House Sitting in Maitland Park, Milwaukee

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

1. April

Worry Free Pet Sitter & Birthing He

Polonia, Milwaukee, WI, 53215

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

3 repeat clients

"April is a natural. Take dogs and cats took to get right away. She cleaned up after them and I could tell they had been well loved. Highly recommend (more)"

2. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

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)"

3. Elba

Let's spend time walking together.

Cudahy, WI, 53110

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

"I have known Elba for over 9 years. Her attitude toward animals is unlike anything ive ever seen. She is so kind, gentle, and loving to her dogs and others t... (more)"

4. Breanna

Dog Loving Grad Student

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Breanna was my first dog sitter for my pups, and they love her! I have 3 pups with 3 very different personalities, and she's been able to adapt to all 3 of t... (more)"

5. Mallori

Lifelong dog lover/Walk enthusiast

Fernwood, Milwaukee, WI, 53207

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

"Mallori did a wonderful job watching my pup. She sent updates and pictures so we could have a stress free vacation. Her dog is wonderful with other dogs and ... (more)"

6. Lindsey

Fur mama and dedicated dog lover

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is pet crazy. She has a love for pets, especially dogs, that goes above and beyond. There is no dog that she does not want to keep as her own. She ... (more)"

7. 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

"My Daisy always loves Elena's visits. Elena has always been incredibly flexible and reliable. She's always treated Daisy as if she were her own and will alwa... (more)"

8. 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 watched our dog and stayed at our house for an on overnight, she did a great job with excellent communication. Will happily again! (more)"

9. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

7 repeat clients

"Valeria is so friendly and great with our dog. We had some out of town guests and their dogs too. Valeria was very accommodating and able to watch our dog an... (more)"

10. 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)"

11. 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)"

12. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

39 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)"

13. Mabeth

Home full-time❤️dog, fenced yard

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Mabeth takes care of my dog on a daily basis. She is caring and patient especially given that my dog is elderly, blind and often ill. She is a genuine anim... (more)"

14. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Terry watched and walked our dog, staying overnight with him for 2 nights. Everything went great, she texted us pictures throughout the stay and he look like... (more)"

15. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"Anytime I'm out of town, I know that Bowser will be in good hands with Steph and Princess. Steph is a dependable and loving dog mom who makes sure to send lo... (more)"

16. 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)"

17. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

2 repeat clients

"Kara did an excellent job taking care of our mini zoo. She kept us updated on everyone, and even got to pet our elusive kitty. I highly recommend her to anyo... (more)"

18. Rita

I work close to home

Oak Creek, WI, 53154

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

"Rita came over several times a day to walk and feed and play with my dog while I was on vacation. She snapped pics with him, texted me when I asked how he wa... (more)"

19. 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)"

20. Kendra

Walks/Home Visits, South Milwaukee

South Milwaukee, WI, 53172

House Sitting, Drop-In Visits, Dog Walking

About: NOTE: I will be unavailable until further notice due to travel. (Not sure how to temporarily deactivate account). I have always loved animals, ... (more)

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Learn About Premier

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: