Pet Sitting & Drop Ins in Fairfield, Milwaukee, WI
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 Fairfield pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Anya is the best! She took care of our dog Millie while we were away for a long weekend and I couldn’t have asked for a better sitter. I felt like she genuinely cared about our dog’s wellbeing and gave her lots of love while we were gone. Anya was very responsive, trustworthy, and reliable. She sent multiple pictures and very detailed messages at each visit. I will absolutely use Anya again in the future and would recommend her to others for pet sitting needs.”

About: I am a dedicated and dependable dog care provider with a lifelong love for animals, especially dogs. I have been around dogs my entire life and currently care for three of my own, giving me hands on experience with a wide range of temperaments, routines, and needs. I provide reliable dog walking and check in services, always prioritizing safety, consistency, and your pet’s comfort. I treat every dog with patience and respect, ensuring they receive attentive, high quality care while giving owners peace of mind when they’re away. I am currently working 6 days a week each day 7am-1pm, Monday through Saturday. I can be of service as early as 4am and as late as 7pm. Sundays I am usually free throughout the day! I have baby gates, crate if needed (small and big sizing), many toys and friendly dogs of my own. I am happy to walk dogs as long as 5 miles, I can also bring to the closest dog park for some doggy social time if owner is comfortable. I can watch over dog(s) at the owners home and do whatever is necessary for their specific routine. :)
“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”

“The perfect cat sitter. Couldn't have done a better job, with good communication and photos throughout the visits. Five star sitter. Nice and friendly too. I'll be booking again”

About: I have house sat and pet sat many times since high school and I fostered many kittens in college. I am a law student and would love to hang out with your pets while I study! I am available for drop ins at night during the week, and am available any time during the weekends. I am in law school so do have classes during the week. I am very organized and will follow any instructions you provide me. I am a huge cat lady so I would love nothing more then to hang out with your kitties!
“Daniel took great care of our fur baby! It was so nice to get pictures and a video during his visits and it was really nice that he even stayed a bit longer for a visit with our lonely cat. Thank you Daniel!”

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!
About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.
About: My husband and I have grown up with dogs. Although we don't currently have a dog, our family loves to fill the need for a dog by dog sitting and dog walking for friends and family. Our children adore dogs and love to treat visiting dogs as if they were our own. We are both home based and available during the day. I'm a stay at home mom that is able to let your pet out regularly. We have a large family (4 kids) and my husband works remotely, so although we are busy, someone is often home. We have a large, unfenced yard for your pup to play in. Walks, play and running outside are a standard part of our outdoor environment.

“Jan was great!! Super friendly- sent me pictures of Milo. I will definitely schedule again with her and recommend her to anyone looking for a cat sitter! Thanks:)”

“Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!”

About: Ive had dogs all my life, my family always had a couple dogs no matter what happens. I come from a big family who loves a lot of house and companionship. And dogs make the best companions. I will take extra good care of you loved one and I will make sure you are in great hands when I take care of them! I have school Monday through thursday but I have time in between classes to run home and walk them if need be. I work the weekends 3pm to 11pm Friday and satruday, then Sunday 7am to 3pm I will take great care to make sure they are comfy and have everything they need. I will play with them as much as they want and I will ensure that they're safe
About: 🐾 About Me Hi! I’m Dana, and I live in Glendale, Wisconsin. I’m a registered nurse who works part-time, and my true passion has always been animals. I’ve had dogs my entire life and used to board them in my home when I lived in another state. Although I’m not offering boarding right now (my current home is smaller and not fenced), I still love spending time with pets of all kinds! 🐶🐱 Services I Offer I provide drop-in visits for both dogs and cats. During visits, I’ll make sure your pet is comfortable and cared for — feeding, letting them outside (if needed), giving medicine, playing, cuddling, and spending quality time with them. I’m comfortable with all breeds and personalities and can handle everything from shy cats to energetic pups. You’ll always receive lots of photos and updates so you can relax knowing your pet is happy. ❤️ Why Choose Me As a nurse, I’m responsible, calm, and attentive — and I bring that same care and compassion to every animal I look after. All pets seem to love me back, and I can’t wait to meet yours! I am working part time as an RN, so I would like to spend more time with animals, my schedule does vary so on the days I do work I am unavailable I have a fenced yard on the end of a dead end street. Dogs are allowed in all areas of the house and in the yard.
Over 2 pet parents in Fairfield have booked pet sitting
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The median cost per night for pet sitting in Fairfield is $35
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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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Fairfield on Rover as of Feb 2026 was about $35 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
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 Fairfield.
Rover makes it easy to find Fairfield 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.











