Pet Sitting in Winslow
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 Winslow pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Taylor was awesome! Our pups were so sad with us leaving and she was able to help care for them and comfort them while we were gone! Would absolutely recommend Taylor and would absolutely welcome Taylor back into our home anytime again if needed😊”

“Melanie and Addison, thank you so much for watching my dogs over the weekend. Your communication and notes were nice to work with, and I really appreciate the care and attention you gave them.”

“Thank you for checking in on my sweet pups!! I knew they were in great hands, and i received lots of adorable pictures! They even gave my cat, Nori, some love!! Will definitely book with you again!”

About: I've been taking care of dogs my entire life. I have experience with large, medium, and small dogs. I have experience with rescues that have special needs, puppies, as well as senior care. I’m happy to specialize each experience for max comfort for your pup. I have a remote job and am flexible with scheduling around your pups needs. There are times when I am unavailable but I will always have any walks, visits or day cares scheduled accordingly . I have a corgi mix of my own that goes on walks and potty breaks at a regular schedule. I have a fenced yard and a friendly corgi mix to keep any pups company. I do not have a crate but if provide one I have no problem if that is better for your pup.
“Alexandra and her husband came over to meet my dachshund to make sure she is comfortable with them- they were very sweet and caring towards her I would definitely book them again:)”

About: I have taken care of dogs my whole life, whether they were my own dogs to take care of or my neighbors and friends dogs. I care for each one as they are my own. I am currently working towards getting a degree in veterinary technician and have some experience in the field. I am currently working part time so I will have plenty of time playing with your pups. I am available walks and playtimes during the week before 2. I have a great fenced in backyard and I have a playful Australian shepherd to keep your dog company. I can also easily crate your dog if needed.

About: I have hands-on experience raising my own dog, Bentley, who is just over a year old. Taking care of him has taught me patience, consistency, and how to understand a dog’s needs at every stage. We spend a lot of time going on walks, playing ball, and playing tug-of-war, so I’m very comfortable keeping dogs active, engaged, and happy. What sets me apart is the genuine care I have for every animal I look after. I don’t just “watch” pets—I make sure they feel safe, loved, and comfortable while you’re away. I’m attentive to routines, good at reading behavior, and I always take the time to build trust with each pet so they can relax and have fun. Pet care fits naturally into my daily routine because I already care for my own dog, Bentley. I’m used to planning my day around walks, feeding schedules, playtime, and making sure he gets plenty of attention. I have a flexible schedule, so I can easily include additional pets and give them the same level of care, time, and consistency. I always make sure pets feel safe, comfortable, and cared for, no matter where they are. In my home, I keep a clean, pet-friendly space with plenty of room to play and relax. I stick to their usual routine for feeding, walks, and sleep so they feel at ease, and I always supervise playtime. In a client’s home, I respect their space and follow all instructions closely to keep things consistent for their pet. I pay attention to behavior, make sure they’re secure at all times, and give them lots of love and attention. My goal is to build trust with both you and your pet so you can feel confident they’re in good hands.
About: I’ve had dogs my whole life and love them all. I have been petless for the last year since we lost our corgi to cancer. We are not ready to get a new dog yet but this service allows me to get my pet fix and help out dogs…and their owners. I currently do not have a real world job so I am open to any kind of schedule. The closer to home the better, though. I have a small fenced yard and live in a quiet dead end neighborhood. I am open to care in my home or yours. I also have a medium sized crate from my corgi if needed and lots of toys and snuggly beds.
About: I have grown up with dogs my whole life. I currently 1 dog at home. She is a young German Shorthair Pointer with a ton of energy! I have a lot of experience with special needs dogs and have dealt with pets with extreme separation anxiety in the past. I believe that there is nothing better than a clean, healthy, happy dog. I don’t mind cleaning the yard, washing your dogs, or making their food for them. If your dog has a specific place that they love going, I definitely do not mind taking them there. I understand that dogs are family and I want them to have the best care possible. I currently have a full time job, but I would still love the opportunity to help care for your wonderful pets! I am currently working a part-time job so I have plenty of time to take your dog on a walk/check-in, whenever it is needed! I am more than happy to help. I have a fenced in yard if your pet ever comes to my house. I am also very familiar with working with reactive and anxious dogs so I know how to handle those situations.
About: I've cared for all kinds of animals throughout my life from my own animals to my friends and families. I always was the first of my siblings to volunteer to help feed, walk, watch over, bathe, and learn about animals and it's since been a passion of mine. I work part-time so I have plenty of time to spend with your pets in my free time. I the sweetest cat,Olly, so I definitely get creative with indoor/outdoor activities. I have a variety of cat toys that your animal will have access to (depending on your preferences), puzzles and home made interactive games so your pup will constantly be entertained and hopefully tuckered out when returning home!
“Thanks again to Andrea for watching over our Kaiser while we visited family out of town! She sent plenty of pictures and videos to make us more comfortable being so far away from him. We are fortunate to have someone to trust!”

“Haley is amazing. She personalized the visit for my dog who just had surgery, and made sure he got the time and attention he deserved. She communicated great during the booking process and during her visits- her cards were detailed and thorough. It's clear that she knows what she is doing and really cares!”

About: Open for appointments for the summer 2026!💗 -22 years old college student at ECSU - Experience in caring for dogs, cats, & farm animals 🐔 -Future Ultrasound Technician 🤍 I am a full-time student and I usually end classes between 12-3 pm. I am completely free in the evenings and nights to take care of your furry friends as you get things done and enjoy your day! I have a fenced yard with lots of space for your dog to run around. In the home, there is space as well and my little sister who loves dogs! I will also be there the entire time keeping your furry friend company and safe. On campus, we have a huge field for your dog to play!
About: Hi, I’m Macee! I’ve been pet sitting for several years and love caring for animals. I have experience with dogs of all ages and personalities, including senior pets. Whether it’s overnight stays, drop-ins, walks, or medication, I’ll make sure your pets are cared for like my own! I work full-time during the week, but I am available before and after work, on weekends, and for overnight stays. I make pet care a priority and always ensure pets stay on their normal routine as much as possible. I believe consistency is important for pets, so I follow each owner’s instructions carefully. Whether it’s feeding schedules, medications, walks, or bedtime routines, I strive to keep pets comfortable and cared for while you’re away. I treat every home and pet with respect.
About: i’ve taken care of dogs, cats and fishes personally my whole life and professionally only a hand full of times for neighbors and i would love to show your animals love and care. i work cleaning houses on Saturday, Sunday and some Thursday's so i’m available on Mon, Tues, Wed, Fri, and some Thursdays just message me if you have questions about Thursdays. i have a fenced in yard and there are others dogs in the house but they are not mine and separate from me and my space. They are friendly and playful and i live right near a park for walks. If your dogs need to be crated i can accommodate.
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1. Search
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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 away
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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 Winslow.
Rover makes it easy to find Winslow 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.





