Pet Sitting & 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.

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1. Lori Verified Background Check

Purrrrrrfect and Roof Roof!!!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Lori has been absolutely amazing to my dog! Carmen loves her visits, especially because she often brings her toys, bones, or treats. She's been especially help… (more)"

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2. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Gina is amazing. I can tell she genuinely loves being around Mabel. She’s prompt with responses and makes me feel so comfortable leaving my pup at home knowing… (more)"

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3. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce … (more)"

Confirmed availability
 Easter weekend
4. Brittni Verified Background Check

All Breeds Welcome

Brewer's Hill, Milwaukee, WI, 53212

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

"I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always bee… (more)"

5. Cindy Verified Enhanced Background Check

Would love to spoil your dogs with

Johnson's Woods, Milwaukee, WI, 53214

Drop-In Visits, Dog Walking

About: I am the proud owner of 2 spoiled pit bulls. I've been around many different breeds with and without medical needs and all sizes. I work for a loca… (more)

Confirmed availability
 Easter weekend
6. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

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

"Travis is the best, we are so grateful he came over to watch our two cats for the week. Not only is he so kind, reliable, and conscientious, but he’s also wond… (more)"

Confirmed availability
 Easter weekend
7. Elsa Verified Background Check

Furry kid care/training/walking!

Enderis Park, Milwaukee, WI, 53210

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

"You will not find a better caregiver for your pup than Elsa. Not only is she highly knowledgeable, she genuinely loves all breeds of canines. I have relied on … (more)"

8. Catherine Verified Background Check

Experienced Dog Walker, UWM Student

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Catherine helped out with our cat Gemma in a pinch and I’m so grateful she did! Gemma is a FLUTD cat so it’s especially important to make sure she is in good h… (more)"

Confirmed availability
 Easter weekend
9. Rachel Verified Background Check

Available during quarantine!

Wauwatosa, WI, 53210

Drop-In Visits

"Rachel did a super job looking after our two cats. She also took care of any mail and packages left. We'll definitely seek out Rachel the next time we need cat… (more)"

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10. Lindsey Verified Background Check

Friends with all dogs

Wauwatosa, WI, 53213

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

"Did a great job on a last minute notice. Asked for a few instructions and took great care of our two labs. (more)"

Confirmed availability
 Easter weekend
11. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Thank you, Lori, for your loving care, prompt response, and excellent communication! You made everything about this easy and I so appreciate that. (more)"

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12. Aimee Verified Enhanced Background Check

25 year veteran of animal care

Grasslyn Manor, Milwaukee, WI, 53216

Drop-In Visits, Dog Walking

"Aimee is a kind loving person that loves all animals. She’s owned many animals including dogs. Some of these dogs even had disabilities that required special c… (more)"

Confirmed availability
 Easter weekend
13. Mikeila Verified Background Check

I'll treat your pets like family

Cold Spring Park, Milwaukee, WI, 53208

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

"Mikeila is really good with all animals. She has been a lover of nature since she was very young and has taken care of dogs, rats, cats and even insects. She i… (more)"

Confirmed availability
 Easter weekend
14. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

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

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional l… (more)

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15. Shelby & Jordan Verified Background Check

Dog Lover!

Washington Heights, Milwaukee, WI, 53208

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

"Shelby & Jordan are always great with my dog Nelly. They love to have her around, to play with her, and just give her tons of love. I would never hesitate to… (more)"

Confirmed availability
 Easter weekend
16. Graham Verified Enhanced Background Check

The ultimutt walker you want!

Washington Heights, Milwaukee, WI, 53208

Drop-In Visits, Dog Walking

"It would be easy to dismiss this testimonial since I'm Graham's father: "Oh, he must be biased." Truly, though, I think I'm being both fair and objective in st… (more)"

Confirmed availability
 Easter weekend
17. Alyssa Verified Background Check

Responsible, energetic dog-lover!

Washington Heights, Milwaukee, WI, 53208

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

"Alyssa is an outstanding pet sitter! She took amazing care of our Sophie and took her on lots of adventures. We were out of town and not only was our dog happy… (more)"

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18. Eileen Verified Background Check

Dog Sitter Available!!!

Wauwatosa, WI, 53213

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

"Eileen is reliable, patient, hard-working and definitely has a love for our four legged friends. Her positive attitude and upbeat personality would make her a … (more)"

19. Kandice Verified Background Check

Energetic and Reliable Pet Sitter

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I am a current UW-Milwaukee student graduating in May with an Economics degree. I love all kinds of animals and I have multiple years of experience w… (more)

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20. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left. T… (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: