Pet Sitting & Drop Ins In Fair Park

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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Top rated Fair Park pet sitters

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: Lexi K.
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Lexi K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
138 reviews
46 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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Clare S.
Sitter Profile Image: Mallory S.
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Mallory S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
45 reviews
15 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory did an amazing job! We got a note and numerous photos after every drop in, and our dogs really seemed to love her. We will definitely be using her again, happily!

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Jenna H.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah is my go to sitter, she is amazing with Terra. Maiah does a great job with communicating and leaving a detailed review of the visit. Maiah is very trustworthy.

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Juan L.
Sitter Profile Image: Scott S.
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Scott S.
from
$15
per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott made my last minute trip (on a holiday weekend!) stress free. Quick responses, great communication, took great care of my senior dog. Luna looks forward to your next visit Scott.

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Tony V.
Sitter Profile Image: Olivia V.
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Olivia V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53226

So reliable and communicates so effectively. Highly recommend!

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Danielle H.
Sitter Profile Image: Amy D.
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Amy D.
from
$22
per visit
5.0 out of 5 stars
33 reviews
16 repeat clients
7 years of experience
Milwaukee, WI, 53213

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

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Mary D.
Sitter Profile Image: Julia A.
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Julia A.
from
$15
per visit
4.9 out of 5 stars
36 reviews
21 repeat clients
12 years of experience
Milwaukee, WI, 53213

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

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nicole b.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

About: I have owned pets my entire life. I have fostered all types of animals through different organizations for over 10 years. I’ve owned small animals, cats and dogs. Experienced sitter. I have a morning and evening routine with all animals that includes feeding exercising and cleaning up after them. I’m committed, empathetic, and responsible with animals. I treat your animals like they’re mine. I have my own personal dog who has access to the entire home. We have snuggle time feeding time, bathroom time and special pet time. Safety is a top priority of mine with your pet.

Sitter Profile Image: Skylyn S.
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Skylyn S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Wauwatosa, WI, 53213

About: I have been around animals in my family my whole life and have always enjoyed taking care of them and keeping them entertained. I have been working at Central Bark Doggy Daycare for 5 months and have experience with lots of breeds! I am currently working part time, and am on summer break from school, I'd like to spend my free time taking care of as many pups as possible. I live with my parents and pets of my own so my house is not available for pet care. But when I am in a clients home I always leave it just as neat as I left it. I would prefer if I knew where all cleaning supplies are in order to clean up any pet messes!

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$14
per visit
5 years of experience
Wauwatosa, WI, 53213

About: I have had dogs of my own since I was 9 years old. I LOVE dogs--especially small ones! I have trained all of my dogs. I board friends' dogs in my home all the time, and am now excited to move into boarding strangers' dogs here on Rover! I work full-time, a mix of in-office and at home. I work from home on Thursdays and have flexibility on Fridays, so it works best for me to be able to provide boarding on long weekends (Thursday-Sunday). I am happy to provide your pet with seamless care and match what they are used to in your home. I have a large yard and a quiet neighborhood. My home has many rooms and I have some gates so that I can separate pets if needed. I also have a puppy play pen for smaller/younger pups who need their own space.

Sitter Profile Image: Lilly C.
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Lilly C.
from
$18
per visit
5.0 out of 5 stars
80 reviews
20 repeat clients
5 years of experience
Milwaukee, WI, 53227

Lilly did a fantastic job of checking in on our cat Marvin while we were away! She provided great updates and was very professional & communicative overall. Thank you Lilly!

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Nick P.
Sitter Profile Image: Fatima B.
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Fatima B.
from
$14
per visit
2 years of experience
West Allis, WI, 53214

About: I am a dedicated pet caregiver committed to keeping your furry friend happy, healthy, and safe. I will strictly follow your pet's specific daily feeding and medication schedules to maintain their comforting routine. As an experienced and enthusiastic walker, I ensure they get plenty of exercise, fresh air, and fun outdoor adventures. Your pet will receive attentive, loving care and the absolute highest quality companionship every single day. In the month of June I am available after 1pm. Weekends depends but I can always accommodate. In July I will be available any day and anytime. I will always follow the instructions that the pet owner gives me. Hiring me your pet will always be fed on schedule, enjoy play time, and treats. Every home I visit will be respected and well taken care of.

Sitter Profile Image: Mary N.
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Mary N.
from
$14
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
6 years of experience
Wauwatosa, WI, 53213

About: I have a diverse experience of taking care of dogs. One of my previous jobs was working in a dog daycare/kennel where I took care of dogs of all sizes and temperaments. I have been a dog walker and sitter for many years now, and have been around dogs my whole life! I currently own a mini poodle puppy! I am currently a full time student and can help walk your dog on weekends, holidays, and some odd days throughout the week. My schedule does change, so I can’t provide consistent care, but would love to help out when I can! I take dog walking very seriously, and make sure that the dog’s safety is prioritized. It make sure to be very observant of the dog’s surroundings and temperament, and will be ready to pivot whenever necessary. Communication is very important to me, so I am as prepared as possible for every situation.

Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
100 reviews
27 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

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Virginia I.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

As always, Jenn is so great! She goes above and beyond to make sure our precious kitty is cared for. Our kitty has some particular issues which require daily meds which he can be persnickety about taking. We are so grateful for Jenna’s dedication to ensuring that our kitty took his medication as much as possible. We are so happy with Jenn’s service!

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Katie D.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
41 reviews
14 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53214

About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!

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Zach M.
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Liz B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
45 reviews
16 repeat clients
10 years of experience
West Allis, WI, 53214

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

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Rebecca R.
Sitter Profile Image: Ana K.
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Ana K.
from
$24
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Wauwatosa, WI, 53226

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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Samantha H.
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Over 22
pet parents in Fair Park have booked pet sitting

Fair Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Aiden was wonderful with our kitty Milo. Great communication and willing to put in extra time to make sure he was happy and had extra companionship 💕

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Christie Y.
Drop-In Visits
5.0 out of 5 stars

I was quite pleased with Mallory’s performance and professionalism. She followed all verbal and written requests. She showed up timely on designated dates and returned my keys promptly as instructed. I particularly appreciated her interaction with my cats, the photos and her updates. Overall, I consider this first assignment a seamless and successful experience, and I definitely will request Mallory for my future pet care needs.

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Jennifer D.
Drop-In Visits
5.0 out of 5 stars

So easy to work with Olivia! She takes great care of my dog Theo. Great communication and kind-hearted care.

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Micah W.
Drop-In Visits
5.0 out of 5 stars

Our second time using Kathy and her reliability, amazing communication and thoughtfulness put our minds at ease knowing how well our cats and home were taken care of while we were away. We HIGHLY recommend Kathy and feel lucky to have found her :)

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David O.
Drop-In Visits
5.0 out of 5 stars

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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Julia _.
Drop-In Visits
5.0 out of 5 stars

Christina brought so much peace of mind with her visits over a week. She sent pics each day and gave an update on how the cats were doing! I would definitely recommend her for anyone seeking care!

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Emily M.
Drop-In Visits
5.0 out of 5 stars

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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Todd S.
Drop-In Visits
5.0 out of 5 stars

Sydney took great care of my cat, Rocco! I will definitely ask her to watch him again in the future!

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Michelle L.
Drop-In Visits
5.0 out of 5 stars

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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Samantha H.
Drop-In Visits
5.0 out of 5 stars

Katelynn was wonderful! She took great care of our two cats, and we felt very comfortable being away with her help. She is very responsive, gives detailed reports from her visits, and takes cute photos! We highly recommend her!

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Elise S.
Drop-In Visits
5.0 out of 5 stars

Ashley is just the best! My cat absolutely adores her and she takes the time to make sure he is well taken care of!

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Julia W.
Drop-In Visits
5.0 out of 5 stars

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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Nicole L.
Drop-In Visits
5.0 out of 5 stars

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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Jennifer R.
Drop-In Visits
5.0 out of 5 stars

Great experience, Margaret sent frequent updates and seemed to genuinely want our cat Bunsen to be well while we are away. We appreciate that she was reliable, timely, and responsive. Would highly recommend!

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John B.
Drop-In Visits
5.0 out of 5 stars

Chelsea did an amazing job taking care of Samara and provided me with updates with everything regarding my dog. Super easy to communicate with and I can tell she really loves animals

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Jeffrey K.
Drop-In Visits
5.0 out of 5 stars

Emma is great with our puppy Lenny! She has a flexible schedule and is able to drop in frequently throughout the week. She always send a picture or 2 which we love :) Thanks Emma!

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Danielle P.
Drop-In Visits
5.0 out of 5 stars

Lexi was a very dependable dog sitter while we were away for the weekend. She was kind and patient with my doggie who can be a little lazy, she checked in on time and sent details and photos in a timely fashion. I felt that my doggo, Mama Zoe, was very safe with Lexi. Thank you, Lexi!

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Ann S.
Drop-In Visits
5.0 out of 5 stars

Chris is the best! He's so easy to work with and flexible with his availability. Anytime I'm traveling out of town, I don't even think twice and just reach out to him. Freddie seems to get along well with him as well.

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aakarsh t.
Drop-In Visits
5.0 out of 5 stars

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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Marie W.
Drop-In Visits
5.0 out of 5 stars

Kimberly has been amazing with our little Yeti! He loves when she comes to visit him during the day while we’re at work

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Cheryl K.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Fair Park is $20

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your pet 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.

Sitters in Fair Park average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Fair Park on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Fair Park pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,306 pet sitters in Fair Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Fair Park pet sitters respond in under an hour.

Pet sitters in Fair Park have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Fair Park.

Rover makes it easy to find Fair Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,306 pet sitters in Fair Park on Rover, so you’re sure to find the perfect match for your pet! In Fair Park, 95% of pet sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.