Dog Sitting in Winter Springs
Book a Winter Springs dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winter Springs dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I met Becca last week before this visit and had a great first visit going over the details of care for my Geriatric Cat. Becca communicated with me every step of the way and took pictures throughout her visit. I know Sneakers enjoyed the attention. When I got home, he was sleeping in his box and everything looked great! Thank you so much for loving on Sneakers.”

“Ashland is absolutely the best care giver for pets! We are beyond grateful for finding her! She is incredibly sweet and her love for animals is amazing. Thank you for sharing all the photos and information from your visits.”

“Rosanne took wonderful care of my dog, Zoe. She spent extra time with her during visits to help her feel comfortable and cared for. She also sent pictures and updates throughout her visits, which gave me peace of mind. Rosanne was always on time, communicated consistently, and treated Zoe with kindness and patience. I would absolutely recommend her to anyone looking for a caring and reliable sitter.”

“Amanda is simply wonderful. She was able to accommodate a last minute time change request without problems and is always so patient with my dogs (especially one who does not like to go outside).”

About: I’ve been around animals for most of my life and grew up with smaller dogs in my home while developing a love for dogs of all breeds and sizes. I currently care for my cat, Teddy, and our new kitten, Minnie, which has given me daily experience with feeding schedules, playtime, litter box maintenance, and providing plenty of love and attention. As someone who works remotely and attends school online, I have a flexible schedule that allows me to provide attentive care, companionship, walks, and potty breaks throughout the day. I promise to treat your pets with the same care and patience that I give my own! I currently work remotely as an online fitness coach while also attending school online, which gives me a very flexible schedule. Because I work from home, I can provide frequent potty breaks, walks, playtime, companionship, and regular check ins throughout the day. I genuinely enjoy spending time with animals and have the flexibility to adapt to your pet’s routine and needs! I care for pets in their own home where they are most comfortable and can maintain their normal routine. I understand the importance of following feeding schedules, exercise routines, medication instructions, and household rules exactly as requested. As a pet owner myself, I prioritize safety, patience, and building trust with every animal in my care. I’m also willing to provide regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away!
“Tatiana was very kind and friendly. She did all the things I asked her to in caring for my dog. I felt very comfortable being away knowing that my dog would be cared for.”

“Ava did a wonderful job taking care of our 2 dogs and cat. She sent lots of pictures and loved on our pets while we were gone. Will definitely be reaching out again for our pets!”

About: I’ve taken care of dogs my whole life, beginning with helping care for dogs as a child. I’ve owned and cared for many breeds from small to large, puppy to senior! I am a teacher with older children so my evenings and weekends are often free. I can’t fit any more pets at home so I’d love to share the love by helping others nearby! I am accustomed to caring for friends’/family members’ pets with extensive care requirements including fearful/shy pets and pets with dietary requirements and medications. I have an eye for the details and will follow my clients’ instructions carefully.
About: Other than loving animals, I look forward to meeting new people and the lovely owners who built a home for their pets. I’ve also worked at a pet grooming shop where I met huge amount of dogs with different personalities. I cherished those moments even though it wasn’t easy. It taught me patience and to cherish impactful moments. This is my dream side job to take if fur babies in the most loving and safest way possible. I am currently on summer break, which gives me a very flexible schedule and open availability throughout the week, including mornings, afternoons, evenings, and weekends. This allows me to provide your fur babies with consistent attention, care, and companionship throughout the day. I have a large fenced yard and plenty of space for pets to safely roam, play, and get exercise throughout the day. Whether in my home or a client’s home, I follow each pet’s normal routine, provide constant supervision, and make sure they receive plenty of attention, care, and affection.
“Just knowing that Jamie is checking on our pets, let’s us relax and enjoy our vacation. Whether it’s several nights with Faith and Dolby or check ins when it’s just the cat, we can count on her. Thank you!!!”
“Daniela was very attentive and responsive to everything. It was my first time leaving my puppy home without me and she eased all my anxiety. She even taught her how to do “paw.” I am very happy and grateful for her care and how responsible she was with everything”

“My regular sitter could not take care of my animals the whole time so I found Paula on Rover and she is great! I end up finding so many cool 😎 animal lover friends on here! Highly recommend Paula, she doesn’t usually do cats but was good about trying with my silly bengal-mix cat that acts like a dog in many ways and is very friendly with people…especially if you are there to feed her!”

“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: I have taken care of my own dogs since I first adopted in 2001. Dogs are the best friends anyone can ask for, and I love to be around them. Most of my co-workers love to leave their dogs with me over weekends, and sometimes longer. I get along better with dogs than people. I am confident that your loved furry friend will do just fine at my house if boarding. If you need someone to walk your doggo as well, trust me to do it well❤️ I currently work in office M-Thur roughly 3-4 hours those days, and return home. I work fully remote on Fridays. When I am not home, I have camera's to view the dogs at all times. My backyard has fences on both sides. I do live on a lake but never had had a problem with anyone going into the lake. I keep my eye SHARP on my girls, and hopefully your loved ones.
“Cristen was absolutely wonderful with my 11 year old English Bulldog.. she sent daily pics to make sure I knew Rosco was in good hands. She also have him lots of love and snuggles.. I would highly recommend her to take care of your doggies.”

Winter Springs dog parents share their Rover experiences
We are so grateful for the care and attention Caitlyn gives Niko. It’s clear how much patience, kindness, and love she has for animals. Communication is always great, and we appreciate the updates and reliability. Thank you for being dependable — we highly recommend Caitlyn to anyone looking for a trustworthy dog walker

Joyce has always been professional and caring towards all of our dogs and cats. She is exceptionally compassionate towards our anxious and elderly pets. We can tell by the photos she sends us that our fur babies are happy and comfortable with the care she gives them! 5 stars!

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!

Shelby was amazing! She is very sweet even when my dog decided to tear up his bedding, she cleaned it and was attentive to him. She was punctual and on time to every single drop in, and made me feel way better about being away from home. I would recommend her for any of your pet needs!

Diane was absolutely amazing with our fur child ❤️ she made sure he got his walks and gave him treats for being good…along with plenty of play time! She kept us updated with plenty of cute pics and even had her fur baby out for companionship with Hank 🫶🏼😍❤️ thank you so much for making it easy to leave our fur child with you! Will for sure book again!!!

Gina was so helpful and kind and great for our pup while she was getting used to us not working at home. It was a big change but Gina helped us and Bella get through it! Super respectful, provided check-in info everyday and little notes about how Bella was doing. Couldn’t have been happier with her service!

Popular requests near you
Select a filter and find qualifying Winter Springs sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winter Springs.
Rover makes it easy to find Winter Springs dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.















