House Sitting in Jackson Park, Milwaukee

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

1. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"April, was very nice. Clearly loved the dogs! She greeted us right away, showed up when we agreed. Stayed at our home. At I hope she did, she left no trace s... (more)"

2. Hannah

I'll run with your dog!

Wauwautosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah was so amazing ! Milly warmed up to her right away ! She was such a sweet, trusting and wonderful girl . We would recommend her to anyone ! Wonderful ... (more)"

3. 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

"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)"

4. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

5. Deann

I love dogs more than people! :)

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Deann is a very nice person. she's very reliable and not a single issue occurred. She made finding someone to watch my hound a very simple task. Much appreci... (more)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 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)

7. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

43 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)"

8. Whitney

Extreme love for dogs and cats!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Whitney has a passion for animals and the most loving personality. She will take great care of your furry friends and treat them like her own! I would recomm... (more)"

Available this weekend
9. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

"Madeline dog sat for my elderly beagle before he passed away. She always was reliable and very caring and understanding of his needs. She was patient with hi... (more)"

10. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I have had the pleasure of knowing Laurie for over 25 years. She has extensive experience with dogs in many capacities, including as a breeder of nationally... (more)"

11. Zhanae

The best care for your best friend!

Greenfield , WI, 53221

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

2 repeat clients

"Zhanae watched our dog and stayed at our house for an on overnight, she did a great job with excellent communication. Will happily again! (more)"

12. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

5 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

13. Sam

Long walk and some tail wags

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Sam is an exceptionally caring and responsible animal enthusiast. Animals are drawn to him. His calm demeanor keeps the animals calm and listening. I would t... (more)"

14. Tracy

Responsible Dog Lover!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I grew up walking my neighbors dogs for fun and have always loved being around animals! I have had many pets throughout the years, including chicke... (more)

15. Heather

Transplanted British puppy lover!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Heather and I'm originally from the UK, though have been living in Milwaukee for roughly six years now. I love advertur... (more)

16. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen did a great job taking care of our dogs and our house while we were out of town. She communicated well with us to let us know how things were going ... (more)"

17. Amy

Furry family members are the best!

West Allis, WI, 53214

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

1 repeat client

"Amy has been a dog lover for as long as I can remember and it is apparent whenever she is around them. She has a professional and loving approach when it com... (more)"

18. Mia

Friendly, caring, dog whisperer

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: I have a great experience with dogs! I have a 4lb Morkie named Coco Chanel and a 80lb Gordon Setter named Buddha. They are the cutest! I have grown... (more)

19. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Terry was awesome with our cat. She was very dependable and quick to respond to all messages. She made sure to send us picture updates of all the snuggles ... (more)"

20. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

36 repeat clients

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Jackson Park, 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 Jackson Park 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 Jackson Park 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 Jackson Park, 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 Jackson Park 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 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.

We're proud to support over 200 organizations across the nation, including: