. I also have veterinary experience as I currently am a Veterinary Assistant with 3 years of experience. You can rest assured that your pets are safe with me and would be treated as my own. Allow me to alleviate a possible stressor in your travels by being a trusted pet sitter for your fur family. I understand from first hand experience with my own that each fur baby can be different and require additional needs, I am willing and capable of catering the service I provide to be as best as it can for your particular fur baby. Comfortable and experienced with Dogs, Cats, and some smaller exotics (Guinea Pigs, Gerbils, etc). I currently work full-time at a vet clinic, however, I am available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. I am able to make early morning and evening trips during my work days as well, if needed, as I start at 8am and am off by 6pm. I have experience with strict and more relaxed feeding instructions and specifications. I also have experience giving medications as well as bathing. From fenced backyards to leashed potty-breaks, I have you covered.
“We have booked Mia & Jason twice now for several days at a time and they have taken such great care of our girl Yara, treating her like their own. They follow our care instructions and have sent updates and cute pictures of Yara enjoying her stay. She always comes home happy and tired (which is a good sign that she's getting lots of playtime!) We would not hesitate to book them again!”
“Carmin did a wonderful job with our 11 year old dog, Poppy, over the Thanksgiving holiday. I really appreciated the extra time and care she took with our anxious doggy . She sent photos and updates to us that were very much appreciated. Thank you, Carmin, for your top notch care!”
“Terri is the BEST! She cared for our baby girl like her own. When she heard I had a German shepard she got excited, which I wasn't expecting, I usually get turned away. Terri sent pictures and was patient with us as my daughter constantly wanted updates and more photos ?. We will definitely continue to use Terri and Rover.”
“Adriana did an outstanding job caring for our little rescue dog, Paddy. Her skills, knowledge and love for dogs was clear right away. She provided Paddy with personalized care from the beginning and kept us updated, including videos, throughout the 11 days he was with her. He needed one-on-one bonding and she provided it. She also helped him socialize safely with her dogs which we were very grateful for, as he is our only animal and we could not do this. We were delighted to see him happy and playing with her dogs. She gave us helpful tips as well in his feeding and treats. We appreciate her combination of skilled professionalism and personal care. She loves her animals and she will be our first choice in the future. She literally provided a second home for our Paddy and we are very grateful!”
“There aren’t enough stars to rate how incredible Kim is. I was very nervous about leaving my 9.5 month old puppy Izzy while I went away. I needed someone who would only watch one dog at a time and who is home during the day. I did a search and found that people say they only do one pet at a time but after initial contact, they disclosed that they won’t. Kim, on the other hand, was VERY firm that Izzy would be her only guest. I was able to meet Kim prior and see where Izzy would be. Izzy quickly made herself at home because Kim’s home has dog toys, beds and comfy places for any size dog. I knew I made the right choice. Kim is amazing. I dropped Izzy off at our agreed upon time with personal food, favorite toys and treats and favorite bedding. and I felt really comfortable leaving. And Izzy was thrilled with this situation! She had the run of the place. The two of them bonded and Kim loved my baby while I couldn’t. And it is genuine. She really did enjoy having my girl as company. I received many updates with pictures. Izzy was sleeping in the bed, allowed on the furniture, cuddling and loving Kim just like at home. It was clear that Izzy’s vacation might have been better than my time away! When I picked Izzy up she was happy to see me but was a bit reluctant to say goodbye to Kim LOL. That’s when you know your pup is telling you they had a great time. If you need a dog sitter, I can’t recommend Kim highly enough. She will do all she can to make your pup her priority and to love your fur baby as if s/he is hers. Infinite stars if possible. 💜”
“Chayla has been keeping both my cat and dog for past few weeks and I couldn’t have asked for a better sitter during my time of need! Thank you again girl!!”
“Cora had a great time at Maria’s! I got photos and videos of Cora every day we were away. Maria is very loving with the dogs she cares for! We are so grateful that we can leave our girl with Maria and not worry about her. Thank you Maria!”
“Bryan has watched our cat and dog a few times and is always great! He keeps us updated with pictures and lets us know if there is ever anything going on with our pets. Our pets feel at home with Bryan and we recommend him highly:)”
“Ashley and Jacob were super friendly and were easy to communicate with, they were also very flexible which was much appreciated as our trip home took a lot longer than expected. Milly had a great time!”
“Maria was absolutely amazing with my dog, Chance! From the start, her communication was excellent—she kept me updated with plenty of pictures and videos, which really put me at ease while I was away. Chance went on tons of walks, got to visit the dog park, and even got spoiled with homemade bone broth pup cups! She also sent him home with treats and toys, which was such a sweet touch. It’s clear she genuinely cares for the dogs she watches. Maria was flexible, reliable, and made the whole experience stress-free. I highly recommend her and would absolutely book with her again!”
“Shannon was amazing with my old man. I had booked someone previously but was uncomfortable with it and then I found Shannon. She put me at ease. I would 100% rebook next time we go out of town.”
“Hala provided excellent communication throughout our dog’s 10 day stay with her. We were nervous leaving our dog for so long, but Hala and her family provided multiple daily text updates and pictures on how she was doing. Our pup came back bathed and in great spirits. We would absolutely use Hala again and recommend her for any pet sitting needs!”
“Zuleica was so good to our dog. He was very well taken care of. She shared pictures and updates everyday and I enjoyed my trip knowing that he was in good hands ❤️”
The median cost per night for pet boarding in Winter Springs is $40
Pet parents share their Rover experiences - Winter Springs
Ashley and Jacob took such great care of our dog, Wesley, over the long weekend! The updates and photos they sent gave us so much peace of mind—we loved seeing him playing hard and napping harder. We also accidentally mixed up our pickup time, and they were incredibly accommodating and kept Wesley a little longer without any issues. It's clear they genuinely care about the dogs they watch. We wouldn't hesitate to book with Ashley and Jacob again, and we highly recommend them to anyone looking for a caring and reliable Rover sitter!
Jomarie was so amazing! We had to book pretty last minute, but she was so accomodating and kept us updated throughout the trip. We even had some weather delays that changed our plans, and she was more than happy to help us out. The dogs came back healthy and happy. We will definitely be booking with Jomarie again!
This was such a positive experience for both us and our dog! He has never been left with anyone at their house before, and it was the best first experience ever. Carmin was so polite, organize, and communicated with updates. She truly loved our dog and we would recommend over and over again!
This family is truly stellar! They are incredibly flexible, accommodating, and lead with genuine care. My pups are treated so much like their own that they’re actually reluctant to come home after a long stay! If you’re looking for a welcoming environment where your four-legged kiddos will be truly loved, you’ve found the right place. My pups are always excited to jump out of the truck and run inside to find their friends and 'second family.' Highly recommended for anyone who wants total peace of mind!
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
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3. Book & Pay
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Popular requests for pet boarding - Winter Springs
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Springs average 12 repeat pet boarding clients
FAQs for Boarding - Winter Springs
Frequently asked questions about Rover
The average cost for Pet Boarding in Winter Springs 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 2,553 sitters on Rover for Pet Boarding in Winter Springs. About 91% of Winter Springs 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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