Pet Setting & Drop Ins in Washington Heights, Milwaukee

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

1. 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)

2. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

24 repeat clients

"Lori was very nice and super friendly to my dogs. She was really great on keeping me posted on her visits and sending me pictures of my dogs. (more)"

3. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"Sweet! Loves dogs. Will book again in the future... (more)"

4. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

5. 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)"

6. 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)"

7. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

"My dog loves Brian and the feeling is mutual. Brian is kind, caring and fun. You can count on Brian to be responsible and provide clear direction to your pet... (more)"

8. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Betsy is so great with dogs. She fostered numerous dogs in recent months and knows when she is too busy to take on longterm dogs. This is a great way for her... (more)"

9. Brianna

A Home For All Dogs!

Bluemound Heights, Milwaukee, WI, 53213

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brianna was fantastic! I will definitely use her again in the future! (more)"

10. 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)

11. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

12. Sara

Prompt, enthusiastic dog-lover!

Uptown, MILWAUKEE, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I used Sara to watch my 2 Siberian husky's for 3 days while camping a few weeks ago. Sara was over bright and early to let them out in the morning, througho... (more)"

13. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

2 repeat clients

"Kaicey is a great dog sitter! She easily handled our elderly dog's many special needs. (more)"

14. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

15. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen took care of my dog while I was on vacation for over a week. I was able to enjoy my trip and know my dog was in good hands. She is very responsible and... (more)"

16. Sam

We'll love your furbaby like ours

Martin Drive, Milwaukee, WI, 53208

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

About: Experienced dog owner of 3. We are local business owners who work from home, so we are available to be there for your furbaby, while they play with... (more)

17. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

About: I have lived with a dog ever since I was 4 years old and dogs have been a huge part of my life ever since! My family has had the following breeds: ... (more)

18. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

Drop-In Visits, House Sitting, Dog Walking

"Jennifer is not only a wonderful dog mama of sweet Jax, she has been a sitter for many years. I know she has a big heart and holds a love for all canines and... (more)"

19. Brenda

Dog Gone Good Dog Walker

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

About: I am an extreme dog lover and will take care of your pooch just like I take care of my own. I have grown up around dogs all my life and currently ... (more)

20. Marisa

Experienced, Friendly and Active

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits

"Marisa absolutely LOVES dogs! She has cared for, walked and watched our dog on numerous occasions. She is a responsible dog watcher - taking them on walks,... (more)"

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Learn About Premier

Dog owners in Washington Heights, 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 Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Washington Heights, Milwaukee who can provide the care your pet needs, when they need it.

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 Washington Heights, 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: