Pet Boarding in Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winter Park pet boarders

“Lily was well taken care of and was able to make herself right at home. I received a picture daily, wish it was at least twice but it’s ok. I would book again”


“Briana was THE BEST sitter for my baby, Bo. I felt so comfortable and trusting with her and I know my pup was so loved on and cared for. She answers quickly and sends great updates. So happy that I have someone nearby that has a backyard and safe, loving and attentive environment!! Definitely will be my first choice for watching my pup in the future. :)”

“We will happily bring our dogs to Debra again. It’s always a little scary leaving our dogs with someone else, but Debra put our minds at ease right away. She sent daily updates including pictures and/or videos. It was a bonus that she genuinely seemed to love our dogs. Plus, her dogs seemed to get along well with ours. She was flexible when I had to update care instructions for one dog due to a medical issue. Debra went above and beyond for our babies. We are very, very grateful.”

“Renee and family were extremely welcoming to our dog, Whiskey. They kept him on his schedule with walks, meals, and even medication. He got lots of love and attention and made himself at home. While we were away, Renee kept in touch with updates and pictures. I am so grateful that this wonderful family have Whiskey a home while we traveled. I would absolutely send him back to Renee and family any time and recommend them to anyone.”


“My girls absolutely enjoyed their time with Leda! She took amazing care of them and even provided photos of them, which put us at ease. I would definitely recommend Leda to anyone in the area.”


“My girl had a really great experience here. I was updated daily with photos and videos and really felt like she had a loving experience with them. I highly recommend booking with them and definitely will again in the future.”


“Khristina was very attentive and patient with Harley. Her genuine care and passion for animals made me feel very comfortable leaving Harley in her care. Her report card at the end of your stay is adorable and unique. We will not hesitate to have our baby in her care again!”


“Kaitlyn took amazing care of our large golden retriever! Our dog has a lot of energy and Kaitlyn took him on frequent walks and gave him a lot of play time! She stayed in frequent contact during his stay, sending pictures and videos. He had such a good time, I know he wants to go stay at Kaitlyn’s house again soon!!”


“Ashley did a great job with Wyatt. She kept me updated through texts and video. He had y lot of fun with her and the other dogs she was watching. He came home healthy and happy.”



“Kevin was very professional and pleasant! He made our first experience using a dog sitter an easy process, and provided plenty of updates letting us know our dog was doing great! Would highly recommend him to others.”


“Never left my pup no were this the first time. Great experience, great people, wonderful babysitter, great updates, love the update pictures. When I went to pick him up he was happy. Thank you”



“10/10. Brittany took care of our puppy Thor like he was her own. Her two dogs are so cute and precious and when we got back Thor looked like he had so much fun. Definitely the best sitter we have ever had on Rover.”


“Diego did an excellent job keeping our boys active and entertained. He went out of his way to spend extra time playing with our high energy pup. Great caregiver, highly recommend.”


“Heather and Brenden are such sweet caretakers and I appreciate them taking care of Vito. I’ve been a repeat client and am grateful I found such wonderful care for my furry friend.”

Loving pet boarding sitters in your neighborhood
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Emily C.Star Sitter

“Emily was awesome!! I got updates of Birdie constantly and she seemed really happy to be taking care of her too! I'll definitely book again if I have another trip :)”


Carilyn & Jorge M.Star Sitter

“Lily was well taken care of and was able to make herself right at home. I received a picture daily, wish it was at least twice but it’s ok. I would book again”


Briana A.Star Sitter
“Briana was THE BEST sitter for my baby, Bo. I felt so comfortable and trusting with her and I know my pup was so loved on and cared for. She answers quickly and sends great updates. So happy that I have someone nearby that has a backyard and safe, loving and attentive environment!! Definitely will be my first choice for watching my pup in the future. :)”


Denys H.Star Sitter

“Denys was terrific. She sent us updates and photos, which gave us the peace of mind that our precious Lizzy was in good hands. Highly recommmend.”


Debra R.
“We will happily bring our dogs to Debra again. It’s always a little scary leaving our dogs with someone else, but Debra put our minds at ease right away. She sent daily updates including pictures and/or videos. It was a bonus that she genuinely seemed to love our dogs. Plus, her dogs seemed to get along well with ours. She was flexible when I had to update care instructions for one dog due to a medical issue. Debra went above and beyond for our babies. We are very, very grateful.”


Renee A.Star Sitter

“Renee and family were extremely welcoming to our dog, Whiskey. They kept him on his schedule with walks, meals, and even medication. He got lots of love and attention and made himself at home. While we were away, Renee kept in touch with updates and pictures. I am so grateful that this wonderful family have Whiskey a home while we traveled. I would absolutely send him back to Renee and family any time and recommend them to anyone.”


Leda B.Star Sitter

“My girls absolutely enjoyed their time with Leda! She took amazing care of them and even provided photos of them, which put us at ease. I would definitely recommend Leda to anyone in the area.”


Jackie S.Star Sitter

“Lots of great updates and pictures!! She was so kind to our dogs and took them on daily walks 😊 I could tell they were loved and welcomed in her home.”


Daniel & Antonio & Marbella M.Star Sitter

“My girl had a really great experience here. I was updated daily with photos and videos and really felt like she had a loving experience with them. I highly recommend booking with them and definitely will again in the future.”


Khristina M.


“Khristina was very attentive and patient with Harley. Her genuine care and passion for animals made me feel very comfortable leaving Harley in her care. Her report card at the end of your stay is adorable and unique. We will not hesitate to have our baby in her care again!”


Kaitlyn F.Star Sitter

“Kaitlyn took amazing care of our large golden retriever! Our dog has a lot of energy and Kaitlyn took him on frequent walks and gave him a lot of play time! She stayed in frequent contact during his stay, sending pictures and videos. He had such a good time, I know he wants to go stay at Kaitlyn’s house again soon!!”


Ashley M.

“Ashley did a great job with Wyatt. She kept me updated through texts and video. He had y lot of fun with her and the other dogs she was watching. He came home healthy and happy.”




Kevin S.
Star Sitter


“Kevin was very professional and pleasant! He made our first experience using a dog sitter an easy process, and provided plenty of updates letting us know our dog was doing great! Would highly recommend him to others.”


Talia L.

“Talia was amazing in helping us out in a last minute request. She stayed in contact and sent updates and pictures the entire stay. Would highly recommend.”


Trent L.Star Sitter

“Never left my pup no were this the first time. Great experience, great people, wonderful babysitter, great updates, love the update pictures. When I went to pick him up he was happy. Thank you”




Brittany P.

“10/10. Brittany took care of our puppy Thor like he was her own. Her two dogs are so cute and precious and when we got back Thor looked like he had so much fun. Definitely the best sitter we have ever had on Rover.”


Destiny E.

“Rocky loved Destiny and she sent lots of photos and updates! We will definitely book with her again!”


Diego H.Star Sitter

“Diego did an excellent job keeping our boys active and entertained. He went out of his way to spend extra time playing with our high energy pup. Great caregiver, highly recommend.”


Heather & Brenden B.

“Heather and Brenden are such sweet caretakers and I appreciate them taking care of Vito. I’ve been a repeat client and am grateful I found such wonderful care for my furry friend.”


Rachel K.

“I was on a road trip from South Fla with my dog and had a concert I was attending that I couldn’t bring home to, so Rachel took good care of him for the night!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder 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!
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 boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winter Park.
Rover makes it easy to find Winter Park pet boarding sitters to provide loving care from their own home. The background-checked, 5-star 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 boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their 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 pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 boarding 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 boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
