Pet Setting & Drop Ins in Jackson Park, Milwaukee

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

Confirmed President's Day Availability
1. Lindsey

Fur mama and dedicated dog lover

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Lindsey is great! She is very responsive and loves on my pups almost like they are her own. (more)"

Confirmed President's Day Availability
2. Simone

Let's Walk, Let's Run, Let's Hike!

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Simone is great! Very accommodating and pleasant to work with. We received updates and pictures throughout the week. Our fur babies seem very happy and we... (more)"

Available this weekend
3. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 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)"

4. Collin

I love walks as much as your dog!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"It's so valuable to have someone you trust to look after your pet - and Collin is definitely that person! He is responsible, kind, caring, and great with dog... (more)"

5. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

40 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

6. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"Erendira is a great dog person. I regularly leave my dog Midna with her. She makes sure that Midna goes for walks and has the attention she needs while I'm a... (more)"

7. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

131 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)"

8. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

Confirmed President's Day Availability
9. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber has had lifelong experience with animals. She was an active member of Pony Club and also cared for dogs and cats on the farm where she was raised. She ... (more)"

Confirmed President's Day Availability
10. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

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

About: We have a large family with 4 kids who love animals! We have 2 dogs who are full of fun and energy and loves doggy friends to visit! Our dogs are “... (more)

11. Mckenna

Dog-Lover - Ready for Walks!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"McKenna is a dog lover if I've ever seen one! She is a wonderful and caring dog mom to her two beautiful rescue dogs, and is very responsible when it comes ... (more)"

Confirmed President's Day Availability
12. Dolores

I am available during the day/night

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"I can personally highly recommend DD to anyone needing a pet walker/sitter. She has cared for my boxer Stella and also my last boxer Shelby. She is great w... (more)"

13. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

3 repeat clients

"Traci is the best.We instantly felt at ease with her. She and our dig hit it iff right away. He has a new friend! We will use Traci's sevices again. (more)"

14. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

19 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 President's Day Availability
15. April

Worry Free Pet Sitter & Whelper

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits

4 repeat clients

"Very good sitter. She was able to approach cats and interact with them quickly. I have and will recommend her to other pet lovers. (more)"

16. Cesar

Keep your dog occupied

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Cesar is a caring, responsible and loving dog sitter because he has two wonderful dogs of his own! Just like with his own dogs, Cesar will be attentive and ... (more)"

Confirmed President's Day Availability
17. Kelby

From 1 doggy parent to another...

Euclid Park, Milwaukee, WI, 53227

Drop-In Visits, Dog Walking

"Kelby is a very responsible dog dad to his 16 month old mutt, Stanley. He cares for his dog more than anything and does all that he can to make sure his dog... (more)"

18. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"We had absolutely the BEST experience with Valeria. She made us feel very comfortable in understanding our fur-babies needs and taking care of them while we ... (more)"

19. Jocelyne

Home full-time.

Lincoln Village, Milwaukee, WI, 53215

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

1 repeat client
No Reviews Yet

About: My name is Jocelyne. I am 24 years old. Currently on a break from college but I am working on becoming a radiologist. I have recently moved to Mil... (more)

20. Kory

I will treat as my own.

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of pets. As my full time job I'm a veterinary technician and love doing what I do. I have been a veterinary technician for about... (more)

Dog owners in Jackson Park, 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 Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, 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 Jackson Park, 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 Jackson Park, 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.

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