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 121 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.
“Brianna did a wonderful job watching our sweet old man. We came home to a safe and happy kitty. She was very responsive, provided thorough and thoughtful updates, and did all the stuff we asked her to do. We won’t hesitate to ask her to take care of our cat next we time need pet care!”
“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!”
“Felt very comfortable having Julie check on the dogs. Julie was willing to come to the home to visit with us before we engaged her services. Will definitely use her services 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!”
“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”
“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.”
“Natalie 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.”
“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. 🐾💜
“Cindy 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!!!”
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.
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 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 September 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 September 2026, there are 2,187 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 pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re 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 sitter’s 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 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 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.
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