Pet Sitting Hillside

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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Hillside, 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: Dayna V.
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Dayna V.
from
$17
per visit
5.0 out of 5 stars
• 25 reviews
6 repeat clients
25 years of experience
Stoughton, WI, 53589

“Dayna is always willing to help us out with our two dogs, even on short notice. She sends updates and follows instructions perfectly. Thanks Dayna”

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Anna & Anthony A.
Sitter Profile Image: Birch M.
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Birch M.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Stoughton, WI, 53589

“Birch is an amazing pet sitter! Since she worked as a vet technician for many years she’s a real pro. Our cat needed special care while we were on a long- planned vacation and I’m not sure we would have felt confident enough to go without Birch. She pilled our cat and graciously communicated with our friends who were also helping with cat and house sitting. We highly recommend Birch.”

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Ann B.
Sitter Profile Image: Allison B.
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Allison B.
from
$28
per visit
4.9 out of 5 stars
• 70 reviews
14 repeat clients
10 years of experience
Janesville, WI, 53546

“Allison took care of our 3 dogs while we were away. Her daily pictures were adorable and so appreciated. One of our fur babies needed daily medication and all three needed attention. Allison took care of them all! We will definitely book with Allison again.”

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Diane S.
Sitter Profile Image: JESSICA P.
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JESSICA P.
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Stoughton, WI, 53589

About: I will absolutely spoil and love your pets like they are my own! I am a recent graduate from UW-Madison in Wildlife Ecology where I gained animal experience. I also graduated from Madison College with an Associate Degree for Veterinary Technician. I worked in the veterinary field for over a year before attending UW-Madison. I take pride in my ability to care for animals and the love I have for them. My schedule is currently completely open to take care of and spoil all the pets I can. I have a Chocolate Labrador named Jake that would need to come with me when house sitting. He is good with dogs and cats. I might not have a fenced yard, but there is so much space near my apartment for dogs to play and run. There is also a trail close by that I have taken my dog on, which she loves. I have a truck that can transport them. If I am caring for pets in the client's home I have no issue with taking them out to play or on walks. I absolutely love being around pets.

Sitter Profile Image: Phillip W.
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Phillip W.
from
$35
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
23 years of experience
Stoughton, WI, 53589

“Phillip was a godsend and I now feel so much better about leaving on vacation in the future. My dog meatball is very large and very afraid of new people and it took us 6 meetups for him to be comfortable enough for Phillip to watch him. I felt bad asking for so much but Phillip was happy to do it and just wanted to get to know Meatball. Eventually when I did leave Meatball was more at ease than I have ever seen him with a dog sitter. Normally it takes even more meetups just for him to be scared the whole time but Meatball actually trusted Phillip which was amazing. There was an incident where Meatball rolled around in some sort of wild animal remains in the backyard and Phillip stayed extra long to clean everything up and do it in a way that didn't freak meatball out. I was amazed and will be so happy to have Phillip house sit in the future!”

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Andrew F.
Sitter Profile Image: Rachel F.
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Rachel F.
from
$50
per visit
5.0 out of 5 stars
• 112 reviews
50 repeat clients
8 years of experience
Cottage Grove, WI, 53527

“Rachel was awesome. She saved me in a last minute needed care. She was able to check on the dogs and clearly gave them lots of love. First time using Rover and I’m really impressed with Rachel!”

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Sarah W.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$13
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

“Hailey was very responsible and communicative. Would definitely have her help with Boots again!”

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Michelle R.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$18
per visit
4.8 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

About: I have had dogs since my childhood and have worked with breeds of different sizes and backgrounds, including some with special needs. In my home life, I have two cats that I adore and spend much of my free time with. I’m available all day on weekends, as well as from 5:30pm onward on weekdays (typically). If you have specific requirements for your animal let me know and we can create a schedule that works best for you! I can perform any specific needs that your pet may need. One of my own pets has special medical requirements, so I am familiar with taking care of animals that need extra care.

Sitter Profile Image: Erika M.
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Erika M.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
5 years of experience
Fort Atkinson, WI, 53538

About: Caring for others (especially animals) is truly my passion! I was a nanny for over 5 years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. Hi there! Just a little bit about me! Caring for others (especially animals) is genuinely my passion! I was a nanny for over four years which opened me up to pet care as well. Since most families I worked for had pets, I took on the responsibility of caring for them as well as their children. I do not work outside of the home which means I can dedicate all of my time to your pet! I usually take one booking at a time, so if your pet doesn’t get along with other pets that’s no problem.

Sitter Profile Image: Savannah T.
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Savannah T.
from
$19
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Schenk-Atwood, Madison, WI, 53704

“Savannah did such an amazing job taking care of my fur babies! Even though I had only booked her for check-ins, she spent plenty of time playing with them and providing me with photos and updates daily!”

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Hannah G.
Sitter Profile Image: Blanca G.
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Blanca G.
from
$12
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
1 year of experience
Tenney-Lapham, Madison, WI, 53703

“Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!”

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John G.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$35
per visit
5.0 out of 5 stars
• 2 reviews
30 years of experience
Glendale, Madison, WI, 53716

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Maricel E.
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Maricel E.
from
$35
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Heistand, Madison, WI, 53714

About: Hi! My name is Maricel I have a lot of experience with dogs with special needs and separation anxiety.I can give shots,fluids and medication. My two dogs unfortunately passed away had kidney failure So I have a lot of experience with that too. I work from 8 am untill 2-3 pm every day and I have free time after that. I'm free on weekends. Reach out to me and I can work around your schedule. Thank you! I don't have a fance yard but I'm sorrouned by parks that I will take them on walks or I can stay in your house where they will be in their environment. I will provide lots of love,walks and attention.

Sitter Profile Image: Rosalina D.
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Rosalina D.
from
$25
per visit
5.0 out of 5 stars
• 38 reviews
5 repeat clients
6 years of experience
Waterloo, WI, 53594

“Rosalina was absolutely amazing with my cats while I was away—I seriously couldn’t have asked for a better sitter! From the start, she was super communicative, reliable, and flexible. I have two cats in my “zoo” and she took such great care of them! She made sure they were fed, happy, and stuck to their routine. It’s obvious she genuinely cares about the animals she watches. She also kept me updated while I was gone, which I really appreciated. Being away is always a little stressful, but knowing they were in such good hands made it that much easier! Rosalina also went above and beyond by helping with my snake’s bioactive enclosure and keeping up with watering to maintain the environment, which I really appreciated. I came home to two very happy, well-loved cats, a thriving bioactive enclosure, and everything was exactly how I left it. Truly the best feeling! I would 100% book with Rosalina again! I highly recommend her to anyone looking for someone trustworthy, attentive, and just overall wonderful with animals. Anubis and Neffy definitely approve 🐾”

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Kayla G.
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: Emilee K.
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Emilee K.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Alecia H.
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Alecia H.
from
$28
per visit
4.9 out of 5 stars
• 30 reviews
15 repeat clients
12 years of experience
Allied Community, Fitchburg, WI, 53711

“Alecia was great with our cats and sent plenty of updates. Highly recommended!”

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Nicholas B.
Sitter Profile Image: Cassie K.
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Cassie K.
from
$13
per visit
10 years of experience
Dousman, WI, 53118

About: I have 10 years of experience house/pet-sitting. I do the best I can to continue your pet's routine while you're away including watering/feeding, walking, playing, taking your pet on outings like the dog-park for example, admistering medications, cleaning up pet waste, or anything else you'd like me to do! I have experience taking care of all different kinds of pets such as chickens, ducks, fish, cats, dogs, hamster, hermit crab, turtle, and hedgehog. I also can provide overnight care for your pets including housesitting if needed. Housesitting responsibilites include watering plants, getting your mail, mowing the grass, putting out your garbage, or any other household tasks you'd like done while you're away including taking care of your pet and/or pets. I'm also available this summer Monday through Friday to drop-in to take care of pets from 1:30pm-6:00pm. This could include watering/feeding, walking, or anything your pet may need. I'd be happy to give referneces if needed. Thank you for considering me! I'm available all week to provide pet care in your home-drop in, overnight care, and house-sitting.Thank you for your time and considering me for your pet and home care needs! I do not offer pet care in my home, but can provide pet care in your home including drop-in/overnight pet-care in your home/house-sitting and I'd be happy to provide references if you'd like.

Sitter Profile Image: Jenna M.
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Jenna M.
from
$20
per visit
23 years of experience
South Beloit, IL, 61080

About: I’ve had dogs ever since I was born and I know how to properly care for them! I am experienced in feeding, walking, and playing with dogs! I currently work part time Monday through Friday so I have plenty of free time to take care of and play with pets! I am great with all animals! I currently have a cat and a German Shorthair Pointer pup who is about 8 months old! I take my dog to the dog park daily and he loves running around and getting all his energy out!

Sitter Profile Image: Olivia K.
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Olivia K.
from
$12
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Beaver Dam, WI, 53916

“Our pets love Olivia! She gives them so much attention and love. We had not used a dog-sitter before and we appreciate so much the ease and availability this app makes available. We recommend both Olivia and Rover!”

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Michelle D.
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The median cost per visit for pet sitting in Hillside 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.

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 - Hillside

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Hillside average 6
repeat pet sitting clients

FAQs for Pet Sitting - Hillside

Frequently asked questions about Rover

As of November 2026, there are 1,683 sitters on Rover offering Pet Sitting across Hillside. 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 Hillside. On Rover:

  • 88% of sitters can help with special care needs
  • 93% 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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