House Sitting in Oconomowoc
Find a loving house sitter to watch over your pets and your home.

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Top rated Oconomowoc house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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!
“Came home to a happy well taken care of pup! Tara even stayed extra for us with a long flight delay making sure our dog was fed, walked and loved. Thank you Tara for allowing us to enjoy our vacation stress free knowing our home and dog were well taken care of!”

“My experience in working with Taylor was excellent. Great communicator and most importantly cared for my 10yr lab while out in a work trip. Taylor went above and beyond what was required as she left the house spotless, and washed bedding and bathroom towels before leaving.”

“Cindy was great! Great communications and took excellent care and attention to my dog while I was away. Valentine got daily walks and play time; the pictures sent to me was very reassuring.”

“Vonnie is a blessing to us. Our girl has separation anxiety but she loves Vonnie. It allows us to be able to get away without worrying about Rosy being anxious and miserable”

“Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.”

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 2 dogs of my own which mean the world to us!
About: I've lived with animals my entire life. Growing up, we had five dogs, four cats, bunnies and guinea pigs, snakes and lizards, fish, and chickens. Currently, while living at home in the summers, we have snakes, lizards, spiders, a cat, and three dogs, one of which is mine. My dog Winston is a service dog in training that my mom and I are owner-training. While I'm in no way a professional trainer, I can help with teaching or maintaining the basics with any dog. I'm currently home for the summer from school and waiting on an application for a part-time job. I am free most of the day right now, as I haven't started working yet. So, I can come over and take care of any pet's needs most any time. I can take care of your animals' needs any time, whether it's taking them on a walk, letting them outside, feeding, cleaning up, or playing with them. My dogs at home are crate trained, so if your dog also stays in a crate at certain points of the day or night, I can easily crate them.
About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.
“Ramsey did an excellent job taking care of my two labs. I enjoyed regular pictures and updates on what they were doing. They were obviously loved; and very happy campers upon my return from a short trip. I felt confident in having Ramsey stay in my home, and really glad the dogs could keep their regular routine.”


About: Hi! I’m Alyssa, and caring for animals isn’t just something I do, it’s something I truly love. Whether it’s a high-energy pup who needs a good walk or a senior pet who needs a little extra care, I’m here to make sure your pet feels safe, happy, and comfortable while you’re away. I pride myself on being dependable, attentive, and easy to communicate with. You can count on me to show up on time, follow your pet’s routine closely, and give them the same care and attention I would give my own. I have taken care of my families pets since I was just a child. I have worked as a dog handler at a day care and I have worked as a veterinary technician for several years taking care of primarily dogs and cats of all ages from new borns to seniors. My duties included administering medication, feeding, behavioral training, and assisting in surgery. I have spent my free time volunteering at shot clinics as well as walking dogs at the humane society. I currently have two dogs, an American bull dog named Simba who I rescued and a German Shepherd named Luka. We go for walks daily around the lake. Whether you need daily walks, check-ins, or last-minute help, I’m here for you. Let’s set up a meet & greet—I’d love to meet you and your pet! 🐶 I currently work full time on a third shift schedule. I am available a variety of hours from the early morning as well as early afternoon into the evening. I take same day care requests, please reach out for last minute needs. I believe in taking care of others animals as I do my own. Making sure they are comfortable and their needs are met is my top priority. Building trust and providing a safe environment for them to feel right at home. During the summer months, if the temperatures are above 80°and/or the humidity is high, I will shorten walks to 15 minutes or less due to safety reasons. This will heavily depend on the condition of each dog. If the temperature is 90 or above, I will not accept dog walks as that is dangerous for your pets safety and well-being. If you’d like me to still drop in for a visit. I am more than willing to stop by to let them outside for a potty break.
“Cooper is a kind, reliable pet sitter. I felt completely comfortable having him spend time with my dogs and stay in my home. I’d definitely work with him again and would encourage you to consider him for your needs as well.”

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.
“It was comforting to have Kristin in our home pet sitting while we were away. Very professional and caring with our pup. It was a relief to know that if there was an emergency she could take care of it. Coco loves Kristin! Thank you for taking such good care of her!”

About: Loving, Reliable Pet Care Right In Your Backyard! Hi - I am a part-time local pet sitter who truly understands that pets are family. I am here to ensure your pets feel safe, comfortable, and cared for while you're away. I offer drop-in visits, dog walks, overnight (at your house) sitting, and can care for dogs, cats, and some birds. My goal is simple: keep your pet's routine as normal and stress-free as possible and to give you peace of mind. When you book with me, you can expect: -Plenty of love and attention (belly rubs included!) -Photo updates -Recap notes on how they did -I can administer oral meds if needed -Clean food and water bowls, tity litter boxes, and refreshed spaces I will always schedule a meet-and-greet first so I can learn about you, your pet's personality and preferences, and complete a profile for my records. I take reliability seriously and treat your home with the same respect I would my own. I look forward to meeting you and your furry (or feathered!) family members! I currently work full-time, and pet care is my part-time passion. My weekday availability (Monday–Friday) is limited to 5:00–6:00 AM and after 5:00 PM. I do have some flexibility on Fridays and am happy to discuss specific timing upon request. Weekends are generally open unless otherwise marked unavailable on my calendar. Please feel free to reach out to discuss your pet’s needs—I’ll always do my best to accommodate when possible! At this time, I do not have the means to board pets at my house for an extended stay but am looking into it in the future.
“Joey did a fantastic job taking care of our three pets. Two of them are elderly and require medication. I felt so much better leaving for our trip knowing she was staying in our house keeping them company.”
About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.
Over 72 pet parents in Oconomowoc have booked house sitting
Oconomowoc pet parents share their Rover experiences
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Oconomowoc is $50
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 house 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.
Sitters in Oconomowoc average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oconomowoc on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,304 house sitters in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Oconomowoc house sitters respond in under an hour.
House sitters in Oconomowoc have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oconomowoc.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oconomowoc house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.









