Pet Setting & Drop Ins in Hillside, Milwaukee

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

1. Allison

Dog lover who can't afford her own

Cambridge Heights, Milwaukee , WI, 53211

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

"Allison was the only sitter I trusted with my beloved 10-year-old, slightly neurotic, sometimes naughty and always emotionally needy Jack Russell Terrier. M... (more)"

2. Amber

Love my dog, will love yours

Riverwest, Milwaukee, WI, 53212

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

About: I love my pup and can love yours. I've become that lady who helps out taking other friends dogs regularly, why not get paid for it? I have a dog an... (more)

3. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

24 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)"

Available this weekend
4. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

67 repeat clients

"A Big Shout Out to Daniela & Micheal for taking great care of Teddy this past weekend. Teddy was a little unsure initially but was able to adapt and found c... (more)"

5. Mathew

Look at this eye-catching headline

Juneau Town, Milwaukee , WI, 53202

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

"Great dog walker and dog sitter. Very reliable, respectful, and responsible. I would would use him again in a heart beat. I have 4 dogs 2 cats and a 2 mice a... (more)"

6. Marianna

Reliable, active, loving sitter

Lower East Side, Milwaukee, WI, 53202

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

6 repeat clients

About: I'm 24 and just graduated from UWM in Marketing. I work extremely part-time as a Certified Nursing Assistant, as well as an Event Assistant at a cu... (more)

7. Lizzi

Dog's Best Friend

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lizzi is hands down the most sincere dog lover I know. In our many, many conversations about dogs and visits to dog parks and dog walks together, I have neve... (more)"

8. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

1 repeat client

"Helen is awesome!! She is a great communicator and very responsive. I left my cat in her care for almost two weeks and Helen provided me with daily updates w... (more)"

9. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie was great with Toby!! Thank you! (more)"

10. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Meghan is a FANTASTIC lover of pets....I reached out even though Rover is geared towards dogs I needed help with my cat, Zak THE CAT because I was in a pinch... (more)"

11. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Katherine kept an eye on both of our pets while we were away. She was prompt with scheduling a meet and greet and remained in good contact with us (texts and... (more)"

12. Mattie

Easy-going, Reliable, Lover of dogs

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Mattie is a wonderful person and a fantastic caregiver. Mattie watched my dog while I was on a week long vacation and did a great job keeping her happy and f... (more)"

13. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

4 repeat clients

"Awesome! My babies love you and I love getting the picture updates!! Thanks so much Nikki ??? (more)"

14. Loretta

Lover of all breeds!

Shorewood, WI, 53211

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

"Loretta has done great with dogs, she has been a huge help and continues to be reliable and dependable at the most important times. A huge help! (more)"

15. Bianca

I say woof, you say....

Walker's Point, Milwaukee, WI, 53204

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

1 repeat client

About: As a student, I adopted a puppy at 3 months old and have successfully trained her. Nearly four years later, most would say " she is the best dog ev... (more)

16. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Danielle most recently took care of our cat for 10 days and she is the best! We've known her for a few years and can say without a doubt that she is very res... (more)"

17. Clair

All breeds and all ages!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

About: I am an animal lover of all types, and I have walked, cared for, house sat, and loved on many dogs over the course of my short 24 years. I current... (more)

18. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven is extraordinary with animals, dogs in particular! He connected with my dog and gained his trust faster than I ever expected. Steven ensured my dog wa... (more)"

19. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I have known Jo for 20 years, she is a kind person with a huge heart for all animals. She took care of my cat on many occasions. When I was out of town, I ne... (more)"

20. Kira

Who Let the Dogs Out?? -me, me, me!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Kira is amazing! She has been working with my dog for two years now. My dog loves her and is always super tired out after Kira walks her, w hich is great b... (more)"

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Learn About Premier

When it comes to pet sitting, dog owners in Hillside, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Hillside may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Hillside, 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 Hillside, 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 pet sitter or dog walker. 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 Hillside, 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: