Pet Sitting & Drop Ins in Longwood-Winton Grove, Hayward, CA
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. A booking fee of 11% and taxes will apply.

About: I've been a cat lover my whole life. While growing up, my mom's allergies prevented me from having a cat of my own, so I only had dogs. You can only imagine my joy when my neighbours would ask me to be their cat sitter! When I got married, one of the first things I did was adopt my own cats: Pablo, our 15-year-old tuxedo cuddle monster who we’ve had for 13 years; and Bernie, our spirited 5-year-old brown tabby we adopted as a kitten. To this day, I still have friends and new neighbour who ask me to be their cat sitter when they go out of town. As cat parent, I understand how important it is to have someone you can trust to care for your cat while you’re away, and I’d love to help make your time away a little easier—for you and your cat! Whether it’s to feed them, clean their litter box, playing with them, or just some comforting company, you can rest assured they'll receive the same attention I give my own cats. I'm also comfortable taking care of small and medium-sized dogs if they are also part of your family, and you can also rely on me to water your indoor and outdoor plants, collect your mail, and bring in your bins if it’s the end of collection day. I'm currently prioritizing cat care for my clients. For most of the year, I am available 7 days a week to your home to check on and care for your fur babies. I will come to your home as requested to feed your cats, change their water, and scoop their litter. If they need additional care with brushing, exercise, or other attention, please let me know.

“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.”


About: Looking for more than just a walk around the block? I offer group adventure hikes in the stunning regional parks of the Bay Area, giving your dog the exercise, socialization, and mental enrichment they crave. Dogs are happiest when they have a purpose—whether it's running through open trails, playing with a well-matched pack, or simply exploring new scents. My group hikes provide a structured but fun environment where dogs can channel their energy in a positive way, helping to prevent unwanted behaviors at home. Whether your pup needs to burn off extra energy, gain confidence around other dogs, or just enjoy a safe and stimulating adventure, my hikes are designed to meet your dog’s natural instincts. In addition to hiking, I also offer boarding in a home environment—a stress-free alternative to traditional kennels. Whether for a weekend or longer stays, your dog will be treated like family, with plenty of exercise, structured play, and rest. Why Choose Me? ✔️ Group Hikes in Beautiful Regional Parks – Let your dog enjoy nature the way they were meant to. ✔️ Safe & Structured Pack Play – Socialization in a controlled, positive setting. ✔️ Mental & Physical Stimulation – A tired dog is a happy, well-behaved dog. ✔️ Personalized Care – I work with each dog’s personality and needs to ensure a great experience. ✔️ Boarding with Daily Exercise – Your dog stays in a home, not a kennel, with plenty of adventure and companionship. If you’re looking for a way to give your dog the best day, every day, let’s chat! I’d love to welcome your pup into my pack. Life gets busy, but your dog’s needs don’t stop. That’s where I come in! Whether you have long work hours, a packed schedule, or just want to give your pup more exercise and socialization, I provide flexible and reliable pet care that fits seamlessly into your routine. With my structured group hikes, your dog gets the physical and mental stimulation they need during the day—so when you come home, they’re happy, relaxed, and ready to cuddle. Need overnight care? My boarding service ensures your pup gets personalized attention, daily exercise, and the comfort of a home environment. No matter your schedule, I make sure your dog’s day is filled with adventure, companionship, and care—so you can focus on your day knowing they’re in great hands. Let’s find a routine that works for you and your pup! When your dog is in my care—whether on an adventure hike or staying overnight—they are treated like family. Their safety, comfort, and happiness are my top priorities. For group hikes, I ensure a structured, supervised, and safe pack environment where dogs can socialize and explore while following proper leash and trail etiquette. I carefully assess each dog’s temperament and energy level to create well-matched groups, ensuring a positive and stress-free experience. For boarding, your pup stays in a home environment, not a kennel. They’ll enjoy daily exercise, social interaction, and a cozy, relaxed atmosphere—just like they would at home. I maintain a secure space, with constant supervision, and provide a personalized routine to match their needs. Whether it’s extra playtime, a quiet nap space, or a special feeding schedule, I make sure each dog feels safe, comfortable, and loved. With a focus on trust, structure, and fun, I provide an environment where dogs can thrive—giving you peace of mind knowing your pup is in the best hands.

About: Hi! I’ve been loving and caring for dogs and cats for over 10 years—my own and others’. I treat every pet like family, whether they need playtime, snuggles, or just someone to hang out with while you’re away. You can count on me to keep tails wagging and whiskers happy! Pet care fits perfectly into my weekday routine! I’m available Monday through Friday during the day, which means I can help with walks, check-ins, feedings, and plenty of love while you’re at work. Taking care of pets is something I truly enjoy—it’s a happy part of my everyday schedule. I focus on making them feel safe, comfortable, and loved. When I’m in your home, I stick to your pet’s routine—meals, walks, meds, and all the little things that keep them happy and stress-free. I treat every pet like they’re my own and every home with the same care and respect.

About: Since being overseas, I helped care for a wide variety of dogs, of plenty of sizes, breeds, ages and temperament. I pride myself on my willingness to work with your pet to find a connection that works for all of us. I am currently a student with my days typically free, as I schedule my work times on the weekends, so during the week pet care is a top priority. As long as I get a rundown of things you and your dog are comfortable with, I will be sure to stick to it. I strive to create and enriching and safe environment for your fur babies.

About: I currently have three cats. They say I’m their favorite human. They trained me to ensure I have optimal skills with the laser pointer. I’m also an expert feather dangler thanks to them. They also say I do a great job with the litter box, they rave how it’s always fresh and clean. I use to have a shitzu, but she who shall not be named kept her. But I’m still the shitzu’s favorite human. I currently work full time in Hayward. Monday - Friday 9am to 5pm. If you are in the area I can stop by during my lunch break. I am in upper management so I do have the freedom to come and go. As long as I get my 40 hrs in. I am available to care for your pets after work and all day on weekends. Since I have three cats and I live in an apartment, I don’t plan on doing many in home boarding. We all know cats are territorial. But I’m more than willing to stop by your home and visit your fur babies.

“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.”

“Xander has been doing drop in visits each day while I’m at work to be with my Labrador and give him some company and a potty/snack break. It’s been a great relief having Xander’s support! I know my pup is in good hands!”


“Updates me everyday of specific details that happened during visit. Followed all instructions! I think I found my go-to cat sitter. Will definitely book again if available. Kitty seems to really like her based on the photos. Thanks for everything!”


About: Hello Ive been working with animals ever since I was little I know a lot about animals and I’m really hoping I could assist you with your pets. I have a part time job right now but I could work my schedule if there is a problem or an emergency with the day for your pet care I have a big backyard which I think would be good for your pet if you want me to walk them or play with them for a while I also have a park 10 mins a way from me so I could walk them there and play with them as well

“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.”


About: I have taken care of many family pets. I am trained in mostly dogs and cats, although I’m opened to other pets :). I will treat your pets like I would my own ! I believe no owner should be worried for about their furry babies! I will treat them with great love and care. It fits into my daily routine as I am particularly available throughout the day. I will make my self available for your furry babies so they are well nurturioned and cared for. I will provide a safe and trustworthy environment by sending updates to my clients. I will provide them cute little photos of their furry babies and keep in contact throughout their routine.

About: I’ve been an animal lover since I was about four years old, and caring for pets has always been a natural part of my life. Over the years, I’ve raised and cared for a wide variety of animals—from chameleons, birds, and rabbits to cats and dogs of all sizes and breeds. I’ve grown up around larger breeds like Pitbulls, German Shepherds, and American Bulldogs, so I’m confident and comfortable handling strong, high-energy dogs just as much as more sensitive or exotic animals. What truly sets me apart is my hands-on experience with pets who have complex health needs. My sweet French Bulldog, Luna, has IVDD, GI sensitivities, seasonal allergies, recurrent UTIs, and has even battled sarcomas. Her care has taught me how to be deeply attentive, gentle, and proactive, and has inspired me to continually educate myself about animal health—from preventive care to chronic illness management. I’m experienced in giving medications, managing restricted diets, adapting physical routines, and keeping a close eye on subtle changes in behavior or comfort. I believe pets deserve to feel safe, understood, and loved, no matter what they’re going through. Even animals that are shy, stubborn, reactive, or hard to read tend to warm up to me—maybe because I meet them with patience, calm energy, and genuine love. Whether they’re high-energy or low-maintenance, I learn their rhythms and give them the care and attention they need to thrive. I’ve also worked with delicate animals like chameleons, who are highly sensitive to their environment and require a careful, knowledgeable approach. Whether your pet is furry, scaly, feathered, big, small, or somewhere in between—I’ve got the experience, heart, and adaptability to keep them happy, healthy, and stress-free. I’m also very reasonable, reliable, and responsive. I know how important it is to find someone you can fully trust with your pet. I’d be honored to give you peace of mind—and give your pet the attention, comfort, and fun they deserve while you get a well-earned break from being a full-time pet parent. 💛 Pet care fits naturally into my routine because it’s something I genuinely enjoy and prioritize. I’m available weekends, and weekdays after 4:30 PM, with the exception of Tuesdays and Thursdays. Whether it’s a quick walk, a longer visit, or a few hours of play and care, I make sure each pet gets the time, attention, and affection they need. I plan ahead and stay flexible so I can offer dependable care, even on short notice when needed. When caring for pets—whether in my home or my client’s—I focus on creating a safe, calm, and loving environment tailored to each animal’s unique needs. I’m especially experienced in managing more complicated care routines, thanks to my day-to-day life with Luna, my Frenchie who has IVDD, GI sensitivities, recurrent UTIs, seasonal allergies, and a history of sarcomas. Her care has made me detail-oriented, patient, and highly attuned to subtle signs of discomfort or health changes. I follow all feeding, medication, and activity instructions carefully and make sure the environment is clean, secure, and free of hazards—especially for pets with mobility or health limitations. I respect your pet’s usual routine and maintain clear, consistent communication with owners so you feel informed and confident every step of the way. Building trust—with both pets and their people—is always my top priority, and I treat every animal with the same level of love and care I give my own.

About: I have been professionally taking care of animals( mostly dogs) for about 10 years in a dedicated dog hotel/ daycare facility. I am certified in Pet First Aid and CPR. I am currently working full time, but will always find time to take care of pets when the need arises. My schedule is stable yet flexible. I only use positive reinforcement training with dogs and have a clear understanding of pet body language. I will do everything I need to make sure that pets feel comfortable and safe around me.

About: I have my own dogs and treat them like they’re my children. I go out on walks pretty often and workout outside with my dogs just to stick with them. I can work anytime and any day except Friday and Saturday nights due to my part time job but any other day during the week is great! I play with them a lot, give treats but not too much, I watch tv with my dog and they seem to enjoy it as much as me!

About: I’m a lifelong animal lover with hands-on experience caring for cats of all personalities—from playful kittens to shy, reserved cats. I’ve boarded cats in my home, done drop-in visits for multi-cat households, and always make sure pet parents feel connected while they’re away. I send regular updates with photos and videos so you’ll never have to wonder how your pets are doing—you’ll see they’re happy, safe, and well cared for. In addition to cats, I also have experience with dogs and even tortoises, so I’m comfortable caring for a wide range of pets. Whether it’s playtime, feeding, or just keeping your pet company, I’m here to give them the attention and love they deserve. Since I work part-time evenings, I have plenty of daytime flexibility for pet care. I enjoy making cat care part of my regular weekly routine. I create a safe, calm environment by keeping areas clean, securing doors and windows, and sticking to the pet’s usual routine so they feel comfortable and cared for.

“Katsiaryna is great! She is incredibly punctual, communicative, and we know our pup really enjoys her time with her. She provides us with a play-by-play of her drop-in that’s much appreciated. It also goes without saying she’s also gotten quite a few great photos of our pup.”

“Everything was great with Maria taking care of our cat. He needs heart medication administered twice a day (in a pill pocket), so we needed someone reliable. Cats aren't always easy to watch because they are wary of new people, but Maria powered through and made sure Loki was cared for...even when he insisted on hiding under the bed! Thanks, Maria!”


“I am beyond impressed with the care that my cat, cookie received from my cat sitter while I was away. It's evident that Supriya went above and beyond to ensure my cat was not only well-fed and safe but also showered with love and attention. The daily updates and photos provided me with great peace of mind. I'm incredibly grateful for their dedication and would highly recommend their services to any pet owner seeking top-notch care for their furry family members. Thank you so much!”

About: I've raised and cared for many dogs and cats in my life. I can administer any medications whether they are oral or injections. I have cared for pets with chronic diseases that have needed daily medications. I currently work part time and have plenty of open availability to care for your animals. I mostly work from home so am always local. I am happy to care for your animal in anyway you need me to. I can spend time with your cats and dogs in your home if you are gone, and give your dogs a walk if they need.
Loving pet sitters in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Kimberly B.
“I believe that Kim Banow would be an asset to your pet sitting Company. I’ve known Kim for decades and will attest to her fine sense of responsibility, caring nature, and great ability to care for animals (eg. feeding, grooming, & playing with my pets). Kim has taken care of my cats and Guinea pigs when I was away on vacations. On my return the animals were very well adjusted. I would absolutely recommend Kim to work for your company as a pet caregiver. Suzy Campbell”


Angela M.

“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.”


Alex H.
“Alex has been a wonderful care taker for my dogs, cats and chickens. My dogs love staying with him. I trust him and I really like the way he can also trains my dog. I definitely recommend Alex to care and supervise your fur babies.”


Hagai S.
“I cannot recommend Hagai S. enough! We knew our dogs would be in great hands from the very beginning. He was incredibly reliable, responsible and made sure our pups were happy and well-cared for while we were away. Hagai provided updates that gave me so much peace of mind. If you’re looking for someone trustworthy, Hagai is the one. Thanks so much!”


Ma Francheska B.
About: Since being overseas, I helped care for a wide variety of dogs, of plenty of sizes, breeds, ages and temperament. I pride myself on my willingness to work with your pet to find a connection that works for all of us. I am currently a student with my days typically free, as I schedule my work times on the weekends, so during the week pet care is a top priority. As long as I get a rundown of things you and your dog are comfortable with, I will be sure to stick to it. I strive to create and enriching and safe environment for your fur babies.


Carlos V.
About: I currently have three cats. They say I’m their favorite human. They trained me to ensure I have optimal skills with the laser pointer. I’m also an expert feather dangler thanks to them. They also say I do a great job with the litter box, they rave how it’s always fresh and clean. I use to have a shitzu, but she who shall not be named kept her. But I’m still the shitzu’s favorite human. I currently work full time in Hayward. Monday - Friday 9am to 5pm. If you are in the area I can stop by during my lunch break. I am in upper management so I do have the freedom to come and go. As long as I get my 40 hrs in. I am available to care for your pets after work and all day on weekends. Since I have three cats and I live in an apartment, I don’t plan on doing many in home boarding. We all know cats are territorial. But I’m more than willing to stop by your home and visit your fur babies.


TISHA T.
“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.”


Xander K.

“Xander has been doing drop in visits each day while I’m at work to be with my Labrador and give him some company and a potty/snack break. It’s been a great relief having Xander’s support! I know my pup is in good hands!”


Yujing B.

“Updates me everyday of specific details that happened during visit. Followed all instructions! I think I found my go-to cat sitter. Will definitely book again if available. Kitty seems to really like her based on the photos. Thanks for everything!”


Krystal R.
“I am a current friend and former “client” if you will, i have experienced Krystal take care of my own dog along with seeing her take care of her own cats. I’ve left my dog with her on multiple occasions where I wasn’t able to take care of him and has helped me to her best abilities, she had bathed him, walked him, fed him and took him with open arm as she does all the animals around her.”


Rawnna H.

“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.”


Areli M.
“Areli was on of the most amazing pet sitters I’ve ever had!! She is very sweet and thoughtful. She always kept me updated on my pups and how they were doing. 10/10! Would book again!!”


Reyna C.
“I wholeheartedly recommend Reyna C. for any pet sitting or dog walking opportunities. She is one of the most wholesome and compassionate people I know, and her love for animals runs deep. She doesn’t see pets as animals , she embraces them and treats them like family. Reyna goes above and beyond the typical responsibilities of a pet caregiver. She’s incredibly attentive, nurturing, and deeply in tune with what a dog might be feeling , whether it’s reading their body language, noticing sudden changes in their health, or simply making sure they feel safe and loved I never have to question if my Dog who I call my son is being taken care of . I know he’s in an angels hands if Reyna has him. Her ability to connect with pets on an emotional level is something truly special. I’ve seen firsthand how she cares for animals with patience, gentleness, and genuine joy. Anyone who trusts her with their furry family member will be gaining a caretaker who brings warmth, responsibility, and a big heart to everything she does.”


Taylor B.
“Taylor is the most dedicated person i know when it comes to caring for animals and pets. She's worked with dogs for over 10 years, now the supervisor at a dog boarding facility. She's excellent in reading body language and accommodating the dogs under her care, great with administering medicines and an amazing playmate for the dogs!!! She's an amazing care provider and would be a great fit for working with any pup!!”


Eriq F.
About: I have my own dogs and treat them like they’re my children. I go out on walks pretty often and workout outside with my dogs just to stick with them. I can work anytime and any day except Friday and Saturday nights due to my part time job but any other day during the week is great! I play with them a lot, give treats but not too much, I watch tv with my dog and they seem to enjoy it as much as me!


Gladys M.
“Gladys has cared for my two cats Chai and Kuromi multiple times now and I honestly couldn’t ask for a better sitter. She’s incredibly trustworthy and always keeps me updated with lots of photos and detailed messages which gives me complete peace of mind when I’m away from my babies. It’s clear how much she genuinely cares. She’s kind, attentive and my cats absolutely adore her (which is rare because my cats hide from most people :) When my babies are left in her care I always come home to happy, well cared for kitties. I’m so grateful to have found someone as dependable and loving as Gladys.”


Katsiaryna S.
“Katsiaryna is great! She is incredibly punctual, communicative, and we know our pup really enjoys her time with her. She provides us with a play-by-play of her drop-in that’s much appreciated. It also goes without saying she’s also gotten quite a few great photos of our pup.”


Maria I.

“Everything was great with Maria taking care of our cat. He needs heart medication administered twice a day (in a pill pocket), so we needed someone reliable. Cats aren't always easy to watch because they are wary of new people, but Maria powered through and made sure Loki was cared for...even when he insisted on hiding under the bed! Thanks, Maria!”


Supriya L.
“I am beyond impressed with the care that my cat, cookie received from my cat sitter while I was away. It's evident that Supriya went above and beyond to ensure my cat was not only well-fed and safe but also showered with love and attention. The daily updates and photos provided me with great peace of mind. I'm incredibly grateful for their dedication and would highly recommend their services to any pet owner seeking top-notch care for their furry family members. Thank you so much!”


Bret T.
“Bret is a caring, attentive, responsible lover of animals. I have hired him for pet sitting, dog walking, evening routines and medication administration. I have 2 needy dogs and an elderly cat and I trust Bret with their care anytime I am not at home. He has been a dedicated caregiver to my animals while I am away for the last 10 years and I couldn’t recommend him more. He is flexible as well as communicative so if plans change, he is able to change with me to make sure my animals are cared for. Absolutely hire him for your pets.”
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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
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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 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.
