House Sitting In Midtown Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

1. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Sarah did a great job caring for my dog. She took the time to meet her ahead of time and learn about her and understand her needs. She communicated regularly... (more)"

2. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Upon meeting Laurie for the first time, my husband & I felt incredibly comfortable having her care for our pups in our home!!! During our meet & greet Laurie... (more)"

3. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

4. April

Worry Free Pet Sitter & Birthing He

Polonia, Milwaukee, WI, 53215

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

3 repeat clients

"April is a natural. Take dogs and cats took to get right away. She cleaned up after them and I could tell they had been well loved. Highly recommend (more)"

5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

16 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

6. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"My now husband and I were getting married and we really wanted pictures with our dog, Willow, and someone had suggested we look into using Rover. We found E... (more)"

7. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"As someone who has used Rover numerous times, I have to say Kelly was hands down my favorite sitter. She was so attentive to my dog's needs. She communicated... (more)"

Available this weekend
8. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Samantha is a dream. She's very personable and great with communication. I'd recommend her to anyone. (more)"

9. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

Available this weekend
10. Emily

Flexible schedule to work with you!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"I've known Emily for a long time now, and she's always been super responsible in every aspect of her life, including jobs and caring for her pets. She's extr... (more)"

11. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: "What a beautiful world it would be if people had hearts like dogs." Hi! My name is Julia, I am 22-years-old and I am currently a student enroll... (more)

12. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

57 repeat clients

"We were so happy to find Amber to watch our dog over the weekend. Zeke is recovering from surgery so had some special needs and he was so well taken care of!... (more)"

13. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

1 repeat client

About: Dogs are my passion. I have been walking and watching them since I finished high school. I have cared for all sizes, ages, and breeds. I love them ... (more)

14. 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)"

15. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

5 repeat clients

"Our dogs absolutely love Jo! They had a great time with her and when we had a medical delay, she went above and beyond to make sure the boys were taken care ... (more)"

16. Annie

Pet First Aid & CPR Certified

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Annie was reliable and trust worthy. She even sent us a couple of pictures of her hanging out with our Tucker. Things were in great shape when we came back.... (more)"

Available this weekend
17. Amy

Four legged friend lover

Riverwest, Milwaukee, WI, 53212

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

"Amy has helped care for my dogs for years. She is a true dog lover and treats my pups like her own. I've had her stay at our house while we are on vacation a... (more)"

18. Rebbecca

I love your dog as much as you do!

Muskego Way, milwaukee, WI, 53204

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

1 repeat client

"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"

19. Emily

Will run or snuggle on couch :)

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"So great to have someone keeping my pup happy while we're gone! Great communication! (more)"

20. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We have entrusted Diana to watch our animals every time we have gone on vacation. She is a very kind and responsible animal lover. Our dogs and cats have lov... (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Midtown, 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 house sitting in Midtown may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house 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 Midtown house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Midtown, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Midtown house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Midtown, 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: