Dog Boarding Winter Springs
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 438 pet parents in Winter Springs have booked dog boarding
Winter Springs, 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.
“Sarah and Chris were amazing with our pups! We met with them before boarding them and we got numerous pictures throughout their boarding visit. Chris made sure he knew everything about each of our pups and we could tell from the pictures that they were having a great time. We will definitely use them again!”
“This was the 3rd time that Lotte stayed with Debra and she seemed as if she had a fantastic time. I 100% trust Debra and know she will do her best to take good care of Lotte. I highly recommend her. Just be aware that she might be watching other dogs at the same time, so your dog should be comfortable being around a couple of other dogs.”
“They were very accommodating and I received daily updates. They also applied eye drops 3 times a day because my dog has glaucoma. Thank you so much! Highly recommend”
“Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.”
“If I could leave six stars I would. Kevin took amazing care of my dog (also named Kevin). After having boarded him at a kennel previously, I cannot begin to describe how at ease I felt when my dog was with Kevin. He clearly has a genuine love for dogs and takes pleasure in taking care of them. He is extremely knowledgeable and is definitely someone that can be trusted to take as good if not better care of your pup than you do. He sent me updates and great photos everyday was flexible and understanding when I needed to make changes to my schedule. When I picked up my dog you could tell that he loved Kevin and he also came home smelling amazing which was just the cherry on top of a great experience. Thank you Kevin! We will definitely be seeing you soon.”
“Cristy was amazing with our pups! Our youngest is a rescue and tends to get nervous with new situations and surroundings but was right at home with Cristy. She sent pictures, videos and updates that out our minds at ease and gave us the peace of mind we needed while we were away. They were happy and well cared for. Cristy will be our number one go to for future dog sitting needs.”
“I just want to take a moment to express my appreciation for Jennifer! She was incredibly patient and understanding with my shy doodle, Lilly. Her efforts truly went above and beyond to ensure Lilly felt comfortable. It really showed in the wonderful pictures she shared in her updates. I'm so grateful for her dedication and care!”
“Jennifer is great. She took care of my dog 3 days. She keep me informed all the time and sends the pictures of my dog. If I need to use her services in the future, I will definitely use her services”
“Lisa took care of our pups for 10 days while we were on vacation. Our 13 year old had never been boarded before and so I wanted to find a home that she would feel comfortable in. I had visited a commercial boarding shelter in town and it felt like a pound to me and I knew they would both hate it! Lisa sent us updates and pictures every single day while they were there and though it wasn’t exactly home for them, it was the closest thing to home we could have asked for. They both had a great time, Plus the price was so much more reasonable than what the boarding facility was going to be. I will definitely be using Lisa again for boarding and some play dates for our 2 year old pup.”
“Fahriye was wonderful with Molly and even groomed her and trimmed her nails (no small feat for Molly ;)). She also updated me daily with messages and pictures. I’ll definitely use her again!”
“Bruce is the best! Our dog Dippy loves to be over at his home in her care. It makes traveling so much better knowing my little pup is as happy as she can be! Thank you for all your photos, Bruce!!”
“Jackie took such great care of my dog! I was nervous at first but felt complete ease once I met her. Her communication was excellent. She kept us updated and sent us pictures of our dog. Thank you Jackie! We appreciate you.”
“So grateful for Carla taking such care with our fur baby! She sent multiple updates and photos each day so we never had to wonder how she was. Great sitter! Would definitely use her again!”
“Julieth and her husband were wonderful hosts for our dog. They took great care of him, provided plenty of updates and photos, and were accommodating with our pick up time. We will definitely board with them again in the future!”
The median cost per night for dog boarding in Winter Springs is $40
Dog 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!
Jennifer was great with our little baby keeping us updated or when it was us writing to her she would reply right away. This was our first time leaving our baby behind while going away so it was hard for us but Jennifer made me feel at ease when we did the meet and greet prior to Gracie staying with her.
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
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3. Book & Pay
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Popular requests for dog boarding - Winter Springs
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winter Springs average 12 repeat dog boarding clients
FAQs for Boarding - Winter Springs
Frequently asked questions about Rover
The average cost for Dog 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 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 2,499 sitters on Rover offering Dog Boarding across Winter Springs. 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 Springs 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 Springs 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 Springs 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 Springs.
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 Springs 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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