Pet Boarding Winter Springs
Find a loving Winter Springs pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 468 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.
“Karen has looked after our two dogs three times, she has always taken great care of them and they are happy to stay with her. She regularly keeps me updated which is great. I would highly recommend Karen.”
“Caroline was truly amazing at keeping me updated on how my dog was doing! She would send me pictures and give me an update of their day. My dog was doing so great with her! She definitely is someone to trust when it comes to leaving your pet with her.”
“Due to an unfortunate circumstance, we had to book Ivanka for boarding within 30 minutes of us leaving! She was very accommodating and communicated while we were gone. Pictures everyday.”
“I couldn’t have asked for a better dog sitter. She treated my dogs like they were hers. I could genuinely feel the motherly love. lol. I for sure would rebook with Mya if possible. She went above and beyond and I could tell my dogs miss her.”
About: Most of my experience comes from caring for my own fur baby for 12 years. She recently passed last September. I have also gained experience with friends and family’ pets. Raising and caring for them throughout their life. I handled feeding schedules, walks, basic grooming, vet appointments, and making sure there fur babies felt safe and loved. Losing our dog recently reinforced how deeply I care about animals and how much I miss having a fur baby around. I'd love to extend the same love for your fur baby while you're gone. I have two young adult children that would extend the same love for your pup in my home and treat them as their own. I currently work remote and, I am available during the week for daily dog sitting Monday-Fridays. I will update my calendar for on boarding availiblity. I have a fenced yard on a corner lot, and a safe clean home where your pet will feel comfortable at all times. Please feel free to bring food, snacks, bedding, or there favorite toys.
“Sherri (and Preston) took exceptional care of our baby while we were gone! She understood his separation anxiety and allowed him to stay close to her, when she could. She dealt with our raw food requirements and he actually ate most of his food (unusual, when we're gone)! She kept us updated and sent plenty of photos & vids. I can't recommend her highly enough!!!”
About: Me and my husband both grew up with pets and have had dogs and cats the entire time we’ve been together. Watching your pets gives us the opportunity for us to love on other animals without bringing home the whole animal shelter. I am a stay at home mom, and my husband works from home, so between the two of us, your fur baby will never be left alone for long! We have a large fenced yard with plenty of running room, a very walkable neighborhood, and the ability to crate if needed. In addition to our dog and 2 cats, we also have 4 little human critters who LOVE animals and would be thrilled to have another pet in the house to love on.
“Rebecca took great care of our dog, Cookie. Our pup made a new friend in Rebecca’s dog and received great exercise, attention, and care during her boarding stay. Thanks, Rebecca!”
“We had a last minute booking with Carolina to take care of our two dogs for 3 weeks. We enjoyed receiving the daily photos and videos which reassured us that our dogs were in good hands. Our dogs especially enjoyed running around with Nova (her Pomeranian) and the other dogs that she looked after. We will definitely book with her again.”
“Chayla was outstanding taking care of Max.. off for a 10 day vacation, Chayla gave Max a comfortable stay with plenty of attention & proactive updates w/ pictures… Thank you Chayla for making things easy!”
“Martha is awesome! This was my first time using Rover and I was a little nervous leaving Bennett with someone new but Martha couldn't have been better with him. I received many photo updates throughout the long weekend and she reached out to me with any questions and concerns, even including if his eyes watering was normal or if he was comfortable if she took the stickies out of his paws after playing. I appreciated that she was considerate with the small things since we all worry about our fur babies being okay when we're away. He got to go on many walks to the park and she checked with me beforehand what he is comfortable with. She really treated him like her own and he enjoyed playing with the other dogs. I definitely recommend and will use her in the future! Thank you Martha!”
The median cost per night for pet boarding in Winter Springs is $40
Pet parents share their Rover experiences - Winter Springs
Michelle took wonderful care of my kitties! We got plenty of photos, videos, and text updates. This was my first time being separated from them and I was a nervous wreck but knowing that they were with Michelle gave me peace of mind. Thank you so much for taking such good care of my babies!
Brian is great, and takes such good care of our boy, we have rebooked multiple times, and will continue to do so so long as he is in business. Most importantly, our boy loves going to his home, and nearly jumps out the car. You can tell he is comfortable and loved from the updates Brian shares, and loves getting to hang out with his pall Popeye :). Do not hesitate to book!
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.
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.
How to book pet boarding
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 Pet Boarding - Winter Springs
Frequently asked questions about Rover
The average cost of Pet Boarding in Winter Springs is $33 per night as of October 2026. Most bookings cost between $30 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 2,535 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 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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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 .
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.
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, means our team will work with you to find a suitable replacement as quickly as possible.
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