Pet Setting & Drop Ins in Maitland Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Available this weekend
1. Tory

Vet tech seeks dogs to care for!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Dog Walking

"Tory is an experienced dog owner and trainer. She has cared for my dog several times before, and each time he is happy and tired at the end of the day! She i... (more)"

2. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

"Katherine kept an eye on both of our pets while we were away. She was prompt with scheduling a meet and greet and remained in good contact with us (texts and... (more)"

3. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"The dogs love when Svea stops by. She takes great pics and sends them to us every day! Thanks for all that you do! (more)"

4. Margaret

Stand-in best friend

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Margaret is the kindest and most responsible dog owner I know. I've witnesses firsthand her many years of experience caring for dogs, and her ability to conn... (more)"

5. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"Amy deserves and A+++ rating for caring for Amos! She is absolutely a dear & very competent & professional. We usually have family around to help with our ... (more)"

6. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

7. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Tiffany was wonderful to work with and made us feel like our dog was in great hands! She was very interested in learning everything about our dog and helpin... (more)"

8. Joan

Laid back, flexible, animal lovers

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

About: Mom has recently retired from the corporate world, and daughter (25) is still working, however we are looking to add some love and fun to caring fo... (more)

9. Kristen

Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

10. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

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)

11. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chrissy was great! She helped me out last minute and gave me an update once she left! I will definitely consider Chrissy in the future! (more)"

12. Laci

A dog lover and animal enthusist

Red Oak Heights, Milwaukee, WI, 53220

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

About: I grew up around dogs. My first dog was a greyhound rescue. As he got older his joint went bad so I have plenty of experience caring for large olde... (more)

13. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

2 repeat clients

"Sweet! Loves dogs. Will book again in the future... (more)"

14. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie is a fantastic dog sitter! She is very patient, attentive and nice. Super professional also. She watched my Maltese and Maltichon for 2 nights this pa... (more)"

15. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

29 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

16. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Thanks for taking care of the girls on along day at work!! (more)"

17. Kirstie

I have had animals all my life!

New Coeln, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

13 repeat clients

About: My name is Kirstie, I grew up with pets(cats and dogs), I currently have a 11 month old dog of my own; I have experience with taking care of puppie... (more)

18. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

"Jasna has two dogs of her own and treats them like children. She gives them all the love and attention they want and need and puts most of her time into tra... (more)"

19. 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)

20. Brea

Fetch, walks, and snuggles :)

Greenfield, WI, 53221

Drop-In Visits, Dog Walking

3 repeat clients

About: Hello!! Our names are Brea and Cory :) we are fully experienced with dogs and cats! Growing up Brea had a black lab for 16 years and Cory grew up w... (more)

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Maitland Park, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Maitland Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Maitland Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Maitland Park pet sitters and avoid the kennel.

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: