Pet Sitting Sullivan

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 1
pet parents in Sullivan have booked pet sitting

Sullivan, 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.

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Sitter Profile Image: Shay H.
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Shay H.
from
$20
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: Sydney D.
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Sydney D.
from
$16
per visit
2 years of experience
Oconomowoc, WI, 53066

About: I’ve lived with dogs my whole life and taken care of dogs since I was a very young girl. Starting at the age of 9, I used to watch my neighbors dogs when they’d go out of town. Now, I often dog sit and board my coworkers dogs when needed. My deep love for dogs has driven me to always find a way to care and connect with them. I am free for the summertime to give your pets plenty of love and care all day! With enough notice, I can prepare to board your pets in whatever way you need. I have an unfenced yard and two friendly dogs to give your dog plenty of space and friends to play with. There are plenty of toys and beds that my dogs don’t use and I also have 2 open crates if your dog needs as well.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
51 reviews
14 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: Ella W.
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Ella W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Oconomowoc, WI, 53066

Ella was wonderful !

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Matthew G.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
79 reviews
17 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: Brooke G.
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Brooke G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
28 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke was wonderful and sent us update during the stay. Would highly recommend her.

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

So thankful to had fou d Shannon. We are new to the area and love that our little buddy can get a mid-day potty break and some fresh air. She took time to meet our fur baby in advance and understand his needs. Beyond that she goes above and beyond to make sure our buddy is happy and spoiled with each visit. Thank you Shannon for your exceptional care and trusting nature.

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Julie M.
Sitter Profile Image: Brenna C.
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Brenna C.
from
$23
per visit
5.0 out of 5 stars
2 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: Alysha R.
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Alysha R.
from
$15
per visit
5.0 out of 5 stars
21 reviews
10 repeat clients
20 years of experience
Jefferson, WI, 53549

Alysha is the best! This has been a busy out of town season for us as we travel frequently to watch our daughter compete at college swim meets. Alysha has been there for us and we could not be more thankful for her care of Lola while we are away.

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Jennifer R.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per visit
5.0 out of 5 stars
29 reviews
12 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: Aubrey T.
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Aubrey T.
from
$12
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
3 years of experience
Johnson Creek, WI, 53038

We had such a great experience with Aubrey! Before we ever left, she took the time to come over and meet our cats, which meant so much to us. She asked thoughtful questions, paid attention to their personalities, and made sure she understood their routines and preferences. It immediately put us at ease knowing she cared enough to build that connection ahead of time. Our cats were comfortable and well cared for, and it was clear they recognized her when she came back. We truly appreciated the extra effort and wouldn’t hesitate to recommend her to anyone looking for a reliable, compassionate cat sitter.

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Mikaela L.
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: Julia T.
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Julia T.
from
$22
per visit
5.0 out of 5 stars
1 review
33 years of experience
Johnson Creek, WI, 53038

Thanks Julia! I always know Kane is going to get extra love and attention when he’s in your care.

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Jean S.
Sitter Profile Image: Tori A.
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Tori A.
from
$18
per visit
5.0 out of 5 stars
24 reviews
12 repeat clients
15 years of experience
Jefferson, WI, 53549

Tori helped me out with drop in visits with a new puppy a couple months back and it helped so much! I reached out to her last minute today and she totally came through! Put my mind and my puppy’s nerves at ease 🥰 thank you!

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Jen W.
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: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
53 reviews
12 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: Alex M.
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Alex M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
46 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Alex did a great job keeping me updated and sending photos! Will book again

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Nathan W.
Sitter Profile Image: Heather B.
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Heather B.
from
$40
per visit
5.0 out of 5 stars
30 reviews
8 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: Bayli M.
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Bayli M.
from
$14
per visit
1 year of experience
Oconomowoc, WI, 53066

About: Hi there! 🐾 I’m a special education teacher who has summers off, and I’m looking for a fun way to spend my time out in the community doing something I love—caring for animals! As a lifelong animal lover and dog mom myself, I know how important it is to find someone you trust with your furry family members. Whether your pup needs a walk, playtime, cuddles, or just some extra attention while you’re away, I’m happy to help. I also love cats and am comfortable caring for pets of all ages and personalities. My goal is to make sure your pet feels safe, loved, and well cared for while you’re gone. I’d love the opportunity to meet you and your furry friend this summer! Feel free to reach out with any questions—I can’t wait to meet your pets! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet as if they were my own! In a client’s home, I do my best to maintain their pet’s normal routine, including feeding schedules, walks, playtime, potty breaks, medication (if needed), and plenty of love and attention. I know consistency is important for pets, so I make sure they feel comfortable and cared for while their family is away. In my home, pets receive a safe, clean, and loving environment. I have experience with both dogs and cats and understand that every animal has different needs and personalities. Whether your pet loves long walks, playing fetch, cuddling on the couch, or simply having a calm companion nearby, I’m happy to provide the care that makes them feel most comfortable

Sitter Profile Image: Erin K.
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Erin K.
from
$18
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
North End, Oconomowoc, WI, 53066

About: Growing up I always had animals (dogs, hamsters, a guinea pig, a turtle, a cat, sugar gliders) and can’t imagine my life without animals. I adopted my pup right out of college, I know that sometimes it takes a village raising & caring for pets! I love dogs of all breeds, shapes & sizes ❤️ I have dog &cat sat for family members & love doing so! I’m happiest around animals. I’ve walked, played, fed, bathed, and have given medicine to dogs and am comfortable doing so. I promise to send cute pics of them too! I work very part time in the summers which gives me plenty of availability to stop by and love, play with, and/or walk your pet!! I will ensure your pet has food/water, is left where you’d want them (in a certain room, crate, etc), and any other specifics you need or want before I leave! Growing up around animals and having 2 rescues myself I understand that some animals need extra time to warm up &/or certain things (covered crate, routine, medicine, etc.) to help them feel safe and comfortable. I will work with you and try my best to ensure that your pet has whatever he/she needs to feel safe and comfortable!

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The median cost per visit for pet sitting in Sullivan 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 pets like family

  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

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Popular requests for pet sitting - Sullivan

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Sullivan average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Sullivan

Frequently asked questions about Rover

The average cost for Pet Sitting in Sullivan on Rover is $21.4 per visit (as of July 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 July 2026, there are 2,263 sitters on Rover offering Pet Sitting across Sullivan. 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 Sullivan 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 Sullivan. On Rover:

  • 94% of sitters can help with special care needs
  • 96% 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 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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