House Sitting in Jackson Park, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

24 repeat clients

"Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was aweso... (more)"

2. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen was great! She asked plenty of questions to ensure she was prepared for watching Fiona. She was great during the meet and greet as well. She sent me pict... (more)"

3. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

"We were happy with Amanda's stay with Meadow for six nights. The only thing I wish would be that she left us notes of some of the fun things they did togethe... (more)"

4. Brady

I love animals as they love me.

Avenues West, Milwaukee, WI, 53233

House Sitting

"Memphis had a wonderful time with Brady. Brady communicated with us and sent several updates with pictures. He watched our house as well as the pup. It was s... (more)"

5. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

3 repeat clients

"Brenna was fabulous! She was super flexible with our continuously changing plans. My dogs and cat absolutely adore her and I felt so comfortable leaving them... (more)"

6. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"Lauren is amazing. My two fur kids just loved her during the initial home visit and we felt completely at ease with Lauren as well. I truly had no trepidatio... (more)"

7. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

Drop-In Visits, House Sitting, Dog Walking

"We love Jenny!! She has cared for my children with paws for at least 8 to 10 years. Jenny is extremely loving, compassionate, and very sensation to the need... (more)"

8. Katie

Student and wannabe dog owner

Avenues West, Milwaukee , WI, 53233

Drop-In Visits, House Sitting, Dog Walking

2 repeat clients

"Katie was an excellent dog/house sitter for us! She took the dog to the park and our house was immaculate upon return. We will definitely be using Katie agai... (more)"

9. 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)"

10. Hania

Energy to match your dog's

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hania is a high energy, active and fun individual who exhibits a special bond with our furry friends. She is very respectful of every creature she meets and ... (more)"

11. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jenn is great with animals and very reliable. I will definitely call her again to take care of our dog Sam. Great to have someone right here in Bay View. (more)"

12. Ara

Extremely qualified!!

West Allis , WI, 53227

Drop-In Visits, House Sitting, Dog Walking

"We have had the pleasure to use Ara on several occasions; long weekends as well as extended vacations. Ara has proven to be not only an excellent caregiver f... (more)"

13. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

2 repeat clients

"We were away for almost a week. Kaicey kept really good communication with us. She sent pictures and was able to quickly respond to our text messages. Kaicey... (more)"

14. Shayne

Worry free dog watching!

Walker's Point, Milwaukee, WI, 53204

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

"Shayne treats his pets as members of his family. He is extremely responsible, caring, and always has his dog with him. I have trusted Shayne to care for my d... (more)"

15. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 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)"

16. Shawna

I'll love your pet like it's my own

Polonia, Mikwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: I've been an animal lover since birth. My experience includes caring for dogs, cats, birds, fish, horses, and other farm animals. I also have 3 yea... (more)

17. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So glad I found Nicole. It was nice to not have to worry about my dog, knowing he that he was in good hands. Nicole kept me up to date without having to ask ... (more)"

18. Katie

Fit and active animal lover

Morgandale, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Katie has done exceptional work with dogs in the past. Her recent volunteer work with her local dog shelter has shown that. She loves and cares for each and ... (more)"

19. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie was great! She was available on short notice and offered to meet beforehand to get to know my puppy. She provided photo and text updates while sitting... (more)"

20. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

19 repeat clients

About: I have always had pets and can't imagine a life without them. While I was in high school I would stay at friend's/family's houses while they were ... (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: