House Sitting in Greendale

Find a loving house sitter to watch over your pets and your home.

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Top rated Greendale 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: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
18 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

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

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

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Jordyn
Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Greenfield, WI, 53228

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
117 reviews
34 repeat clients
40 years of experience
West Allis, WI, 53227

This was our first experience with Rover and we feel so fortunate to have found Jenn. It was our first time leaving our two dogs in the care of someone other than family. She sent us regular updates and photos. We can home to two very happy and well taken care of pups! Jenn was very responsive and professional. We would certainly use her again and highly recommend her.

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Andrea W.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Mary Ellen G.
Sitter Profile Image: Justine R.
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Justine R.
from
$60
per night
20 years of experience
Euclid Park, Milwaukee, WI, 53227

About: I’ve been a devoted animal lover and pet owner for as long as I can remember. From dogs and cats to caring for pets with unique personalities and needs, animals have always been a huge part of my life. Currently, I share my home with a lovable, mischievous hound mix who keeps me on my toes and a cat who completely stole my heart. A few years ago, I lost my soul dog, Jersey, and that experience deepened my understanding of the special bond we share with our pets. I know firsthand how difficult it can be to leave them behind and trust someone else with their care. That’s why I treat every pet as if they were my own—with patience, affection, attention, and plenty of love. Whether your pet needs a quick drop-in visit, playtime, cuddles, a walk, or simply a friendly face while you’re away, my goal is to make them feel safe, happy, and cared for. I also know how important peace of mind is for pet parents, so you can expect regular updates, photos, and communication throughout my visits. Because I work from home, I have a flexible schedule that often allows me to accommodate drop-in visits and pet care needs throughout the day. I’m committed to providing dependable, compassionate care and building a trusting relationship with both you and your pets. I look forward to meeting your furry family members and becoming someone you can count on whenever you need a helping hand! 🐾❤️ I work from home and have a decently flexible schedule. I have a young son and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.

Sitter Profile Image: Marilia D.
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Marilia D.
from
$75
per night
5.0 out of 5 stars
81 reviews
25 repeat clients
15 years of experience
Wilson Park, Milwaukee, WI, 53221

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

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Mark M.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
208 reviews
38 repeat clients
9 years of experience
Muskego, WI, 53150

Elizabeth was absolutely phenomenal. Leaving my dog for the first time with someone I didn’t know was nerve wrecking however Elizabeth put all my nerves at ease. Our 9 month old rambunctious golden adored her. She sent pictures, updates, and did everything possible to make it the best weekend for our girl. I could not recommend someone better to watch your best friend! We are having her back in a few weeks and I feel so great knowing Elizabeth will be at our house. If she’s available, book her!!! You won’t regret it!

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Lauren M.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$60
per night
4.8 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Muskego, WI, 53150

Quazaye, filled in for one night when my other sitter couldn’t be there. She kept me informed and sent pictures. I will definitely ask her to pet sit again.

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

It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.

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Carol M.
Sitter Profile Image: Melissa F.
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Melissa F.
from
$68
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
25 years of experience
WEST ALLIS, WI, 53227

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.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$70
per night
4.9 out of 5 stars
266 reviews
107 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

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Chris P.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
10 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.

Sitter Profile Image: Christa K.
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Christa K.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!

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Georgia H.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.7 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Jordan D.
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Jordan D.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Avenues West, New Berlin, WI, 53151

Jordan was fantastic! She did a great job housesitting and taking care of our dog and other animals while we were away. Our dog is very anxious when separated from us, and hasn't done well boarding in the past. This was our first experience with a sitter in home, and Jordan made the process super easy! Winston loved her, Jordan kept us up to date with regular communication...I can't say enough good things! We'll definitely re-book with her in the future! Thanks Jordan!

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Jennifer M.
Sitter Profile Image: Alexis G.
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Alexis G.
Star Sitter
from
$47
per night
5.0 out of 5 stars
12 reviews
8 repeat clients
6 years of experience
Greenfield, WI, 53221

Alexis was super communicative and took great care of our dog while we were away!

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K M.
Sitter Profile Image: Audrey N.
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Audrey N.
from
$28
per night
1 year of experience
Greenfield, WI, 53228

About: I’ve been the go-to pet sitter for my family and friends for years because I actually enjoy the 'tricky' stuff. From helping my own senior dog with bladder issues to winning over an abused, reactive Rottweiler, I have a lot of heart for pets that need a little extra patience. I’m also totally comfortable with bearded dragons and cats! I’m used to walking dogs in areas without fences, so I’m very careful on the leash and always keep safety first. I’ve had to clean up after bad sitters so I'll make sure your house stays spotless and your pets stay happy while you’re gone! Animals are a huge part of my daily life, so I build my schedule around making sure they feel safe and cared for. I’m currently available Monday-Sunday with Flexible Hours and am always happy to help with last-minute requests or holiday bookings when you're in a pinch. Which is perfect for seniors needing extra potty breaks or reactive pups who need a calm, un-rushed walks. I make your pet's routine my top priority every single day! Safety is Always my top priority, but keeping your pets happy is a close second! Whether I’m hanging out with your cat, dog, or bearded dragon (exc. I stick strictly to the routine you’ve set so they feel totally secure while you're gone. Since I’m used to walking pups in areas without fences, I’m always extra careful to double-check leashes and harnesses before we head out the door. I’m also a bit of a neat freak so I’ll make sure your home is pet-proofed and leave it even cleaner than I found it. I’m a big believer in open communication, so expect plenty of photo updates of your best friends (scales or fur!) so you can relax knowing they’re in great hands!

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Over 81
pet parents in Greendale have booked house sitting

Greendale pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Maya was AWESOME! We needed a last minute Rover to stay at our house and watch our 2 pups for a night and she was such a good fit for the job. Super communicative & sweet — we always received the cutest pupdates. Our dogs were 100% in great hands & we’ll definitely be booking with Maya in the future! 😊

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Jenna H.
House Sitting
5.0 out of 5 stars

Elaine Grace was great with my cat Winston! He was well cared for when I returned home. She gave him a lot of attention and gave me updates daily.

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Rebecca E.
House Sitting
5.0 out of 5 stars

Hannah always goes above and beyond, and knowing that she is taking care of Kai gives me such peace of mind! She is truly great with animals, and treats them like one of her own. I cannot recommend her enough!

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abigail b.
House Sitting
5.0 out of 5 stars

Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

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Gwen P.
House Sitting
5.0 out of 5 stars

We use Amanda multiple times a year and she is great! I love the daily photos of our pup, and I know she with take great care of our big guy. Thanks, Amanda!

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Erin F.
House Sitting
5.0 out of 5 stars

Adrianne is amazing! She was communicative, asked thoughtful questions during the meet and greet, and ensured meds were delivered to a picky eater. We hope to have her back for future vacations!

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Beth K.
House Sitting
5.0 out of 5 stars

Anya did a great job with our dog! Even when the power went out due to a wind storm she helped make sure the house was good/safe while taking care of the dog. 10 out of 10, would recommend.

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Kyle 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

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

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

Alyssa was great! She followed all my instructions for Gracie and gave her plenty of playtime and cuddles. I got very detailed updates daily on what they did and many pictures and videos. I would highly recommend her as a pet sitter!

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Nancy B.
House Sitting
5.0 out of 5 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
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
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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 Greendale 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 Greendale 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 Greendale on Rover as of Jun 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 Greendale 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 Jun 2026, there are 1,220 house sitters in Greendale. 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, 86% of Greendale house sitters respond in under an hour.

House sitters in Greendale have an average of 16 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 Greendale.

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. Greendale 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.