Pet Sitting 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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Over 114
pet parents in Greendale have booked pet sitting

Greendale, 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.

1 / 1
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: Amanda P.
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Amanda P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
31 reviews
11 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
8 reviews
2 repeat clients
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: Ashling I.
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Ashling I.
from
$20
per visit
1 repeat client
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: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
102 reviews
31 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: Ivanna H.
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Ivanna H.
from
$20
per visit
15 years of experience
Hawley Farms, Milwaukee, WI, 53219

About: What sets me apart is my hands on experience as a dog foster, which has given me the ability to care for dogs with a wide range of personalities, energy levels, and needs. I’m comfortable adjusting to new routines quickly and helping pets feel safe and settled in a new environment. I provide calm, attentive, in home care where pets are treated like family. I focus on keeping their routine consistent, whether that includes feeding schedules, potty breaks, crate time, or extra play and attention. I’ve cared for both high energy dogs who need structure and exercise, as well as more anxious or relaxed dogs who need a calm, comforting space. My goal is always to make pets feel secure, loved, and at home while their owners are away and to keep owners updated so they can feel at ease. My schedule is flexible, I work part time and I’m able to provide consistent care throughout the day. I’m typically home most of the day, so pets get plenty of attention, potty breaks, playtime, and supervision. I can adjust my daily routine around the pets in my care and make sure their needs are met on a regular schedule. I provide care in a calm, clean, and pet friendly home where safety and comfort are the top priority. Pets are supervised throughout the day and are never left unattended for long periods. I follow each pet’s routine as closely as possible, including feeding schedules, potty breaks, walks, and any specific instructions from the owner. I introduce pets slowly into my home to help them feel comfortable and settled. I have a fenced yard for safe outdoor time, and all outdoor breaks are always supervised. Inside, pets have a cozy, relaxed environment where they can rest and feel at home. Pets are welcome on furniture if that is allowed by their owner, so they can stay as comfortable as they are in their own home. I pay close attention to each pet’s behavior and comfort level, especially during the adjustment period. My goal is to create a safe, low stress, loving environment, and I provide regular updates so owners always know how their pet is doing.

Sitter Profile Image: Alissa A.
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Alissa A.
from
$22
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Greenfield, WI, 53221

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.
Sitter Profile Image: Graciela O.
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Graciela O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

About: As a former track and cross country athlete, I love long, fast paced walks. I also have a stubborn mini dachshund, so I have patience with slower dogs as well.😂 Clients are able to request locations for walks if desired. I offer walks on forest trails, the Greendale Village, or in your neighborhood! I am currently working part time. I will be able to take on more and longer walks in the summertime since I will not have my online college classes going on. You can expect many pictures of your pup on their walk. If your dog is friendly, I also have a mini dachshund that would love to keep your dog company on walks!

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

Kelly was thorough and cared well for our baby dog! She is so professional and kind.

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Lauren P.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$15
per visit
5.0 out of 5 stars
6 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: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
267 reviews
62 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey was a pleasure to work with start to finish. She listens well and you can tell that she really loves to take care of pets. This gave us assurance that while we were overseas on vacation, we knew that our beloved pet would be taken care of with love and compassion and according to our instructions/requests. She went out of her way to take care of other things outside of norm of pet sitting regarding our house, including bringing in the mail, taking care of our trash pickup, watering our plants, and picked up our flag that fell off of the post and put it in our garage for us, etc....Kailey took the time to send updates and pictures of our pet after the pet visits, which helped assure us of his current condition. I highly recommend her for your pet/house sitting needs!

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Chris And Ruth T.
Sitter Profile Image: Alexandra F.
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Alexandra F.
from
$20
per visit
5.0 out of 5 stars
34 reviews
7 repeat clients
25 years of experience
Franklin, WI, 53132

Alex was great! We knew our cats were well taken care of and got lots of love while we were gone. She did a great job with everything, including their complicated feeding routine. We also appreciate the updates and pictures while we were gone. Will definitely book her again!

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

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

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Karla B.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$20
per visit
5.0 out of 5 stars
521 reviews
94 repeat clients
5 years of experience
West allis, WI, 53219

Sarah did it again! We have a whole herd at our house between resident and foster dogs and she gave great care to everyone. We just feel so much better having her stop by when we are gone for a long day.

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

Hailey is wonderful! She communicates great and made me feel very comfortable to have her care for my pup. She provided excellent updates and pictures from her visit that gave me peace of mind. Charlie warmed up to her almost immediately he loved her!!

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Nitalia D.
Sitter Profile Image: Bill B.
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Bill B.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Greendale wi, WI, 53129

About: I have many years of experience caring for and training my own pets and fostering a few along the way. I am an avid rescuer and love taking care of animals from all walks of life. High energy, elderly, barkers, wigglers even the stinky are welcome. I take pride in providing care for your pet. Cheers! I work full time but can stop by and walk before or after work. Morning and nights are available, hoping to go full time soon. We currently are pet free after a difficult and sudden passing but we have a woodsy backyard and a grassy front yard that a pooch can get some good exercise in. Two teenage boys to help with playtime and wife that loves to take dogs for jogs.

Sitter Profile Image: Katie N.
Verified Background Check
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: Kelsey W.
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Kelsey W.
from
$18
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
3 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: Ashley J.
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Ashley J.
from
$20
per visit
4.9 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Greendale, WI, 53129

Ashley was incredible to work with! She was quick to respond, communicated clearly and remained flexible with scheduling. Ashley sent me photos of Oliver and shared how the visit went. He clearly adored her from the photos! She also brought in a package that was delivered. This was my first Rover experience. I'm so grateful to have connected with Ashley! She will definitely be my go-to when I have to travel. Thank you, Ashley!

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Raechel R.
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.
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The median cost per visit for pet sitting in Greendale is $20

Pet parents share their Rover experiences - Greendale

1 / 1
5.0 out of 5 stars

Rachel completely exceeded my expectations. My kitties loved her. Rachel’s communication was excellent. The photos were great! We looked forward to seeing them every day. I would definitely request Rachel again.

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Beth K.
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

Alexandra was an excellent petsitter! We’d just moved to the state and were very nervous about leaving the care of our cats to a new person but she completely alleviated those fears. She was incredibly flexible and communicative throughout the petsitting. We will definitely book her again!

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A'Lexus M.
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

Amanda always does such an amazing job with Gwar! She is timely, follows instructions and my cat absolutely adores her. I will always book with her when she’s available!

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Danielle N.
Drop-In Visits
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

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

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
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  • 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?

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  • 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 pets like family

  1. 1. Search

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Popular requests for pet sitting - Greendale

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Sitters in Greendale average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Greendale

Frequently asked questions about Rover

The average cost for Pet Sitting in Greendale on Rover is $17.76 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 2,435 sitters on Rover offering Pet 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.

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 Greendale. On Rover:

  • 93% 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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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