Dog Sitting Greenfield

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

End
Search

Over 146
pet parents in Greenfield have booked dog sitting

Greenfield, Find top rated dog sitting

1 / 1
Sitter Profile Image: Annabella K.
Verified Enhanced Background Check
Annabella K.
from
$14
per visit
20 years of experience
West Allis, WI, 53214

About: Animals have always been a huge part of my life! I’ve grown up around dogs of all sizes, especially larger breeds, and have plenty of hands-on experience caring for them. I’ve personally owned two Pit Bulls, one weighing 70 pounds and the other 132 pounds, along with a Pomeranian, so I’m very comfortable handling dogs with different sizes, personalities, and energy levels! My family has always had larger dogs and has trusted me to care for their pets while they’re away. I’ve also helped friends with cat sitting, so my love and experience extend beyond just dogs! For the past year and a half, I’ve been a stay-at-home mom, which has taught me even more about patience, responsibility, and maintaining a loving, attentive environment. I understand that pets are family, and I want every pet in my care to feel safe, comfortable, and loved. Whether your furry friend needs walks, playtime, feeding, companionship, or just some extra love while you’re away, I’ll treat them with the same care and attention I’d give my own pets! As a stay-at-home mom, I have a very flexible schedule that allows me to accommodate a variety of pet care needs throughout the week, including weekdays and could be flexible depending on weekends. I’m happy to provide dog walking, drop-in visits, feeding, playtime, and companionship while you’re away. My 1½-year-old would accompany me during visits, so I ask that pets be comfortable and safe around young children. I understand how important it is to find someone dependable to care for your furry family members, and I’m committed to providing reliable, loving, and attentive care while working around your pet’s individual routine! Your pet’s safety, comfort, and well-being are always my top priorities! While I do not offer pet care in my own home, I’m more than happy to provide care in the comfort of yours, where your pets can remain in their familiar environment and maintain their normal routines. I have experience caring for dogs of all sizes, including large breeds, as well as smaller dogs and cats. I understand that every animal has its own personality, needs, and boundaries, and I always take the time to make sure they feel safe and comfortable. Since my young child accompanies me, I only accept pets that are comfortable around toddlers. I prioritize safe interactions, close supervision, and respecting each animal’s personal space. I’m also happy to follow any specific feeding schedules, walking routines, household rules, or special instructions you provide. My goal is to give you peace of mind knowing your pets are receiving dependable, compassionate care while you’re away!

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

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

Profile image
Fran S.
Sitter Profile Image: Aliyah A.
Verified Enhanced Background Check
Aliyah A.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New berlin, WI, 53151

“Aliyah has been great with our puppy! She’s very responsive and sends the best photos”

Profile image
Melissa H.
Sitter Profile Image: Paige J.
Verified Background Check
Paige J.
from
$15
per visit
5.0 out of 5 stars
• 1 review
25 years of experience
Greenfield, WI, 53220

About: My entire life I have been around dogs and other animals. I love being around them and seeing their excitement as they chase a ball or meet new people. I would love to have the chance to meet your pets and care for them. I am reliable and trustworthy and will provide a great service for you and your pets. I am an accountant who works from home and has a pretty flexible schedule so I'll be available during the day to go care for your dogs! I make sure my dog gets lots of attention. She gets treats occasionally and also gets cuddles every night. I also make sure to let her outside to play and use them bathroom anytime she needs.

Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 97 reviews
37 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”

Profile image
Sarah H.
Sitter Profile Image: Michaela K.
Verified Enhanced Background Check
Michaela K.
from
$24
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“This chick is phenomenal! She has a great personality and is very engaged with animals. My German shepherd loves her and even gets to play in the water with her. Her communication skills are stellar. I received live updates and photos while at work. If you want someone reliable and dedicated to your fur babies, she is it. I HIGHLY recommend her! <3”

Profile image
Katrina B.
Sitter Profile Image: Ryan T.
Verified Enhanced Background Check
Ryan T.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
West Allis, WI, 53214

About: I am a zookeeper so I absolutely love animals! I’ve had pets my whole life. Currently I have a fish. Just recently my cat passed away, and my dog passed away 2.5 years ago. I’m looking to help others out by watching and taking care of their fur children. I am good at walking, basic training, medicating and snuggling with pets. Most of my experience is watching pets of friends and family. Willing to care for dogs, cats, birds, fish and some other critters. I work 8-5 on a rotating schedule, meaning my off days change weekly. I can check in on pets before and after work and also before bed. I am also willing to stay with pets at your home so they feel secure and someone is with them in the evening and morning. I am free most evenings. I am willing to house sit/pet sit at my client’s house. I will follow routine and instructions for pet care, feeding and walking schedules, and clean up. I am also willing to do house checks to feed, medicate and let out pets for bathroom breaks.

Sitter Profile Image: Carolyn A.
Verified Enhanced Background Check
Carolyn A.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
15 years of experience
Cannon Park, Milwaukee, WI, 53051

About: I am an experienced cat cuddler and cat mom who has strong caregiving skills from routine feedings and litter box scooping to giving elderly cats medications and subcutaneous fluids. I also enjoy simple feedings and light walks with dogs. I am returning to graduate school in the fall, and am looking to supplement my income. I will have quite a bit of flexibility, particularly in mornings and evenings for pet care. I am looking forward to pet care breaks from my studies. In your home, I will remember it is your pet's place. I will respect that. I will offer treats, food, water, change cats litter boxes, play with wand toys, and whatever else your pet enjoys. I will build a relationship with your pet.

Sitter Profile Image: Kailey S.
Verified Enhanced Background Check
Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 286 reviews
69 repeat clients
8 years of experience
Oak creek, WI, 53154

“We always love having Kailey take care of our cats! She gives great information about the cats while we’re gone and our kitties are so comfortable with her!”

Profile image
Meredith W.
Sitter Profile Image: Denise A.
Verified Background Check
Denise A.
from
$20
per visit
40 years of experience
Milwaukee, WI, 53215

About: I work primarily from home, outside of home for just a few hours a couple days a week. I love, love love dogs! have two fur babies right now, 11 years old and quite friendly. They have a mild temperament and enjoy playing with other dogs although they have slowed down in the past few years. I've had dogs my entire life with my first dog was given to me by my father when I was 3 years old and I can't recall a long span of time where I didn't have a dog. That is except a 4 year period after my fur baby Misha passed away 20 years ago. I play with my girls daily, give them massages, brush them and just make sure they get enough attention throughout the day. We go for short walks also...they are small so they don't make it too far without tiring out. They do enjoy the dog parks occasionally.

Sitter Profile Image: April F.
Verified Enhanced Background Check
April F.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
New Berlin, WI, 53146

“April was amazing! She came through for me last minute on New Year’s Day and took wonderful care of both of my dogs. One of them is a difficult Pomeranian and she handled everything calmly and confidently. I feel completely at ease knowing they were in good hands. I’m grateful for her help and would absolutely book her again. Highly recommend!”

Profile image
Michelle B.
Sitter Profile Image: Georgia N.
Verified Enhanced Background Check
Georgia N.
from
$33
per visit
20 years of experience
Milwaukee, WI, 53214

About: I’ve taken care of both senior dogs and puppies. I’m patient and calm, but I can also handle a dog that pulls when being walked. I’m a college student, mom, and wife, but my schedule is very flexible. I can do visits at any time as long as we plan it at least 24 hours in advance. I always appreciate a detailed schedule when caring for your pet. I would like to stick to your typical routine so your pet can be comfortable when their family isn’t home.

Sitter Profile Image: Emanuela E.
Verified Enhanced Background Check
Emanuela E.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
2 years of experience
Wauwatosa, WI, 53213

“Emanuela was wonderful. Left nice notes and was very communicative. Our kitties were definitely well cared for!”

Profile image
Duncan M.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 31 reviews
5 repeat clients
5 years of experience
Oak creek, WI, 53154

“Very last minute, I realized I needed someone to drop in on my pup and take her out/ put her in her crate for bed time. Anna responded promptly, communicated clearly, and did everything I asked of her. Very thankful she stopped in and helped me out.”

Profile image
Courtney S.
Sitter Profile Image: Maria R.
Verified Enhanced Background Check
Maria R.
from
$50
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Milwaukee, WI, 53215

About: I had dogs and cats of my own throughout my life and I love to care for them as if they are my own with lots of attention . I’m always home and could care for your pet, with frequent potty breaks, play with them , and take them for walks. They will love to be in my home with lots of love and attention . I will never leave your dog or cat unattended, I will always have them next to me when I take them outside to play or potty.

Sitter Profile Image: Taylor J.
Verified Enhanced Background Check
Taylor J.
from
$18
per visit
3 years of experience
New Berlin, WI, 53151

About: I’m a graduate student looking for a lighthearted side job doing something I truly enjoy—caring for dogs! I’ve had dogs of my own my entire life and have more than five years of dog-sitting experience. I also worked for two years at a dog daycare and boarding facility, where I gained hands-on experience caring for dogs of many sizes, breeds, ages, temperaments, and activity levels. Pet care fits well into my weekly routine as a graduate student. I have no classes on Fridays, and my weekends are generally free, which gives me flexible availability for drop-in visits, walks, feeding, playtime, and check-ins. I also enjoy getting outside and would love to spend that time giving dogs the exercise, attention, and care they need. I do not currently offer pet care in my apartment, but I am happy to travel to clients’ homes for dependable walks, drop-ins, feeding, playtime, and care.

Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sara J.
from
$20
per visit
3 years of experience
West Allis, WI, 53214

About: I have 2+ years formal experience of working with dogs, I've completed a dog training course for one of my jobs as well. Pet sitting wise, I have multiple years experience. I am experienced in dog training, administering medication, daily cleaning tasks, pet bathing as well as nail trimming. I am getting my start in vet med as I recently worked in a vet clinic as well! I have full time availability so my whole day will go into caring for your pet and making sure they have an enriching time! While with your pet I can make use off all the time given and make sure schedules stay in tact as well. I can easily crate your animal if needed and have experience with working with dog kennels. I'm able to play and keep up with dogs in a wider environment like a yard, and can keep things calm in a closed one or inside the house. I am experienced in dog training so if there are any commands to be implemented I can make sure the training stays up to date.

Sitter Profile Image: Justine S.
Verified Enhanced Background Check
Justine S.
from
$25
per visit
5.0 out of 5 stars
• 41 reviews
17 repeat clients
8 years of experience
New Berlin, WI, 53151

“Justine was booked for daily drop ins for my two cats. She responded to messages quickly and followed my drop in requests perfectly. I would rebook and highly recommend her services.”

Profile image
Anne M.
Sitter Profile Image: Alexandra G.
Verified Enhanced Background Check
Alexandra G.
from
$10
per visit
6 years of experience
Baran Park, Milwaukee, WI, 53207

About: My childhood dream came true when my family showed up to an adoption center during the COVID-19 pandemic, unsure if we'd be able to bring a dog home. To our surprise, a staff member carried out a small, not-so-small, white and brown puppy: our Molly. In addition to helping raise Molly - taking her potty, leash training and playing with her and her plush toys and bones - I've also done drop-in care for friends' dogs and cats while they were at work or on vacation. Some were young, high-energy or in need of lots of belly rubs. My goal while you're away, for a few hours or day, is to help your pet feel comfortable, safe and loved! My work schedule for pet care opens up mid-afternoon to arrange walks, drop-ins and house sitting during the week. I have a lot more availability over the weekend, so I'm more than happy to arrange longer stays or check-ins, too! I'm very mindful that pet owners know their pets best and am conscious of asking clarifying questions and following instructions for care. Building trust and a connection with a pet is a priority for me, too. I want to ensure your fur baby gets the best continued care while you're away!

Sitter Profile Image: Holly J.
Verified Background Check
Holly J.
from
$20
per visit
5.0 out of 5 stars
• 42 reviews
10 repeat clients
15 years of experience
Wauwatosa, WI, 53226

“Holly has been amazing with my boy Teddy. Definitely recommend.”

Profile image
Mike S.
1 / 1
View more

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

Dog parents share their Rover experiences - Greenfield

1 / 1
5.0 out of 5 stars

Jess was fantastic and from the pictures she shared from her visit Davey loved her. We definitely woukd use her again

Profile image
Marty G.
Drop-In Visits
5.0 out of 5 stars

Once again, Mallory is so wonderful and makes our trip even more enjoyable knowing our babies are in good hands with her. Thank you so much Mallory!!

Profile image
Jenna H.
Drop-In Visits
5.0 out of 5 stars

Another great drop in experience with Jenn!!! She is prompt, reliable, and always sends great pictures! I always know my sweet boy is in great hands with her!!!

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

Rachael was a wonderful with my high anxiety dog. She knew exactly how to get her trust and the visits went well. Brinley looked happy in the pictures she sent me and that gave me peace of mind during our day trip. I highly recommend Rachael!

Profile image
Wendy B.
Drop-In Visits
5.0 out of 5 stars

Stephany was a lifesaver during my six-week trip abroad. She walked Cloud every morning, played with him, and kept in touch beyond the app updates with texts and videos, so I always knew how he was doing. When a cyst between his toes flared up, she carefully followed my care instructions, took him to the vet when it didn't improve, and managed his medication exactly as prescribed. Reliable, caring, and a fantastic communicator. Highly recommend!

Profile image
Egle L.
Drop-In Visits
5.0 out of 5 stars

This is my second time having Katie take care of my dog Nova. She was on time and followed instructions perfectly. I will be using her again :) And Nova lovessss her!

Profile image
Kestra K.
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!

Profile image
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! ❤️🐾

Profile image
Jade M.
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.

Profile image
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.

Profile image
Todd S.
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!

Profile image
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!

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

Lauren stayed with our two Aussies for an extended drop-in visit. She was terrific to work with and great with communication, and the dogs loved her. We'll definitely work with her again. Thanks, Lauren!

Profile image
Dave P.
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%🤗

Profile image
Gaby S.
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.

How to book dog sitting

  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 - Greenfield

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Greenfield average 6
repeat dog sitting clients

FAQs for Dog Sitting - Greenfield

Frequently asked questions about Rover

The average cost of Dog Sitting in Greenfield is $19 per visit as of November 2026. Most bookings cost between $13 and $22 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 2,186 sitters on Rover offering Dog Sitting across Greenfield. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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:

  • 88% of sitters can help with special care needs
  • 95% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge