Dog Sitting Winter Springs
Book a Winter Springs dog sitter to watch your dog in your sitter’s home or yours.
Over 111 pet parents in Winter Springs have booked dog sitting
Winter Springs, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Eiffel & Bear had a wonderful time with Becca. Such a great sitter. Great communication and very flexible . We can’t wait till she visits us again. Now I have peace of mind to travel when necessary. We are happy to call her our new friend.. She’s Pawsome 🐾”
“Kellyn is great and always goes the extra mile to make sure our pets are loved and cared for. She even does her best to accommodate last minute sitting requests, which we greatly appreciate!”
“This was my first time with her as a dog sitter and I had a great experience. I felt very confident throughout, especially because of her detailed updates, photos, and clear communication about anything that came up. She was reliable and easy to communicate with, and she took great care of my dogs. They were in excellent condition when I returned. I will definitely book her again in the near future.”
About: I’ve lived with many different animals all my life. I’ve had horses, dogs, cats, hermit crabs. I have always been a major animal lover and will always at some point in my life have an animal of some sort! I’m currently a first time mom and I’m working with my mom part time through the week so she can watch my baby while I get back out working again. I am usually willing to work any time usually in the mornings and afternoons. I usually when I first get to a clients home is take the dog out or empty the litter to get that out of the way. Then I’ll do a walk through incase of any messes, then do medications if needed along with giving food and filling up water. And last but not least have the most time for play time!!
“Christine was great with our pup and took amazing care of him. She was always on time, communicative with updates, and went the extra mile when our dog's separation anxiety left him with an upset stomach. Will definitely keep her at the top of our list for taking care of our pup in the future.”
About: I have had several different pets in my life , including mainly dogs and cats. I currently have 3 cats who I love so much ! I’m currently In college and I’m not working at the moment , so my schedule is really flexible and I have plenty of time to take care of animals ! I have three friendly cats who would be able to keep other animals company that come into my home ! I always make sure to feed my animals and take care of them in the best way possible
“Camryn was professional, kind, and our cats bonded with her quickly. We had a nervous girl cat and she handled checking in and taking care of all 3 incredibly. Grateful for her and coming back to a happy house with 3 happy cats.”
“Glees was amazing to work with. Super sweet gal. She always communicated with me right away. She sent me pictures of my kitty cat daily and made me feel good the whole time I was away! Will definitely use again! 😊😊😊”
About: I've had dogs all my life. I absolutely love being around animals and have had experience with small and large dogs young and old. I've also cared for special needs animals including dogs with epilepsy and spinal injuries. Animals seem to gravitate to me which is one thing I feel would make me great in this business. I'm particularly fond of larger breeds but really enjoy anytime with dogs.I don't currently have any dogs but do have 4 cats; Loki, Anakin, Drax, and Harvey. I'd be more than happy to take your dog to the park or just around the neighborhood for walks. I love animals of all kinds so consider me for other animal sitting as well! My schedule is flexible, and I do my best to accommodate your pet’s routine. Whether your pet is used to early morning walks, midday potty breaks, evening playtime, or medication schedules, I’ll work to maintain the routine they’re familiar with. I understand that consistency helps pets feel safe and comfortable while you’re away. Your pet’s safety and well-being are always my top priority. I take the time to earn each pet’s trust at their own pace and use positive reinforcement to create a calm, comfortable experience. I carefully follow all instructions regarding feeding, medications, walks, and home security. I’ll also provide regular updates with photos so you can have peace of mind knowing your pet is happy and well cared for.
About: I have worked as a veterinarian technician for 8 years and have experience with many different types of animals. My passion has always been to work with animals and give them the best care! I have experience with animals that have special dietary needs and medical needs. With my education and experience, I am confident that I can provide the best care for your animals. I am currently in an advanced veterinary technician school to receive my certifications. Pet care is an important part of my everyday life. While working full-time at a veterinary clinic, I still have the availability to do up to three drop-in visits per day to feed, walk, and spend quality time with pets. On my days off, I’m home with my own cat and bunny, which gives me extra flexibility to provide longer visits, playtime, and cuddles. Caring for animals is a consistent and enjoyable part of my life, and I make sure it fits seamlessly into my schedule so every pet gets the attention they deserve. We live in an apartment with a screened-in porch. At home, we have one super chill cat and a bunny who has his own room. I usually prefer to care for pets at the client’s home so they can stay comfortable in their own space—and to avoid stressing my own cat, who’s very attached to me and might get jealous with another pet around.
About: Growing up in Mississippi really familiarized me with animals. I took care of animals as big as giant dogs to animals as fragile as a cat my entire life. I’ve also dog-sat for many people from my community during my high school years, before moving to Florida for college. I’ve job shadowed at the vet clinic as well throughout the years so I know a little when it comes to their health as well. I’m also very familiar with administering medications, as I had to do it multiple times for my family’s dogs. I just want to show your dog love and support! I’m a student full time at UCF, but i’m online for this semester because of the need to travel home occasionally! So, i’m available the entire week for any service, minus the weekend (which would only be dog walking or cat sitting). I really have a flexible schedule! When it comes to my own home, I want not only the client to trust me with their pet but I want the pet to feel comfortable as well. I have no pets with me and the environment is kept very clean and organized. As for my clients home, I would say it’s relatively the same. I would do as they asked and maintain a clean and safe environment. Anything to make them feel comfortable with trusting me with their fur baby!
About: I’m a loving cat mom who genuinely enjoys caring for animals and making sure they feel safe, comfortable, and loved while their owners are away. I’m patient, attentive, reliable, and understand that every pet has their own personality, routine, and needs. I’m happy to provide plenty of attention, playtime, cuddles, walks, feeding, litter box care, and regular photo or video updates so you can feel at ease knowing your pet is doing well. I’m also a nanny and a house cleaner, which has taught me to be responsible, organized, dependable, respectful of people’s homes, and attentive to the details that matter. I’m comfortable following specific instructions and routines, keeping spaces clean, and caring for pets as if they were my own. I’m also bilingual in English and Spanish and have reliable transportation, making it easy for me to provide dependable care. Most importantly, I truly love animals and want every pet in my care to feel happy, safe, and cared for. 🐾❤️ Pet care fits perfectly into my daily routine because I’m planning to dedicate my mornings every day to working with pets. I enjoy starting my mornings by caring for animals, whether that means taking dogs for walks, stopping by for drop-in visits, feeding pets, cleaning litter boxes, or simply giving them some love and attention. My schedule also allows me to be flexible and dependable with pet care, while continuing my work as a nanny and house cleaner later in the day. I’m excited to make caring for pets a consistent part of my everyday routine and provide reliable, loving care for families in my community. When caring for pets in a client’s home, safety is always one of my biggest priorities. As a nanny, I’m experienced with being responsible for someone else’s well-being and understand the importance of staying alert, following instructions, and preventing accidents before they happen. I also understand pet-specific safety, especially when it comes to opening doors, gates, and leaving or entering the home, as well as safely walking pets and making sure they cannot escape or get into anything they shouldn’t. I will always follow the owner’s instructions, keep pets supervised, and make sure their home and pets are treated with the same care and respect I would give my own.
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: I have past experience working in the Petsmart grooming department for 2 years and have been around hundreds of dogs. I have experience bathing, trimming nails, cleaning ears, deshedding, and more! This will be my second job but my schedule varies weekly so I will try to work around your schedule and mine! I usually only work 2-3 days of the week and I am available evenings as well! My 3 cats at home receive so much love and care. They all get fed twice a day and their litter box is always clean. Although I don't have any dogs currently, I've spent a lot of my life taking care of dogs and can adequately care for different types of dogs.
About: Passionate animal lover offering attentive, stress-free care for your furry family members. I provide fun walks, lots of attention, and reliable daily updates so you can enjoy your time away with complete peace of mind. Flexible schedule and always happy to follow specific dietary or exercise routines. I am currently applying for jobs, so I have the flexibility at the moment. Between job hunting and dad duties, my schedule is fairly wide open. I will treat your pets as if they were one of my own. I will make sure to provide attention, love, and warmth during my visits.
“Excellent! Valery was really sweet! She took time to let Leo get familiar with her, since Leo is really easily get scared right now. She did an excellent job feeding Leo and took him out for walks. She took pics and left message to keep me updated. She's great. I'll definitely book again!”
About: Since moving to Florida, I had a hard time adjusting. Having a dog was a pretty big change for the family, but we soon fell in love with our fellow pets, despite all the ups and downs of life. Our third and final dog, Giro, lived with us for a bit over half of my existence, and losing him proved especially painful. As an autistic person, I have gone through many struggles in life, and pets—whether my own or someone else’s—bring me joy and relief whenever I come across them. My professional experience is limited, but I hope to make the most of my life experience to take care of your pets. UPDATE: Due to lack of specialized training, I am no longer taking in Belgian Malinois pups. I apologize for any inconvenience this may cause, but I would prefer for all parties—human and pet alike—to be safe, and to do that I need to be aware of my limits and be more selective of what types of dogs I can take in. My schedule is fairly flexible, though I may be unavailable at certain times due to appointments or family/personal business. On the rare chance I have to leave the house, one of my family members will be available to supervise the pet until I return. I currently don't have house sitting available due to limitations in transport, but I offer day care services at my home. My family house has a fenced yard, but the yard has plenty of space for small-sized dogs. The interior is a bit small and my family is more accustomed to laid-back dogs, but I have experience sitting for more energetic pets as well and can make accomodations whenever possible. Our neighborhood is quiet with low traffic, creating a perfect environment for dog walks! Access to furniture is restricted, but I will personally allow pets on my own bed if they need rest. (For context, my bedroom leads right into the backyard.) I also take care of a physically disabled sister, who travels around the house by crawling, so please make me aware if the dog is especially energetic. Unfortunately, I cannot take cats as our house is not cat-proofed. Due to limited space, I typically prefer dogs of around 30 pounds or less, but I may take in larger dogs depending on their breed and temperament.
About: I have had pets in my life for the past 19 years. I love animals and my favorite thing to do with mine is cuddle & go for walks! I used to be a Vet Assistant, so I gained alot of experince during that time. I am looking to stop by or take your fur baby for a walk on evenings and weekends only. I would like to help where I can to put your mind at ease and you pets happy. I follow the schedule provided by the owner, feed correct amount, and slowly introduce myself to their pet. I am a reliable and trustworthy individual. I am in the child care field - which shows great strengths in patience, communication, trust, and reliability.
The median cost per visit for dog sitting in Winter Springs is $20
Dog parents share their Rover experiences - Winter Springs
Becca was AMAZING to work with! She was so helpful and responsive in getting all the details of our booking confirmed and I so appreciated her detailed updates and pictures of my sweet pooches. I highly recommend Becca and I’ll absolutely be booking her again for any future drop-in or boarding needs.
Ashland was excellent with our dogs Chloe and Mochi. She played with them and they truly enjoyed her company, and care! Ashland is punctual , and well versed in doggie care. Photos were sent every visit which eased our minds, Will be using Ashland in the future for sure!
Brent was amazing with my dogs! He visited twice to let them out and feed them, and he sent plenty of pictures during each visit, which gave me so much peace of mind. I was very happy knowing both dogs were safe, comfortable, and well cared for at home. I would definitely book him again!
Melissa took such great care of my fur babies! She spent a lot of time with them during her check in and made sure they got a long walk and plenty of time in the backyard. She also brought a package in for me, which was very thoughtful. She added super cute photos of the pups that I loved. Will definitely be using Melissa’s services again!
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 dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
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 dog sitting - Winter Springs
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winter Springs average 6 repeat dog sitting clients
FAQs for Dog Sitting - Winter Springs
Frequently asked questions about Rover
The average cost of Dog Sitting in Winter Springs is $22 per visit as of October 2026. Most bookings cost between $16 and $31 per visit. 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.
As of October 2026, there are 5,001 sitters on Rover offering Dog Sitting across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winter Springs choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winter Springs with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Winter Springs. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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