Pet Sitting Oconomowoc
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 116 pet parents in Oconomowoc have booked pet sitting
Oconomowoc, Find top rated pet sitting
âKami was absolutely fantastic every single day we had her watch our puppy!!! She made everything so easy and provided great updates via photos and description. We would 10/10 recommend her to anyone needing a sitter and look forward to using her again in the future.â

âBrianna was amazing!! My cat was not being a good cat and Brianna stuck through it, modified how she interacted with him, and kept me involved the entire time. She is professional and positive in interactions.â

âWe had a wonderful experience with Julei! She was reliable and clearly care for Miss Bailey like her own! She provided notes and pics of her visits which were much appreciated. We came home to a happy, relaxed pup and felt very much at ease while weâre were gone.â

âCindy was absolutely amazing! She took great care of my boys while we were away for a week. She went above and beyond in the services she provided. It put my mind at ease knowing she was here while we were on vacation. We received updates and pictures during her drop ins and I feel Cindy took care of my cats as though they were her own. Thank you for doing a wonderful job!!!â

âRamsey did an excellent job caring for my two cats. Iâd trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!â

âLisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keckâ


About: Iâve been around dogs my entire life and have always loved caring for animals. My pet care experience started in high school while babysitting for a family who had a dog. They would often ask me to walk and help care for their dog while watching the kids, which helped me become comfortable handling dogs of different personalities and routines. Iâve also completed multiple overnight stays and extended pet sitting jobs where I cared for pets in their homes, making sure they stayed happy, safe, and on schedule while their owners were away. More recently, I got my first dog of my own and have been fully responsible for his daily care, training, exercise, and routine while balancing school and work. Having my own dog has given me even more hands on experience and strengthened my understanding of the patience, consistency, and attention pets need every day. I care for a dog with anxiety who requires special medication and extra attention. This experience has made me very flexible, patient, and attentive to detail. Iâm used to closely monitoring behavior and making sure his routine, comfort, and needs are always taken care of. My dog has access to his crate, bed, or can sleep upstairs with me, whichever makes him most comfortable. His crate is his safe space where he likes to relax and decompress. Safety is very important to me. Since our yard is not fenced, my dog is always supervised outside and kept on a leash. I also stay alert to wildlife in the area to keep him safe, since heâs a small dog. When caring for another personâs pet, I ask for written care instructions and prefer to meet the dog beforehand so both the pet and I feel comfortable during the transition.

About: Hi there! đž Iâm a special education teacher who has summers off, and Iâm looking for a fun way to spend my time out in the community doing something I loveâcaring for animals! As a lifelong animal lover and dog mom myself, I know how important it is to find someone you trust with your furry family members. Whether your pup needs a walk, playtime, cuddles, or just some extra attention while youâre away, Iâm happy to help. I also love cats and am comfortable caring for pets of all ages and personalities. My goal is to make sure your pet feels safe, loved, and well cared for while youâre gone. Iâd love the opportunity to meet you and your furry friend this summer! Feel free to reach out with any questionsâI canât wait to meet your pets! đśđąđ During July, I teach summer school, so Iâm available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, Iâll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet as if they were my own! In a clientâs home, I do my best to maintain their petâs normal routine, including feeding schedules, walks, playtime, potty breaks, medication (if needed), and plenty of love and attention. I know consistency is important for pets, so I make sure they feel comfortable and cared for while their family is away. In my home, pets receive a safe, clean, and loving environment. I have experience with both dogs and cats and understand that every animal has different needs and personalities. Whether your pet loves long walks, playing fetch, cuddling on the couch, or simply having a calm companion nearby, Iâm happy to provide the care that makes them feel most comfortable
About: I grew up with dogs and have taken care of friends and families pets my whole adult life. I also have a dog of my own! Iâm comfortable with dogs of all sizes and breeds and am reliable and comfortable walking, feeding, and providing all general cares! I work full time, day time hours, but mostly from home. I take care of my own pup during the day, we go on walks during my breaks and lunch. Iâm available to walk or watch pets during the day, in the evenings/nights or on weekends! I have a golden retriever at home to keep your pet company ! He loves friends and making new ones! Close by walking paths and fields to walk, as well as a dog park on site if wanted.
About: I have experience pet sitting and caring for dogs of every size and age. Available for drop-in visits, walks, or overnight stays. I have a dog myself (Blue heeler mix) and understand the importance of finding someone you trust to watch your dog. My ultimate goal is to provide all the pets and walks your dog could need so that you're able to come back to a happy and healthy pet! Feel free to contact me with any further questions or concerns and I will happily respond promptly. Thank you! I work from home and have a flexible schedule. I'm available for stays at your house or drop-in visits and walks. I can frequently accommodate last minute drop-in requests I know how important is it ensure your dog is cared for properly while you're away. I'll follow any instructions that are left and will strive to maintain your pet's normal routine.
âNatalie did great with our dog for drop in visits. She took great care of her! It was our first time using this app, and she was patient with us while we adjusted to it. I would book her again in the future.â

About: I have taken care of my own animals and have helped out others as well! My love for animals is so high and I find a lot of joy in it! My work schedule is pretty flexible and I have lots of free time! I am usually free anytime after 11 tuesday-thursday, and every other day at anytime! I work well with any needs a family gives me! I love having a set list that the owner has and wants me to do just so the pup feels comfortable and not off schedule!
About: Iâve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the familyâs pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.
The median cost per visit for pet sitting in Oconomowoc is $20
Pet parents share their Rover experiences - Oconomowoc
Erin is a godsend for pets and their caretakers. Sheâs communicative, caring, gentle, and as someone who needed extra help while under serious medical care - was very very clean and kept my cats litter boxes and surrounding area spotless. Sheâs reliable and considerate.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover teamâhere to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your sitter has to cancel, weâll work with you to find a new sitter.
World-class support
Weâre friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oconomowoc sitters!Sitters in Oconomowoc average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Oconomowoc
Frequently asked questions about Rover
The average cost for Pet Sitting in Oconomowoc on Rover is $19.98 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 2,297 sitters on Rover offering Pet Sitting across Oconomowoc. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your petâs routine stay on track, or keep you updated on your petâs mood and energy levels.
Whether youâre at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oconomowoc stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitterâs needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while youâre away, you can discuss with your sitter how many or how frequent youâd like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, donât forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justiceâs National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Roverâs commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Oconomowoc. On Rover:
- 95% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.













