Pet Sitting & Drop Ins in Fairfield, Milwaukee
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

“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”


“Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!”


“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”


“This was our first time hiring a Rover caregiver for our two cats. Becky R. is so awesome! We were thoroughly pleased and impressed with her attentive care for our two cats. She sent lots of photos and gave us wonderful details about her visits with our cats, which gave us peace of mind while vacationing. Our cats warmed up to Becki right away, and they and Becki were wonderfully affectionate toward each other. Made us so happy! We are already booking Becky for our next getaway.😃”


“This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!”


“Suzi is a remarkable communicator. She shares wonderful pictures and made us feel connected and confident in our dogs wellbeing while we were away. She genuinely cares about making the pets feel cherished, Bodhi told me so!! ? I appreciated her flexibility with some additional requests for feeding the Gecko. She is diligent, smart, timely, and heartcentered.”


“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!”


“Camila was terrific with our puppy! Gave detailed notes and great communication.”


About: I have been passionate about animals, big and small, my entire life! I have volunteered at humane societies, fostered animals in need, cared for the pets of family members and friends, interned at AZA-accredited zoos, and worked at wildlife sanctuaries. Currently I am a full-time licensed wildlife rehabilitator caring for injured and orphaned Wisconsin wildlife with the goal of releasing them back into the wild, but I have previously worked with a variety of domestic animals both in my personal and in my professional life. I am well versed in animal behavior, body language, and positive reinforcement. I promise to treat (and spoil) your pets like they are my own! At the moment I have 3 sweet cats, a high-energy dog, a mischievous chinchilla, and a gentleman of a ball python! Please do not hesitate to reach out and get to know me more! I currently work 4 days of the week at my full time job so I am only available select days. I am eager to spend time with your pets, however, so if my schedule shows I am unavailable, please reach out anyway as I try to be as flexible as possible! It is extremely important to me to use Fear Free tactics when interacting with any animal. Gaining the trust of you and your pet are my top priority!

“This was our first time using Rover. We would definitely have Becky take care of our cats again. She did a wonderful job of communicating with us and took great care of the cats while we were gone. Thanks Becky for a job well done!”


“Alyssa was great! Did exactly what I asked her to do during her drop-in visits with my cat. I definitely recommend her!”


“We are very happy with Vicki’s taking care of our cat, who we found in great shape after 18 days we were gone. Vicki went over and above our expectations. Getting regular updates and pictures was very comforting and appreciated. We are so glad we discovered Vicki on Rover, hope we can have Vicki to cat sit for us again and would recommend her to anyone looking for an extended pet care.”


“Daniel came to our rescue when we learned of a death in the family. He was not in town when we left but took care of our cat that very evening when he returned home. He took care of our orchids and herbs and became fast friends with our cat. We are very grateful for his services.”


“Great communication, very easy to work with!”


About: i’ve walked dogs for two years in high school and grew up in a family with a lot of dogs. Over the summer I babysat my extended families dogs and I babysat up to 6 dogs at a time. I’m home for a limited time before I go back to college but during the week and afternoons on the weekend I’m pretty much free until i leave on January 7th all of my pets were trained by learning and teaching with a reward system as opposed to discipline or any physical action taken against the animal. When I work for you, your rules become my rules when I’m taking care of your pet and entering your home.

About: I have been house sitting and walking dogs of all shapes and sizes for 7 plus years now. I love dogs and want to make sure they get the love, care, and exercise they need! I have a fairly flexible schedule. I usually don’t start work until later in the day, so I am able to help get your dog moving in the morning and early afternoon. There is no better way to get your day started than with a good walk. My husband and I do work outside of the house, so we do best with pets that are okay being alone for a little bit. I make sure that all dogs I walk are on a leash and held firmly. I also make sure to stay on sidewalks and walking paths to avoid being close to the road as much as I can.

About: I have had multiple dogs through out my life. During high school my family had 4 dogs in the house which were 3 Labs and 1 Bully mix. Since my wife and I moved out we currently live with our doghter, Nala. We also recently adopted our cat, Neo who is sweet and loving towards other dogs. I usually take my dog out during the morning around 7am to 8 am, during the afternoon after the dogs have breakfast, once again during 4 or 5pm, and then one final time before we head to bed around 8pm or 9pm. This is a daily routine for Nala and myself that we have stuck to since she was a puppy and works great for us over all. We usually walk around the block or play in the background as sometimes she doesn't need to potty and just needs that outside enrichment. I currently have a fenced yard for the back yard if the dogs do plan to play. The only part that is not fenced up is the driveway, but for the most part Nala and I do walk so that she can get some steps in and also so she won't poop too much in the backyard. If I am visiting your home I will come respectfully and walk your dog with Nala or without what ever your preference is and also give a detailed check-in of your dog to put your mind at ease.

“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.”



“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:)”



“Auria was a competent, caring, and thoughtful dog sitter. She sent us numerous pictures and detailed updates as to how Lily was doing. I would highly recommend her and have already booked another stay! We truly felt as though Lily was in excellent hands.”

Loving pet sitters in your neighborhood
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Carrianne L.Star Sitter

“Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!”


Charles B.Star Sitter

“Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!”


Marilia D.Star Sitter

“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”


Becky R.
Star Sitter


“This was our first time hiring a Rover caregiver for our two cats. Becky R. is so awesome! We were thoroughly pleased and impressed with her attentive care for our two cats. She sent lots of photos and gave us wonderful details about her visits with our cats, which gave us peace of mind while vacationing. Our cats warmed up to Becki right away, and they and Becki were wonderfully affectionate toward each other. Made us so happy! We are already booking Becky for our next getaway.😃”


Kim S.Star Sitter

“This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!”


Suzi A.Star Sitter

“Suzi is a remarkable communicator. She shares wonderful pictures and made us feel connected and confident in our dogs wellbeing while we were away. She genuinely cares about making the pets feel cherished, Bodhi told me so!! ? I appreciated her flexibility with some additional requests for feeding the Gecko. She is diligent, smart, timely, and heartcentered.”


Rhonda G.Star Sitter

“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!”


Camila S.

“Camila was terrific with our puppy! Gave detailed notes and great communication.”


Alyssa B.
About: I have been passionate about animals, big and small, my entire life! I have volunteered at humane societies, fostered animals in need, cared for the pets of family members and friends, interned at AZA-accredited zoos, and worked at wildlife sanctuaries. Currently I am a full-time licensed wildlife rehabilitator caring for injured and orphaned Wisconsin wildlife with the goal of releasing them back into the wild, but I have previously worked with a variety of domestic animals both in my personal and in my professional life. I am well versed in animal behavior, body language, and positive reinforcement. I promise to treat (and spoil) your pets like they are my own! At the moment I have 3 sweet cats, a high-energy dog, a mischievous chinchilla, and a gentleman of a ball python! Please do not hesitate to reach out and get to know me more! I currently work 4 days of the week at my full time job so I am only available select days. I am eager to spend time with your pets, however, so if my schedule shows I am unavailable, please reach out anyway as I try to be as flexible as possible! It is extremely important to me to use Fear Free tactics when interacting with any animal. Gaining the trust of you and your pet are my top priority!


Becky R.

“This was our first time using Rover. We would definitely have Becky take care of our cats again. She did a wonderful job of communicating with us and took great care of the cats while we were gone. Thanks Becky for a job well done!”


Alyssa S.Star Sitter

“Alyssa was great! Did exactly what I asked her to do during her drop-in visits with my cat. I definitely recommend her!”


Vicki S.Star Sitter

“We are very happy with Vicki’s taking care of our cat, who we found in great shape after 18 days we were gone. Vicki went over and above our expectations. Getting regular updates and pictures was very comforting and appreciated. We are so glad we discovered Vicki on Rover, hope we can have Vicki to cat sit for us again and would recommend her to anyone looking for an extended pet care.”


Daniel F.

“Daniel came to our rescue when we learned of a death in the family. He was not in town when we left but took care of our cat that very evening when he returned home. He took care of our orchids and herbs and became fast friends with our cat. We are very grateful for his services.”


Genesis A.Star Sitter

“Great communication, very easy to work with!”


Reagan F.
“Reagan is an animal lover and pays attention to your pets. From walks to daily interaction, she’s attentive. Would highly recommend her and can trust her with your four legged family members.”


Aubry W.
About: I have been house sitting and walking dogs of all shapes and sizes for 7 plus years now. I love dogs and want to make sure they get the love, care, and exercise they need! I have a fairly flexible schedule. I usually don’t start work until later in the day, so I am able to help get your dog moving in the morning and early afternoon. There is no better way to get your day started than with a good walk. My husband and I do work outside of the house, so we do best with pets that are okay being alone for a little bit. I make sure that all dogs I walk are on a leash and held firmly. I also make sure to stay on sidewalks and walking paths to avoid being close to the road as much as I can.


Elijah X.
“Eli was awesome with my 7 year old American Bully. Eli, was able to accommodate my bullies needs to make him feel comfortable while I was away on vacation. Eli will continue to be my dog caregiver for all my future getaways.”


Jeff G.

“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.”




Jan H.Star Sitter

“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:)”




Auria R.Star Sitter

“Auria was a competent, caring, and thoughtful dog sitter. She sent us numerous pictures and detailed updates as to how Lily was doing. I would highly recommend her and have already booked another stay! We truly felt as though Lily was in excellent hands.”
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 pets2. Meet & Greet
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
