House Sitting in Rolling Green, Milwaukee, WI

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Top rated Rolling Green 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: Mallory S.
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Mallory S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
30 years of experience
West Allis, WI, 53719

Mallory is so nice! She ensured that Kermit was comfortable despite fireworks and a thunderstorm in the same weekend. She sent us updates twice a day to reassure us that he was doing okay.

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Miranda D.
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

Emily was absolutely incredible. She went above and beyond while caring for Bruster and kept me updated with thoughtful messages and great photos, which gave me so much peace of mind while I was away. It was clear how much attention and care she gave him, he was happy and clearly very well loved when I got home. I will for sure be booking with her again! Highly recommend!

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Samantha B.
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

Jenn was awesome with our pets, we had no worries or anything while we were away. She made us feel very comfortable and took great care of our babies! We would definitely use her again, and would highly recommend!

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Brianna J.
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

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

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Lexi M.
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 took good care of my precious Joey and my home while I was on a vacation. She sent updates and gave him lots of love. I appreciate her professionalism .

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Michele R.
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: 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

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

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Marie G.
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 great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
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 came home to 4 happy healthy fur babies from our week long vacation. Lots of photos and check ins were sent to ease our mind. Our bed sheets were washed and bed re-made, house stayed clean. There is no doubt I will use Pat again. AMAZING!!

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Jen M.
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

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

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Tia R.
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: 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: 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 is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

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Kim A.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: 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: 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 was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
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: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
7 years of experience
Wauwatosa, WI, 53213

Libby was wonderful with taking care of my cat and dog! She made sure they were both safe, fed and exercised. She also did extra house needs, like taking in the mail, watering the flowers and attending to my garbage cans on weekly pick-up! Highly Recommended!

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Barbara B.
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Rolling Green pet parents share their Rover experiences

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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

Emily was wonderful with my two cats, Monty and Peanut, while I was out of town for a few days. She stayed at my house and kept them company. She checked in with me a couple of times a day with photos and any updates or questions. I felt much more at ease while I was gone, knowing that Emily was taking such good care of them. I would and will have her back again.

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Joette R.
House Sitting
5.0 out of 5 stars

Rachel was amazing with my dog Zoey! Zoey is a timid dog that needs a sitter who is patient and kind. Rachel also provided amazing updates throughout the day. Will be booking again!

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Kim C.
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

Caitlyn checks in once a day with pictures, which I really appreciate, and is super communicative. She’s catsit for me twice now and does a great job - I will absolutely continue to schedule with her!

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Tressa S.
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

Mara watched our 2 pups for a week while my husband and I were on vacation. She sent us daily updates and cute pics of our pups, which put my anxious mind at ease while we were many miles away. I highly recommend he to others!

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Nicole W.
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

This was our first time using Alex to watch our pets and it won’t be the last! He did a great job with our two dogs and three cats and taking care of our home. He kept us updated regularly and sent us photos. He was very respectful of our home! I would definitely recommend Alex and will be using him in the future!

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Kathryn E.
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

Anthony was great at accommodating a short notice house sitting for my 2 dogs. They were well taken care of and I would use Anthony again!!

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lynn t.
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
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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

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Rolling Green 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.

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

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Rolling Green.

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. Rolling Green 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.