House Sitting in Holler Park, Milwaukee

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

Confirmed Easter Weekend Availability
1. Margaret

Stand-in best friend

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Margaret was fantastic. A true animal lover. I had complete peace of mind, leaving my dogs and house in her totally capable hands. She gave me great updates ... (more)"

2. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

6 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)"

Confirmed Easter Weekend Availability
3. Jennifer

Your pets second home

Cudahy, WI, 53110

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

2 repeat clients

"I have know Jennifer for many years and a person that has always shown a loving caring attitude towards dogs and I have trusted her with my own dog , Chester... (more)"

4. 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)

Available this weekend
5. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits

9 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)"

6. 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)

7. 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)"

8. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"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)"

9. 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)

10. 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)"

11. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

12. 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)"

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)

Confirmed Easter Weekend Availability
14. Melody

Temporary Dog Parent Available

Bay View, MILWAUKEE, WI, 53207

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Melody is a reliable dog-lover! You can count on her to give your dog lots of love, attention, and exercise! When you leave your dog with Melody, you can r... (more)"

15. 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)"

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. 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)"

18. Adrianna

Dog loving sitter for Milwauke Area

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Ellie had a great stay with Adrianna. Adrianna was attentive, great communication, conscientious, and reliable. Would not hesitate to recommend or use agai... (more)"

19. Dale

Dogs will be treated like family.

Cudahy, WI, 53110

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

"Dale and Diane are dog lovers. Some years ago, while visiting Hawaii, they found a wounded and abandoned dog. They brought him to the vet and then brought hi... (more)"

20. Katie

Fit and active animal lover

Morgandale, Milwaukee, WI, 53215

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

1 repeat client

"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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: