Dog Sitting Winter Springs
Book a Winter Springs dog sitter to watch your dog in your sitter’s home or yours.
Over 113 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.
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: I’ve always had pets growing up. I used to volunteer at a dog shelter. I just personally love animals and are really good with animals I work part time but I have a very flexible schedule, I’d always make time to take care of pets when needed. I love all dogs big and small I have a blue tick hound that I rescued. I always play with her and take her out, she loves sleeping on my bed with me or in my room.
About: Hi, I’m Janelie! I know every dog has their own personality, routine, and needs, and I believe they deserve patient, loving care every time we meet. Whether your pup loves long adventures, slow sniff walks, or extra belly rubs, I’ll make sure they feel safe, happy, and well cared for. I’ll also keep you updated with plenty of photos and detailed walk reports, so you always know how your furry family member is doing. As the owner of Walks by Janelie, I’m committed to providing dependable, professional pet care with clear communication and genuine love for animals. Safety is always my top priority, and I treat every dog as if they were my own. ✨ What you can expect: • Reliable, on-time service • Lots of photos and updates • Personalized care for your dog’s needs • Patient with shy, energetic, and senior dogs • Plenty of love, attention, and exercise I’d love the opportunity to meet you and your pup! Pet care fits perfectly into my weekly routine, and I’m committed to providing dependable, consistent service. I am available for evening walks and drop-in visits Monday through Friday after 6:00 PM, all day on Sundays, and Saturdays after 3:30 PM. I do my best to accommodate recurring clients whenever possible and strive to be flexible for last-minute requests when my schedule allows. Your pet’s safety and comfort are always my top priorities. I carefully follow each owner’s instructions, maintain secure leash handling, and pay close attention to every dog’s behavior and surroundings during walks. I treat every home with the utmost respect, ensuring doors and gates remain secure and your pet receives attentive, loving care from start to finish. You’ll also receive updates and photos so you can feel confident knowing your pet is in caring, reliable hands.
“Amazing! Ava gave us daily photos and updates of our pets. They loved her and opened up to her quickly which gave us the comfort to not worry while we where away. Highly recommend!”
About: I have spent the last 10 years building lasting bonds with furry friends and their owners, offering trustworthy dog walking and sitting services that treat every pet like family. My experience gives you peace of mind that your home and your best friend are in the most capable, loving hands possible. As a full-time pet care professional, I don't juggle a traditional office job. My schedule is built entirely around my clients' needs. This means I am available for last-minute emergency walks or check-ins. Your pet’s safety is my priority and your peace of mind is my mission. I’m a responsible, experienced sitter offering trustworthy care and photo updates to keep you connected. From long walks to daily visits, I provide professional service with a personal touch—because a happy pet starts with a sitter you can trust
About: I’m a dependable, caring animal lover who knows that your pets are family. I’ve spent my life caring for animals and know how important it is to find someone you can trust with your dog or cat. I don’t think of myself as purely a cat person or a dog person; I love them both! I’m semi-retired and have a flexible schedule, so I have plenty of time to give your pets the attention, exercise, and companionship they deserve. Whether your fur kid loves long walks, playtime, or simply relaxing with someone, I’ll make sure they feel comfortable, safe, and loved while you’re away. I’m patient with pets of all ages, from energetic puppies to sweet senior kitties who need a little extra care. I’ve taken care of my pets when they’re ill, from giving pills to giving subcutaneous fluids. I’ll follow your instructions carefully, keep routines consistent, and will send regular photo and text updates so you can enjoy your time away knowing your pet is getting the best care. I can’t wait to meet you and your fur baby! I’m semi-retired and have a ton of free time, which I will happily spend taking care of your beloved cats and/or dogs, attending to all their needs, even if it’s just lots of cuddles. I’m a loving cat (and dog) mom. I love nothing more than petting my cat while relaxing and getting him to purr. I make sure he has a healthy diet and doesn’t overeat, although he gets treats occasionally.
“Amanda has been doing weekly drop ins for my two pitties for almost 1.5 yrs now. She‘s the best; communicative, reliable, and kind. Highly recommend her. And I always get the cutest pictures of my dogs 🥰”
“Very friendly and let me know when my doggo was being stubborn about eating while I was gone. She sends good rover cards with pictures and the walking tracker, so I know he got plenty of exercise while I was away.”
About: I have 9 years of dog sitting experience. I’ve taken care of small dogs and big dogs. I take the time to learn their unique personalities and make it the best time possible. Im am currently available from Monday-Friday, and selected weekends. I am currently working from home, so I have flexibility in my schedule. I am also flexible on holidays. I’ve had experience taking out dogs for potty breaks, feeding time, walks and play time. Always being mindful and having them leashed on the streets for safety precautions. At home I always ask of any particular routines, where do they potty, sleep and eat. Also of any behaviors I should be aware for the pets safety and mine. I do ask to be informed about any medications or food they are not allowed to have. All of this to assure the best care for your pet.
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!!
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 had and cared for dogs and cats since I was 5. In my group of friends and colleagues, I am known as the quintessential animal lover. There’s nothing I wouldn’t do for my pups and kitties. I have fostered dogs and cats (and I’ve randomly rescued 3 opossums in the last year alone). I’ve taken care of puppies and kittens, medically complicated animals, and incontinent seniors with dementia. I had two senior dogs who passed in the last two years and I’m not ready to have another one just yet but I do miss being around them. Would love to take care of your fur babies 😊 I work from home and have a lot of flexibility in my schedule so I can usually accommodate different times for walks, play, etc. If I’m staying in your home overnight, your animals wouldn’t be alone for more than an hour or two at most and even that I can adapt as needed (for puppies, for example). I know each house and pet parent has their own way of doing things. I’ll gladly adapt to what you, your pet and/or your house need.
“This was our first time finding a dog sitter and we couldn’t have found someone better than Vanja. She’s knowledgeable, friendly and reliable. Our puppy immediately loved her, and we felt at peace knowing someone was there taking care of our dog. She’s amazing! Thank you so much Vanja!”
About: Hello! I am the owner and founder of Rada Dog Training. I have taken care of both dogs and cats, all kinds of ages, breeds, and personalities. I have 5 years of dog training experience. My dog, Midnight, has separation anxiety. If you have a pet like mine, I understand your struggle so well. If you need a reliable sitter that will never leave your pet alone, my husband and I got you! We give all animals a lot of love and affection. We treat them with respect. We accommodate based on your pet's needs. They will feel safe and comfortable in our home. I am home full time, and I can accommodate your pet's needs. I take the dogs for daily walks, play with them, and give them enrichment. I have a house with a fenced yard. My doggy, Midnight, will keep your pets company. You can give me whatever instructions you need to fit your pet's routine.
About: I've taken care of almost every kind of dog! My first job was at a dog resort, and I have always been a dog lover. From training puppies to giving meds and being extra gentle with the elder dogs, they each get quality love. I am currently in school part-time. I am available to play with your puppy or go for a walk in the mornings until 9 AM and in the evenings anytime after 4 PM, during the weekdays. Friday through Sunday I have more availability so please reach out! I would love to play with your dog(s), help with training, or simply get them outside for their daily movement and walk around the block!
“There is no better sitter than Carolina. Firstly she is one of the kindest people I have ever met. I met her daughter who was equally as sweet! She took amazing care of my kitty, sent lots of pictures and kept me worry-free on my trip. I also came home to a holiday toy for both my dog and cat! As hard as it is to leave your pets for a trip, it felt a lot better knowing they were in such great care. A+ experience with Carolina!!”
“My wife Denise and I have been using Vixana long before she signed on with Rover. We knew her from the neighborhood. Vixana is responsible, competent, and an effective communicator. We never have to worry about our fur babies when Vixana sits for them! She is a cut above animal lover! And she sends us messages and photos to let us know how Lola and Presley are doing. We highly recommend her!!”
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!
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 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 for Dog Sitting in Winter Springs on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of September 2026, there are 5,008 sitters on Rover offering Dog Sitting across Winter Springs. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winter Springs stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Rover's Trust & Safety page .
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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 cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Connect anywhere with the Rover app
