Pet Boarding Winter Springs
Find a loving Winter Springs pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 469 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.
“Lisa, is awesome and our little doggie loves staying with Lisa. We couldn’t have ask for a better dog sitter, as we don’t have to worry about the care of our beloved Susie.”
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 fully available Wednesdays and Sundays with 2nd and 4th Saturdays of the month being available as well. Even with work, I am able to make early morning, afternoon, and evening trips during my work days as well, if needed, as I start at 8am, take lunch 12-1pm and then am off by 6pm. For boarding stays, your fur-baby will be in their own dedicated room that will contain their food, water, bedding, and any additional necessities you’d like them to have with them. Mondays and Saturdays are the only days they would be by themselves in their room, however, they would still be taken out in the morning (before 7:30am), during my lunch break (12-1pm), and after work (6pm). The rest of the week, my partner (who also has been in the veterinary field) works from home in the same room your fur-baby would stay in and will be assisting with monitoring them while I’m away for work. 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. While I have my own fur-babies, you can rest assure that your own baby will be kept in their dedicated room while staying for boarding with us (unless specifically given approval to mingle with my fur-babies during potty-time/play-time)
“I’m so grateful that Anne was available to take such great care of my pup! He had the best time playing with little Oakley and I will definitely reach out to you the next time he needs a sitter/play date! Thank you for everything!!”
“I can’t remember now how many times Denys and her sister have taken care of Remi and Roie. They are the best sitters ever. The boys have a very restricted diet and every time they have stayed with Denys they always come happy and healthy. I have tried other sitters due to availability and no one take as good care as Denys. Thanks!”
“Carla was amazing! Both my pups seemed to adore her ( even my shy girl Fergie). She was super flexible and made sure they were welcome in her home. Highly recommend and will be using her services again for my next trip if available.”
“Michelle did an incredible job taking care of my dog! She was reliable, attentive, and truly went above and beyond to ensure my pup was happy and well cared for. I appreciated the regular updates and could tell my dog was in great hands. It’s clear that Michelle has a genuine love for animals, and I wouldn’t hesitate to book her again. Highly recommend her to anyone looking for a trustworthy and caring pet sitter!”
“Joanna is great. It was such a relief knowing our dog was in safe, loving, and attentive hands while we were away. We will definitely be booking with her again and highly recommend her service!”
“Terrie was fantastic with my three dogs. One was a six month old puppy who needs more attention and Terrie gave it to her. I felt so comfortable leaving my pups with her. She clearly loves dogs and her home is set up to make all dogs comfortable. She is very considerate with dogs and their personalities and their special dispositions. She made my day so enjoyable because there were no worries concerning my pups care.”
About: Hello! I am the owner and founder of Rada Dog Training. I have taken care of both dogs and cats, all kinds of ages, breeds, and personalities. I have 5 years of dog training experience. My dog, Midnight, has separation anxiety. If you have a pet like mine, I understand your struggle so well. If you need a reliable sitter that will never leave your pet alone, my husband and I got you! We give all animals a lot of love and affection. We treat them with respect. We accommodate based on your pet's needs. They will feel safe and comfortable in our home. I am home full time, and I can accommodate your pet's needs. I take the dogs for daily walks, play with them, and give them enrichment. I have a house with a fenced yard. My doggy, Midnight, will keep your pets company. You can give me whatever instructions you need to fit your pet's routine.
“This could not have been a better situation for Lyla. She was so well taken care of and Zuleica even doctored a long lasting infection we’ve been fighting and Lyla returned in better shape than I left her. So thankful to have found these sweet people and cannot recommend them enough for pet care as you travel!”
“Cristen and her family were wonderful with my dog Midnight. He has separation anxiety, so they made sure he was not alone and gave him lots of love. I appreciate them very much!”
“Milton loved his stay with Susann! Susann and her family gave him so much love and took him on plenty of adventures! I appreciated Susann’s daily updates and photos so I knew how Milton was doing throughout his time with her and her family. I will definitely be booking again next time I leave town!”
“Miranda & Curtis is the perfect family I found to watch my two German Shepherd’s! Gave me cute updates with pictures and videos and their own dog, Lucky, made our dogs feel at home. I have booked twice so far and will continue my boarding with them.”
“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.”
“If I could give a 10 star rating I would! At the meet and greet, I could feel the excitement that Mia & Jason had. I knew I was leaving my Trixi in great hands. You won’t be disappointed in booking with this caring and loving family! I will definitely be booking again!”
“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:)”
“Marie is an outstanding dog sitter! She went above and beyond to make both my dogs and myself feel comfortable while we were away. She sent lots of pictures and videos and treated my dogs like her own. I highly recommend her!”
About: I've had pets since I was a child. I have experience caring for dogs, cats, birds and small animals. I have pet sat for family, friends and neighbors. I am available for boarding drop-offs and pickups after 5pm. I provide consistent and quality care to pets I am watching throughout the week. My spouse works from home, so there is almost always someone at the home. As a pet owner, safety is my top priority. I always ensure animals are accounted for when entering or exiting a home. I make sure all animals have access to their needs.
“Richard was great. Quick to respond and was happy with the updates that he sent me. Things couldn't have worked out any better and will definitely look into using Richard again in the future.”
“Maria was amazing!! :) I would highly recommend her! My dog Charlie is a nervous Cavalier. It was clear that Maria made him feel at ease. Not an easy thing to do. She showered him with attention, took him for walks and kept up me updated with pictures and messages daily.”
The median cost per night for pet boarding in Winter Springs is $40
Pet parents share their Rover experiences - Winter Springs
Andrea was so amazing. Not only did she make me feel at home when I brought my pupper over, she also fully described to me what the visit would be like and where Maizie would be. She sent me photos every day and her pups were so friendly with my girl. As an anxiously attached pet parent, Andrea made it so I could relax on my trip and knew Maizie would be okay. Thank you so much, 10/10 will be booking again
Carmin was wonderful! We needed a pet sitter for a 10 day trip and we were so grateful to find her! We had a meet and greet and she listened carefully as we discussed our pet's needs. We felt good about leaving him with her. She took great care of him while we were gone and communicated often with us letting us know how he was adjusting and sending pictures. It was an excellent experience and we will book Carmin again when we have another trip.
Sarah was extremely attentive and excellent with my dogs. She communicated thoroughly and impressively quickly, helping me navigate the process for the first time, and my dogs were clearly chuffed under her tutelage. Will absolutely be reaching back out to Sarah for any future needs. Highly recommended.
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
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 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 $33.92 per night (as of September 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 2,536 sitters on Rover for Pet Boarding in Winter Springs. About 92% 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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