House Sitting in Greenfield

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Top rated Greenfield house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
101 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.

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Kyleigh S.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
54 reviews
28 repeat clients
6 years of experience
West Allis, WI, 53227

My cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.

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Heather T.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
11 repeat clients
14 years of experience
Wedgewood, Milwaukee, WI, 53220

Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!

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Jessi W.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
94 reviews
25 repeat clients
30 years of experience
Franklin, WI, 53132

We loved having Pat watch our 2 fur boys. She sent pics and texts and we felt so comfortable knowing that Dill and Rocky were in great hands!!

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Linda G.
Sitter Profile Image: Maya M.
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Maya M.
from
$28
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Greenfield, WI, 53228

About: Surrounded by dogs my entire life, I’ve helped care for family pets and lovingly raised my own for 3 years. I provide walks, playtime, feeding, and a safe, loving space while keeping owners informed. Available Saturday and Sundays for walks, drop-ins, and pet sitting. I’m dependable, follow your pet’s routine, and always share photo updates so you feel comfortable while you’re away. I make sure pets feel safe, loved, and supervised. I follow your instructions, keep everything secure, and send updates. I also have a friendly, energetic dog who’s happy to play — only if you and your dog are comfortable.

Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$64
per night
5.0 out of 5 stars
111 reviews
32 repeat clients
40 years of experience
West Allis, WI, 53227

Jen has been so responsive and communicated with us during the process of hiring a pet sitter from Rover for the first time. More importantly she did a phenomenal job caring for our pets. We will definitely request her again!!

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Diane C.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$50
per night
5.0 out of 5 stars
462 reviews
85 repeat clients
5 years of experience
West allis, WI, 53219

Sarah was so great watching Michael! We really appreciated all the updates and photos, and he seemed so comfortable with her. Thank you Sarah!!

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Hannah T.
Sitter Profile Image: Emma B.
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Emma B.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
21 years of experience
Hales Corners, WI, 53130

Our pups enjoyed Emma's stay so much! Can't wait to have her back the next time we are out of town.

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Kathleen K.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
36 reviews
16 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

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Kate C.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a fantastic job watching Tuukka while we were traveling to India for a wedding. She sent daily updates with lots of photos and we knew our pup was well take care of when we were away!

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Anna C.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Alyssa T.
Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
129 reviews
37 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

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Mary M.
Sitter Profile Image: Courtnee S.
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Courtnee S.
from
$28
per night
4.0 out of 5 stars
3 reviews
19 years of experience
Woodland Court, Milwaukee, WI, 53220

About: I have 16+ years pet care experience with Dogs, and 20+ years experience with dogs. I treat my pet companions like family, always. My dog Marley gets walked, bathed and has daily playtime. My cat Katara has daily playtime and even plays with me and my pup. They are two peas in a pod and love each others time. I have experience administering pets meds as well as bathing cats and dogs. Pet care falls into my daily routine naturally. My pet babies know when I get home they get 1 treat, Marley knows he goes out to use the bathroom and goes for his daily walk. When Marley and I get back from our walk its playtime for all three of us. I have a very nice pet friendly apartment complex, as well as many safe areas for us to explore! I can provide animal care services on an as needed basis, I will just need to be notified ahead of time of meds, allergies, pet specific foods etc.

Sitter Profile Image: Hannah W.
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Hannah W.
from
$50
per night
5.0 out of 5 stars
30 reviews
19 repeat clients
10 years of experience
Alcott Park, Milwaukee, WI, 53228

Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - which is tough to do considering he is a energetic puppy! Thanks again, Hannah!

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Ashley P.
Sitter Profile Image: Alexis W.
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Alexis W.
from
$57
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Jackson Park, Milwaukee, WI, 53219

We came home clean house and my Esther was taught a trick and very disciplined on the leash in backyard. Alexis is so loving and I highly recommend her. She checked in with us throughout our trip. She is the best!

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Michaelchad B.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
91 reviews
24 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

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Meredith H.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$75
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
5 years of experience
Hales Corners, WI, 53130

Kelsey was great with our 2 year old, high energy Samoyed while we went on a two day bike trip! She proactively asked to do a home visit first, which we were grateful for and it helped relieve some stress for us before our trip. It was clear Kelsey read all the info we prepared to help her have a fun stay in our home, and she sent lots of photos and updates. We were fully able to enjoy our time away as a result. She had great judgement about walking our double coated dog in the heat and rain. Our home was as clean as we left it upon our return. We’ll definitely book with Kelsey again!

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Carla I.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
18 years of experience
West Allis, WI, 53227

Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.

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Janice S.
Sitter Profile Image: Amanda P.
Verified Enhanced Background Check
Amanda P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Franklin, WI, 53132

About: As a little kid, I grew up with a dog and then got two dogs of my own as an adult. I raised all my dogs from puppies all the way through to end of life. I have dog sat for family and friends as well so I have experience with many breeds and conditions of care. I am currently available most weekends for whatever your fur babies need and I have some flexibility with my schedule during the week so I may be able to help out! I have a large (unfenced) yard for dogs to play in. I have a crate if needed. I have a walking path nearby to take long walks.

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Greenfield pet parents share their Rover experiences

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5.0 out of 5 stars

She was absolutely wonderful with our fur babies left the house as spotless as she arrived. The kids were tuckered out when we arrived back home.

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Kelly N.
House Sitting
5.0 out of 5 stars

Caitlyn was once again outstanding. She provided excellent care for our five dogs and accommodated our newest addition on short notice. She handled Mayhem’s medications perfectly (which is an absolute necessity as she has Addison’s Disease) and shared lots of regular photo updates, which we greatly appreciated during our 10-day absence. Our dogs clearly adore her and are always excited to see her. This is our fourth time using Caitlyn, and we hope she’ll continue to sit for us! I really can’t say enough good things!

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Cam H.
House Sitting
5.0 out of 5 stars

Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.

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Janice S.
House Sitting
5.0 out of 5 stars

Stephanie was amazing with our dogs! She was on time, communicative, helpful, and easy to get along/work with. We would absolutely have her over to hang with the dogs again. Thank you Stephanie!

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Kaye R.
House Sitting
5.0 out of 5 stars

Melissa was amazing with our two labs. She took impeccable care of them and our home. She is conscientious, organized and soooo kind! Our girls loved her. Lots of pictures and updates. Our minds were at ease during our last minute getaway! Would absolutely recommend!

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Wendy P.
House Sitting
5.0 out of 5 stars

Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!

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Cassandra D.
House Sitting
5.0 out of 5 stars

Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!

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Pamela W.
House Sitting
5.0 out of 5 stars

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
House Sitting
5.0 out of 5 stars

Samantha was great. The dogs loved her from the meet and greet and she was in constant communication sending lots of pictures. Had complete piece of mind with her watching them.

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Scott B.
House Sitting
5.0 out of 5 stars

I always feel so comfortable leaving my dog and my home in Holly's care. Communication is excellent, as is reliability and a willingness to go the extra mile.

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Anne T.
House Sitting
5.0 out of 5 stars

Alissa was amazing! I can’t say enough good things about her. Her communication was phenomenal and she went above and beyond to take great care of our dog while we were away on vacation. The house was perfect when we got back and she sent numerous updates and pictures while we were away. We would gladly welcome her back!

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Kristen A.
House Sitting
5.0 out of 5 stars

Emma did an amazing job watching my animals and housesitting!! I think my dog and cats probably love her more than me🤣

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Donna L.
House Sitting
5.0 out of 5 stars

Alex did an awesome job caring for our cats and our home while we were away for almost 2 weeks. Sometimes our cats get anxiety when we go out of town but I could tell our cats were comfortable with her when she came for the initial visit before we left and all 3 cats seemed to be happy and content when we arrived back home which was pleasant to come home to. We highly recommend Alex for overnight visits!

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Chelsea H.
House Sitting
5.0 out of 5 stars

We can't speak highly enough of Katherine who has watched our house and pets numerous times. She is caring, thoughtful, and provides the pets (dog and 2 cats) with all the attention they need and then some. We came home to a spotless house and felt comfortable/like the pets were in good hands while we were abroad.

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Todd S.
House Sitting
5.0 out of 5 stars

Rose was awesome! Our Furry Herd isn't easy, especially with multiple dogs on multiple meds. She handled it all perfectly. The pups liked her very much, even Mayhem, who is sometimes super shy. I appreciated her willingness to take all of this on at the last minute, on a holiday weekend, so that we could go on an impromptu trip overnight. I felt very comfortable that our pups would be well taken care of, and loved that she messaged us with a question. Thanks, Rose!

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Cam H.
House Sitting
5.0 out of 5 stars

Rebecca was a stellar dog sitter. She watched our 12 year old lab-pit mix 'puppy' in house for a week and said the pleasure was hers. She exceeded instructions we left. One picture she sent shows Cali sunning herself on a blanket with Rebecca in the backyard. We would definitely recommend Rebecca to others looking for in house dog care.

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Elaine J.
House Sitting
5.0 out of 5 stars

Serena was an excellent house sitter. She followed all the directions we gave her and took great care of our dogs. I would 100% book again. She is very sweet.

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Kaysi W.
House Sitting
5.0 out of 5 stars

Joely was amazing with Oakley, several pictures and mentions of each day was fantastic. She really is amazing with animals. Highly recommend.

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Josh D.
House Sitting
5.0 out of 5 stars

Thank you for taking great care of Henry & Emmy. The peace of mind you give us is so wonderful. You are appreciated Katie. David & Julie

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David C.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Greenfield is $50

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 house 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.

Sitters in Greenfield average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Greenfield on Rover as of Mar 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Greenfield house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 1,203 house sitters in Greenfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Greenfield house sitters respond in under an hour.

House sitters in Greenfield have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Greenfield.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Greenfield house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.