Dog Sitting in Whitefish Bay

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

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Top rated Whitefish Bay dog sitters

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Sitter Profile Image: Terris R.
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Terris R.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Daniel F.
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Daniel F.
from
$20
per visit
5.0 out of 5 stars
58 reviews
25 repeat clients
17 years of experience
Fox Point, WI, 53217

Daniel came to our rescue when we learned of a death in the family. He was not in town when we left but took care of our cat that very evening when he returned home. He took care of our orchids and herbs and became fast friends with our cat. We are very grateful for his services.

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James I.
Sitter Profile Image: Allison Z.
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Allison Z.
from
$14
per visit
1 repeat client
25 years of experience
Glendale, WI, 53217

About: I have watched friends and neighbor's pets for years and decided to sign up with Rover. I love all animals. I have 1 dog and 1 cat, and they are family. I will walk, love and play with all pets staying with me and follow instructions given by their owners. I can watch puppies that are really like toddlers or older wiser members of your families. I am comfortable giving medications if needed. Most will sleep on my bed and yes, they are allowed on my furniture, but they are welcome to sleep or nap wherever they would like. I want you to go on vacation knowing they are happy and having a vacation of their own. I have a morning routine which includes a long walk, depending on temperature, playing in the yard with my dog and another walk usually late afternoon. Walks include walks around my neighborhood and also at parks. While your dog is in my care, I will not be going to any dog parks with them. I will have our dogs meet prior to accepting a job. They can play in my yard and once we are both comfortable with their meeting, we can schedule a time for drop off or pick up. While in my home they will be treated with love and respect. Walks and playtime throughout the day. They are allowed to sleep or hang out wherever they would like.

Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53214

About: I have owned pets my entire life. I have fostered all types of animals through different organizations for over 10 years. I’ve owned small animals, cats and dogs. Experienced sitter. I have a morning and evening routine with all animals that includes feeding exercising and cleaning up after them. I’m committed, empathetic, and responsible with animals. I treat your animals like they’re mine. I have my own personal dog who has access to the entire home. We have snuggle time feeding time, bathroom time and special pet time. Safety is a top priority of mine with your pet.

Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
55 reviews
15 repeat clients
12 years of experience
Brown Deer, WI, 53209

We had such a great experience with Anya. From the start, she was so friendly and easy to talk to, and her communication was amazing the entire time we were away. She sent lots of pictures and updates, which honestly made such a difference and really helped me relax knowing my pets were in good hands. What meant the most to me was how much she genuinely seemed to care about them. It truly felt like she loved them like they were her own. You can’t fake that kind of care, and it gave me so much peace of mind. She was also really accommodating and just made everything feel easy and stress-free. I know we will come home to happy, well-cared-for pets, and I’m so grateful we found her. I would absolutely book with her again and highly recommend her to anyone looking for someone they can truly trust with their animals.

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Holli J.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Murray Hill, Shorewood, WI, 53211

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

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Lisa O.
Sitter Profile Image: Nikita G.
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Nikita G.
from
$25
per visit
5.0 out of 5 stars
1 review
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Hi! My name is Nikita. I'm currently looking to gain more experience with dogs and other animals. I'm trying to gain experience in order to look into becoming a dog trainer. So if you decide to choose me to look after your pets I may practice with your dog! Don't worry I'll be nice, I practice with several different styles of training. While I may not have a lot of professional dog experience, I have been around all sorts of animals my entire life. Whether it's my dog that I currently own or the several dogs that I grew up around in my family. I've always had some sort of animal living around me, and I've always had a passion for caring for them.

Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$25
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
11 years of experience
Juneau Town, Milwaukee, WI, 53202

The pets seemed super happy with Alex’s visit, we’re so excited we found her here on Rover- gives us so much confidence and relief for our pets’ care needs for any future drop ins/stays. Super impressive she was able to get the puppies to cuddle up all together on her first drop-in, they clearly liked her a lot! The photos and updates were great little check ins to see the goobers acting well, enjoying some company, and resting happily. Alex is also amazing at following their specific care instructions and asking any questions to clarify or check for things. Communication is 1000/10, plus super responsive, attentive, and easy to coordinate with. Thank you!

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Stefanie V.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$17
per visit
5.0 out of 5 stars
105 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
413 reviews
115 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Abigail was terrific with my sweet cat Ladybug! I was incredibly grateful for her willingness to help me out over the Thanksgiving holiday. She sent me updates to put my mind at ease, including lots of pictures of Ladybug! I really appreciated Abigail going the extra mile and playing with Ladybug and cleaning her litterbox. It’s clear that she loves animals and it was clear that Ladybug loved having her! I look forward to booking again!

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Devin D.
Sitter Profile Image: Christie O.
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Christie O.
from
$19
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Sitter Profile Image: Whitney A.
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Whitney A.
from
$15
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Milwaukee, WI, 53211

Whitney was awesome with the two cats. The two cats were very comfortable with her. Nick and Sam can be challenging and Whitney kept us informed with clear communication. She was very caring towards the cats. I will definitely ask her to care for Nick and Sam again!

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Anne D.
Sitter Profile Image: Katarina N.
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Katarina N.
from
$15
per visit
4.8 out of 5 stars
16 reviews
13 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Liz C.
Sitter Profile Image: Qian D.
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Qian D.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
2 years of experience
Lower East Side, Milwaukee, WI, 53202

Qian was the best! She was super responsive and gave updates/pictures/videos when we asked. She took good care of our 9 year old cat when we were gone for a few days on vacation. She played with our cat, fed her churu treats, did the litter box scooping, and everything else! She was respectful of our space and our cat bonded with her. Would definitely recommend!!!

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Kendall L.
Sitter Profile Image: Lisa R.
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Lisa R.
from
$13
per visit
5.0 out of 5 stars
50 reviews
19 repeat clients
45 years of experience
Fox Point, WI, 53217

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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Mary F.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!

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Sherry D.
Sitter Profile Image: Jacquelin C.
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Jacquelin C.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
9 years of experience
Whitefish Bay, WI, 53217

About: I'd love to hang out with your dog on a walk, while I work from home (or your home!), or play with toys during a drop in check in. I work from home so I can be flexible on potty breaks. I work from home, so happy to give your pup potty breaks, walks, and play time on a flexible schedule. I'm available for morning walks also! I have two friendly small dogs, but can keep them separate if you prefer. I will keep your pup in my office with me while I work, and that will be their dedicated space. They are welcome to lay on a big dog bed or my guest bed with me while I work. They also will have access to the sun room and can watch all the rabbits and squirrels in our back yard. If you are comfortable with them being around my dogs we can also let them have run of my house while I'm at home. Your dog can be kept in a separate room by themselves with a bed and water bowl if I need to step away for a minute or they are welcome to stay in my office and lounge on the bed. I can also crate small <20 lb dogs if you prefer. For larger dogs, a crate will need to be provided. For small or older dogs, we have a small fenced yard (about 200 sq ft, fence about 3.5 ft high).

Sitter Profile Image: Laurie P.
Verified Enhanced Background Check
Laurie P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
115 reviews
49 repeat clients
35 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Laurie is proactive, easy to communicate with, and has rockstar credentials. We've booked with Laurie many times and I always feel assured that my cat is in good hands with her!

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Ellen K.
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Kim S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
153 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is prompt, communicative, and accommodating to our cats’ needs. Thank you, Kim, for providing peace of mind when we need to go out of town.

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Jane J.
Sitter Profile Image: Melanie H.
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Melanie H.
from
$13
per visit
10 years of experience
Riverwest, Milwaukee, WI, 53212

About: Your dog will be treated like family! My name is Melanie Hobbs and I would love to get to know your pets. I grew up with multiple dogs and cats and I've never been without them in my life. We have rescued all of our pets from shelters and I have loved their unique personalities, although sometimes challenging! Maebelle is skittish and crazy affectionate while Nina can be a bit of a bully and a sweetheart at the same time. They have brought a lot of joy to my house. I love big dogs, small dogs, mutts, and purebreds. If you interviewed my pets, they would tell you, "Melanie? Oh yeah, she's the best!" You can be assured your dogs will be in good hands with me.

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Over 101
pet parents in Whitefish Bay have booked dog sitting

Whitefish Bay dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Bria was great with our dog Mallie! We really appreciated her picking up a last minute request from us & taking the time to meet Mallie beforehand. She communicated quickly and left detailed feedback on her visit while we were out, which gave us peace of mind that our baby was in good hands. Will definitely be working with Bria again!!

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Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Katie provided peace of mind and lots of great love and attention to my two dogs. I can’t wait to have her help again in the future!!

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Tonya N.
Drop-In Visits
5.0 out of 5 stars

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

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Laura B.
Drop-In Visits
5.0 out of 5 stars

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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Bo B.
Drop-In Visits
5.0 out of 5 stars

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Drop-In Visits
5.0 out of 5 stars

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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Mary F.
Drop-In Visits
5.0 out of 5 stars

We loved having Elizabeth as a rover for the past year and half. Posie was always excited to see Elizabeth and she always communicated quickly with me for any bookings and details. I would highly recommend!!

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Cassie D.
Drop-In Visits
5.0 out of 5 stars

Megan was fantastic! Buddy was so happy hanging out with her. She sent lots of photos and videos and took great care of him!

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Susannah K.
Drop-In Visits
5.0 out of 5 stars

Jessica was wonderful and took such great care of our pets for us while we were gone for a week! She is a clear animal lover and bonus has the cutest pup of her own 😊 Would definitely recommend her pet services to anyone looking for reliable care!

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Anna H.
Drop-In Visits
5.0 out of 5 stars

Being away from Shadow was really hard, but Carrianne was amazing and took great care of Shadow. I felt like Shadow was in good hands and appreciated the thorough notes and photos

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Urielle B.
Drop-In Visits
5.0 out of 5 stars

Jan always takes great care of our 3 dogs. She keeps them on their schedule and gives them lots of love. When we get home the dogs are always relaxed and happy.

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Diane H.
Drop-In Visits
5.0 out of 5 stars

Melissa is a wonderful dog sitter and I can’t recommend her enough. She treated our pup as if he was her own and was very communicative with me throughout her visits. Looking forward to working with her again ☺️

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Vicki is amazing! My little Roxy warmed up to her quickly. It’s obvious she has much love in her heart for animals. Vicki is calm and nurturing. Vicki is also very responsive and on time. I felt comfortable leaving my Roxy with her right away.

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Angela K.
Drop-In Visits
5.0 out of 5 stars

We love Mia! I’m the kind of dog mom who can’t leave her baby easily. From our first meeting we knew Mia was the girl for us. She is caring, attentive & most important, Roxy approved. We will be hiring her many more times. I can’t recommend her enough!

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Angela K.
Drop-In Visits
5.0 out of 5 stars

Casey is always caring, trustworthy and respectful of our home and our dogs needs. I know our dog is well taken care of with Casey

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Jill H.
Drop-In Visits
5.0 out of 5 stars

Kim was attentive to my dog’s needs and gave her the attention and snuggles she needed when I was out of town.

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Jennifer R.
Drop-In Visits
5.0 out of 5 stars

Really appreciate the extra flexibility coming a little later than we originally discussed to give the babies dinner!

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Josie H.
Drop-In Visits
5.0 out of 5 stars

Madison was incredibly helpful when we needed a couple last minute drop ins for our dog. She sent photos with the report card and you can tell our pup is happy. I would recommend her to anyone!

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Lindsey A.
Drop-In Visits
5.0 out of 5 stars

Noelle was great! Very communicative and trustworthy. The dogs loved her and we felt totally confident she was taking good care of them!

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Josh D.
Drop-In Visits
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for dog sitting in Whitefish Bay is $20

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Sitters in Whitefish Bay average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Whitefish Bay on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

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

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

As of Jun 2026, there are 2,234 dog sitters in Whitefish Bay. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Whitefish Bay dog sitters respond in under an hour.

Dog sitters in Whitefish Bay have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Whitefish Bay.

Rover makes it easy to find Whitefish Bay dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,234 dog sitters in Whitefish Bay on Rover, so you’re sure to find the perfect match for your dog! In Whitefish Bay, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

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

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.