Pet Sitting Winter Springs
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 166 pet parents in Winter Springs have booked pet sitting
Winter Springs, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Peter was great with our big dogs! They were immediately drawn to him as an animal lover. Peter did a great job, taking pictures of our fur babies and communicating their activities. He is very professional and caring.”
“Cassi is excellent and immediately connected with our dachshund on the couple of drop-in visits we needed her for. Our dog is disabled and she has taken such sweet care of our girl. Recommend Cassi! She is on time and a great communicator!”
About: I have had dogs and cats since I was 9. I currently groom my own dog Romeo and have an adjoining yard with my neighbor so our dogs can run together. I've pet sit newfoundlands and huskies in a yurt overnight, to donkeys and horses on my friends land. I kept my Beta fish alive for several years and currently pet sit next door neighbors for free because I love animals so much. I am a stay at home radio contractor mom with my 3 year old daughter who loves pets as much as I do. I am free and home most days except for Saturday. I don't have things in my home that I don't mind animals on. Animals are a part of the family for me, however I desire to respect whatever someone wants.
About: As a dog lover I have always had dogs in my life! I’m a responsible, caring, and attentive pet sitter who will treat your pets like they’re my own. I’m comfortable with walks, playtime, feeding routines, cuddles, and making sure your pets feel safe and comfortable while you’re away. I am a business owner and make my own schedule! I have flexible availability throughout the week and weekends — open to come to you or have your doggies stay with us! I have a fenced in yard as well as two friendly dogs who love other doggies! I am also able to come to your home and watch your dogs!
“Christopher has been wonderful for drop in visits for our old cat, Meeko. His communciation is always prompt and he is very kind and accommodating to various special requests for our little cat. Highly recommended!”
“My cats absolutely love Kellye! She took the time to get to know each of them, learning their quirks and giving them so much love while we are away! As a pet sitter myself, I know the importance of finding someone you can truly trust with your animals and I am happy I found that in Kellye!! 🥰”
About: I am currently caring for my own two senior dogs and have experience showing compassion in every stage of life and administering medication. I have experience with dogs of all sizes. I have also cared for birds, rodents, and reptiles. I work as a freelance musician and have a flexible schedule that allows me to care for pets and make time to fulfill their needs. I keep my dogs on a leash and give kind attention within boundaries. In your home, safety is always a priority making sure to be aware of doors that need to be closed and locked.
About: I am a lover to all pets, but especially big dogs. Some people are scared of them, but I think that they’re the biggest babies ever. I’ve had one of my own so I know from personal experience. I’ve handled pets from the tiniest to the biggest so I love them all. I currently work full-time. But I’m a very flexible person and I have no problem with early mornings or late afternoons. I’m honestly OK with any time upon discussion. Just reach out! I care for pets in their own environment so they stay comfortable and stress-free. I follow their daily routine, give plenty of attention, go for walks or play sessions, and make sure they’re fed and happy. I also keep the home tidy and secure while you’re away.
About: I’ve taken care of dogs for the majority of my life, from couch potato French Bulldogs to hyperactive Australian Shepherds. I’ve raised 3 dogs, all having different demeanors and needs, so I’m knowledgeable on how to cater to sick dogs, energetic, territorial, etc. Im currently only in school, not working, so I’ll have more time than most to watch and walk your pets! I’m free all day Friday-Sunday, and mornings and evenings Monday/Wednesday and anytime after 1pm on Tuesday/Thursday I would treat your dog the same way I’d want my dogs to be treated if I were gone! That includes following a steady feeding schedule, routine walks, keeping up with medication, and of course providing ample attention and affection!
About: I've cared for dogs all my life and have hands on experience with multiple different breeds and personalities. Since I was 11, I've been the go to dog sitter in the neighborhood, for friends, and family. My top priority will be making sure your dog feels happy, safe, and loved. With having personal experience taking care of my 9 year old shih tzu, I know how to properly care for your dog, while giving you peace of mind. As a college student with a flexible schedule and a deep love for dogs, I'm excited to offer reliable drop-in visits and walking services. My schedule is structured to allow for consistent, personalized attention, ensuring your dog receives the exercise and TLC they need, even around my part-time job and classes. From a brisk neighborhood walk to an extended playtime, I'm committed to providing loving, dependable care for your furry family member. As a responsible and dedicated dog lover, your pets safety and well being is my top priority. I've been taking care of dogs since I was 11, making sure that they have a safe and loving environment. Being able to have trust is vital to care for a dog, and I'm committed to building that relationship with both you and your pet. Consistent updates and open communication are essential parts of my service, so you'll always know how your dog is doing. Creating and inviting a positive and care free environment is crucial for a happy dog. My services will offer playtime, walks in a safe and welcoming environment, and plenty of love and affection. Your dog will feel right at home, whether it be a drop in visit, or a longer session with them.
“Absolutely fantastic dog sitter! She took wonderful care of my pups, sending regular updates and photos that gave me total peace of mind. My dogs were very happy, well-exercised, and clearly loved. Highly professional, reliable, and genuinely caring-couldn’t recommend more! Will definitely book again.”
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.
The median cost per visit for pet sitting in Winter Springs is $20
Pet parents share their Rover experiences - Winter Springs
This was my first time to use Rover or any sitter other than family. It was also the first time to leave our two 6 month old kittens for an extended weekend. Needless to say, I was very nervous, but from the first correspondence with Lori, I felt very comfortable. After the meet and greet I had no concerns trusting her with the care of my two babies! Lori's knowledge and love for cats was very apparent and she took a genuine interest in my expectations of care. Lori sent updates and photos with every visit , which I truly appreciated! Lori's two teenage daughters were an added bonus and the kittens got extra spoiled. I highly reccommend Lori and I will definately use her again without hesitation!
I highly recommend Rebecca. She has visited my cat Sneakers several times. This past week she visited 2x per day, once in the morning and then again in the evening for 4 days to feed, scoop the litter box and give Sneakers love and pets. She took the bags of litter out to the big trash when she left. Each day I received a message or picture of Sneakers letting me know he was okay and if he ate or peed or pooped. Rebecca followed all the feeding schedules. Thanks again Becca for taking such good care of Sneakers.
Madison took excellent care of Minifeli. He is very shy and hides when someone arrives, but he came out every time Madison visited him. When we returned from our trip, Minifeli was calm and happy. She took great care of him. She also sent us photos of him every day. I will call her again next time.
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 sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Winter Springs
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winter Springs average 6 repeat pet sitting clients
FAQs for Pet Sitting - Winter Springs
Frequently asked questions about Rover
The average cost of Pet Sitting in Winter Springs is $21 per visit as of October 2026. Most bookings cost between $14 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 5,149 sitters on Rover offering Pet 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.
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.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
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 .
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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