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 114 pet parents in Oconomowoc have booked pet sitting
Oconomowoc, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lisa 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 Keck”
“Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!”
“Ramsey was awesome! Loved how she wanted to talk over the phone and get to know about the dogs and their needs. She was personable and easy to communicate with.”
About: Caring for animals has been a lifelong passion of mine. I’ve been walking and caring for dogs since I was a young child and have always had a special place in my heart for our four-legged family members. I currently have three dogs of my own — Cassie, my German Shepherd; Bandit, my Miniature Pinscher; and Sterling, my Blue Heeler mix. Over the years, I’ve cared for dogs and cats of many different ages, personalities, and needs. I understand that every pet is different, and I take the time to learn their individual routines, personalities, and what makes them feel comfortable and loved. Whether your pet is playful, energetic, senior, shy, or needs a little extra patience, I’m happy to provide personalized care. When your pets are in my care, they’ll be treated like family — with plenty of attention, affection, patience, playtime, and, of course, lots of love! 🐾💜 I work during the day during the week, but I’m available for pet care during evenings, weekends, and other times outside of my regular work schedule. I’m happy to work with pet parents to find times that fit their needs and will always communicate my availability clearly. I’m especially interested in helping with weekend care, walks, drop-in visits, and caring for pets while their families are traveling. Your pet’s safety and comfort are my top priorities. I follow each pet parent’s instructions carefully, including feeding schedules, medications, walks, special routines, and any important safety considerations. I understand that some pets need time to warm up, so I’m patient and never force interaction. I’m also very comfortable caring for senior, shy, energetic, and special-needs pets. With three dogs and a cat of my own, I understand how important it is to know that your fur babies are safe, happy, and receiving the same loving care they would receive at home. I’ll treat your pets as my own and keep you updated so you can have peace of mind while you’re away. 🐾💜
“Julie was great and very helpful. She took excellent care of my dogs and we are very grateful for her help. Also we appreciated her flexibility with our last minute booking.”
“Natalie was such an amazing caretaker while my husband and I were away throughout the day. She was very attentive, quick responder, and flexible with our schedule. We absolutely would hire her again! She cared for our boys in such a perfect way even thought they can get into trouble, she never let them and gave them the love and care they needed”
“This is our second time using Cindy...she is amazing! After a 13 hour travel day, it was great coming home to clean litter boxes and our cats that have been very well cared for! You can't put a price on peace of mind, and we won't hesitate to use her again!”
“Kami 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.”
“It was wonderful meeting Shay and she did a great job watching Dewey and Stella for the first time! She was reliable and communicative, which I really appreciated. Our Dewey is a rescue and is shy to people she doesn’t know. Shay understood and handled it well. Will definitely be asking her to watch our dogs again!”
About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.
“First time using a sitter. David did a meet and greet so we felt comfortable with him. He did great and asked questions. Our dog is a bit high maintenance but David didn't seem to mind and took care of everything.”
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! I’m 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. I’m 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.
The median cost per visit for pet sitting in Oconomowoc is $20
Pet parents share their Rover experiences - Oconomowoc
Natalie was such an amazing caretaker while my husband and I were away throughout the day. She was very attentive, quick responder, and flexible with our schedule. We absolutely would hire her again! She cared for our boys in such a perfect way even thought they can get into trouble, she never let them and gave them the love and care they needed
Great service as always. I feel comfortable knowing my kitties are well cared for AND receiving pets and play time while I'm away. I have a cat who is very shy with strangers but Brianna must have some comforting energy because he comes out to see her and receive some pets! I'm traveling more than usual for work and it's reassuring to know that they're well taken care of while I'm gone, so I can focus on work. I've rebooked with Brianna numerous times, in fact, she's doing drop ins for my cats again in a few days. Highly recommend her!
Lisa was great with our cats, Ash and Pikachu. She was a great communicator and sent cute pics of the cats. The cat litter was well attended and she kept the environment very clean. It was very convenient and the most comfortable option for the cats in our absence.
Brooke and Robbie took great care of my sweet prince, Cheddar! I last minute asked if they would be willing to have him all day vs just a drop in and they were so accommodating. They provided updates and lots of pictures. I know Cheddar had a blast and would give them a 5 start review :) 10/10 would book again!
Erin is a godsend for pets and their caretakers. She’s 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. She’s 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 team–here to help if you ever need someone to talk to.
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 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.
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 for pet sitting - Oconomowoc
Select a filter and find qualifying sitters offering pet sitting.Sitters in Oconomowoc average 6 repeat pet sitting clients
FAQs for Pet Sitting - Oconomowoc
Frequently asked questions about Rover
The average cost of Pet Sitting in Oconomowoc on Rover is $20 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,193 sitters on Rover offering Pet Sitting across Oconomowoc. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d 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, don’t 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 Justice’s 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 Rover’s 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:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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