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
“Tara is amazing. She took such good care of our girl, providing daily pictures and updates. Super communicative and so thoughtful. She even left us a welcome home note with a synopsis of how her stay with Rosie went. We will definitely be asking her to watch our girl again. Can't recommend her highly enough.”

About: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.
“Angelina was so helpful! She was a huge help while I was away for an overnight!! She did an excellent job. She was there to help make sure the dogs were safe, and well cared for especially on a holiday!”

About: I have always had pets in my house so I can assure you im fully capable of giving them them the best possible care they deserve Im currently going back to school and im looking to make this a permanent job because I love working with animals. My schedule will be flexible enough for your pet I have a line in my backyard to keep your dog safe, plenty of toys and lots of space for them to just be dogs
“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: Hello I'm Jack! Throughout my career, I've worked at a variety of shelters, farms, rescues and wildlife centers. I have animal medical training including CPR and have experience handling emergency situations effectively. I also have a lot of experience with uncommon domestic animals like avians, amphibians and reptiles, small mammals, horses and livestock. I'm intensely passionate about this line of work and treat all animals as if they are a part of my family! I'm a very flexible person and can work with you to fit any schedule! I create my own working schedule so that provides me with a lot of leeway. I will respect you and your animal's comfort and training needs and strive to keep them consistent with their schedule and lifestyle. We can work together to figure out what that means!
“And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!”
“We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..”

“This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.”

“We left our sweet dog, Marvin, with Ramsey for a week while she stayed at our home. Very happy with the experience. She was flexible with our requests and was professional. She sent photos of their time together and Marv seemed to be happy and content. I appreciated her prompt responses during the booking process and while we were away. She even taught him a few tricks. We will defintely request to use her again!”

“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: I've had dogs for most of my life, I love going for long walks and playing fetch. My schedule is very flexible and I'm able to accommodate their needs! I'm a college freshman at UW Madison home for winter break, so I will have plenty of time to take care of your fur babies! I have a lot of love to give to your pets, animals have a special place in my heart. I would love to take your pup for long walks in Lapham Peak or any other park!
“Mardi did a great job with our yellow lab Cooper. She stayed at our house and everything was neat and tidy when we returned from our 10 day trip. She and Cooper were like peas and carrots. We will definitely use her again, thanks Mardi!”

About: I grew up with a pug and love dogs of all sizes! I have experience caring for small and large breeds and enjoy giving them lots of attention and care. I currently am a college student at the University of Tampa looking for some additional opportunities. Please feel free to message me with any questions! I provide a safe, loving, and trustworthy environment where your pets will feel comfortable and cared for. You can rely on me to treat your pets like family, giving them plenty of attention, playtime, and care, whether they’re big or small.
About: I have always had at least one dog in my life wether it was our family dogs or when we fostered puppies and taught them everything from potty training them to teaching them what a toy is and how to play with it or tricks like sit and shake. So rest assured your dog or dogs would not only be safe with me but also have a good time! I am currently looking for my full time dream job and until I find it I am completely free but I need some sort of income so I figured why not do something I love and hang out with animals. I understand the trust you put in a pet sitter because I have had to do that myself with my dogs so I take that responsibility very seriously. I am reliable, responsible, and committed to providing the best possible care for your furry friends!
“Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!”

About: Besides having cats my entire life. I also grew up around plenty of different types of animals in my small home town. I am “newer” to dogs, but I have had one for 5 years now and am now getting into fostering dogs! i do work a full time job, but can stop by on weekends or after work. I’m pretty flexible! I work 4:30 am-2:30 pm normally. My pets are beyond spoiled and are my entire life. My cats have a dedicated room at my place and I believe all pets should be treated like royalty!
Over 176 pet parents in Oconomowoc have booked house sitting
Oconomowoc pet parents share their Rover experiences
We left our sweet dog, Marvin, with Ramsey for a week while she stayed at our home. Very happy with the experience. She was flexible with our requests and was professional. She sent photos of their time together and Marv seemed to be happy and content. I appreciated her prompt responses during the booking process and while we were away. She even taught him a few tricks. We will defintely request to use her again!

Sklyer did a great job taking care of our two dogs in our home. She was very responsive, came to our house ahead of our vacation to meet us and the dogs, and provided frequent updates while we were away. We will definitely have you back again Sklyer, thank you so much for a worry free time away from home!
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 3 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 Dec 2025 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 Dec 2025, there are 365 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 16 years of experience. House sitters with repeat customers have an average of 3 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.





