Dog Sitting Greendale

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

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Over 74
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: Rachel P.
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Rachel P.
from
$15
per visit
5.0 out of 5 stars
5 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: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
220 reviews
40 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth was super reliable with watching after my cat for a short trip! She was very communicative in updating me on her plans to drop in, etc. which I greatly appreciated :) will be booking her again!

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Lauren W.
Sitter Profile Image: Tara F.
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Tara F.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
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: Lauren F.
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Lauren F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
13 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: Anna S.
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Anna S.
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna is the best and took great care of my dog, Sammy! Sammy loves her very much and looks so happy in all his photos!

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Andy P.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
125 reviews
34 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: Jessi C.
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Jessi C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
305 reviews
80 repeat clients
38 years of experience
New Berlin, WI, 53151

Jessi took great care of our 2 fur babies (cats -one needed medication daily). She gave us a daily update on how they were doing and also sent some great photos each day. A+ for Jessi! Harry and Ripley say thank you meowly much! ??

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Debra C.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
30 reviews
5 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!

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Ellen P.
Sitter Profile Image: Mary Ann G.
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Mary Ann G.
from
$19
per visit
5 years of experience
Franklin, WI, 53132

About: Reliable pet care professional with experience providing dog walking, drop-in check ups, feeding, exercise, companionship, and regular updates to pet owners. Known for excellent communication, attention to detail, and dependable service. As a remote worker, I have tons of time and flexibility within my role to provide last minute services while also providing the time and care needed for your loved pets. Our furry friends are family. As someone who has been on the receiving end of services, it is my job to make sure you feel as comfortable and at ease with my services so you can focus on what you need to while away.

Sitter Profile Image: Cindi W.
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Cindi W.
from
$17
per visit
5.0 out of 5 stars
1 review
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

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 a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊

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Althea W.
Sitter Profile Image: Jackie H.
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Jackie H.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
78 reviews
25 repeat clients
36 years of experience
Muskego, WI, 53150

Jackie is wonderful with her care for our dogs and ease in scheduling! She’s been helping us for a month now and we always come home to happy pups!

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Kim F.
Sitter Profile Image: Emma E.
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Emma E.
from
$15
per visit
5 years of experience
Wedgewood, Milwaukee, WI, 53220

About: Nothing probably sets me apart from other sitters. I always carry a mini journal and pen around with me to jot down notes or things I need to remember, especially if there are specific instructions, like dietary or playtime needs for pets. I usually am the one who takes my family dog for a walk every day since I'm the only one in my family who has the most amount of free time on their hands. If I ever dog sat for a friend's pet in my home, I usually don't really change my routine but add the necessary care requirements for both dogs. When I'm staying over at a friend's or family member's house while watching their pet, I still do a similar routine when I'm at home, but I stay on high alert and make sure I don't leave snacks or anything I bring anywhere the dog can reach.

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

Marilia took great care of our kitties while we were gone. She sent daily updates with pictures, and communicated well. I will rebook with her again. Thanks Marilia!

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Lisa S.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.

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: Desirae W.
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Desirae W.
from
$25
per visit
14 years of experience
Greenfield, WI, 53220

About: Hello!! I am a college student and have a very flexible schedule. I have grown up around dogs in my household all of my life, and I have fostered over 70+ dogs of all ages with my family. I also volunteered with multiple rescues throughout the years and have 3 rescue dogs in my household. I understand that certain animals need more attention than others and I am willing to give them my full attention. I enjoy being around dogs and am willing to meet the needs for your dog or dogs:)! A typical day, I like to walk my dogs in the morning to make sure they get their exercise. I also like to play fetch with them and make sure they are entertained during the day. Throughout their daily routine, my dogs in my household are walked in the morning and fed breakfast and dinner. They are rewarded with a treat when they are being well behaved.

Sitter Profile Image: Katlynn H.
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Katlynn H.
from
$11
per visit
3 years of experience
Greenfield, WI, 53220

About: I’m a cat-focused pet sitter who is comfortable caring for cats with different personalities, including shy or nervous cats who need patience and space to warm up. I pay close attention to each cat’s normal routine and behavior. During visits, I can handle feeding, fresh water, litter box cleaning, playtime, enrichment, and lots of companionship. I know how important it is for cat parents to feel updated, so I send photo updates after every visit. I work full-time Monday through Friday from 7:30am to 4:00pm, so cat care fits best into my schedule in the early mornings, evenings, and weekends. I’m available before work for quick morning check-ins, and after 4:00pm I have plenty of time for visits, feeding, playtime, and care. On weekends, I have more flexibility and can provide longer visits or extended care if needed. Since I only provide care in my client’s home, I focus on keeping your cats comfortable in their own familiar environment and maintaining their normal routine as closely as possible. I follow all instructions carefully, including feeding schedules, litter box care, and any specific rules for the home or cat. I make sure doors are secured, water is fresh, and cats are safe and during visits.

Sitter Profile Image: Leslie H.
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Leslie H.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Franklin, WI, 53132

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: Angie B.
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Angie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
30 years of experience
West Allis, WI, 53219

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

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Becky D.
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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

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

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

Popular requests for dog sitting - Greendale

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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 July 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 July 2026, there are 2,368 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:

  • 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.

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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