Pet Sitting & Drop Ins In Winding Wood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Winding Wood pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Mia was amazing. She was very respectful and caring to our cats. She even went above and beyond to ensure our family members were happy and well taken care of. When we go out of town, Mia is the first person we are booking!”
About: My first job, at age 12, was pet sitting/dog walking. I've had pets my entire life ranging from dogs and cats to rodents, fish, and reptiles. I currently have 4 cats. I have experience with older dogs and cats as well kittens and puppies. I've also spent years working in customer service so no request will be too much. I have plenty of time for walks and playtime. I can keep up whatever routine your pet is used to. I live near a dog park and can take your pup if they like to play with other dogs If your dog doesn't like cats, my cats can easily be kept separate in my room. They spend most of their day sleeping in there anyway
“Jennifer O was the best! It was great to be able to visit my daughter knowing my Willow was being well cared for! She even came over before I left so she would be a familiar face! The daily updates and pics really helped me feel not so far away. I immediately took to Jennifer’s friendly, trustworthy, & knowledgeable air and her gentle, caring nature. I can’t rave about her enough! Your pet will be in good hands with Jennifer O!”
“Peyton took great care of our lab while we were away. Our dog loved her time with her, and Peyton was very good at keeping us updated. Communication was great! Thank you, Peyton!”
“Great first time visiting and my dog is very nervous and difficult to get to know. Bianca did an excellent job and was able to figure out how to get him to go outside and do his business 😊 Thanks You!!”
“Deedra was great. She gave me so much feedback. I was shocked to see my shy girl came out and let Deedra pet her! I was so happy. I will definitely be hiring Deedra again!!”
“Jessica was an outstanding sitter for our 2 kitties and treated them like they were own. Her in-depth updates and great feedback after every visit left us never doubting that the girls were in the best possible hands. Thank you so much, Jessica!!!”
“I’ve had the pleasure of booking her every single time I need someone to take care of my two fur babies. She does an amazing job every time. She consistently follows directions, is always punctual, and communicates exceptionally well. If for any reason she can’t make it at the scheduled time, she always reaches out ahead of time to explain the situation and check whether the adjustment works for me. I truly appreciate the communication more than anything else. I especially appreciate how accommodating she is when last-minute situations come up. She’s always willing to work around changes to make sure my pets are still cared for. Even when I give her plenty of notice in advance, she keeps it in mind and is always happy to help. I’ve continuously booked with her because she’s the first person I think of whenever I need someone reliable to care for my pets, and I fully plan to keep booking with her going forward.”
About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!
“Mason is great with my Lola! He has a gift with making dogs feel at ease, which in turns helps me feel at ease. He’s very attentive to her needs, and she enjoys his playful nature and company! We look forward to continued walks/visits/ and stays! Lola will be in great care!”
“Second time in Lisa's care and the key word here is confidence. SO happy to know they are loved during Lisa's drop-ins. She's communicative, reassuring, and - dare I say - super pawsitive! I still miss my furbabies when I'm away, but I do feel a great sense of relief. Thanks again, Lisa!”
“Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!”
“We had an amazing experience with Stephanie taking care of our cat, Babaska! She responded super quickly to our initial request and offered a very reasonable price per visit. Before the first official appointment, she even came by for a meet and greet to go over all the details—such a thoughtful touch. Stephanie is clearly a true animal lover and takes her job seriously. She was always on time, followed all our instructions perfectly (including feeding and cleaning the litter box), and even stayed to play with Babaska so she wouldn’t feel lonely. The daily updates with pictures and videos were a huge bonus—her photos looked so professional that we’re actually planning to print some out! We’re beyond happy with the care Babaska received, and we’ll definitely be hiring Stephanie again in the future. Highly recommend her to anyone looking for a trustworthy, caring, and reliable pet sitter!”
“Alyssa was amazing! She took great care of our three cats, two of which are special needs. She spent quality time making sure they were well fed, cleaned up after, exercised, and loved. Our special needs boys make quite a mess and she endured everything was pristine! I would highly recommend Alyssa! We hope to schedule with her on future trips!”
“Last minute I needed someone to come see my older dog over the weekend and Martha & Brett were great and quickly accepted my drop-in request and were excellent communicators. I’d highly recommend them and their services!”
“We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!”
“Amanda is always amazing with our two cats and this time was no different! She always goes above and beyond with them. We were able to have a great trip knowing they’d be well cared for by her!”
“We had Rebecca come every other day to take care of our cat, Dora. Besides checking on food and water and scooping out the litter box, she let Dora out on our screened-in lanai where she gave Dora plenty of affection and played with her. Part of the time Dora sat on her lap and they "chilled" together. Rebecca sent plenty of pictures during her visits. We also have a large dog, Ellie, whom Rebecca did not take care of but did meet and interact with on two occasions. She expressed to me her love of dogs and knew just where to scratch and pet Ellie.”
“Emily is amazing! It was my first time leaving my baby for so long and she was so caring and attentive. I am so grateful for all the pictures and little updates I got. I looked forward to each one! Thank you Emily for making it easy to take a trip and know that my little Willow was taken care of and getting love!!”
“Debbie did a fantastic job with our fur babies. We received pictures and an update everyday. We came home to well fed and happy kitties. I would highly recommend Debbie, and would definitely book with her again.”
Winding Wood pet parents share their Rover experiences
Mia is amazing! She offered to do a meet and greet before I left town and that was so nice to have the cats see who she was before she came over while their “safe people” weren’t home. Mia sent the most precious pictures, she is very communicative, and I knew my kitties were in safe hands. Highly recommend!
Kristin took care of our kitties Poody and Ozzy while we were on a European cruise and we couldn’t have asked for anyone more dependable and compassionate! She sent detailed updates, great photos every day, brought in our mail and watered our new container gardens. We were at such ease knowing both kitties were being loved and our home was being checked on daily, while we were out of the country. Kristin loves animals and we will definitely use her again soon! 🩵
Courtney was a wonderful caretaker for our two cats for a week while we were traveling. She even got our tortoiseshell scaredy-cat who is nervous about everything, especially strangers, to come out of her shell to get plenty of petting, brushing, and play time. Courtney was very communicative and provided lots of detailed updates with pictures. It was so reassuring to know that our cats were being so well taken care of while we were away, by someone they formed a real bond with. We would absolutely recommend Courtney to anyone looking for an enthusiastic and caring person to watch their pets!
First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!
Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!
Popular requests near you
Select a filter and find qualifying Winding Wood sitters!How Rover works
1. Search
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2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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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.
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Winding Wood.
Rover makes it easy to find Winding Wood 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
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.
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