House Sitting in Maitland 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 New Years Availability
1. Lindsey

Fur mama and dedicated dog lover

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lindsey cared for my many dogs during a recent weekend getaway. She did a great job and kept me updated with text messages and pictures. The dogs seemed to... (more)"

2. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Sarah did a great job caring for my dog. She took the time to meet her ahead of time and learn about her and understand her needs. She communicated regularly... (more)"

Confirmed New Years Availability
3. April

Worry Free Pet Sitter & Whelper

Polonia, Milwaukee, WI, 53215

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

3 repeat clients

"April was GREAT with our Great Pyrenees, Boomer and took great care of him! She stayed with him over a long weekend and we came back to a happy dog and a cle... (more)"

4. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

House Sitting, Drop-In Visits

3 repeat clients

"Sandy was great caring for our dog! We will definitely hire her again, she took great care if our dog giving her extra special care and attention on one of t... (more)"

5. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Valeria was awesome! Kept in touch, sent pics, and took excellent care of our fussy furry friends. We can't wait to have her back in July and I'm grateful I... (more)"

6. Simone

Let's Walk, Let's Run, Let's Hike!

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Simone was awesome! Completely gave us peace of mind and worked with your schedule. Trustworthy, (more)"

7. Katie

Flexible Schedule-Fenced in Yard

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, House Sitting

"Katie has been our pet sitter for years and I’m so happy she has joined Rover because the dogs and puppys of the world deserve to have Katie watch them! She ... (more)"

8. Elba

Wiggle waggle and roll!

Cudahy, WI, 53110

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

4 repeat clients

"Elba is amazing, she has cared for my Dachshund and Labrador for a few weeks now. My Dachshund can be a bit stubborn and Elba has shown great patience and h... (more)"

9. Elena

Your peace of mind is my paw-ority!

Fernwood, Milwaukee, WI, 53207

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

1 repeat client

"Elena watched my dog at a very last minute notice. She kept me updated and sent plenty of pictures while I was away. She went above and beyond! (more)"

Confirmed New Years Availability
10. Rachel

I'll walk and care 4 ur LARGE dogs

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Rachel goes WAY above and beyond what is expected! Our Jordan didn’t even care if we came home or not! She was hoping for her best buddy, Rachel! She sends m... (more)"

11. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

4 repeat clients

"Zhanae is an amazing sitter! She stayed with my cats for a weekend and definitely made them feel loved and made me much less worried about leaving them. (more)"

Confirmed New Years Availability
12. Erin

Ur dog will get plenty of exercise!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Erin was great! She was right on time for the “meet and greet” and made sure she had all the information she needed. She took care of our boys overnight wh... (more)"

13. Whitney

Extreme love for dogs and cats!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Whitney has a passion for animals and the most loving personality. She will take great care of your furry friends and treat them like her own! I would recomm... (more)"

14. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chrissy was an awesome pet sitter. She was great with our two large active dogs when watching them during our weekend away. She is a true dog lover and I w... (more)"

15. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Terry was great!! Lula was well taken care of and happy. She did more than I expected (like clean my yard of dog poo!). Lula and I were really pleased and ... (more)"

Confirmed Holiday Availability
16. Alexandria

Walks by Lake

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Allie is wonderful with animals! I have know her since kindergarten and I can remember the first time her family got a dog; she was in high school. She was s... (more)"

17. Julie

Very flexible and inexpensive care

Clayton Crest, Milwaukee, WI, 53221

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

2 repeat clients

"Julie was so easy to work with and my dog Teddy didn't even bark when she came to visit prior to her house sitting. She is reliable and responses fast to req... (more)"

18. Richard

Home full-time.

Castle Manor, Milwaukee, WI, 53221

House Sitting, Dog Walking

"Richard is the man for the job he's loving towards animals takes care of them if I had a dog or a cat I would higher him in a heart beat (more)"

19. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"Stephanie has been caring for our old dog for several years and I could not be more pleased with her care. She is so good with the old guy, taking him for s-... (more)"

20. Laura

"Love dogs and their companionship"

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

"Laura watched my two big dogs, husky and lab while we were away on vacation on multiple occasions. Our dogs are our babies and we do not trust them with just... (more)"

When it comes to pet care and house sitting, pet owners in Maitland Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Maitland Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maitland Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Maitland Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Maitland Park, Milwaukee, WI for your dog: people who'll treat him like family.

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 Maitland 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: