Pet Sitting in Winter Garden

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Active and Accepting Requests (incl. from Essential Workers)
1. Kristi Verified Background CheckRover 101

TLC offered

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kristi was absolutely amazing! She was always on-time, and we received prompt reports after each visit with photos and little notes on how our dog was doing... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Meghan Verified Background CheckRover 101

Navy Wife/At-Home Mom/Pet Lover

Windermere, FL, 34786

Dog Boarding, Drop-In Visits, Dog Walking

"We are so grateful for Meghan’s warmth and professionalism. She took notes at the meet-and-greet and we felt very comfortable leaving our boys in her care. S... (more)"

3. Kiraysha Verified Background Check

Care for pets like they’re my own

Ocoee, FL, 34761

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Miss Kiraysha is a responsible friend whom I trust my dog with, when I am out-of-state. She‘s always taken good care of my dog, Yankee, when I need her to. S... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Osvaldo Verified Background CheckRover 101

Your Dog deserve the best

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My fiancé and I reached out to Osvaldo in a pinch. Not only did he go out of his way meet with us on the night of our request, he did so happily and with gre... (more)"

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5. Danielle Verified Background Check

Pet parent ready to care for yours!

Ocoee, FL, 34761

House Sitting, Drop-In Visits, Dog Walking

"Danielle has had a heart and passion for animals from a very young age. She was active in her 4H Dog Club for many years, caring for and showing dogs. She ... (more)"

6. Karsen Verified Background CheckRover 101

Fur Babies’ Best Friend

Winter Garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"Karsen did an awesome job & is such a great pet & people person. I will definitely use her services again & I’m sure my cats are ready for me to leave now,... (more)"

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7. Alyssa Verified Background Check

Let’s work together!

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Great communication and overall great job (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Wendy Verified Background Check

Home full-time, can medicate

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Wendy was great and thorough with talking through what my pup would need from her, which I was appreciative because it was the first time I have had someone ... (more)"

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9. Grace Verified Background Check

Kindness and Care with Gracie

Wintergarden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi my name is Gracie! I have grown up with dogs since I was 5 and had my own pets since. I currently have my own sweet Lola to call my own. She is ... (more)

Active and Accepting Requests (incl. from Essential Workers)
10. Forrest Verified Background Check

Energizing Walks, Cozy & Safe Home

Oakland, FL, 34760

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Forrest is an excellent dog sitter and will provide lots of attention to your furry companion. I can honestly say I trust him with my fur babies! (more)"

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11. Candilynn Verified Background Check

Experienced with a true ♥️ For Dogs

Ocoee, FL, 34761

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My wife and I have used Candilynn's services to walk and watch our dog for several times now. She is always reliable, loves dogs, and projects an aura that ... (more)"

12. Jessica Verified Background Check

(dog) Mom looking to help others!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Jessica was amazing! It’s never easy for me to leave my fur babies but I feel much better knowing Jessica is looking after them. My dogs love her and she’s v... (more)"

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13. Michelle & James Verified Background Check

DOG Mom, Aunt, Sister & Daughter

Ocoee, FL, 34761

Dog Boarding, Drop-In Visits

"As always, I reached out to Michelle to see if she was available because she’s been so great with Buddy in the past and he already knows and loves her. Didn’... (more)"

Active and Accepting Requests (incl. from Essential Workers)
14. Lexie Verified Background Check

Dog-loving healthcare worker

Ocoee, FL, 34761

Drop-In Visits, Doggy Day Care, Dog Walking

"Lexie is great, she's very understanding of my senior dogs' needs. She is thorough and trustworthy also. Thank you for taking such good care of Cosmo! (more)"

15. Christine Verified Background Check

Let’s play together

Winter garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"So thankful we found Christine and Linda on Rover! They did an awesome job taking care of our 3 cats while we were away. They provided daily updates includin... (more)"

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16. Tamilyn Verified Background Check

Loving your pet, like my own <3

Winter Garden, FL, 34787

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tamilyn watched my 3 Pups for us while we were away for 2 days. She is a close friend and stayed at our home and walked all 3 dogs several times a day, play... (more)"

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17. Michele Verified Background Check

Dog’s Best Friend

Winter Garden, FL, 34787

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have taken care of dogs of every kind since I was very young. Neighbors, friends & family have relied on me to walk, feed & bathe their pets. I... (more)

18. Raquel Verified Background Check

Passionate Pet Sitter

Winter garden, FL, 34787

House Sitting, Drop-In Visits, Dog Walking

"On a scale of 1-10, I would rate Raquel a 20! I have known her for years, and when I heard she was pet sitting, I was cautiously optimistic that she would b... (more)"

19. Lauren Verified Background CheckRover 101

Norwegian & American husband & wife

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"Lauren has been the best thing for our puppy Barkley! She spends quality time with him when she feeds/walks him. It is really nice to hear from neighbors ... (more)"

20. Brock Verified Background Check

Pets need care? I’ll be there!

Winter Garden, FL, 34787

Drop-In Visits, Dog Walking

"I had a very last minute request and Brock was able to help me. He was efficient, responsible, and caring towards my elderly cat. I will definitely be using ... (more)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.