Pet Sitting Oak Hill

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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Oak Hill, 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: Kylie S.
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Kylie S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
21 repeat clients
35 years of experience
Eagle, WI, 53119

“We got our dog the same week that we had Kylie complete mid day check ins and I truthfully don’t think we would have survived the week otherwise! Willy felt so comfortable with her which is more than we could have asked. Expectations were met and exceeded!”

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Chelsea S.
Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 62 reviews
20 repeat clients
25 years of experience
Mukwonago, WI, 53149

“Carrie was amazing with Moose, he loved her! She took great care of him, sent pictures and updated me how the visit went. I can’t recommend her enough!”

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Brittany B.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$24
per visit
5.0 out of 5 stars
• 31 reviews
7 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

“Would have Dina take care of my cat again. Great job. Spent time cuddling. I highly recommend.”

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Deb T.
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: Anna T.
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Anna T.
from
$15
per visit
5.0 out of 5 stars
• 50 reviews
13 repeat clients
10 years of experience
Whitewater, WI, 53190

“Anna T. was absolutely wonderful ❤️ She was so kind to all of us. She was immediately able to connect with our ginger 3 year old boy. Updates were prompt and detailed. She proactively asked great questions at our intro meeting.”

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Teresa S.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 85 reviews
20 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: Tami G.
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Tami G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 86 reviews
18 repeat clients
4 years of experience
Big Bend, WI, 53103

“We can really count on tami every time she helps us with our dogs. Weather if its a week long stay at our house, or daily drop ins. It’s a comfort knowing she’ll be there.”

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Richard C.
Sitter Profile Image: Alexandria M.
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Alexandria M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 49 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: 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: Maggie B.
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Maggie B.
from
$25
per visit
20 years of experience
Waukesha, WI, 53188

About: started working at a grooming salon, then spent years overnight pet sitting while attending nursing school. I now have a reactive dog of my own, so I understand that every dog has different needs, boundaries, and personalities. I’m patient, attentive, and want both pets and their owners to feel safe, comfortable, and cared for. 🐾❤️ I am a nurse so my schedule is different every week :) but don’t hesitant to reach out and ask and hopefully we are able to make something work! When caring for pets in their home, I focus on keeping their routine as normal and comfortable as possible. I follow their owner’s instructions closely, provide plenty of attention and reassurance, and make sure they have a safe, calm environment. I respect each pet’s individual personality, boundaries, and needs while keeping owners updated so they can feel confident their pet is happy and well cared for. 🐾❤️

Sitter Profile Image: Kirstin B.
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Kirstin B.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Hartland, WI, 53029

About: I've taken care of dogs since I was in middle school. My family dog is 17 years old now so I also have experience working with senior dogs. I live in a great neighborhood with many dog parks and my apartment complex has a dog run behind it. I have also trained and foster puppies before so I am familiar with positive behavioral reinforcement and do not believe in punishing dogs. I have worked in mental health for over 10 years as a therapist so I also have an amble amount of patience. Mondays and Fridays I work remotely so I am available for mid-day potty breaks on top of offering afternoon/evening/overnight care. I also have some flexibility to work remotely other days as well. My typical schedule is as below: Mondays: Available any time (working remotely) Tuesdays: Available after 5 pm Wednesdays: Available after 5 pm Thursdays: Available after 7 pm Fridays: Available any time (working remotely) Saturdays: Available anytime Sundays: Available anytime Do you have specific time requests, let's chat and find a way to work together! I do not have any dogs in my apartment but there are many friendly dogs in the neighborhood I've observed. I love dogs and always take my job of dog sitting seriously. Dogs deserve to be taken care of the right way! I know safe places to go for walks in my neighborhood, I am very vigilant to not let dogs put anything harmful in their mouths, and I ensure my apartment is very dog safe.

Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per visit
5.0 out of 5 stars
• 58 reviews
13 repeat clients
18 years of experience
Waukesha, WI, 53186

“Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!”

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Jessica E.
Sitter Profile Image: Anna H.
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Anna H.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Oconomowoc, WI, 53066

About: I have been helping take care of dogs and cats since I was 12. My neighbors growing up relied on me to walk, feed, play and care for their pets. I have done multiple month long stays at homes to care for multiple pets. I love going on walks and runs myself and adding a furry friend just makes it so much better. I also grew up with a dog and now have two kitties of my own that I rescued. I will care for your pets as if they were my own, because I know that is what I would want :) I am a waitress/bartender so my work schedule is mostly at night, so I am available to take care of your furry friends during the day! I will be sure to leave your place exactly how I found it! If wanted, I would love to take your dog to dog parks or state parks. I will play with your cats and know how to keep kitties engaged as if they were hunting in the wild!

Sitter Profile Image: Madi D.
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Madi D.
from
$40
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Waterloo, WI, 53594

About: I have taken care of pets my whole life. My Dad went to school to be a Veterinarian, so we have always been around different animals. I have two cats at home, and recently just lost my beloved dog, Lexi! I currently work as a flight instructor so my schedule is very flexible! I typically start later in the day or early in the morning. Plenty of time to help out!! I can walk, feed, clean-up after any pets. I have no preference, little, big, cats and dogs. I am able to understand pets all have very special needs and want to fulfill those.

Sitter Profile Image: Miranda M.
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Miranda M.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
20 years of experience
Deerfield, WI, 53531

About: I am a loving, compassionate, and reliable person that has a love for animals. I am also athletic and can take your puppy companion for a jog! I have unlimited availability for pet care. The only time I am not available is at 3pm, when I pick up my two pet loving children from school. I have a fenced in yard in a nice neighborhood, and a lake across the street if your pet likes to swim. I am also available to come to your home as well. I am available in Rock County and Dane County.

Sitter Profile Image: Brandi K.
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Brandi K.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Iron Ridge, WI, 53035

About: I have grown up around dogs my whole life and I've had my first (adult life) dog for three and a half year. Wila Rose is an Australian Cattle Dog mix. About a year and a half ago we added another rescue, Buckley Quinn. He is a smart but goofy boy. They both go backpacking with us and we do a lot of hiking on our local public land areas. We enjoy playing around in our yard with our limited dog agility set and learning new tricks. We occasionally go swimming but love jumping and exploring new water areas and hiking trails. Wila and Buckley are a huge part of my life. We enjoy hiking, being outdoor, and traveling as much as possible. We do quite a but of training included but not limited to: agility, scent training, shed training, and just some fun party tricks. I am new to Rover so please feel free to reach out with any questions. I have an acre of land (not fenced in). We love to go on walks and sniffaris at our local parks. Buckley loved to play with other dogs and Wila is more of a people dog. They even loves to go backpacking and hiking which often include 10+ miles a day.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$15
per visit
4.9 out of 5 stars
• 94 reviews
27 repeat clients
4 years of experience
Milwaukee, WI, 53202

“Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜”

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Quinesha F.
Sitter Profile Image: Alex R.
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Alex R.
from
$20
per visit
4.4 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53218

About: I have owned and watch dogs but also cats. I have a love for animals and I get very excited meeting new ones. It’s the best experience to me. I’m available anytime. I would be able to do last minute set ups. I’m sometimes away from home around 2-4 pm but that’s not often Everyone in the house loves animals, especially dogs. The most love is given like their our own. We get very excited and take them out for long walks. My dog has been around puppies before and he loves to be around other dogs.

Sitter Profile Image: Alex M.
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Alex M.
from
$30
per visit
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex M. is our first Rover dog care provider in the Madison area. We moved from Indiana this past summer and were users of Rover for several years. Alex visited us twice before the day of her actual care. This was at our request because our dog has several personality quirks. She was professional and confident in approaching our dog and followed our suggested guidelines. Her second visit was without our presence and she made several suggestions based on her solo visit. We made the changes and the day of her multiple visits went well for our dog and for Alex. We highly recommend her to care for your dog!”

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Susie P.
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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.

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FAQs for Pet Sitting - Oak Hill

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 .

sitters on Rover set their own , 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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