House Sitting in Whitefish Bay

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

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Top rated Whitefish Bay 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: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
110 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
184 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

They were amazing with Bodhi - on our return he seemed so happy and well cared for. They also left the house immaculate. We were just very pleased with their care of Bodhi and our house. They are great and we very much appreciate their care.

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Michael F.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
181 reviews
45 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!

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Angela 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: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

We could not have asked for a better dog sitter. Catherine stayed at our home with our dog for 12 days and took exceptional care the entire time. She sent daily updates with photos, which gave us peace of mind. Our dog was happy and healthy when we returned. We would absolutely book Catherine again and recommend her to family and friends.

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Meghan M.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

Acacia was great--responsible, easy to work with, comfortable with Tori.

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Brian T.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

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Josie H.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.7 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!

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Christine H.
Sitter Profile Image: Evelyn E.
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Evelyn E.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Upper East Side, Milwaukee, WI, 53211

Evelyn did a fantastic job taking care of our pup for a long weekend. She made sure he had food, plenty of walks, and all the snuggles while we were gone. Thanks for everything, Evelyn!!

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Samantha L.
Sitter Profile Image: Laci P.
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Laci P.
from
$60
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Shorewood, WI, 53211

About: I grew up with dogs and have lots of experience with pets of all ages. I currently have two small dogs who I adore. I started pet sitting for neighbors, friends and family when I was 11 and have continued since! You can rely on me to show up on time and stick to your pets schedule/routine. I will do my best to stick to your pets routine and make sure they are well cared for each time I come by! I work full time 7AM-4PM. I am happy to make your pets evening walk part of my routine or work around your pets schedule on the weekends! I can ensure needs such as timeliness and quality care can be met. I am currently not offering boarding services. I would be happy to accommodate any requests involving entering a clients home, crating dogs, and not entering certain spaces.

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!

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Kirstin G.
Sitter Profile Image: Travis H.
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Travis H.
from
$80
per night
5.0 out of 5 stars
345 reviews
107 repeat clients
35 years of experience
Milwaukee, WI, 53212

Travis always goes beyond the call of duty! He is amazing with our dog, communicative and always leaves our place nice and tidy after his stay. If I could give more than 5 stars I would :)

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Rosy R.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
205 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Carlie V.
Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
10 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
Sitter Profile Image: Hanna B.
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Hanna B.
from
$60
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
16 years of experience
Whitefish Bay, WI, 53211

Hannah did a great job with an overnight stay carrying for our elderly dog and our puppy. The dogs were happy when we got home and the house was well cared for. Thank you, Hannah!

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Rachel S.
Sitter Profile Image: Noelle W.
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Noelle W.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Shorewood, WI, 53211

Noelle is a wonderful sitter and took great care of our husky. He adored her. She is very communicative and took great pictures so we knew he was in good hands. 😊

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Sara P.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Whitefish Bay, WI, 53217

Elizabeth is so fantastic with my dog Daisy! She has house sat for me numerous times, she sends pictures with an update everyday (which I love!), and I will definitely call her back again! Daisy loves her too! :-)

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Lisa K.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
4.9 out of 5 stars
45 reviews
20 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: Jackie C.
Verified Enhanced Background Check
Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
147 reviews
51 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Christine H.
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Milwaukee, WI, 53202

My cats love Melissa! They are in great spirits when I come home and well taken care of when I’m away. Thank you Melissa for watching and caring for them!

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Elizabeth M.
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Over 104
pet parents in Whitefish Bay have booked house sitting

Whitefish Bay pet parents share their Rover experiences

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5.0 out of 5 stars

Laura was absolutely wonderful and my dog, Rocky, seemed very happy to be with her while we were gone! I reached out to Laura last minute when my other arrangement fell through. We squeezed in two meet and greets within a week just to be sure Rocky was a good fit for her and vice versa. She took notes and really listened to all of the info I shared about Rocky’s needs, quirks, etc. I felt very confident in leaving him with Laura and having her stay at our home. She sent a daily update with a few photos each day, and Rocky was happy as a clam playing, snuggling, and walking to the park with her. I highly recommend Laura and plan to have her stay with Rocky again later this summer!

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Elizabeth Z.
House Sitting
5.0 out of 5 stars

Melissa took great care of my special needs dogs while I was away! She really made me feel at ease during the meet and greet. I know they were well cared for.

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Jessica S.
House Sitting
5.0 out of 5 stars

Riley was such a relief for our first time using Rover for Willow since an unfortunate first experience with another pet. Not only did we have a short notice stay request but she also suggested to do a meet and greet prior to her stay to make sure both her and Willow weee comfortable. She was so flexible, great with communication and sent lots of pics! Will absolutely use Riley again when we need a sitter :)

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Lexi E.
House Sitting
5.0 out of 5 stars

Evelyn did a fantastic job taking care of our pup for a long weekend. She made sure he had food, plenty of walks, and all the snuggles while we were gone. Thanks for everything, Evelyn!!

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Samantha L.
House Sitting
5.0 out of 5 stars

Yacob took great care of the dogs and the house. I do hope he will come back again! He sent some updates knowing we would miss them! but the dogs were well loved.

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Barbara W.
House Sitting
5.0 out of 5 stars

Travis was excellent. Great communication, very responsive. Felt comfortable him taking care of our dogs. Will definetly use him in the future. Enjoyed getting pictures everyday of the dogs. Came home to a spotless house. Definetly 5 star.

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Brian S.
House Sitting
5.0 out of 5 stars

Christie took great care of my dogs as well as my home. It is difficult to meet someone once or twice then have them stay in your house but I had no concerns about Christie at all and I was able to leave and enjoy my trip without worry. My dogs loved her from the start and seemed very happy to have her stay. I will be rebooking with her!!!

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Claire M.
House Sitting
5.0 out of 5 stars

Marilia was wonderful! Our cat, Zoe, was clearly in highly experienced, responsible, and caring hands. Marilia kept in close touch with any questions that came up and send regular updates. The entire experience gave us great peace of mind and we hope to hire Marilia for future cat-care needs.

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Vicky U.
House Sitting
5.0 out of 5 stars

Ruby did a wonderful job dog sitting our dog while we were abroad for over a week! She too great care of our dog and sent daily updates. I would highly recommend her!

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Marissa W.
House Sitting
5.0 out of 5 stars

Carly was great! She was responsible and professional, paid attention to what our husky needed, and communicated clearly with us.

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Kristin S.
House Sitting
5.0 out of 5 stars

Carrianne is fantastic. She befriended my shy cat on their first meeting. Great and responsive at communicating about everything. Completely understood the medication schedule and carried it out. Really grateful to have found someone so responsible and caring.

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Eleanor H.
House Sitting
5.0 out of 5 stars

Jackie was so wonderful in helping take care of our cat and dog while we were away for a week! She’s incredibly kind, and it was clear that our animals took to her almost immediately. Jackie spent some time at our house during the week to keep our cat company, while our dog slept at her house. We came back to our home looking just as we left it. Highly recommend an would use again in a heartbeat!

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Adam T.
House Sitting
5.0 out of 5 stars

Julia was an awesome companion for my pup, Malakai, today. She arrived on time, sent me several photos and updates throughout the day, and followed all my instructions for Malakai's care. He seemed to really enjoy his time with Julia and I would definitely use her again.

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Kay B.
House Sitting
5.0 out of 5 stars

Madison’s watched our 1yo hound puppy overnight twice now - once with a cone and once without. Both times were easy, without any problems!

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Nick W.
House Sitting
5.0 out of 5 stars

Hi Michelle, Thank you for taking such great care of Una (dog) and Larry (cat) this weekend. Larry usually hides from strangers, so the fact that she sat out with you shows how comfortable they both were in your company. We appreciated the consistent updates and photos, as well as you taking Una for a walk. Thank you also for cleaning Larry's box.  The house looks wonderful, and both pets seem very relaxed. You are a pleasure to work with, and I would highly recommend your services to anyone. We look forward to booking you again in the future.

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Regina R.
House Sitting
5.0 out of 5 stars

Sarah did an excellent job. Cooper seemed to really take to her and seemed so happy in all of the pictures and videos she sent us. We have never really left him with anyone in the past and we were so relieved that she was so wonderful with him. She left our house in perfect shape and we really appreciated that. I would recommend Sarah to anyone in need of a sitter for their dog. Phil and Arlene Wesson

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Arlene W.
House Sitting
5.0 out of 5 stars

We love Ryan and so does our dog Lola! We are so happy we found him, it’s so nice to be able to travel while knowing our special needs dog is safe and happy!

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Margaret M.
House Sitting
5.0 out of 5 stars

Jeff did a great job taking care of Franzia and Bella. We were lucky he was available at the last minute and on a holiday. He sent pictures and was very good at communicating with us.

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Stephanie B.
House Sitting
5.0 out of 5 stars

Nikki was amazing!!! I felt like I could truly enjoy my vacation knowing my pup was in such good hands. She sent lots of picture and videos which I really appreciated!! My pup was so happy when I came home, seemed like he had the best time! :)

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Jagpreet S.
House Sitting
5.0 out of 5 stars

Acacia did a great job watching our dog in our house. He was well cared for. Communication was excellent.

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Angela 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay 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 1,303 house sitters in Whitefish Bay. 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 Whitefish Bay house sitters respond in under an hour.

House sitters in Whitefish Bay 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 Whitefish Bay.

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. Whitefish Bay 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.