Pet Setting & Drop Ins In Uptown Milwaukee

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

Confirmed availability
Memorial day
1. Tasha

Your dog’s next bff!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"We love having Tasha come for drop-in visits for our new puppy. She is prompt, thorough, and spends quality time with Otis outside to get some of his energy ... (more)"

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2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Danielle was super fantastic!! She played with our dog until he was all tired out! She dispensed medication and let the pack out for potty time and sent ph... (more)"

Confirmed availability
Memorial day
3. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

64 repeat clients

"This was our first time hiring Lori - she is wonderful! Very friendly and kind; dependable and conscientious; caring towards your furry ones. Will absolute... (more)"

Confirmed availability
Memorial day
4. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

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5. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

59 repeat clients

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

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6. Mackenzie

Interactive part-time caretaker

Kilbourn Town, Milwaukee, WI, 53203

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello, I’m Mackenzie. I love dogs of all sizes and ages. I grew up with one Yorkshire Terrier and Two Yorkie-Poos, one of which was mine and I was ... (more)

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7. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Matthew has cared for my two large-breed dogs numerous times during week long vacations. He has always been accommodating to their needs and gives them direc... (more)"

8. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

Confirmed availability
Memorial day
9. Leigh ann

lifelong dog caregiver

wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"I have observed Leigh Ann care for many dogs over the last 14 years. She just has a way with animals that I can't explain. She's very loving and kind. As an ... (more)"

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10. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

About: I love ALL dogs, but I have a special place in my heart for dogs who are more mature or need a little extra TLC. My cocker spaniel Luna passed away... (more)

Confirmed availability
Memorial day
11. Alex

Devoted Dog Lover

Avenues West, Milwaukee, WI, 53233

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

1 repeat client

About: Hi, my name is Alex and I'm a third year law student. I have walked and sat dogs since I was very young. My family owns two black labs, Hope and Si... (more)

Confirmed availability
Memorial day
12. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Colleen did a great job taking care of my sweet but shy cat! I would definitely recommend her to anyone looking for a cat sitter. (more)"

13. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Emma is a wonderful caretaker, especially of dogs and pets. She has a very loving heart and always puts whoever she is looking after's needs before her own. ... (more)"

Confirmed availability
Memorial day
14. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Emily frequently dog sat our lovable lab, Boomer! Boomer loved his time with Emily. She was very responsible and spent quality time with him. We always kn... (more)"

Confirmed availability
Memorial day
15. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Anna has cared for my dogs many times. She has great command of the dogs and quickly gains their trust and respect. My dogs love her compassionate care; I do... (more)"

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16. Hannah

Rescue dog whisperer

Valley Forge, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Hannah worked on my farm for close to a year, with my cats, dogs, horses and goats. She is absolutely amazing with animals! The time she spent with my 4 dogs... (more)"

17. Sasha

I'll cuddle, play, and run with pup

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I've had pets (cats and dogs) my entire life and have always been responsible for taking care of them while living at home. My best friend has a ca... (more)

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18. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

"Julie is a dog lover through and through. I would trust her with my dog any day! She has always been very caring and attentive to all my pets as well as her ... (more)"

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19. Melanie

Love dog walks, snuggles & playing!

Wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Melanie is an excellent candidate for dog walking! She has watched my dog several times and he always enjoys it, he is always happy when she walks through th... (more)"

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20. Leah

Drooling and dribbling inn

Washington Park, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: I will love your dog like there my own child. Your little fur baby's will enjoy walks to the park/dog park and walking trails around my house! Ther... (more)

Dog owners in Uptown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Uptown.

Rover.com is the simple, savvy way to find and book Uptown, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Uptown, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Uptown, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: