Pet Sitting in Winter Park
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Park pet sitters

“Cheyenne was sooooo amazing with my dog. I needed someone to take her potty twice in one day and she was GREAT! She sent photos, kept me posted when she got there, and shared details and photos of her visit. We will definitely use Cheyenne again!”


“We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.”


“Lyle and Karen did drop-in visits for my dog while I was out of town for the weekend. They sent pictures after every visit and made sure that I saw that he’d had a walk, eaten, and his water bowl was full. They also gave him his medicine in the mornings. Overall, they were very communicative and my dog seemed to like them.”


“My Pluto loves Renee! I have an energetic cat so I appreciate her playing with Pluto the entire visit to get her energy out. She is always on time, does well with keeping things tidy and well nurtured by my cats needs. Would definitely recommend!”


“Kelley was a great communicator and provided updates and photos while we were away. I felt like our boys were in great hands and am sure they enjoyed having a new friend to play with!”


“Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.”


“I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.”


“Kayla is great, she took care of my cats while I was out of town. She is very reliable , flexible and communicative . Provided updates and several pictures of my cats. Would recommend.”


“I’ve never seen my pup so lovey and sweet with a stranger! Rachel treats my dog as if he was her own!! Giving him all the love, attention and play time I could ever ask for! I feel so relieved to have found Rachel :-‘)”


“Zoe was incredible with my two cats! She made sure to spend time with my very social fur baby while being patient with the one who’s more shy. Highly recommend her!”


“I am beyond grateful for the amazing care Natalie gave to my two babies, Mochi and Luna! She treated them like her own making sure they were well-fed, safe, and showered with love and attention. I came home to two happy, relaxed kitties, and that says it all. I highly recommend her to anyone looking for a trustworthy and compassionate pet caregiver. Thank you Natalie.”


About: Over 40 years as a devoted pet owner, I’m now retired in Winter Park, FL and excited to share that same love and care with your furry baby. My husband and I love to travel but when we are home here in Winter Park FL, I would love to dedicate some of my time to caring for animals. And so this begins my Rover chapter and career! It seems to be a great fit for me. I love to walk, talk and play with your dog. I promise to take special care of your beautiful furry baby. As a retiree with a big heart for animals, I have a flexible and open schedule. I am able to fully accommodate your specific timing and availability needs, whether that means early mornings, evenings, or short-notice care. With the Doggie Care at my home, I will be hosting dog/dogs from one client at a time. I can assure you that your furry baby/babies will have all my undivided attention. I will gladly host up to two dogs from the same family. After over 40 years of loving and caring for my own pets, I promise to treat your dog or cat with the same warmth, compassion, and respect. I have plenty of love to spare!

About: I have grown up with two beautiful samoyeds since I was born and I would take them out for walks daily, take care of them when my parents were out of town, and play with them always! I am currently in an interim time period before my job starts and can take care of your pups throughout the day when needed, just send me a message! Whenever I have any other animals in my home I make sure they are very comfortable and have fresh water, a treat, and a toy near! As for a clients home, I would follow the same idea, but ask for any specific direction from the pet mom/dad!
Loving pet sitters in your neighborhood
Search Results


Cheyenne L.Star Sitter

“Cheyenne was sooooo amazing with my dog. I needed someone to take her potty twice in one day and she was GREAT! She sent photos, kept me posted when she got there, and shared details and photos of her visit. We will definitely use Cheyenne again!”


Joyce R.
Star Sitter


“I can brag about Miss Joyce all day - totally reliable and amazing with our pups - Highly recommended indeed- she has been our go to for years 😊 we love her!”


Ariana M.
Star Sitter


“We had a wonderful experience with Ariana! She was very patient and quick to respond to messages, and she managed to win over our grumpy senior terrier while we were out of town. When our flight was delayed by several hours she was able to come back for an extra visit to feed and walk her. This was our first experience with Rover.com, and I’m so glad we picked Ariana. I would definitely contact her again next time we need someone to care for our dog.”


Heather G.

“Thank you so much , Heather, really appreciated you taking care of Deliah”


Lyle & Karen P.Star Sitter

“Lyle and Karen did drop-in visits for my dog while I was out of town for the weekend. They sent pictures after every visit and made sure that I saw that he’d had a walk, eaten, and his water bowl was full. They also gave him his medicine in the mornings. Overall, they were very communicative and my dog seemed to like them.”


Charlene A.Star Sitter

“She is the best and super nice!”


Renee P.Star Sitter

“My Pluto loves Renee! I have an energetic cat so I appreciate her playing with Pluto the entire visit to get her energy out. She is always on time, does well with keeping things tidy and well nurtured by my cats needs. Would definitely recommend!”


Kelley A.Star Sitter

“Kelley was a great communicator and provided updates and photos while we were away. I felt like our boys were in great hands and am sure they enjoyed having a new friend to play with!”


Ciara G.Star Sitter

“Ciara was a great dog sitter! She was so responsive and really took the time to get my pup acclimated to her. I would definitely recommend her to others!”


Makenna W.

“Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.”


Sally O.


“I had never utilized this app before so I was very scared at first but Sally made everything seamless. Very happy to have picked her to take care of my babies considering that cats are not the same as dogs. She immediately connected with them and I felt at easy while being away. She sent us pictures and updates every single day and was always quick to respond.”


Kayla R.Star Sitter

“Kayla is great, she took care of my cats while I was out of town. She is very reliable , flexible and communicative . Provided updates and several pictures of my cats. Would recommend.”


Rachel R.

“I’ve never seen my pup so lovey and sweet with a stranger! Rachel treats my dog as if he was her own!! Giving him all the love, attention and play time I could ever ask for! I feel so relieved to have found Rachel :-‘)”


Zoe P.Star Sitter

“Zoe was incredible with my two cats! She made sure to spend time with my very social fur baby while being patient with the one who’s more shy. Highly recommend her!”


Paulina K.
Star Sitter


“Paulina was awesome with our Maverick! She followed all instructions we gave and he loved hanging with her. Would recommend her to anyone on here”


Natalie D.
Star Sitter


“I am beyond grateful for the amazing care Natalie gave to my two babies, Mochi and Luna! She treated them like her own making sure they were well-fed, safe, and showered with love and attention. I came home to two happy, relaxed kitties, and that says it all. I highly recommend her to anyone looking for a trustworthy and compassionate pet caregiver. Thank you Natalie.”


Heather C.
Star Sitter


“Heather is always great with my monsters! Even the skiddish baby comes out to play. I look forward to having her sit the boys anytime I have to leave town.”


MICHELLE L.
“Michelle has watched our dog, Misha, over the years and we always trust that he is in good hands with her. He's always SO happy to see Michelle and excited to go over her house. We appreciate her attention to Misha's food allergies, and that he's the only dog when he's there. Her house is very clean and spacious and we love their beautiful fenced in patio/yard. Misha doesn't want to leave! Highly recommend Michelle as your next dog walker or sitter. Your fur baby will be well loved and taken care of.”


Maya C.

“Maya was very accommodating and quick to respond to any questions or concerns. I'd happily rebook with her!”


Isabella P.
“We have always had dogs in the family, specifically samoyed’s. Bella has always been part of the dog walking and loving process for all our dogs and treated them like the family. She knows the love and need a routine of eating, walking and general attention every day. She’s ready and willing to treat your dog like her own! ❤️”
Over 838 pet parents in Winter Park have booked pet sitting
Winter Park pet parents share their Rover experiences
Nina was exceptional! She was punctual, professional, attentive and very responsive. She kept us updated with photos and messages, which gave us such peace of mind while we were away. Nina exceeded our expectations when it came to an unanticipated situation. Our smoke alarm battery started dying and the beeping was scaring our animals. Nina not only figured out where the noise was coming from, but she also went out of her way to replace the batteries, resolving the issue. She treated our pets as if her own, giving them love, attention, and playtime. Its clear she genuinely enjoys being around animals and goes above and beyond to ensure their comfort and happiness. We are so grateful for her and everything she did for our furry babies. It means the world to us knowing we have someone trustworthy, compassionate, and capable to rely on. We’ll absolutely be using her services again!

Makenna is the best! We hired her for drop in visits to check on our house and elderly cat while we were away on vacation. She was quick to respond to requests, quick to communicate any concerns, flexible, friendly, and easy to work with. She also sent us beautiful pictures of our happy cat! We will definitely be booking her again.

I can’t say enough great things about Spencer who cared for our three dogs while we were away! From the moment we met him, I felt completely at ease knowing our pups would be in great hands. He took the time to learn each dog's unique personality and needs, and it really showed in the level of care he provided. We received daily updates with photos, which meant the world to us. The dogs looked so happy and relaxed in every picture! When we returned home, everything was spotless, and it was clear that our pets had been well-loved and well-cared for the entire time. It’s not easy to find someone you trust with your pets, especially when you have three of them—Spencer exceeded every expectation. We will definitely be using him again in the future. Highly recommend to any pet parent looking for truly exceptional care!

Sophie is the best cat sitter we have had. She is responsive, very kind, and makes our cats feel loved. She pays attention to detail and always documents how our cats are behaving. We have had Sophie watch our cats over the past two years and we always feel secure knowing she is taking care of them.

Zoe is the best dog sitter we have had by far. Our dogs are a little picky about who they allow around them, and they both LOVED her. She was very communicative, nice, and just a wonderful person for both our dogs and us. We are definitely going to book with her again!

Popular requests near you
Select a filter and find qualifying Winter Park sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winter Park is $20
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 pet 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.
Sitters in Winter Park average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winter Park on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 1,030 pet sitters in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Winter Park pet sitters respond in under an hour.
Pet sitters in Winter Park have an average of 13 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winter Park.
Rover makes it easy to find Winter Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 1,030 pet sitters in Winter Park on Rover, so you’re sure to find the perfect match for your pet! In Winter Park, 98% of pet sitters offer daily exercise, 88% offer medication administration, and 87% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
