Pet Sitting Chenequa

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 2
pet parents in Chenequa have booked pet sitting

Chenequa, 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.

1 / 1
Sitter Profile Image: Kim M.
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Kim M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 77 reviews
27 repeat clients
35 years of experience
Nashotah, WI, 53058

“Kim took great care of our kitty! She was flexible with scheduling and responsive. It was great to see photos of him every visit. Would book again!”

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Elizabeth S.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 83 reviews
17 repeat clients
25 years of experience
Oconomowoc, WI, 53066

“Kami was wonderful and took great care of our cats while we were away from home. She gave them plenty snacks and provided us with a thorough report on the wellbeing of our fur babies. 10/10 would use her services again 😄”

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Riom K.
Sitter Profile Image: Gianna P.
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Gianna P.
from
$22
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
4 years of experience
Pewaukee, WI, 53072

“Gianna was great! Followed all instructions clearly, responded fast, and I felt very comfortable with her watching my little guy! Highly recommend1”

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Erin M.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
• 79 reviews
18 repeat clients
40 years of experience
Hartland, WI, 53029

“This is our second time having Joey pet sit though this time it was drop in visits for our cats. She is an amazing sitter and I love the photos!! She is great to work with and we will continue to reach out! Our cat that likes to hide comes out for Joey!”

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Kristie H.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$30
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy was amazing and gave us such peace of mind while we were away. One of our cats was a stray and hides whenever someone new is at the house. She took the time (and effort) to find him under one of the beds and just talk to him! The pictures and updates were so great to receive. Will not hesitate to use her again!”

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Julie D.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 57 reviews
14 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Ramsey did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!”

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Tara F.
Sitter Profile Image: Emily W.
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Emily W.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Oconomowoc, WI, 53066

“Emily was perfect for our dogs & cats! I will be booking with her again!”

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Lisa M.
Sitter Profile Image: Jade B.
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Jade B.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Oconomowoc, WI, 53066

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.

Sitter Profile Image: Marlowe F.
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Marlowe F.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Delafield, WI, 53018

About: I’ve taken care of friends and family's pets since I was young. Recently I have been pet sitting as many dogs and kitties as I can. I’m very adaptable and adore animals. I dance part time, on Monday’s 3-9, Tuesdays 7-9, and Thursdays 3-7. Other than that my time is completely flexible for pet sitting. I’m very tidy and will always leave the house better than I found it! I’m also good with cleaning up puppy/kitty accidents.

Sitter Profile Image: Madison B.
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Madison B.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
17 years of experience
Regent, Hartland, WI, 53029

“Madison was great with our two cats. We knew they were in good hands and were being taken care of like we do. ( well, she might have spoiled them more, lol)”

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TandS L.
Sitter Profile Image: Cooper B.
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Cooper B.
from
$35
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Hartland, WI, 53029

“Cooper was great with Farley! He was there on time and did everything we requested for Farley’s care. His communication was great as well! Thank you so much!”

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Erin N.
Sitter Profile Image: Catilyn Z.
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Catilyn Z.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
8 years of experience
Waukesha, WI, 53186

“Caitlyn Z. It’s like the dog whisperer for old dogs. thanks Caitlyn. You did a great job with buddy. Look forward to seeing you again in October!!”

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Colleen W.
Sitter Profile Image: Susan M.
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Susan M.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
4 repeat clients
10 years of experience
Pewaukee, WI, 53072

“Susan did an awesome job caring for our 3 "kids". Would highly recommend her to anyone. Will most definitely call her for our next vacation!”

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Tammy L.
Sitter Profile Image: Joseph M.
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Joseph M.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

About: I have taken care of dogs since a very young age.. I am experienced with dogs I’ve worked with dogs in the past as well as worked at doggy daycares/vets in the past. My schedule is relatively open so even if you need someone to come and walk the dog a couple times a day I can do that! I have experience with giving dogs medication and am able to help out with that as well. I watched a few dogs in the past that were seniors and needed special care with meds so I have experience in that category:) at the moment i am not working so this actually works out very well with me im relatively open for pet care:) i just have a few scattered doctors appointments throughout the week in my clients home I will make sure to follow any rules and or guidelines that are expected of the animals and myself obviously as I am in someone else’s home..

Sitter Profile Image: Nadia S.
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Nadia S.
from
$25
per visit
6 years of experience
Waukesha, WI, 53186

About: I have worked with three doggy daycares with different social settings and dynamics small groups to groups of 45. We are trained to care for dogs, of any breed. Poop, or throw up I can handle it. I work part-time my schedule shifts, are Tuesday, and Sunday. However, I can change my shifts to meet your schedule needs. never be afraid to ask and always ask me a week in advance. I have been trained through three different doggy daycare programs that have introduced different training protocols to understand the needs, health, Dog AID, behaviors, and more of different breeds. Your fur babies or little ones will receive all the love and care they need. I will keep you updated with videos, photos, or even FaceTime to show you how everything is going when I visit a client’s home. I always follow and respect the rules, and if I notice anything unusual, I will report it and ask questions, because your pets’ well-being is my top priority.

Sitter Profile Image: Allison S.
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Allison S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 58 reviews
21 repeat clients
3 years of experience
Sussex, WI, 53089

“Allison did a great job once again taking care of our pups while we spent a quick weekend away for the holidays. She is always communicative and ensures our dogs get the activity and attention they need. Also sends great photos of the time she has with them!”

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John C.
Sitter Profile Image: Mardi W.
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Mardi W.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
60 years of experience
Oconomowoc, WI, 53066

About: I've cared for dogs since childhood and into adulthood, always either having dogs or cats. Most recently I pet sat for a yorkie for 4 days inhouse and boarded various dogs in my home. Have cared for senior pets, accommodating their special needs. Pet free at this moment so available for overnight care and boarding. I'm currently retired and my schedule is open. I can adapt my schedule and routine to your pet's needs, putting them first over my own personal life. After meeting with the pet owners, I devise a plan to make sure your pet's experience closely mirrors what they are familiar with, always making their safety and happiness the main priority.

Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$75
per visit
5.0 out of 5 stars
• 35 reviews
10 repeat clients
35 years of experience
Oconomowoc, WI, 53066

About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.

Sitter Profile Image: Myah P.
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Myah P.
from
$13
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Sullivan, WI, 53178

About: I’ve taken care of dogs since I was young. We have 3 family dogs that I currently live with at home. My friends and my family all have dogs too and I love spending time with them and playing with them as well. I also work as a Caretaker at a Doggy Boarding/Daycare lodge and I enjoy my job very much! I adore dogs and hope to help you with yours! I currently work at a daycare dog lodge. I would ultimately have to work around that. I typically work mornings which are 6am-1:30pm. Other than that your dog has all my attention and will get all the love+ cuddles! I have a fenced in yard where all my 3 dogs play and hangout. They absolutely love it! All my dogs are very friendly. I don’t offer at home sitting just because one of my dogs is unpredictable! But i’m more than happy to come to yours and do all that you need me to do for your pup!

Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
14 repeat clients
10 years of experience
West Allis, WI, 53214

“Thanks”

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Greg W.
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The median cost per visit for pet sitting in Chenequa is $20

Pet parents share their Rover experiences - Chenequa

1 / 1
5.0 out of 5 stars

Ava was amazing! Very responsive, attentive to detail, and extra sweet to our kitties while we were away! We loved the photos and videos she would send. We would absolutely recommend her to anyone.

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Madison H.
Drop-In Visits
5.0 out of 5 stars

everything was great and my husband loved the pictures I would like to have pics sent to my phone too or just mine 262-443-9385

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Bonnie M.
Drop-In Visits
5.0 out of 5 stars

Kim helped me out in a pinch and has been a wonderful introduction to Rover for Scout and I. I would recommend her and hope to rebook her again in the future!

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Lindsay W.
Drop-In Visits
1 / 1
Find pet care near you

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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Chenequa

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Chenequa average 6
repeat pet sitting clients

FAQs for Pet Sitting - Chenequa

Frequently asked questions about Rover

As of November 2026, there are 2,105 sitters on Rover offering Pet Sitting across Chenequa. 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 Chenequa. On Rover:

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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