Pet Sitting in Greendale

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 Greendale pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Julie T.
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Julie T.
from
$19
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Greendale, WI, 53129

Gave my dog a lot of attention . Was good with him

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Julie R.
Sitter Profile Image: Michele M.
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Michele M.
from
$22
per visit
5.0 out of 5 stars
39 reviews
15 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂

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Angela B.
Sitter Profile Image: Katie N.
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Katie N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
14 repeat clients
20 years of experience
Greenfield, WI, 53220

Katie always goes above and beyond to make us comfortable while we’re away. In addition to taking great care of our kitty, she grabbed packages on our stoop for us to help with peace of mind. Will continue to have her in the future!

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Katy M.
Sitter Profile Image: Kelly M.
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Kelly M.
from
$20
per visit
5.0 out of 5 stars
41 reviews
12 repeat clients
15 years of experience
Greenfield, WI, 53227

Always super happy to have Kelly’s help! She is the best!

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Anna W.
Sitter Profile Image: Hailey I.
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Hailey I.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
54 reviews
9 repeat clients
10 years of experience
Mitchell West, New Berlin, WI, 53151

Could not rave about Hailey more! I had a last minute request and she was simply amazing. I will absolutely be booking with her in the future :) 10000 stars!

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Katelyn C.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
20 years of experience
Franklin, WI, 53132

Amanda has been great to work with and she handled the craziness of our two four month old puppies wonderfully! She is great at communicating and provided a nice summary of her visit along with some pictures. We look forward to having Amanda watch the dogs again.

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Stephen M.
Sitter Profile Image: Christa K.
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Christa K.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Mary C.
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Mary C.
from
$18
per visit
5.0 out of 5 stars
72 reviews
23 repeat clients
30 years of experience
GREENFIELD, WI, 53220

Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.

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Amanda L.
Sitter Profile Image: Jessi C.
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Jessi C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
288 reviews
75 repeat clients
38 years of experience
New Berlin, WI, 53151

This is the second time we've used Jesse for drop-in visits for our two little, old dogs while we away for the weekend. Everything went well and I knew they were in good hands.

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Rhonda G.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
507 reviews
89 repeat clients
5 years of experience
West allis, WI, 53219

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

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J D.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
West Allis, WI, 53227

Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!

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Sara S.
Sitter Profile Image: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
16 years of experience
Oak Creek, WI, 53154

Lauren was absolutely amazing. She was adaptive to our animals. This was my first rover experience and I wouldn’t think twice of using the service again; hoping for Lauren. She was amazing, responsive and professional!

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Sarah B.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
102 reviews
30 repeat clients
30 years of experience
Franklin, WI, 53132

This is the first time we have used this type of service and we were very hesitant to try it. But after meeting with Patricia we were convinced it was a good choice. Our dogs took to her right away and eased any concerns we had. The pictures and report cards were great!! Next time we need someone to help out with our furry kids we will be contacting Patricia again.

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Brian B.
Sitter Profile Image: Margarita P.
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Margarita P.
from
$15
per visit
5.0 out of 5 stars
1 review
9 years of experience
Greenfield, WI, 53221

About: I have enjoyed spending time with dogs and keeping them company! I have 2 dogs of my own so I have enough experience to watch your furry baby! I am currently available morning in the weekdays, or anytime on the weekends! Some evenings may be available- just reach out and I will get back to you. I have a car, for reliable transportation. I also live around a park which has enough room for dogs to roam around, all depending on the dogs comfort.

Sitter Profile Image: Kailey S.
Verified Enhanced Background Check
Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
254 reviews
58 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey was amazing taking care of my cat while I was away. She sent detailed notes and pictures throughout the time and I felt completely confident my cat was being taken good care of. Highly recommend

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Tanner G.
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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Emily A.
Sitter Profile Image: Sean T.
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Sean T.
from
$13
per visit
15 years of experience
Oak Creek, WI, 53154

About: I have been taking care of dogs almost my whole life. Whether it was my family dog or checking in on others dogs while their family went on vacation. I do work full time M-F 7:30am till 6pm at night. I am typically free on the weekends outside of schooling which is only a couple hours a day. By caring for pets in my clients home, I first take them outside to do their business right away and stretch their legs. I always make sure there is water in their bowl and food as explained by my client. If taking on walks I try to stay local unless the family has a preferred route the dog likes.

Sitter Profile Image: Ashling I.
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Ashling I.
from
$20
per visit
25 years of experience
Root Creek, Milwaukee, WI, 53220

About: Hi, I’m Ashling! Animals have been a central part of my life for as long as I can remember. I grew up with a Soft Coated Wheaten Terrier, spent my teenage years as the go-to neighborhood babysitter and pet sitter, and today, I’m a proud pet parent to two wonderful Wheatens of my own. ​Because of my personal experience with dogs of all backgrounds, I understand that every animal is unique. My philosophy is to always meet animals where they are at—building trust at their pace while providing a safe, confident, and structured environment. I'm currently accepting weekday appointments for now and will accept some overnights and weekends. I have a flexible schedule at this point and will be able to care for pets multiple times throughout the day and night. I will treat your home and your pets with the utmost respect and try to follow the schedule and routine to make sure your pet is comfortable in their home while you're away. Their safety and comfort is my highest priority.

Sitter Profile Image: Leslie H.
Verified Enhanced Background Check
Leslie H.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Greenfield, WI, 53221

Leslie is a compassionate animal lover who provided outstanding care for my cat. She always had great communication, providing plenty of adorable photos and thorough updates. She is detail-oriented, going above and beyond to make sure all of our pet and home-related needs are met. Knowing I had someone so genuine and reliable looking after my pet and home was a huge peace of mind. I came back home to a happy, satisfied cat and a clean space with everything left in place. It's such a comfort and relief to find such a trustworthy and exceptionally amazing pet sitter. I would highly recommend her for any animal care needs!

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Aj M.
Sitter Profile Image: Justine R.
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Justine R.
from
$20
per visit
20 years of experience
Euclid Park, Milwaukee, WI, 53227

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

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Over 55
pet parents in Greendale have booked pet sitting

Greendale pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Michele was great with Pekoe. His photos showed my stranger-averae parrot to be calm and happy. She did a great job respecting his space and personality while keeping his bedtime routine intact. I've already booked her for my next 2 trips. 🙂

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

So glad everyone got along for the first drop-in. Leandrea was very good with communication. Look forward to next time.

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

Amanda has been great to work with and she handled the craziness of our two four month old puppies wonderfully! She is great at communicating and provided a nice summary of her visit along with some pictures. We look forward to having Amanda watch the dogs again.

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

Was able to accommodate a last-minute booking due to unexpected surgery and was super-accommodating over the weekend hospital stay updates. The pups looked super happy in every pic! Thanks so much.

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

Katie always goes above and beyond to make us comfortable while we’re away. In addition to taking great care of our kitty, she grabbed packages on our stoop for us to help with peace of mind. Will continue to have her in the future!

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

Maya was excellent with Rosie and Rudy. I knew they were well cared for while I was away, which gave me peace of mind during my travels!

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

Amanda was great as always- our cats quickly became comfortable with her, and it was wonderful to know they were well taken care of!

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

Stephanie was great! She was responsive and communicative and I was able to be worry-free when out of town!

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Cheryl E.
Drop-In Visits
5.0 out of 5 stars

Always responsive and attentive to the needs of Winnie and Moose. We are so glad we have found a sitter we can trust and that the pets love to see!

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

Khersa was just so nice to have. Our cat loved her and the care Khersa gave to our fur baby was just superb. Def will be going back to her for future trips.

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Delanie F.
Drop-In Visits
5.0 out of 5 stars

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

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Emily S.
Drop-In Visits
1 / 1
Find pet care near you

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 Greendale is $20

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 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 Greendale 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 Greendale 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 Greendale 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 518 pet sitters in Greendale. 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 Greendale pet sitters respond in under an hour.

Pet sitters in Greendale have an average of 12 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 Greendale.

Rover makes it easy to find Greendale 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 518 pet sitters in Greendale on Rover, so you’re sure to find the perfect match for your pet! In Greendale, 100% of pet sitters offer daily exercise, 89% offer medication administration, and 94% 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.