House Sitting in Jackson Park, Milwaukee

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

1. 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)"

2. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 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)"

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. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: Margrethe is an Animal Behavior College Dog Trainer. Her training philosophy is grounded in the scientifically backed positive based training, pion... (more)

5. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I love all animals and would be honored to meet yours! I love staying active with walking my own dog and would love the opportunity to walk and tak... (more)

6. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"A++ Lauren was great to work with and I would definitely recommend her! After passing an "interview" by my 2 medium dogs (1 is senior) , we agreed that she ... (more)"

7. Natalie

dogs are my happiness

Walker's Point, Milwuakee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"I personally do not know anyone who is better equipped to take care of someones pet. Natalie is more than qualified she is a certified trainer, teaches class... (more)"

8. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"This was the first time I used Rover.com, and Terry did a good job of describing how it worked. She came over for a meet and greet, and left some forms for ... (more)"

9. Isaiah

A Good Time Training and Playing

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I was fortunate enough to grow up with dogs, and as I have gotten older I've had the even more enjoyable experience of helping families train their... (more)

10. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"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)"

11. 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)

12. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

24 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)

13. Kristen

Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. One is a 10 year old black lab, then one husky pup that will b... (more)

14. 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)"

15. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Katherine has been a friend to many large dogs over the years, both her own and her friend's dogs; pitbulls, dobermans, great danes, afgan wolfhounds, etc. S... (more)"

16. Wendy

Book nerd who loves dogs!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs all my life until just a few months ago. I'm a full-time graduate student working on my dissertation in English Literature. My 17 yea... (more)

17. 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)"

Available this weekend
18. 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)"

19. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

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)

20. 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)"

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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: