Pet Setting & Drop Ins in Yankee Hill, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

23 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
2. Krista & Scott

Dogs are members of the family!

Murray Hill, Milwaukee, WI, 53211

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

"Krista is more than a friend or a family member to us and our dog. Rather, for the better part of four years, Krista has been our go-to dog sitter whenever w... (more)"

Confirmed Holiday Availability
3. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

62 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)"

Confirmed New Years Availability
4. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog lover all of my life. I grew up with Golden Retrievers and dream of someday having a Great Dane, but I'm comfortable with dogs of a... (more)

5. Lizzi

Personality Pro!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 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)"

6. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

Confirmed Holiday Availability
7. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steve is a great guy. I've known him for years. He's trustworthy and is great with dogs. He's very laid back and personable as well. Also worth mentioning th... (more)"

Confirmed Holiday Availability
8. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

9. 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)

10. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

4 repeat clients

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

Confirmed Holiday Availability
11. Isaiah

A Good Time Training and Playing

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Isaiah understood my unique instructions and provided detailed feedback during time spent with my puppy. He took great pictures and set my mind at ease. I wo... (more)"

Confirmed Holiday Availability
12. Lexy

Aspiring dog trainer/local artist

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"I left my 17 year-old cat with Lexy for 16 days, and Lexy took great care of her! The moment that I dropped my cat off, I could tell that Lexy had a true pas... (more)"

13. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Danielle is an animal loving human! She cares for all creatures and is especially great with dogs! I will always trust her completely with my dogs! (more)"

Confirmed New Years Availability
14. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

About: Watching countless hours of dogs on youtube? Guilty. Spending all of a party hanging with the host’s dog? Guilty. Staring at a dog walking ... (more)

Confirmed Holiday Availability
15. Bonnie

Gimme your pets to kiss and cuddle.

Milwaukee, WI, 53212

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

"Bonnie watched our 9 month old Siberian Husky over the Fourth of July. If you know anything about huskies you should know that they are not not the easiest t... (more)"

16. 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)"

17. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Chelsie has been watching my dog for me since I moved to Milwaukee 2 months ago. I go to full time school, work and have an internship so she comes to make s... (more)"

18. Brady

I love animals as they love me.

Avenues West, Milwaukee, WI, 53233

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

"Brady is fantastic with animals. I have never seen someone able to get animals to warm up to them as quickly as he does. He does especially well with large d... (more)"

19. Staci

Calling all East Side Pets!

Lower East Side, Milwaukee, WI, 53202

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

5 repeat clients

"Staci lives in my apartment building and has been watching my dog for over a year now. She is very reliable and even watches him when I ask her at the very l... (more)"

20. Margaret

Experienced trainer and owner!

Murray Hill, Milwaukee, WI, 53211

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

1 repeat client

About: Experienced and comfortable around all dogs. I have worked with and trained dogs of all energy and aggression levels. I have numerous sitter credit... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

In Yankee Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 07 pet owners have reviewed pet sitters in Yankee Hill, Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Yankee Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Yankee Hill pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Yankee Hill, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Yankee Hill pet sitters and avoid the kennel.

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 Yankee Hill, 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: