Dog Sitting Greendale

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

When are you returning?
Search

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.

1 / 1
Sitter Profile Image: Neida S.
Verified Enhanced Background Check
Neida S.
from
$13
per visit
2 repeat clients
8 years of experience
Lincoln Village, Milwaukee, WI, 53215

About: I’m a reliable and attentive pet sitter. I provide the exercise, affection, and midday relief they deserve. I treat every pet like they’re my own! Currently I’m working part time only on the weekends, so I have all the time during the week to care for your pets! I’m available Monday-Friday. My cats live the best life in my home. In your home, I care for them as my own and give them lots of love!

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
3 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!

Profile image
Emily A.
Sitter Profile Image: Juliana B.
Verified Enhanced Background Check
Juliana B.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Hales Corners, WI, 53151

About: I’ve grown up with dogs my entire life and understand the love, patience, and attention they need to be happy and healthy. Over the past several years, I’ve also dog sat for friends, neighbors, and family members, caring for pets of all ages, sizes, and personalities. Whether it’s feeding, walking, playing, giving medication if needed, or simply providing companionship, I treat every pet as if they were my own. I’m dependable, responsible, and committed to making sure your pet feels safe, loved, and comfortable while you’re away. My goal is to give both you and your furry family member peace of mind with quality, compassionate care. I recently graduated high school and currently work a part-time job, which gives me a flexible schedule and plenty of time to care for your pets. I’ve grown up with dogs my entire life and have years of experience dog sitting for family, friends, and neighbors. Whether it’s walks, playtime, feeding, or overnight care, I’ll make sure your pet gets the attention, love, and care they deserve while you’re away. I’m available most weekdays and weekends and will always do my best to accommodate your schedule. Your pet’s safety and happiness are my top priorities. I take the time to learn each pet’s routine, feeding schedule, and any special instructions so they feel comfortable and secure. I provide constant supervision, plenty of playtime, fresh water, walks, and lots of affection. I treat every pet like they’re my own and will keep you updated with photos and messages so you can have peace of mind while you’re away.

Sitter Profile Image: Abigail Y.
Verified Enhanced Background Check
Abigail Y.
from
$15
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.

Profile image
Kelly C.
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
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

Jenn cared for our cats just as if they were her own. She clearly loves cats, as evidenced by the meticulous details she communicated to me about her daily visits with them. We came home to happy cats! I will definitely ask Jenn to care for our cats again in the future.

Profile image
Emmy S.
Sitter Profile Image: Ivanna H.
Verified Enhanced Background Check
Ivanna H.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
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: Tracy S.
Verified Enhanced Background Check
Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
47 reviews
11 repeat clients
15 years of experience
West Allis, WI, 53214

She really takes care of Cora and Sky. I get great photos, videos and updates. So reliable!

Profile image
Ellen P.
Sitter Profile Image: Nicole J.
Verified Enhanced Background Check
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!!

Profile image
Drea S.
Sitter Profile Image: Elizabeth H.
Verified Background Check
Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
229 reviews
44 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth exceeded our expectations in every way. She went above and beyond to make sure our pups were well cared for and well-loved. We are already repeat customers, and we will definitely be contacting her again!!

Profile image
Annette Lovrien D.
Sitter Profile Image: Jackie H.
Verified Enhanced Background Check
Jackie H.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
81 reviews
27 repeat clients
36 years of experience
Muskego, WI, 53150

Jackie was wonderful with my animals. I typically have her daughter Elizabeth take care of them but I sprung this trip on her last minute and she already had plans so her mom was nice enough to take this booking and save my trip. Thank you!

Profile image
Brandie F.
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sarah J.
from
$25
per visit
5.0 out of 5 stars
536 reviews
97 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is a great communicator and like family to us. My dog and I think the world of her! I have a very excitable dog and Sarah handle him just fine.

Profile image
Cheryl H.
Sitter Profile Image: Lauren F.
Verified Enhanced Background Check
Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
14 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!

Profile image
Sarah B.
Sitter Profile Image: Rachel P.
Verified Enhanced Background Check
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!

Profile image
Lisa V.
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check
Marilia D.
from
$25
per visit
5.0 out of 5 stars
84 reviews
27 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia is very thorough and professional in the way she conducts herself. From scheduling a meet-and-greet to setting up a time to pick up the house key, she made sure all the details were taken care of. On the days that she popped in to feed our cats she promptly sent photos of and comments about the things we asked her to do. Our kitties were happily waiting for us when we returned from our trip, well fed and in good spirits. We will be comfortable and confident when we hire Marilia again for future bookings. Holly & Sid W.

Profile image
Holly W.
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Berenice B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
278 reviews
115 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was consistent and kept my cats from guessing at what time they will eat and get some cuddles. I appreciate this because they do not like change. She communicated via Rover only which was a bit hard because of where we were so next time I will insist on getting texts instead if possible. She was also very responsive when I asked her to do something.

Profile image
Vanessa N.
Sitter Profile Image: Luke L.
Verified Enhanced Background Check
Luke L.
from
$17
per visit
25 years of experience
Greenfield, WI, 53228

About: Lover of all animals. We have one doggo & 3 cats right now and have had 2 others dogs over the past 20 years !! Experience giving meds daily (pills & insulin) and great with walking dogs. I’m in sales and work locally. Schedule can be pretty flexible. I have no problem working my schedule around your fur babies. Mornings, days and evenings will work based on my schedule. I have a fenced in back yard which is great for our dog Chance. I’m very comfortable taking all dogs for walks, playing in the back yard and feedings as needed.

Sitter Profile Image: Sean T.
Verified Enhanced Background Check
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: Alexis G.
Verified Enhanced Background Check
Alexis G.
from
$18
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis and her husband were both so great with our animals and went out of their way to help clean up our dog after he finished playing in our yard during the mud season. I would highly recommend Alexis for your next rover booking!

Profile image
Victoria K.
Sitter Profile Image: Tara F.
Verified Enhanced Background Check
Tara F.
from
$14
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

About: I have taken care of all types of animals from fish to lizards. I take of care my own dogs and cat currently and babysit for family and friends. I currently have the summers off due to being a teacher. This allows me to have open availability all summer! I’m available for all services. I have woods in backyard and a dog park across street to provide plenty of exercise. I would take care of your pets as you wish. Anywhere from a hour walk to a few snuggles in the middle day, I’m happy to do it.

Sitter Profile Image: Stephany N.
Verified Enhanced Background Check
Stephany N.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53219

About: Providing reliable, professional care for your pet. 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!

1 / 1
View more

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

Dog parents share their Rover experiences - Greendale

1 / 1
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

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
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! ❤️🐾

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
Julia M.
Drop-In Visits
1 / 1
Find pet care near you

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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog sitting - Greendale

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Greendale average 6
repeat dog sitting clients

FAQs for Drop-In Visits - 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge