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.

“Alex and Andrew were awesome! We will definitely ask them to watch our border collie again. Their dog is super friendly and it was great for our dog to stay at a house with another dog. Our dog came back to us super happy and exhausted from all the play time. Highly recommend!”

“Heather and Brenden were wonderful with our puppy, Chewy. This was the first time we left him with anyone and we were nervous about how he would do. They gave updates and sent pictures throughout the day. They were very friendly and he seemed to feel very comfortable in their home. We had no concerns, and will definitely be using them again.”

“Javier & Milagros earn every bit of 5 stars…from the meet and greet where they accommodated us, the photos and video througj his stay and the pick up. They were very warm and loving to Rex. He was very happy with them. I almost dont want to continue to rave about them for selfish reasons ?. Will definitely use again!”

About: Caring for dogs has been a big part of my life for years. I previously worked professionally as a dog groomer, so I have hands-on experience safely handling dogs of different breeds, sizes, ages, and personalities. I’m comfortable with puppies, senior dogs, large breeds, small breeds, and dogs that may need a little extra patience. My wife is an active professional dog groomer and is also a Rover sitter. We both care for the dogs staying in our home, so your pet benefits from having two experienced people available to provide attention, supervision, and care. We work together to follow each dog’s normal feeding schedule, potty routine, medications if needed, exercise needs, and any special instructions provided by their owner. We prefer to keep boarding personal and comfortable rather than overcrowding our home with dogs. Our goal is for every pet to feel safe, relaxed, and treated like part of the family while their owner is away.. I currently work from home, which allows me to be present throughout the day for dogs staying with us. They receive regular potty breaks, attention, playtime, exercise, and supervision instead of being left alone for long periods. We live in a first-floor apartment in a large pet-friendly community with grassy areas, sidewalks, walking trails, and a dog park nearby for exercise and enrichment. We also provide regular photo and video updates so you can feel comfortable knowing how your pet is doing throughout their stay
“My dog had a great time with Melanie & Troy! They watched him for 2 weeks and sent lots of photos. I could tell he was well-loved by their family. We will be booking again in the future!”

“Nina was absolutely wonderful with Brimley! She was incredibly caring, attentive, and kept us updated throughout her stay with photos and messages, which gave us so much peace of mind while we were away. It was clear that Brimley felt comfortable and happy with her, and we came home to a very well-cared-for pup. We couldn’t have asked for a better sitter and would absolutely recommend Nina to anyone looking for someone trustworthy, loving, and dependable. We will definitely be booking with her again!”


“Lexus is our go to sitter, we’ve easily become regular customers. With every stay, my dog shows more and more comfort with her and her animal family. Thank you for always giving so much love and care, treating our dog like one of your own, and sending lots of pictures. Lexus is the best!”

“Carolina is amazing. She took such good care of Luna, and was in constant communication with me while I was out of town. We recieved pictures and videos that allowed us to relax knowing Luna was in great care. Her backyard and pet area were wonderful! Thank you Carolina!”

“Rose perfect dog sitter. She took care of my husky Storm, entertained him. She took him for bike rides every day! I definitely will use her services one more time. She is the best!”

“Leaving my dog with someone for the first time had me really nervous, and she made it so much easier. She was warm, attentive, and clearly cared about my dog as an individual. I got updates throughout the weekend (pictures & videos), and when I picked him up, he was happy, relaxed, and obviously well looked after.”

About: Passionate and experienced dog walker with 5+ years of professional experience. Dedicated to providing exceptional care, exercise, and companionship to furry friends. Safety-conscious, reliable, and adept at handling dogs of all sizes and temperaments. Your dog's well-being is my top priority! My daily routine revolves around feeding, playtime, walks, and ensuring the dogs are happy and healthy, making each day an adventure for this is my full time job I live in a house on an acre of land with a full basketball court where the dogs can run around freely and play with all sorts of toys and balls.
About: Experienced dog sitter, trainer, and groomer. Fully sidwalked neighborhood for Pack walks, the dog park is only 2 miles away for excursions, round trip transportation to keep your car clean. looking forward to pampering your pooch. offer inexpensive dog bathing and full grooming can be requested so your dog always come home clean and we'll cared for. Full time stay at home avalible from 6am to 10pm dog park trips each morning are generally between 8-10am. Depending on weather I like to get the dogs well exercised early in the day so we are inside between 10am and 2pm to avoid the heat of the day Plenty of time for training, outback play, and socializing or pack walks If I have other out of the house apointments I keep my area of care to a 15/20 miles radius to do stop in care or walks so your dogs wont ever be alone for longer than a couple of hours tops I have a 8ft fenced in back yard multiple crates if needed as well as a 4 foot fenced partitioned side yard to seperate large and small dogs if needed. I own one female standard poodle excellently behaved so your dog will get socialized unless requested otherwise. Multiple food/water bowls are inside and outside. Bathing is optional but if your dog is a digger and gets particularly dirty i will to do a simple rinse and dry for free. We can arrange for full shaving/sanitary trims after shampooing, or de-shedding shampoo and brushing for double coats like huskies
The median cost per night for pet boarding in Winter Springs is $40
Pet parents share their Rover experiences - Winter Springs
We had a wonderful experience with Jessica! From our first exchange, she was warm, personable, professional, and highly communicative. I felt comfortable entrusting Ollie and Mila to her care for an entire week. Jessica was thoughtful and attentive to their routines and individual personalities. Most importantly, it was clear that my dogs weren't simply being looked after—they were genuinely loved! They received plenty of affection from the whole family, and knowing they were happy and comfortable gave me tremendous peace of mind while traveling. I would happily book with Jessica again and recommend her to anyone looking for a caring, reliable sitter. Ollie and Mila clearly enjoyed their stay!
We are beyond grateful for the love, care, and attention Ms Jomarie gave to our baby Choco! ❤️ Leaving Choco with someone else is never easy, but she made the experience so much easier by giving us peace of mind and showing us that our little one was in loving, caring hands. She didn’t just watch our dog; she treated him like family. We truly appreciate your patience, kindness, and the genuine affection she showed. The updates, pictures, and little moments shared meant so much to us because even while we were away, we felt connected and reassured that our baby was happy, safe, and loved. It’s not easy to find someone you can fully trust with such an important member of your family, and we are so lucky to have found you. Thank you for going above and beyond and for loving our Choco as if they were your own. We highly recommend her services to anyone looking for someone who genuinely loves and cares for animals. You are truly a blessing to pet parents like us! We will definitely be coming back. Thank you so much! ❤️🐶🐾

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.

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 13 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 November 2026. Most bookings cost between $31 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 2,525 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 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 Meet & Greet.
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.
























