House Sitting in Jackson Park, Milwaukee

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

1. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

1 repeat client
No Reviews Yet

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

2. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

House Sitting, Drop-In Visits

2 repeat clients

"Jaronsa was fantastic! Our dog loved her from the moment she walked in the door. We felt immediately comfortable with her taking care of our animals and hom... (more)"

3. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"My dogs were calm and happy as ever when I got home from my long weekend away. I can tell they do very well when Brenna stays with them! she's great and tru... (more)"

4. Nicole

Will work for animal snuggles.

Uptown, Milwaukee, WI, 53210

House Sitting, Dog Walking

" highly recommend Nicole for dog sitting. she has helped us for over 10 years and we have never had an issue. She loves all animals (more than peop... (more)"

5. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"I have known Amy for 30 years and she has always been an animal lover. I trust her with my pets 100%. She is very loving and caring and wants the best for ... (more)"

6. Josie

Loving Dog Sitter

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Josie was fantastic! She was very easy to communicate with and took great care of my home/pup! (more)"

7. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Lauren was the perfect dog sitter! Our two girls seemed to love her from the start. Loved the ongoing pictures as well as the notes on how things were going ... (more)"

8. Laura

Dog loving, caring

Bay View, Milwaukee, WI, 53207

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

1 repeat client

About: I have experience pet sitting and dog walking for a couple people over the years. I am looking to care for dogs for my own benefit and yours. I a... (more)

9. 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)"

10. Yen

Mary Puppins

wauwatosa, WI, 53213

Dog Boarding, House Sitting, Drop-In Visits, 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)"

11. Kristen

Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"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)"

12. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

13. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

14. 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)"

15. 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)"

16. 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)

17. 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)"

18. Katie

Student and wannabe dog owner

Avenues West, Milwaukee , WI, 53233

House Sitting, Drop-In Visits, Dog Walking

3 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)"

19. 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)"

20. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

25 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: