Dog Sitting Greendale

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

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Over 80
pet parents in Greendale have booked dog sitting

Greendale, 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: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 110 reviews
32 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: Sarah J.
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Sarah J.
from
$25
per visit
5.0 out of 5 stars
• 544 reviews
98 repeat clients
5 years of experience
West allis, WI, 53219

“Sarah has become part of our family. She's an awesome communicator and is so good with my dog who has anxiety issues among other things. He just loves her, and she makes him feel safe and happy. On her own she introduced him to doggy puzzles which I hadn't thought of.”

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Cheryl H.
Sitter Profile Image: Jackie H.
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Jackie H.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 84 reviews
27 repeat clients
36 years of experience
Muskego, WI, 53150

“Jackie was fantastic! She communicated clearly and consistently, which made the whole experience stress-free. Most importantly, she took wonderful care of our pets—they were happy, healthy, and clearly well looked after when we returned. It gave us great peace of mind while we were away knowing they were in such capable hands!”

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Megan S.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 132 reviews
35 repeat clients
40 years of experience
West Allis, WI, 53227

“I had the pleasure of meeting Jen through Rover. She is a pet lover for sure! She stopped over to meet Blotts, my cat, and we talked about the plan for while I was out of town. She had great questions and made sure she had the answers, and the keys to the house, for the time that I would be away. Blotts is shy at first but warmed up to her fast. I felt good knowing he was being cared for by her. I will be booking with Jen again in the future for business trips and vacations and I would highly recommend her!”

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Penny S.
Sitter Profile Image: Nicole J.
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Nicole J.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“Nicole was amazing!!! She took some of the best pictures of my cats and sent them every day, her communication skills were amazing and she went above and beyond caring for my cats and my home. I am amazed and so grateful to have found her. Ive had the best experience with her and I cant say enough!!”

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Drea S.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 280 reviews
68 repeat clients
8 years of experience
Oak creek, WI, 53154

“Second time booking with Kailey and everything went amazing again. Kept my cat fed, watered and played with while I was gone for a week. Thanks Kailey!”

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Tanner G.
Sitter Profile Image: Stephany N.
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Stephany N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53219

About: Providing reliable, professional care for your pet (DBA Pawtastic Pet Sitting) I offer dog walking and house sitting services in your home or overnight boarding and doggie day care options in our home. And if your dog has special care needs I can accommodate one dog at a time for a more comfortable stay. Free Meet & Greet with all new clients so we can review your dog's routine, go over your expectations, and decide if I am a good fit for you. You'll receive regular photo updates throughout your pet's stay. Please reach out with any questions! All reviews and feedback are appreciated I am available for services throughout the week and on the weekends part-time with some flexibility depending on the dates. I can accommodate longer stays based on circumstances and care requirements, happy to discuss further! I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you allowing me to help relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 287 reviews
120 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice took great care of my dogs while I was out of town! She was punctual, provided great updates, and responded quickly. I would definitely recommend booking with her.”

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Camille R.
Sitter Profile Image: Ryan C.
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Ryan C.
from
$14
per visit
1 repeat client
5 years of experience
Franklin, WI, 53132

About: My family has dog sat for all sorts of different dogs. Puppies, seniors, energetic, or really anything! I love walking dogs and just having fun with them! I’m a firefighter so I work a rotating schedule of 24 hour shifts. So I get a lot of days off with a lot of availability. I have no pets of my own. Can give my full energy to walking and caring for your dogs whenever the schedules may work out.

Sitter Profile Image: Rachel P.
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Rachel P.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
20 years of experience
New Berlin, WI, 53151

“Rachel was very communicative and provided good detail at check ins. She took many pictures of all my cats so I knew they were ok! I can tell my babies were well taken care of!”

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Lisa V.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“Cindi took great care of my two cats although they stayed well hidden! Very responsible and great communication. It was a one time drop in visit. I already have her booked for future dates.”

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Fran S.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

“Abigail was wonderful and handled everything perfectly.”

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Kelly C.
Sitter Profile Image: April & Brad R.
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April & Brad R.
from
$20
per visit
5.0 out of 5 stars
• 34 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: Raychel N.
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Raychel N.
from
$18
per visit
4.7 out of 5 stars
• 11 reviews
2 repeat clients
12 years of experience
Honey Creek Manor, Milwaukee, WI, 53220

“Raychel did a great job! Wouldn’t hesitate using her again.”

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Jane M.
Sitter Profile Image: Marilia D.
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Marilia D.
from
$25
per visit
5.0 out of 5 stars
• 84 reviews
28 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

“Marilia was communicative and accommodating for a last minute drop in request. She was on time, took plenty of photos and followed instructions perfectly. I knew my pup was in great hands and will absolutely book again!”

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Kelsey H.
Sitter Profile Image: Maya M.
Verified Enhanced Background Check
Maya M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
4 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: Shawn J.
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Shawn J.
from
$15
per visit
5.0 out of 5 stars
• 33 reviews
11 repeat clients
10 years of experience
Oak Creek, WI, 53154

“Shawn was super nice and friendly and helped my wife and I out by checking in on our 3 cats while we were out of town. He made sure they were all fed, two of them got their medication with their meal and that they had clean litter boxes. Shawn communicates great and provides photos with a quick description of how the check-in went. We will gladly book Shawn again when we need a cat sitter!”

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Alex H.
Sitter Profile Image: Liz B.
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Liz B.
from
$23
per visit
5.0 out of 5 stars
• 46 reviews
17 repeat clients
12 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: Caitlin W.
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Caitlin W.
from
$13
per visit
10 years of experience
Greenfield, WI, 53228

About: I grew up in a home with various furry friends, and as a teenager got my first job working with animals at a pet store. I worked there for several years eventually managing the store and being responsible for the caring of many different types of pets. This included small animals, birds, and reptiles as well! I currently have a well trained and friendly 5 year old yellow lab and assist friends and family with their pet sitting needs. I work full-time on weekdays but have a hybrid job with the ability to work from home as needed, as long as a private internet connection is available. I’m incredibly flexible and do not have any obligations outside of that aside from my dog, who has alternative caregivers if I’m not at home. Any instructions given will be followed exactly, written instructions are preferred so I can ensure I’m maintaining the best level of care. I am okay with being active or relaxed, whatever your pet needs!

Sitter Profile Image: Renee F.
Verified Enhanced Background Check
Renee F.
from
$20
per visit
60 years of experience
Greenfield, WI, 53220

About: I have had dogs my entire life. Recently, my husband and I, lost our beautiful friend, Freckles. She was 14.5 years old. I am retired, and want to help people who struggle with finding someone reliable to care for their furry friends. I've been there! I'm currently working 1 to 2 days per week, very part time hours. Would like to be with dogs occasionally, since my husband and I are not going to get another pet at this time in our lives. I do have a fenced in backyard, not sure if I will be doing daycare or overnights at my house right now. New to Rover, so want to start our with dog walking and dog house visits.

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The median cost per visit for dog sitting in Greendale is $20

Dog parents share their Rover experiences - Greendale

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5.0 out of 5 stars

Katie was so good with Nova! She was very considerate of the heat and adjusted Novas walk time so that she wouldn’t overheat, then spent the rest of the time cuddling up and playing in the A/C ☺️ I highly recommend her for your pets needs

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

Graciela was great! She kept me updated with photos, was right on time for her drop in visit and took great care of my dog. I appreciated her communication and would definitely recommend her for dog care!

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Alyssa C.
Drop-In Visits
5.0 out of 5 stars

Alyssa is fabulous! LadyBug lights up when I say "Alyssa is coming" ~ today, she started jumping up and down in circles ~ we couldn't figure out why ~ and 2 min later Alyssa knocked on the door! LadyBug knew Alyssa was nearby!

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

Michele did an outstanding job with our senior dog and provided multiple updates on him while we were gone. She also agreed to meeting him beforehand and learn his preferences. Will definitely use her again!

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Veronica Z.
Drop-In Visits
5.0 out of 5 stars

She took great care of my elder dog, her drop in were thorough w following her med plan and routines. She also went the extra mile in giving our flowers a good watering during this extreme heat. I look forward to using her more this summer.

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

I truly cannot recommend her enough! She took such amazing care of my dog, Frankie, and went above and beyond in every way. She kept me updated with pictures and messages, which gave me so much peace of mind while I was away. It was obvious that she genuinely cared about Frankie and wasn’t just checking off a list of tasks. She even took Frankie on a long walk that wasn’t expected, just because she wanted to, and I know Frankie loved every minute of it. Coming home knowing my dog had been so well cared for meant everything to me. Frankie can be particular, and I don’t trust many people with her, but after this experience, I honestly don’t want anyone else watching her if she’s available. She treated Frankie like her own, and I couldn’t be more grateful. Thank you so much! ❤️🐾

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Jade M.
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

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

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
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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for dog sitting - Greendale

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Sitters in Greendale average 6
repeat dog sitting clients

FAQs for Dog Sitting - Greendale

Frequently asked questions about Rover

The average cost for Dog Sitting in Greendale on Rover is $17.76 per visit (as of September 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 September 2026, there are 2,252 sitters on Rover offering Dog Sitting across Greendale. 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 Greendale 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 Greendale 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 Greendale 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 Greendale. On Rover:

  • 92% 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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