Cat Sitting Ashippun

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Ashippun, Find top rated cat sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
33 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

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!

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Katelyn C.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
51 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

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!!!

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Diana S.
Sitter Profile Image: Jade B.
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Jade B.
from
$25
per visit
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: Shannon B.
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Shannon B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
25 years of experience
Watertown, WI, 53094

Shannon made us feel so comfortable leaving our furbaby, Bella at home. She sent a photo and gave an update which was very much appreciated. Thanks again.

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Shannon G.
Sitter Profile Image: Bayli M.
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Bayli M.
from
$14
per visit
5.0 out of 5 stars
1 review
1 year of experience
Oconomowoc, WI, 53066

Great communication and trustworthy!

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Elizabeth R.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$23
per visit
5.0 out of 5 stars
4 reviews
17 years of experience
Summit, WI, 53066

Brenna was amazing. My shy and cautious cat accepted her right away. She went above and beyond my expectations, and I highly recommend her. She was communicative and punctual. She provided pictures and updates and even took care of my plants!

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Sandy B.
Sitter Profile Image: Sadie S.
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Sadie S.
from
$18
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
16 years of experience
Watertown, WI, 53094

Sadie did an awesome job again, this time with my more exotic pets (tortoise, fish, and plants). I'm very happy to have found Sadie through Rover!

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Mare E.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Deedee D.
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Deedee D.
from
$28
per visit
5.0 out of 5 stars
30 reviews
14 repeat clients
20 years of experience
Watertown, WI, 53094

Deedee is an absolute god send. Our German shepherd can be intimidating but luckily with all of her experience, Deedee has had zero issues with him. She takes the time to understand your dog and put your mind to ease. I only wish we found her a lot sooner!

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Sean G.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
80 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is a wonderful, engaged, and considerate sitter. I have never seen my nervous dog relax with anyone the way he did with Tara. She kept me updated with notes and photos while I was gone and I came home to a happy puppy. I would definitely recommend Tara to anyone with a skittish dog!

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Keara P.
Sitter Profile Image: Shay H.
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Shay H.
from
$22
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

She is literally amazing! 10 out of 10

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james h.
Sitter Profile Image: Joey C.
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Joey C.
from
$25
per visit
5.0 out of 5 stars
78 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: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

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.

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Elizabeth R.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per visit
5.0 out of 5 stars
31 reviews
13 repeat clients
8 years of experience
Oconomowoc, WI, 53066

Katelyn was prompt and very patient and sweet with our dog.

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Susan L.
Sitter Profile Image: Bella B.
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Bella B.
from
$22
per visit
5.0 out of 5 stars
35 reviews
16 repeat clients
15 years of experience
Watertown, WI, 53094

Bella did a terrific job caring for our 4 cats. She took time to play with them, and gave us extra details about how they were doing. She was reliable and left everything neat and tidy. I had to change my schedule at the last minute due to illness, and she was flexible and understanding. We would highly recommend Bella to care for your fur babies when you're away!

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Sue & Matt S.
Sitter Profile Image: adam f.
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adam f.
from
$16
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.

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Bonnie S.
Sitter Profile Image: Meghan A.
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Meghan A.
from
$25
per visit
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

Meghan did a fabulous job taking care of my two cats! She was able to give my little female a daily med like a pro, and she spoiled both of them with attention and love!! Since I was out of town for about a week, it gave me such peace of mind to know both kitties were given such wonderful TLC!!??

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Sarah K.
Sitter Profile Image: Delaney H.
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Delaney H.
from
$20
per visit
18 years of experience
Oconomowoc, WI, 53066

About: Hi! I’m currently in graduate school for social work and am looking to get back into pet sitting and dog walking during my freetime which is something that I have enjoyed in the past. I have experience caring for dogs of different sizes, personalities, and energy levels and understand that each pet has their own routine and needs. Whether it’s going for walks, feeding, playing, or simply keeping your pet company, I’m happy to provide reliable and attentive care. I’d love the opportunity to meet you and your pet!! I work second shift as a clinical coach at a rehabilitation center which gives me availability during the morning, early afternoons, and on many weekends. Your pet’s safety and comfort are my top priorities. I always follow your pet’s normal routine, carefully follow any instructions you provide, and make sure they have plenty of attention, exercise, and affection. I treat every home with respect, keep pets secure at all times, and provide regular updates and photos so you can feel confident they’re happy and well cared for while you’re away

Sitter Profile Image: Amanda C.
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Amanda C.
from
$20
per visit
30 years of experience
Oconomowoc, WI, 53066

About: I have had pets all my life. I have 5 of my own dogs of various shape and size and foster for a couple different rescues! I am very flexible, I'm available most of the time and love to meet new pets. I try to fit the needs of pet owners where I can. I don’t plan on doing any home care. I have 5 dogs of my own and also foster. This just isn’t possible at this time.

Sitter Profile Image: Jenna S.
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Jenna S.
from
$30
per visit
4.7 out of 5 stars
19 reviews
6 repeat clients
16 years of experience
Oconomowoc, WI, 53066

Jenna was fantastic with our 3 dogs for daily check-in visits. She has a great personality and is very timely and professional in her work. We'd definitely use her again for dog sitting and highly recommend her!

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Chad R.
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The median cost per visit for cat sitting in Ashippun is $20

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 cats like family

  1. 1. Search

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

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

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Popular requests for cat sitting - Ashippun

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Sitters in Ashippun average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Ashippun

Frequently asked questions about Rover

As of August 2026, there are 835 sitters on Rover offering Cat Sitting across Ashippun. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

Yes, you can find sitters who have experience with handling special pet needs in Ashippun. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% 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.

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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