House Sitting in Mount Olivet, Milwaukee

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

Confirmed Memorial day Availability
1. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

"Overall did a great job, sent me update pictures to let me know she was there and what my dog was up to. Would recommend to anyone looking for a in house sit... (more)"

2. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

136 repeat clients

"Daniela was so wonderful with our great dane. We trusted her to watch him at our house while we were gone and everything went smoothly. Daniela was very mind... (more)"

3. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Lindsey Did a great job. This was our first visit and the dogs were a little anxious. Lindsey did a great job and was very patient with my dogs little idio... (more)"

4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah was wonderful. I highly recommend her. Doc is very attached to me and Sarah took such good care of him, I don't think he missed me too much. This is... (more)"

5. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kimberly was amazing! She sent me many updates and photos of our 2 pups and 2 cats! Kim is a very reliable and responsible pet sitter, she treated them all... (more)"

6. April

Worry Free Pet Sitter & Whelper

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Hi April.....You were AWESOME!!! I was very concerned because I never did this type of thing before but you made it so easy. She told me everything would b... (more)"

7. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amber was wonderful and Lambeau loved having her stay with her. We planned a “meet and greet” prior to going out of town and Amber showed up very prepared. S... (more)"

8. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

60 repeat clients

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ... (more)"

9. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"As always, Laurie knows how to make our pups feel like we're not on vacation-away from them. She keeps their schedule for walks, play, feeding & bed time :) ... (more)"

10. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

11 repeat clients

"Thea is pretty much afraid of everyone but she warmed up to Val quickly. By the end of her visit, Thea was snuggling with her. She took great care of both my... (more)"

11. Katie

Flexible Schedule-Fenced in Yard

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, House Sitting

1 repeat client

"Katie is the best! Our puppies are always so content when we return. I think they actually get excited when we start packing. Katie is very good at what she ... (more)"

12. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"From our first meeting, I was pleased and impressed with Emily as was my buddy, Coc. We met with Emily at a meet and greet and Coc took an immediate liking ... (more)"

13. Erik

Your pet's home away from home!!

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Erik watches our 2 rescue dogs quite frequently. They get so excited to hear his name . He goes above and beyond for these 2 dogs. He has gotten to know t... (more)"

14. Rebecca

Dogs equal family.

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits

"Rebecca was great! She played with Tinker and put up with her quirks. “She is such a DIVA!” Is a direct quote from her after spending the first day with Tink... (more)"

15. Gwenn

I love all dogs equally.

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Gwenn was awesome!! I've got a crazy household including a special needs blind pup, an old guy that that has a tough time getting around and a wild child att... (more)"

16. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"We have 3 dogs. One is elderly, blind, and somewhat incontinent. It takes a lot of time and patience working with him. Sandy did a wonderful job caring for a... (more)"

Confirmed Memorial day Availability
17. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

1 repeat client

"You’re never going to meet a more passionate and responsible dog caregiver as Melissa. She loves any and all dogs (no matter the size) who come her way. If y... (more)"

Confirmed Memorial day Availability
18. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I appreciated Jessica being able to drive 40 minutes one way the two times we had her visit our house and our dog before she housesat. I felt like Jessica di... (more)"

19. Essence

Professional pet BFF!

Clarke Square, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Essence was the consummate professional from her meet and greet to the end of her first stay! She checked in with me multiple times a day with great frame-wo... (more)"

20. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Terry was just what we were looking for. Trustworthy, caring, and focused on our pets. She arrived on time, asked all of the important questions, allowed us ... (more)"

Pet parents in Mount Olivet, 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 house sitting rates to get an idea before you start a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Mount Olivet house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Mount Olivet, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Mount Olivet, 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: