Pet Setting & Drop Ins in Arlington Heights, Milwaukee

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

1. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

3. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

4 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

4. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Brooke did a great job taking care of our two dogs. She took pictures each stopped she checked in on them, they look like they had a great time! (more)"

Confirmed Thanksgiving Availability
5. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Diana is great! She is extremely responsive to any inquiries or questions you send along her way, and was fantastic with Mae. She checked in when she began h... (more)"

6. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Great communication and reliable and reasonable service. Will definitely use again for cat visit. (more)"

Confirmed Thanksgiving Availability
7. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

12 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 Thanksgiving Availability
8. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kelly watched my cat while I was gone for the weekend and did an excellent job! She was extremely flexible (and even came to pick up my key beforehand). She ... (more)"

Available this weekend
9. Sarah

Your dog is my priority.

Avenues West, Milwaukee, WI, 53233

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

"Sarah is the biggest dog love I've ever met. I would trust her with my own dog any time. She is extremely responsible and reliable and will go to any length ... (more)"

10. Andrew

I love dogs and they love me!

Lower East Side, Milwaukee, WI, 53202

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

"Andrew has lived with and/or taken care of dogs his whole life. I actually get jealous that Andrew always has a better connection with the dog then me - rega... (more)"

11. Svea

Dog mom w/extra time & love to give

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Our pups love having Svea drop in to let them out! (more)"

12. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"I’ve known Lainie for 6 years and she is absolutely the best dog sitter; my dog Lola loves her! She is responsible, compassionate and genuinely a true anima... (more)"

Confirmed Thanksgiving Availability
13. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

53 repeat clients

"Lori was amazing. I felt very comfortable that my cat was well taken care of and she was extremely reliable, and sent many pictures! I will definitely use he... (more)"

14. Allison

Love dogs, need one to love!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Allison has always been a dog lover and has cared for our golden retriever and our border collie mix. She would give lots of attention to your pup because sh... (more)"

15. Abbey

the reason u can escape 4 a weekend

Murray Hill, Milwaukee, WI, 53211

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

"Abbey is a good friend of mine who on multiple occasions has been willing to take care of my dog. Shes not the easiest dog to deal with due to frequent acci... (more)"

16. Kailyn

Puppy kisses are the best kisses!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kailyn is great! She is very trustworthy and truly enjoys the company of animals. She may be my friend, but she is also my pup Jordy's favorite auntie. She... (more)"

17. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Olivia is my daughter and I can assure you that she is kind, intelligent, and not at all fearful around pets. She grew up on a hobby farm where we had a dog,... (more)"

18. Rebecca

Dog loving human ready to please!!

Brewer's Hill, Milwaukee, WI, 53212

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

"Rebecca is an excellent dog owner! Her passion and love of animals shows in her commitment and patience in training her dogs to be truly the best behaved I h... (more)"

19. Jazzi

Don't let your dog be bored!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"If you want your dog to stay happy while your away, and return in an even better mood, Jazzi is who you need to watch/walk your dog. Since knowing her, she h... (more)"

20. Amy

Four legged friend lover

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Kind, reliable, and thoughtful. Amy has helped care for my dog, Henry, for about 4 years now. I have long hours at work and have to travel often on short not... (more)"

Pet parents in Arlington Heights, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day 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 Arlington Heights, 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 Arlington Heights, 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 Arlington 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: