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 and includes a booking fee of 11%.
“Elena was wonderful. She was able to do several drop-in visits during Christmas break, on short notice. She was responsive, thorough, and gave my cats lots of love. Highly recommend!”

“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: Until two years ago I started taking care of furry children, although all my life I have had dogs in my house since I was a child I have learned to take care of them, bathe them and identify their body language I currently work independently through the Lyft app, which allows me to manage my own time. Thanks to this flexibility, I can devote the necessary attention to the care, play and well-being of your dogs during the week. I am available from Monday to Saturday, and on Sundays by appointment, which allows me to organize myself to offer responsible, attentive and constant care. I want to comment that, at the moment, I cannot offer care during the day at home. However, I am available at night, especially for small dogs and cats. In addition, I offer walking service, and I always guarantee a healthy, safe and warm environment, where the puppies will receive attention, care and respect. I am available to coordinate schedules and adapt to the needs of each pet.

About: I’ve taken care of Princess for 12yrs . I grew up with a big family of pet lovers . My home for years have been the one everyone comes to on the weekend to bbq in and ofc all our furry babies are running around. I have a flexible part time job so I am free early mornings and throughout the day to go play with your pets and take them out. I also have a big home and yard if they need to come over to not stay home alone . I have a home with all fenced yard and I no longer have anymore pets , so they are free to roam around in the backyard or if they’re inside dogs they can definitely have in and out access all day to cuddle inside when they want or go get some sun and play. I’m definitely mindful on making sure you feel comfortable with me in your home if needed and would ofc go over to play and take care of your pet in the comfort of their home.
“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.”

“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: Hi, my name is Mecca, and I’ve been around dogs my entire life, with over 10 years of hands-on experience caring for and working with them at my fathers boarding and training facility. I grew up helping train dogs and have also worked in professional dog facilities, so I’m comfortable with pups of all sizes, breeds, and energy levels. Whether your dog is super playful or more shy and relaxed, I know how to make them feel happy, loved, and most importantly, safe while you’re away. I’m located in the Hayward area, conveniently near both airports, which makes drop-offs and pick-ups easy for traveling pet parents. I also live close to a community dog park with a big grassy area where dogs can run, play, and get their zoomies out safely. My home is very dog-friendly, with a spacious backyard covered in artificial turf so your pup won’t come home with muddy paws. There’s always fresh water available and plenty of shaded areas to keep dogs cool and comfortable, especially on warmer days. I keep a clean, calm, and supervised environment so every dog feels right at home. Your dog will get lots of playtime, affection, and personalized care while they’re with me. I treat every dog like my own and will happily send updates, photos, and messages so you always know your pet is in great hands when booking with me! I look forward to meeting you and your pup! I am open most days and have great communication. I will make sure to fit your appointment into my schedule appropriately. Each dog is cared for the same. I have had dogs my whole life and have experience working in a boarding facility so I can cater to your dogs specific needs. I take a dogs health very serious and keep an eye out for any issues.
About: I was once a dog owner before they passed of old age. So I know that each dog has their own personality, quirks, and habits like any family member. After my dog passed, I volunteered at surrounding local shelters to help dogs in need. I have experience giving medications and helping dogs with joint problems thrive. I understand that dogs not only need love, they also require habits and treatments that helps them thrive even if they may not like it. I’m currently in-between jobs, so I have a lot of time to spend with your pet. I’m available Monday through Friday from 11 AM-7:00PM; Saturday-Sunday 4 PM-11:00PM For pet care at a pet guardian’s home, I will follow the instructions on the daily habits of the dog as given by the pet guardian. I will play, observe, feed, and let dogs out for potty. I am also able to give dogs their medications if needed. I will walk dogs usually in the morning and the afternoon. I tend to keep doors and any entry-points locked and closed just in-case a dog is a “runner” or a “wanderer”.
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.
About: I love animals. I volunteered at the Oakland SPCA as a pet socializer. My duties included taking the dogs for their walks, playing with them outside and getting a good photo to update the website. Seeing how each dog got excited to go on their walks just made my day! I was also responsible for the cats as well. I grew up with a show doberman pinscher and cats. He was lovable, loyal and such a wonderful pet. We ended up getting a mate for him after he was done with shows. I love dachshund's. They are just adorable. I currently have 2 cats, Marcus Miller and Monet.
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: I love playing with dogs! They are so fun to play with. Of course, I do make sure they are well fed and that they’ve gone on their walks. I like to make sure their feeding area is clean so that they don’t pick any germs or parasites and get sick. If they have medication to take, I will happily give it to them without any fear of them potentially biting me or being a bit aggressive. I am available on Mondays until noon, Wednesdays until 1pm, and Fridays from 3pm-8pm. Tuesdays and Saturdays I’m free all day. Sundays I’m not available. I like to ask questions regarding their pets routine, conditions, etc. It helps me get to know more about the owner as well as their companion. I will always make sure their pet feels safe and that they can trust me. I like to greet myself with pets by holding my hand out for them to smell so that I can pet them with their permission.
“Natalia was very easy to work with! She offered a meet-and-greet before our trip and checked in when she had concerns about our dog’s upset tummies. I definitely will book with her again.”

About: While I currently care for 4 adorable rat boys in my home, I have experience with small to medium sized dog and cat care. I've grown up around both dogs and cats and have experience with introductory potty/behavior training and medical care (such as administering medicine and fluids). I have experience with volunteering at animal shelters and have even spent time abroad volunteering to care for street dogs and livestock in India. I'm a Stay-at-home-parent who is trying to transition back into working outside the home now that my child is regularly attending school. I work freelance from home and am hoping to fill in the gaps in my day by meeting and caring for some new furry friends! I am happy to feed and bathe pets, take them for walks, engage them with play time and even do some gentle training during my brief visits. I am comfortable playing with them inside your home or outside.
Longwood-Winton Grove pet parents share their Rover experiences
Dani was so great! As a first time Rover user she made me feel comfortable with the well being of my cats and sent very detailed updates and so many cute photos! My cats seemed to get along well with her as well and were much calmer while we were gone. We will definitely pick her again next time we travel!

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

Kayla has taken such great care of our two dogs! She’s responsive, on time, and our dogs love her! One of my dog tends to be very cautious and skittish around new people but he warmed up to Kayla super quickly! Thank you so much for taking great care of our dogs! We highly recommend Kayla to anyone looking for someone to take care of their pet :)

Angelica did a great job taking care of our dog Oreo, she sent us pictures and a detailed report after every visit. I could tell Oreo loved her since the first time we meet her and make us feel good having her taking care of him. I would definitely have her again and i highly recommend her.

Vivian did an outstanding job caring for our cats over the holiday, including one that needed daily medication. She is reliable and followed instructions to a T, and you can tell that she is experienced with animals and their specific needs. I definitely recommend her for anyone in need of a pet sitter!

Jalen was great! He was very easy to work with and my cat took to him immediately which isn’t always the case. During my trip he sent me videos of her making biscuits and purring. I felt better knowing that she was happy and being taken care of. When I got back there were a stack of clean food bowls ready to be used and he sent me an update about how things had gone. I will definitely be hiring him again in the future!

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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.
















