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

Over 162 pet parents in Oconomowoc have booked house sitting
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Loving house sitters in your neighborhood
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1. Tara R.

“Another amazing trip away with Tara to the rescue! She is professional, communicative and amazing with our Texaco! I have such a sense of peace knowing she will be caring for our sweet boy in his own environment! Trust is big for us and she has ours completely! She is a gem and we are so thankful for her! We will use her exclusively!”


2. Kristin C.

“Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.”


3. Ramsey S.

“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.”


4. Skyler P.

“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!”


5. Katelyn W.

“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.”




6. David K.


“David was communicative, punctual and professional. Left the house in great shape and made sure to calm my pup who has separation anxiety. Would definitely recommend him to others!”


7. Joey C.


“Our two labs LOVE Joey! They get lots of cuddles and lots of exercise. Joey is great with communication and we will definitely use her for future stays!”


8. Cindy S.
“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!!!”


9. Taylor S.
“Taylor has watched our 2 large dogs (a Bernese and the second, a Pitt mix) several times and I cannot say enough about what a great job she does! She is so attentive to the dogs and they absolutely adore her. She is professional, keeps the house clean, is always conscientious of time and puts the dogs as the top priority. I highly recommend her!”


10. Rylie D.

“Rylie was purrrrrfect! Took great care of the kittties and house while I was out of town for a week. Sent updates regularly and was super responsive. So nice to be able to go on vacation and know the fur babies are being loved the whole time!”


11. Faith B.

“Faith did a great job house/pet sitting our dogs. She was resourceful when technology was a barrier, was responsive with her communication in a timely and professional manner and overall responsible with our home and fur babies. Our fur babies warmed up to her quickly and we will definitely reach out to hire her again!”


12. Benjamin T.

“Ben is awesome! He house sat for us and our 3 pups for an extended holiday weekend. He really did an amazing job and even got our senior girl to warm up to him which can be hard! We came home to very happy and healthy fur babies and could tell they were well cared for. It can be hard to wrangle 3 crazy dogs but Ben did a really great job. He went above and beyond- our dogs were happy and our house looked better than how we left it. We really look forward to working with Ben again! Thank you!!!”


13. Christy G.
“I am writing to highly recommend my friend Christy Gelting whom I have had the pleasure of knowing for almost 20 years. Over those years I have come to know Christy as not only a close friend, but also as a reliable colleague and pet sitter to our two cats. Throughout our long friendship, I have witnessed Christy’s dedication, trustworthiness and caring nature. We became friends as co-workers where I saw firsthand how hardworking, organized and thoughtful she is. Her past experience working in veterinary care (i.e. knowing how to handle emergencies with pets), as well as seeing how well she has cared for her own pets over the years makes her the perfect person for us to ask for pet-sitting services. She recently took very good care of our cats while we were on a 5-day trip. I know she loves and cares for animals as much as I do and trust her with their needs. They both have some medical issues where they need a little extra special TLC and she was able to follow our instructions without hesitation or issue. In every aspect of her life, she demonstrates an exceptional blend of kindness, responsibility, and integrity. I would not hesitate to recommend her as a pet sitter to your fur babies as well. Please feel free to contact me for any further questions. Dawn Starck Waukesha, WI”


14. Bill S.
“Bill is a big lover of dogs and all things nature. He is very gentle with animals and I would trust him with my dog!”


15. Amanda G.

“Amanda was great with Max, great communication with me. Short notice for Amanda to watch Max I’m very pleased with Amanda definitely having her take care of Max again”


16. Sergei V.
“Sergei, he loves animals very much. And it fits well to care for them. You can safely leave the animals in his hands even if they need to be milked because he also had cows. A great young man and a good approach to business.”


17. Jack & Jennifer P.
“These two are perfect for taking care of any dog. They each grew up with pets and from a young age were responsible for care. Now, they are married with a beautiful house and fenced in yard excited to take them for walks, to parks and give the ole belly scratch. Your pet will be happy, safe and treated like royalty.”


18. Bethany M.
“I had the pleasure of leaving my beloved dog Ricky with Beth, and it was an exceptional experience. Beth's genuine love for animals was evident from the start, making Ricky feel right at home. The regular updates with photos and videos showcased the fun Ricky was having under Beth's care, and her attention to detail in maintaining his routine was impeccable. Beth's home was clean, safe, and filled with positive energy, creating a comfortable environment for Ricky. I wholeheartedly recommend Beth to anyone in need of a reliable and caring dog sitter—thank you, Beth, for providing such outstanding care for Ricky!”


19. Brandi W.

“Brandi was fabulous. She took care of our dogs like her own and we didn't have to worry about a thing. I would definitely have her watch our pups again. Thank you so much”


20. Courtney H.

“Courtney did a really wonderful job taking care of my puppy overnight while I worked. She kept me updated with pictures and videos and messages on how he was doing. It made me feel much more at ease while at work and leaving him at home. Will definitely book with her again!”
The median cost per night for house sitting in Oconomowoc is $47
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 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 Apr 2025 was about $47 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 Apr 2025, there are 357 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, 89% 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.
