House Sitting in Holler Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

"Amanda was great and provided picture updates throughout her stay to put my mind at ease. When we returned home our dogs were in good spirits, which is not t... (more)"

2. Amanda

Pet lover and enthusiast.

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Thank you for taking care of the girls while I was away for work. They were happy and healthy when I returned. It was comforting know they were being taken c... (more)"

3. 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

"This was my first time using Rover and Lauren's profile stood out to me. She is even better in person! Right before she stayed with my dog, my dog badly twea... (more)"

Confirmed Holiday Availability
4. 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)"

5. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chrissy did a wonderful job taking care of my pets. She was very prompt on answering messages and giving updates. Both of my animals seemed happy and content... (more)"

6. Charlotte

Keen ability to care for your dog

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Charlotte was fantastic! We have two dogs - one rather large and new (85 lbs) and one old and blind- and she was great with both of them. Spent the weeken... (more)"

7. Cara

Fun loving dog mommy!!

Greendale, WI, 53129

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

4 repeat clients

"Very friendly and easy to talk to. She sent me updates throughout the day of Katie which I loved! I was nervous at first using Rover but am glad I did becaus... (more)"

Available this weekend
8. 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)"

9. 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)"

10. 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)"

Confirmed Holiday Availability
11. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

8 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)"

Confirmed Holiday Availability
12. 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)"

13. 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)

14. Kevin

Your Dog Loves Me!!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Kevin was very reliable and accommodating to the needs of our old dog, he was always very happy when Kevin would come over. I would definitely recommend Kevi... (more)"

15. Julia

Kind pup lover

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Ive personally had a dog for 9 years, his name is Oscar and hes a super human loving shi zhu. I walk oscar 3 times a day, since he doesnt use our y... (more)

16. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

17. Kirstie

I have had animals all my life!

New Coeln, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kirstie was great! Olive was tired out by the time we got home from our weekend away. She communicated with me and made me feel at ease that Olive was in goo... (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)"

Confirmed Holiday Availability
19. Geo

I'm very energetic and adventurous

Lincoln Village, Milwaukee, WI, 53215

Dog Boarding, House Sitting, Doggy Day Care

"He's a great guy and I don't know a better person to count on. We've been working together for awhile and I feel like he's more responsible than most people ... (more)"

20. Leah

I'm a MKE Nurse who loves dogs!

Fernwood, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"I have known Leah for the past year as a co-worker and friend. Not only is she a wonderful and amazing caregiver to people, but she was a wonderful caregiver... (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: