Dog Sitting Sullivan

Book a Sullivan dog sitter to watch your dog in your sitter’s home or yours.

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Sullivan, Find top rated dog 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: Emma R.
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Emma R.
from
$20
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Pewaukee, WI, 53072

My fur-babies loved spending time with Emma. Highly recommend.

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Jill B.
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: 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 was amazing to work with. She helped make my brothers dog a part of their wedding by taking Finley to and from the venue for us. Finely is a Great Pyrenees but that did not deter Dee Dee. Couldn’t have asked for a better day.

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Meg G.
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: Olivia C.
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Olivia C.
from
$19
per visit
10 years of experience
Oconomowoc, WI, 53066

About: I have raised and cared for many animals throughout my lifetime ranging from dogs, cats, kittens, cows, raccoons, guinea pigs, bunnies, and fish! There is no animal too big, small, or sassy for me! I love them all! I have experience with bottle fed, new born animals, pets with different feeding patterns in the same house, delivering medicine to pets (including via syringe), outdoor supervision, and caring for temperamental animals. My own dogs are a pitbull and Doberman respectively, so I know firsthand that a breed or size does not define an animal! I am here to provide exceptional care to your fur babies regardless of shape, size, age, or attitude! I work various part-time jobs around the Mount Horeb/Middleton area, but would almost always be available for morning, afternoon, and evening care! If planned a few days in advance, I can accommodate most needs! I believe in following instructions carefully, especially when it comes to animals. While I strive to create a relationship with the animals I care for, my main priority is to listen to the advice and instructions of the pet parents to ensure I am prepared and aware of their pet’s unique characteristics and needs. Nobody knows an animal like their owner, and I am dedicated to doing as told when it comes to animals—especially considering the trust the owners have in me!

Sitter Profile Image: Angela U.
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Angela U.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Jefferson, WI, 53549

About: I am a Certified Veterinary Technician and have experience in pet sitting and the veterinary field for the past 20 years. I owned a pet sitting business for 5 years (2008 - 2012) and experience in general practice, emergency, specialty, and shelter medicine. Having a medical background allows me to pick up on medical issues and emergencies in a timely fashion, allowing for treatment if necessary. I am also able to administer medications as needed. I treat others' dogs the same way I treat my own pets and keep daily routines as close to their normal as much as possible. I work full time at a clinic and part time at the local humane society. I am available limited days during the week for walks and drop in services. Please see the calendar for up to date availability! I discuss your pets routine with you so I can keep it the same as possible during my visits. This helps keep your pet's schedule uninterrupted and allows for calmer and happier experiences!

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: Sadie S.
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Sadie S.
from
$18
per visit
5.0 out of 5 stars
12 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: Ashlyn J.
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Ashlyn J.
from
$13
per visit
4 years of experience
Johnson Creek, WI, 53094

About: I have always had a dog in my house growing up, so i understand the basics of dog care. Currently I work at a dog daycare. I've been working there for 2 years and it has helped me understand more about dog behaviors, and care for them efficiently and effectively. Before that I volunteered at the Jefferson Humane Society for 3 years helping clean out animal cages/rooms and providing affection to all the rescued animals. I'm looking for extra work during the summer in between my internship and job. Internship is 3 days a week, job is 2. So I don't have a bunch of time but I do have some open hours where I can do dog walks and some daycare shifts. I have a lot of experience with a variety of dogs and their behaviors. I can create dogs when needed and can walk dogs without any issues.

Sitter Profile Image: Julia T.
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Julia T.
from
$25
per visit
33 years of experience
Johnson Creek, WI, 53038

About: Agnes Mable, my dachshund of 12 years taught me patience better than anyone. I love spending time cuddling, giving belly rubs, sniffling frito feet, & running around the yard chasing them like a screaming banshee. I stay at friends & neighbors houses frequently when they're away to watch their dogs, cats, & fish. I also have friends & neighbors dogs over for weeks at a time. I've been doing this the since moving back to Wisconsin in April 2024. I love taking care of pets like their my own. Once I have a fenced in yard, I will welcome another dachshund into my life, but until then I fill my cup with caring for other's doggos & kitty cats. I'm excited to meet you! Extra treats for pugs & extra belly rubs for the heavy weights that can fetch & return! I work from home & the days I'm traveling for work will be unavailable to book. We'll spend all day together! I've got a spacious yard, large back deck that gets direct sun light for the one's that like to bake, & if they get along with other dogs, sometimes I walk over to my sisters with them to meet my favorite pug, Potato! I live in a duplex on the bottom floor so it's easy in & out, no stairs. My yard is massive with lots of plants & trees to sniff around. I'll always take my fur friends outside on a leash. I do have a small crate available for dogs under 15 pounds, toys, treats, & extra leashes just in case you forget something. Most importantly, I have a big lamby & a small lamby.

Sitter Profile Image: Hannah A.
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Hannah A.
from
$20
per visit
4 years of experience
Oconomowoc, WI, 53066

About: I’ve been around dogs my entire life and have always loved caring for animals. My pet care experience started in high school while babysitting for a family who had a dog. They would often ask me to walk and help care for their dog while watching the kids, which helped me become comfortable handling dogs of different personalities and routines. I’ve also completed multiple overnight stays and extended pet sitting jobs where I cared for pets in their homes, making sure they stayed happy, safe, and on schedule while their owners were away. More recently, I got my first dog of my own and have been fully responsible for his daily care, training, exercise, and routine while balancing school and work. Having my own dog has given me even more hands on experience and strengthened my understanding of the patience, consistency, and attention pets need every day. I care for a dog with anxiety who requires special medication and extra attention. This experience has made me very flexible, patient, and attentive to detail. I’m used to closely monitoring behavior and making sure his routine, comfort, and needs are always taken care of. My dog has access to his crate, bed, or can sleep upstairs with me, whichever makes him most comfortable. His crate is his safe space where he likes to relax and decompress. Safety is very important to me. Since our yard is not fenced, my dog is always supervised outside and kept on a leash. I also stay alert to wildlife in the area to keep him safe, since he’s a small dog. When caring for another person’s pet, I ask for written care instructions and prefer to meet the dog beforehand so both the pet and I feel comfortable during the transition.

Sitter Profile Image: Beth S.
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Beth S.
from
$15
per visit
23 years of experience
Wales, WI, 53183

About: I have a beautiful Russian White kitty, & live with a Maltipoo & Goldendoodle. I fostered a Huskador for 2 years & cared for her 9 puppies. Growing up, we had 3 Schnauzers & 2 Chow-Chows. I've also had birds, reptiles, & hamsters! Rover makes it possible for me to make some fun money doing what I love; I can't wait to meet you, & look forward to looking after your fur baby🐾 My schedule is very flexible! I just moved to the area & am working on piecing together a full-time schedule for myself. Currently, the only time i'm not available is on Tuesdays, 9am-1pm. My #1 priority when it comes to caring for your animal is bonding. When i'm comfortable, the owners comfortable, & the pet is comfortable, that's when I can provide my best care. This is why I like to do meet & greets prior to me caring for your pet! Side note- I am completely comfortable with & have experience with big dogs, even play wrestling with them!

Sitter Profile Image: Emily W.
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Emily W.
from
$18
per visit
5.0 out of 5 stars
3 reviews
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: Elizabeth C.
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Elizabeth C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

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: Katherine N.
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Katherine N.
from
$70
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Sullivan, WI, 53178

About: While I’m new to formal pet sitting, I’ve spent almost 15 years caring for a wide range of animals — from my own pets and livestock to friends' livestock. I grew up around animals and have hands-on experience with my own dogs and cats as well as various farm animals. Whether it’s feeding schedules, administering basic care, or simply giving animals the attention and enrichment they deserve, I treat every animal like one of my own. I’m dependable, calm under pressure, and genuinely enjoy spending time with animals of all kinds. If you're looking for someone who understands animal behavior, respects routines, and will treat your pets with care and compassion — I’d love to help. I ensure my goats get fed and have clean water daily. They get weekly enrichment. I also ensure my dog and cat have food and clean water multiple times a day and I provide frequent enrichment for them all day. Pets deserve the same hazard free, clean homes that humans do. I keep my house clean and provide clean food and water to my pets, and would do the same for yours.

Sitter Profile Image: Brandi W.
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Brandi W.
from
$15
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is amazing cat sitter, our cats love her. When we came back after long trip, I feel like both of my cats didn’t feel we were gone at all. Thanks to her again. Definitely ask her to check our cats again in the future.

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nirana b.
Sitter Profile Image: Molly S.
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Molly S.
from
$25
per visit
5 years of experience
Oconomowoc, WI, 53066

About: I’ve grown up around dogs and have experience caring for pets in multiple homes. I regularly stay at three different families’ houses when they go out of town, and each family has two dogs that I care for by feeding, walking, playing with, and keeping them company. I also have two dogs of my own, so I’m very comfortable around different personalities and routines. In addition, I help my grandma care for her Rover dogs and have experience helping train my own puppy. I’m dependable, organized, and genuinely love spending time with animals. I currently nanny during the day, but I still have plenty of time for pet care throughout the week. I’m available for drop-in visits with the kiddos during the day, free most evenings and nights, and available on weekends as well. I genuinely enjoy spending time with animals, so pet care fits naturally into my routine and is something I look forward to. I always want pets to feel safe, comfortable, and cared for while their owners are away. I pay close attention to routines, feeding schedules, litter boxes, walks, medications, and any special instructions to make sure each pet gets personalized care. Growing up with three cats and currently having two dogs of my own has made me very comfortable around animals and attentive to their different personalities and needs.

Sitter Profile Image: Zachary & Katie R.
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Zachary & Katie R.
from
$22
per visit
5 years of experience
Hartland, WI, 53029

About: I've had a dog for most of my entire life and had the knowledge to train them on my own. While dogs seem to naturally gravitate toward me, I've felt that good discipline and reward at a young age is the most important thing for a healthy long-term friendship with an animal. I do work full-time, but I am able to make stops in the mornings and again after work as needed. My wife works at home full-time and can assist as needed also. I can be flexible depending on what you want. Right now, however, I prefer to do drop-in visits and walks while not taking your pet full-time.

Sitter Profile Image: Bella B.
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Bella B.
from
$22
per visit
5.0 out of 5 stars
34 reviews
15 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.
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The median cost per visit for dog sitting in Sullivan is $20

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Sitters in Sullivan average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Sullivan

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 2,194 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Sullivan choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Sullivan with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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.

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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