Pet Sitting & Drop Ins In Longwood-Winton Grove
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 Longwood-Winton Grove pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Our regular sitter of two years moved just far enough away that coming twice a day for a week wasn't possible, so it was a little nerve-racking to choose a new sitter when we were going to be on the other side of the country. Picking Gagandeep was a good decision. He put us at ease immediately when leaving them, which was especially important when I developed an unexpected and serious medical condition. If I had spent time worrying about them cross-country, I don’t think it would have turned out as well as it did. I’ll definitely book with him again.”

“Angela did an excellent job taking care of my two cats, one of them requiring two pills per day for his GI lymphoma. She even took care of a perishable delivery which came for me while I was gone. I recommend Angela highly.”

“We have used Elena twice now, each time for 10 days drop-ins to primarily feed our dogs. She communicates well and very reliable. I feel at ease when we were away that our fur babies have been fed. Highly recommend Elena!”
“Supriya did fantastic. We have total peace in mind knowing she was there and everything was well taken care of. Thanks for checking everything like his litter box, food, health, etc. We appreciate you looking after our little angel baby and sending us the most adorable photos. We will definitely be in contact again for future trips!!!”

About: I use to work at a pet hotel, and loved ensuring that the pets got what they deserved, care and attention. Not every pets the same, I helped shy ones get a bit more comfortable in the chaos that is playing with other dogs. I’ve provided necessary meds and ensured pet environments stayed cleanly. If I’m not willing to play around it it’s not done. Have great experience with dogs and cats. I’m open mostly to Monday through Friday: 8am to 6PM. Can be flexible later as one offs, nights are extra. Unfortunately not offering weekends at this time. Providing companionship to your furbabys while you’re out. Giving them lots of cuddles, attention, feeding, and definitely a few walks depending on dog breed and mobility. Meds need to be discussed.
“Rawnna is awesome! She took care of our three cats for two weeks, and they seem so happy and well-taken care of! She was totally understanding of my anxiety about having a new person in my house, and sent the best photos of them playing every day. She did a great job and I would definitely hire her again.”

“This was my first time with Shiji and he was absolutely amazing, following each and every instruction and checking in with me when my cats refused to eat, went above and beyond to take care of other things kike checking litter, changing water and even playing! I trust them with my cats and my cars trust them as well”

“Tisha was superb! She was scheduled drop-in services twice a day, primarily to feed our fur babies. We appreciate her great communication and daily pics requested. During our meet and greet, she asked if there was anything else she could. She went above our expectations. We highly recommend Tisha and will definitely use her again.”
“Kim is a wonderful cat sitter - thoughtful and very thorough with her updates for both your pet and any mail/plant care. Thank you Kim for dropping in our shy Stormy girl! We hope to see you again soon!”

About: Hello! I’m your pet’s future best friend! I have a deep passion for animals of all kinds. Their loyalty, playful nature, and unique personalities are endlessly inspiring, and I’m excited to meet your pet and see what they’ll teach me! As a lifelong pet parent, I’ve had the pleasure of caring for both dogs and cats. Currently, I’m sharing my home with two indoor cats: one of whom has mastered the fine art of fetching. With years of experience caring for both dogs and cats, I’m happy to offer services including walks, playtime, feeding, and training assistance. I’ll treat your pet like family, and rest assured, their safety and well-being are always my top priority. I’m also flexible with my schedule, so I can easily accommodate your pet’s routine. I’m kind, reliable, and observant, which means I’m always attuned to your pet’s needs and will make sure they feel safe, loved, and well cared for in your absence. If you’re looking for a professional yet warm sitter who’ll treat your pet like their own, don’t hesitate to reach out! NOTE: If your dog isn’t the best at making doggy friends or is a little picky about their pals, let’s save the booking for another time. Only socialized, friendly pups please! Thanks for understanding! I'm an early riser so my availability can be somewhat flexible on weekdays. Weekends as well depending on what services are required and how often. I can provide drop in visits in your home (feeding, playtime, medication, etc) and walking services depending on needs. I typically like to only care for one family at a time so they get the care and attention they need. Feel free to reach out to me at anytime for photos and updates. I know I always worry when leaving my pets so I will do everything I can so you won’t have to. I hold a current certification in Cat and Dog First Aid from the American Red Cross.
“Dani was amazing with our cats. She sent daily updates with details and many pictures which we found really helpful. We absolutely would work with Dani again for our future trips.”

“Angélica was an absolutely incredible cat sitter for my cat, Cheech, during my 10-day trip. From day one, her communication was outstanding—she sent regular updates with photos and videos that gave me so much peace of mind. It was clear Cheech was not only well cared for, but genuinely happy and comfortable in her presence. What really blew me away was her thoughtfulness. On her final day, she left printed photos of Cheech along with sweet gifts and handwritten notes—such a personal and kind gesture that meant a lot to me. I trusted Angélica completely in my home, and she treated both Cheech and my space with the utmost respect and care. If you're looking for someone dependable, caring, and genuinely great with animals, I can't recommend Angélica enough. She’s a true gem!”

About: We're taking care 3-4 dogs during the day time. The doggies love our lovely home and very happy be there. The parents like to bring their dogs to our home everyday. We have more than 10 years experience to take care of dogs.We take them for a walk in every 2-3 hours. we can take care of them during the daytime, night time, weekends and holidays. when you need to find a good place for your dogs. this is the best choice. Welcome, join our big family home. your dog will love to stay here. Feel free to message us. We are looking for more new members join us!!! . . . . . . . . . . . . . . . . .
About: I grew up on a farm surrounded by cows, goats, chickens, cats, and dogs. This evoked in me a deep passion for animals, but especially dogs. My current occupation is nannying and I have been doing so for 10 years. I have also worked as a petsitter when the occasion arises. I love both of these jobs and this is the reason for deciding to sign up for this app. The way that I would describe myself is: responsible, caring, calm, sensitive, trustworthy, and reliable. I can easily create a connection with children and dogs alike, which makes them more comfortable spending their time with me. I feel comfortable sitting dogs of all sizes. I will genuinely love your pet and will always make sure to respond to his/her needs. Thank you for reading! Caring for pets is something I naturally build into my day. I make time for regular walks, feeding, play, and attention, and I enjoy creating a consistent routine that helps pets feel comfortable and well cared for. I care for pets by maintaining their normal routine, including feeding, walks, play, and rest. I pay close attention to their behavior and well-being, making sure they’re comfortable and safe at all times. In clients’ homes, I respect their space, keep everything tidy, and follow all instructions carefully. I also communicate consistently with updates, photos, and any important observations.
“This was my first time using Rover and booking a pet care service, and Jocelyn made the entire process so easy and stress-free. She was very responsive, asked thoughtful questions I hadn’t even considered, and always kept me updated during her visits. My dog, Skye, can be reactive and takes time to warm up to new people, but Jocelyn was incredibly patient and understanding. She never pushed Skye beyond her comfort level and let her build trust at her own pace. By the third day, I could already see Skye becoming more comfortable with her, which meant a lot to me. It was clear that Jocelyn genuinely cared about Skye’s well-being and treated her with kindness, patience, and respect. I am so grateful for the care she provided and will definitely be booking with her again in the future. Thank you, Jocelyn, for taking such great care of my girl!”

“Demi did a wonderful job of watching my two cats while I was away for the weekend. When I got home, I could tell they had been well cared for, and I really appreciated the pictures she uploaded. Thank you Demi!”


About: I have experience taking care of dogs because I grew up with them. Being around dogs has always felt natural to me, so I understand the basics of feeding them, walking them, playing with them, keeping them comfortable, and paying attention to what they need. I’m gentle, patient, and attentive, but I’m also playful, so I enjoy making sure dogs are not just cared for, but actually happy and engaged. I know every dog has their own personality, routine, and comfort level, so I would always respect the owner’s instructions and take time to understand what works best for their dog. I’m currently in college and home for the summer, so my schedule is very open and flexible. I’m available for walks, playtime, drop-ins, and consistent care throughout the week. I’m happy to work with your dog’s routine and make scheduling easy for you. I care for pets by keeping their routine as normal and comfortable as possible. In a client’s home, I would follow their instructions carefully, whether that includes feeding, walks, playtime, potty breaks, medication, or general house rules. I want pets to feel safe, comfortable, and genuinely cared for. For walks or visits, I would stay aware of my surroundings, keep dogs secure on their leash, avoid unsafe situations, and pay attention to how they’re acting. My goal is for the pet to feel cared for and for the owner to feel relaxed knowing their dog is safe and in good hands.
About: I’ve had pets my whole life. From cats and dogs to goats and rats. I have training knowledge because I have a background in zookeeping. I have a lot of flexibility in my schedule currently. I am available Monday through Friday 11:30-8 but I can do earlier or later if needed. I am only able to offer drop in visits and watching pets in your home. I have cats of my own and don’t want them to be stressed.
About: 30 + years caring and training exotic and domestic animals in a professional setting. I am recently retired so I have flexibility in my day to visit your pets and take them for walks while you are busy at work. I understand the pressure of work life and trying to care for your pet. I will always have safety front of mind and never allow other dogs to interact with your dog unless they are showing good behavior. I can take care of cats, dogs , birds or other exotics. I will treat your pets as my own and give you the peace of mind of knowing your pets are well cared for. I am mostly available in the mornings and early afternoons but will work with each client depending on their needs. I do require a meet and greet before accepting new clients so please contact me to set that up so I can meet you and your pet. I am experienced in animal health care and can respond to any emergency that may come up while I am responsible for your pet. I will take photos when we are out and about and send them to you so you know I was with your pet.

About: I have two dogs and two cats. I’ve done dog walking since early middle school and pet sitting for two years. I love animals and have for a long time. I’ll bring treats and spoil your furry friends! Walks, cuddles and playtime are my specialty! I just finished my semester of school and am pretty free for the summer! I love excuses to go out of the house and go on walk adventures with dogs or cuddles with your cat (or walk them if they like walks too!) For walks I like to double leash just for added security and safety with dogs. I can swing by during set times you want me to be there, give food and play or go on walks. If you want me to house and pet sit I will bring my own stuff to keep myself entertained and maybe a few treats to share with your furry friends.
Longwood-Winton Grove pet parents share their Rover experiences
This was my first time using Rover and booking a pet care service, and Jocelyn made the entire process so easy and stress-free. She was very responsive, asked thoughtful questions I hadn’t even considered, and always kept me updated during her visits. My dog, Skye, can be reactive and takes time to warm up to new people, but Jocelyn was incredibly patient and understanding. She never pushed Skye beyond her comfort level and let her build trust at her own pace. By the third day, I could already see Skye becoming more comfortable with her, which meant a lot to me. It was clear that Jocelyn genuinely cared about Skye’s well-being and treated her with kindness, patience, and respect. I am so grateful for the care she provided and will definitely be booking with her again in the future. Thank you, Jocelyn, for taking such great care of my girl!

We had a great experience with Wenyuan taking care of our cat Lucy while we were on vacation. She was reliable, communicative, and clearly cared about making Lucy comfortable and happy while we were away. We really appreciated the updates and photos, which gave us peace of mind during our trip. Lucy was relaxed and well cared for when we got home, and we would absolutely book with her again. Highly recommend!

Angelica is absolutely the best! She took such great care of our shy lab and kept us at ease with constant communication and updates throughout her check ins. Her patience and kindness meant so much to us, and it was clear our shy boy felt comfortable with her. He was excited to see her every time! We’re so grateful to Angelica for taking such wonderful care of Chip. Highly recommend!

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Select a filter and find qualifying Longwood-Winton Grove 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 pets
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?
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.
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 Longwood-Winton Grove.
Rover makes it easy to find Longwood-Winton Grove 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.
















