Pet Sitting & Drop Ins in Bradley Estates, Milwaukee, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Bradley Estates pet sitters

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

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

Anya is the best! She took care of our dog Millie while we were away for a long weekend and I couldn’t have asked for a better sitter. I felt like she genuinely cared about our dog’s wellbeing and gave her lots of love while we were gone. Anya was very responsive, trustworthy, and reliable. She sent multiple pictures and very detailed messages at each visit. I will absolutely use Anya again in the future and would recommend her to others for pet sitting needs.

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Kate G.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
178 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

Sooo grateful we found this sitter. She is caring, reliable and does an amazing job with our senior dog. Highly recommend.

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Melissa E.
Sitter Profile Image: Rachelle P.
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Rachelle P.
from
$14
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

About: I've grown up with pets ever since I was little. I've been trusted even from young ages to walk, feed, and clean up after dogs. I've never had a bad experience and I'm always willing to encounter any and every kind of dog out there with lots of love and care! I have my own pet at home, had him for 10 years. Even after so long, it's so easy and even fun sometimes to do the little things for your pets like feeding them, walking them, and just making sure you spend some quality time with them! There's never a moment I don't want to be around my pet, or any pet for that matter! I always think the key to good pet care is real love and attention. Watching for what your pets want and giving them it will make them happy. If it's attention, bring on the cuddles! If it's a walk, let's do it! And that goes for pets that aren't mine as well. I always care for them like they're mine, and will pay attention to what they want as well as what their owners know is best too!

Sitter Profile Image: Shelby B.
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Shelby B.
from
$18
per visit
4.9 out of 5 stars
78 reviews
32 repeat clients
16 years of experience
Milwaukee, WI, 53223

Incredibly reliable!!! We were hesitant to use a pet sitter as we normally travel with our furbabies but we found Shelby and she was absolutely fantastic! Her communication was prompt which was huge for me. She was punctual and completed the tasks she said she would. Shelby eased my mind as I knew the furbabies were in good hands. I would highly recommend Shelby! We will definitely use her in the future. Thank you Shelby.

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Maria
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
52 reviews
13 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

She was very helpful! It didn't work out with my dogs being at her house so we worked it out to her dropping in on them at my house to take care of them. She's one of the best!

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Anna B.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
13 reviews
2 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per visit
5.0 out of 5 stars
69 reviews
20 repeat clients
10 years of experience
Milwaukee, WI, 53223

Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!

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Haley K.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$15
per visit
3 years of experience
Brown Deer, WI, 53223

Mateo was communicative, trustworthy, and reliable. I am very anxious leaving my babies alone, especially because I just moved to the area not too long ago, and I absolutely trusted him. Thank you so much for taking such good care of my babies! 🥹

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Anya P.
Sitter Profile Image: Kristina K.
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Kristina K.
from
$20
per visit
5.0 out of 5 stars
31 reviews
14 repeat clients
5 years of experience
Brown Deer, WI, 53209

Kristina was great! Flexible and easy to communicate with before and during our trip. Our cat was very comfortable with her. We’ll definitely call her for our next trip.

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Corinne B.
Sitter Profile Image: Jes B.
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Jes B.
from
$22
per visit
5.0 out of 5 stars
93 reviews
47 repeat clients
15 years of experience
River Hills, WI, 53217

About: NEWLY RELOCATED: Welcome to The Hardy-Berndt Ranch! Our family adopted our first dog together back in 2010. Since then, we have adopted many more, fostered almost forty dogs together, and love having extra heartbeats in our home. We appreciate dogs of all sizes, shapes, breeds, and ages with a soft spot for shy dogs, big dogs, and seniors. Our resident dog, Bosley, is a friendly sort and enjoys a romp with well-matched playmates. Dogs who enjoy the company of others will be welcome to visit in our home and be with our resident dog with supervision. We also have two dog-loving kids who enjoy helping out with our "visitor dogs" by playing, reading to them, and all the cuddling they could want. Having fostered several dogs with challenging behaviors and understanding how important it is for them to be safe and comfortable, we welcome dogs who may need a little time time to “warm up” or prefer plenty of space. We would discuss this with any clients to ensure the most comfortable option for your pet(s). For dogs working on social skills or with specific training needs, our family will gladly discuss with you and do our best to reinforce the training you are working on at home. Our household is committed to helping visitors feel comfortable and receive the best possible care while you travel. We look forward to meeting you and your beloved pets! Our home life centers around our children and pets so we are home more often than not. Visiting dogs are a welcome part of our home life and the kids love meeting new canine friends (and seeing their favorites come back again!). We primarily offer care for dogs in our home. This allows us to integrate them into our routine when it works for them and their families.

Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
97 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!

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Teanna F.
Sitter Profile Image: Cynthia E.
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Cynthia E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
40 years of experience
Fox Point, WI, 53217

Cindy did a great job! She made quick friends with our kitties, spent time playing with them and gave lots of belly rubs. Thank you!!

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Mia S.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$15
per visit
4.8 out of 5 stars
18 reviews
7 repeat clients
5 years of experience
Mequon, WI, 53092

Thank you for stopping to visit Addie on such a frigid day.

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David K.
Sitter Profile Image: Genesis A.
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Genesis A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Old North Milwaukee, Milwaukee, WI, 53209

Thank you for coming on such short notice!!

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Andrea L.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$27
per visit
4.9 out of 5 stars
22 reviews
11 repeat clients
12 years of experience
Bayside, WI, 53217

Lenys was amazing with my beagle. Very flexible and answered a last minute drop-in. She also sent updates and photos. Highly recommend her!! She will treat your baby like her own.

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Anya P.
Sitter Profile Image: Selena M.
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Selena M.
from
$16
per visit
4.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Calumet Farms, Milwaukee, WI, 53224

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$18
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Fox Point, WI, 53217

Highly recommend to anyone looking for a trustworthy, compassionate, and professional cat sitter. We will absolutely book again!

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Erica S.
Sitter Profile Image: Tegra R.
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Tegra R.
from
$40
per visit
5.0 out of 5 stars
49 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!

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Heather B.
Sitter Profile Image: Romy S.
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Romy S.
from
$18
per visit
8 years of experience
Glendale, WI, 53209

About: Ive had dogs all my life, my family always had a couple dogs no matter what happens. I come from a big family who loves a lot of house and companionship. And dogs make the best companions. I will take extra good care of you loved one and I will make sure you are in great hands when I take care of them! I have school Monday through thursday but I have time in between classes to run home and walk them if need be. I work the weekends 3pm to 11pm Friday and satruday, then Sunday 7am to 3pm I will take great care to make sure they are comfy and have everything they need. I will play with them as much as they want and I will ensure that they're safe

Sitter Profile Image: Erica S.
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Erica S.
from
$17
per visit
18 years of experience
Milwaukee, WI, 53209

About: I’ve taken care of cats for the last 18 years, with experience in all shapes sizes and temperaments. Comfortable giving medicine. I have experience with dogs caring for my cousins huskies when she vacations. I work from home with flexibility so easily able to get away and check on furry friends! I currently care for my 3, bringing so much joy. I provide attentive, loving care tailored to each pet’s routine—feeding, walks, playtime, medication if needed, and plenty of affection—while respecting their home and keeping the environment safe, and stress-free.

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Bradley Estates pet parents share their Rover experiences

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5.0 out of 5 stars

Mateo was communicative, trustworthy, and reliable. I am very anxious leaving my babies alone, especially because I just moved to the area not too long ago, and I absolutely trusted him. Thank you so much for taking such good care of my babies! 🥹

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Anya P.
Drop-In Visits
5.0 out of 5 stars

Anya has been great with our two new energetic dogs. She’s responsible, reliable and was immediately comfortable with our dogs. I highly recommend Anya!

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

Everything went smoothly, and I could not be more pleased! Maisie can be a shy girl sometimes but she took to Katie right away when Katie came for the meet-and-greet before setting up the recurring visits. That made me feel secure right there. It's a weight off my mind to know someone reliable, kind and caring is looking in on my little ones.

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Beth E.
Drop-In Visits
5.0 out of 5 stars

Sooo grateful we found this sitter. She is caring, reliable and does an amazing job with our senior dog. Highly recommend.

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Melissa E.
Drop-In Visits
5.0 out of 5 stars

She was very helpful! It didn't work out with my dogs being at her house so we worked it out to her dropping in on them at my house to take care of them. She's one of the best!

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

Jeff was so thorough and so kind. I’ve had dogs for over half of my life and he is definitely the best.

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

Kristina took care of our shy cat for the first time this past weekend. It's not easy to care for an animal that would rather hide from you than interact, and Kristina dealt with her well. She was friendly, came over when promised, and cared for Sophie and our house well.

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

Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!

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Haley K.
Drop-In Visits
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  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for pet sitting in Bradley Estates is $10

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Bradley Estates on Rover as of Mar 2026 was about $10 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

If you have an active request or have booked a service with a pet 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 pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

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

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

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

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.