House Sitting in Holler Park, Milwaukee

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

1. Margaret

Stand-in best friend

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Margaret was amazing! We had such excellent communication before and during her 5 day stay. I got the impression that she was genuinely happy to be at my hom... (more)"

2. 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)"

3. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chrissy was great! It was nice to know that our dog was well taken care of while we were away. I would recommend Chrissy to my friends and family! Thanks aga... (more)"

4. 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)

5. Marisaa

Care for your pet as it were my own

Muskego Way, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Marissa, I am an extreme dog lover. I have had experience with dogs as small as a mix chihuahua to a Doberman pincher. I absolute... (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

"I was a bit nervous about leaving my dog and 2 cats for a long weekend, but I had no reason to be because Lauren took great care of them! When I returned ho... (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. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

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

"Svea was great! We really loved all the photo updates she provided while we were out of town. When we came home our dogs were in good spirits and were not at... (more)"

9. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry has previously walked Roger and done visits, but this was the first multiple overnight stay. She came by early to become familiar with the house. She... (more)"

10. 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)

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

12. Suzannah

Time to give, Love to share

Bay View, Milwuakee, WI, 53207

House Sitting

"Suzannah has stayed with my hound dog a few time and each time she put me at easy about leaving my baby behind. She sends me photos of him on walks and nappi... (more)"

13. Kelly

I've braided my goldendoodle's hair

Bay View, Milwaukee, WI, 53207

House Sitting

About: I love dogs and they love me back. I love to run around with the dog to play, and I can also throw a ball pretty far to keep a game of fetch intere... (more)

14. 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)

15. 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)

16. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"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)"

17. 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)

18. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Tiffany was wonderful with our fur babies. She is very delightful and caring. Not only were we comfortable with her caring for our 2 dogs, our fur babies wer... (more)"

19. Kevin

Your Dog Loves Me!!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Kevin Przybylinski has been a loyal dog sitting employee of ours for the pas 25 years. We are a basset hound loving family which tells you right there what a... (more)"

20. 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)

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Learn About Premier

Dog owners in Holler Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Holler 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 Holler 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 Holler 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 Holler 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: