Dog Sitting Greenfield

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Over 190
pet parents in Greenfield have booked dog sitting

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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: Lexi K.
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Lexi K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
154 reviews
47 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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Monica M.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
107 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: Tracy S.
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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!

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

My boys were so happy when Grace was here. She did an amazing job of giving them lots of exercise and TLC while we were away. I highly recommend her services to any dog parent! Thank you, Grace!!!

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Rebecca M.
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: Hayley J.
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Hayley J.
from
$14
per visit
2 years of experience
Alverno, Milwaukee, WI, 53221

About: I am a lover of all animals (dogs, cats, snakes, you name it) and have always owned cats. I've regularly dogsat for family members while they're on vacation, but my cat Lily does not get along well with dogs, so I have never had one personally. I am very active and outdoorsy, and would make sure your furbabies remain active and happy while they're being cared for by me. I am comfortable caring for animals who may require a little extra love, as my family cat Lily is a senior girl who requires twice daily medication. I work a part-time service industry job, so I am always available before 3pm on weekdays, and do not tend to work very long shifts on any day of the week other than Saturday. My schedule varies every week, but I would not accept a job for days that I will be working too much. My family cat, Lily, is 17.5 years old with severe hearing loss and a twice daily medication. I regularly medicate her and ensure she is happy and healthy throughout the day, and would do the same with your furbabies.

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

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

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Katelyn C.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$13
per visit
5.0 out of 5 stars
43 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53219

Amanda is great with my dogs and is super flexible which is so helpful. We have been using her for months and have loved having her watch them!!

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Madison D.
Sitter Profile Image: Luke L.
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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: 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: Brianna J.
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Brianna J.
from
$20
per visit
5.0 out of 5 stars
5 reviews
5 years of experience
Yankee Hill, West Allis, WI, 53227

About: I've lived and taken care of different types of animals like dogs, cats, and small animals all different sizes as well. I've also taken care of puppies and kittens too and have experience with bottle feeding and giving medicine if needed. Im currently working full time during the week at home, and I could definitely hang out with your cats or dogs when u need me too. Its me and my boyfriend at the apartment so there will always be someone home to take care of the pets. We got 3 of our own adult cats. I have 2 cats and I live in a pet friendly apartment I also have lots of parks and trails to take your pet too.

Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$17
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Greenfield, WI, 53228

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.
Sitter Profile Image: Lilly C.
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Lilly C.
from
$18
per visit
5.0 out of 5 stars
82 reviews
20 repeat clients
5 years of experience
Milwaukee, WI, 53227

Lilly was amazing with our two cats while we were gone for a week! Both of our girls absolutely loved her (even our shy kitty) and warmed up to her instantly. She is very communicative and goes above and beyond. Do yourself a favor and hire her! ?

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Kylie O.
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: Bill B.
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Bill B.
from
$20
per visit
5.0 out of 5 stars
7 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 am home a lot and can be there for your pet most days and nights. I like having a walking buddy and I like staying active 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: Stephany N.
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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!

Sitter Profile Image: Tara F.
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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: 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: 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: Alexis S.
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Alexis S.
from
$35
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
12 years of experience
Highwood Estates, Milwaukee, WI, 53219

Alexis was reliable, caring, and attentive to our cat’s needs. They were well taken care of, and we received regular updates, which put our minds at ease. Highly recommend her services.

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Jennifer D.
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The median cost per visit for dog sitting in Greenfield is $20

Dog parents share their Rover experiences - Greenfield

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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

Another amazing drop with Jenn. Walk, food/drink, and play time. Jimmy always loves to see her - maybe more than me!

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

Patricia is always wonderful with our dog and her services! She’s always prompt, a good communicator, and we come home to a happy Juno! We feel confident rebooking her over and over! Highly recommend Patricia!

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Julie A.
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

She was professional and very kind. Provided great updates regularly as well. Would recommend to anyone!

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Kayla S.
Drop-In Visits
5.0 out of 5 stars

Nicole was a wonderful sitter for our 4 cats. Throughout our week away, Nicole kept me updated with daily reports and photos of our cats looking very happy and relaxed. She spent lots of time playing with them everyday which they clearly loved. In addition she watered my patio plants. I recommend Nicole whole heartedly to anyone who loves their pets and values their happiness.

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Paula J.
Drop-In Visits
5.0 out of 5 stars

Have nothing but great things to say about Katherine. All of our pets love her! Great with communication.

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Todd S.
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

Kimberly has been amazing with our little Yeti! He loves when she comes to visit him during the day while we’re at work

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

Another great drop in day with Sarah! Spent time playing and being outside. Came home to a happy pup!

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Jenna Z.
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

I have used her multiple times for my first dog, and with my second now. She is wonderful especially since I am night shift and she is able to accommodate those night time hours. She is wonderful with the dogs. I recommend her 100%🤗

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Gaby S.
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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Sitters in Greenfield average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Greenfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Greenfield 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 2,230 sitters on Rover offering Dog Sitting across Greenfield. 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 Greenfield 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 Greenfield 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 Greenfield 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 Greenfield. 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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