Pet Sitting & Drop Ins in Calumet Farms, Milwaukee

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

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Nycole T.
Verified Enhanced Background Check
Sitter Profile Image: Nycole T.
Verified Enhanced Background Check

1. Nycole T.

Star Sitter
Happy paws, happy life!
Menomonee Falls, WI, 53051
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
109 reviews
33 repeat clients
Profile image

Thanks Cole! I can tell Bollo enjoyed walking with you m. I appreciate the after walk messages and lots of sweet pictures. Will be booking again in the near future.

Availability updated 7 days ago
Sitter Profile Image: Jen G.
Verified Background Check
Sitter Profile Image: Jen G.
Verified Background Check

2. Jen G.

Star Sitter
Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
2.8 mi. away
Drop-In Visits
from
$22
per visit
5.0 out of 5 stars
71 reviews
26 repeat clients
Profile image

Jen did an amazing job with our fur babies. She gave them the love, attention and care they needed while we were gone and sent cute picture every visit. We were able to enjoy our vacation knowing they in good hands ?. Highly recommend. We will be using her again! Thank you Jen!

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Karlee P.
Verified Background Check
Sitter Profile Image: Karlee P.
Verified Background Check

3. Karlee P.

Work from home dog mom
Germantown, WI, 53022
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$26
per visit
5.0 out of 5 stars
58 reviews
22 repeat clients
Profile image

Karlee was awesome with my dachshund, Kobe, and I felt so reassured knowing he was in good hands when I'm not home. She kept me well-updated about how things were going (very appreciated by an overly protective pet parent :)), and was willing to accommodate whatever was needed. So glad to have found Karlee!

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Shelby B.
Verified Background Check
Sitter Profile Image: Shelby B.
Verified Background Check

4. Shelby B.

Full-time Dog Mom
Milwaukee, WI, 53223
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
72 reviews
31 repeat clients
Profile image

Shelby did such a great job with our boys on such short notice. Great with commutation and very nice and sweet. Will definitely ask her to watch Bailey and Jake again!

Availability updated 3 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Dani D.
Verified Enhanced Background Check
Sitter Profile Image: Dani D.
Verified Enhanced Background Check

5. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients

About: Hello and welcome! My name is Dani and I’ve taken care of multiple different kinds of pets for extended periods of time while their owners were out on various adventures. I have my own two dogs, as well as four cats. I have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (I have had up to 6 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can’t wait to meet you! (Or if you prefer the whole crew won’t meet you :)). I’m currently working part time as a CNA, The longest your pet will be left alone in my home is a maximum of 2 hours. At this time I am home for the day by 2:30 pm at the latest. There is one other person is the home, being my fiancé. His name is Aidan and he does help out with the animals (taking out the dogs, walks, feeding, play time, etc.) You can request my schedule for any amount of time to confirm your loved one will be cared for properly and on time. I have cats, dogs, and fish. I had a childhood cat and have had dogs around my entire life. I keep my fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is also fenced in.

Availability updated today
Sitter Profile Image: Mariel A.
Verified Enhanced Background Check
Sitter Profile Image: Mariel A.
Verified Enhanced Background Check

6. Mariel A.

Loving and Caring Cat Mom/Sitter
Timmerman Airport, Milwaukee, WI, 53225
3.6 mi. away
Drop-In Visits
from
$14
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

I’d leave 10 stars if I could. Mari sent me daily pictures and videos and provided detailed updates which I loved while I was away. My cats, one of them being shy to everyone, warmed up to her in no time. My cats loved her and can confidently say I will rebook her again in the future.

Availability updated yesterday
Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check

7. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
4.3 mi. away
Boarding, Drop-In Visits
from
$22
per visit
5.0 out of 5 stars
575 reviews
350 repeat clients
Profile image

Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & greet right away that night and I felt instantly at ease with this being my first Rover.com experience. My dogs liked her without a problem and she communicated great when dropping in to take them out and feed them. Thank you again!!!

Availability updated 21 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
Sitter Profile Image: Katie M.
Verified Enhanced Background Check

8. Katie M.

Star Sitter
Happy Pets, Self-Insured Care!
Milwaukee, WI, 53225
2.9 mi. away
Boarding, House Sitting, Drop-In Visits
from
$15
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

Katie did a great job picking our dog up from daycare and bringing her home. She played with her and Fiona seemed very happy. Very timely and easy to work with. We are using her again this weekend. Thanks Katie!

Availability updated 15 days ago
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check

9. Samantha L.

Full-time stay at home animal lover
Menomonee Falls, WI, 53051
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

Samantha is easy to communicate with and is flexible with our schedule. I know that Izzy is well cared for by Samantha, and I appreciate the cute photos.

Availability updated 2 days ago
Sitter Profile Image: Jaclyn O.
Verified Background Check
Sitter Profile Image: Jaclyn O.
Verified Background Check

10. Jaclyn O.

The Friendly, Neighborhood Pet Lady
Park Knoll, Milwaukee, WI, 53225
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
80 reviews
34 repeat clients
Profile image

Jaclyn was a fantastic pet sitter. She walked out 3 dogs 3 days a week! They loved her visits and the communication between her and us was tremendous.

Availability updated 5 months ago
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check

11. Jessica s.

Star Sitter
Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients

Jessica is an excellent pet caregiver. Any breed of Dogs love her. Flexibility was huge for us knowing we needed someone to come to our home where we know our dogs are the most comfortable. She gives them lots of attention and walks. Highly recommend!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Jenni F.
Verified Background Check
Sitter Profile Image: Jenni F.
Verified Background Check

12. Jenni F.

Rover 101
A Tired Dog is a Happy Dog!
Milwaukee, WI, 53225
2.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
69 reviews
44 repeat clients
Profile image

Jenni is amazing! She has watched our cat, Khali, twice now and everytime we leave I know she is in safe hands. Jenni is great at communicating and understanding pets needs and making sure that our baby is doing well while we are gone.

Availability updated 7 months ago
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check

13. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
1.1 mi. away
Boarding, Drop-In Visits
from
$14
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Dawn checked in every day, and sent photos which was so awesome

Availability updated 5 months ago
Sitter Profile Image: Cadance T.
Verified Enhanced Background Check
Sitter Profile Image: Cadance T.
Verified Enhanced Background Check

14. Cadance T.

Rover 101
A pet-lover with love to give
Park Knoll, Milwaukee, WI, 53225
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client

My granddaughter, Cadance, is such an animal lover. So much so that even her email address reflects that. Her future goal is to become a veterinarian. She is a high honors student and a person of high morals. She has grown up with animals and, even now, has dogs and bunnies in her life. When she was in her teens she started dog training classes with my dog, Tilly. She did a fantastic job! The instructors used to come to sit and talk with her and often complemented her on her abilities in training, Tilly was always at the top of her class. She and Cadance were such a pair! Tilly was in three classes at one time, including agility classes. The two of them did so well that they were allowed to skip one level in agility. To say that I am proud of her is to say the very least. You would be lucky to have her as an employee. She is loyal and takes jobs seriously. Her only “fault” seems to be loving animals too much, especially dogs. Thank you for considering her for Rover.com.

Availability updated 25 days ago
Sitter Profile Image: Maddalena P.
Verified Enhanced Background Check
Sitter Profile Image: Maddalena P.
Verified Enhanced Background Check

15. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
2.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
18 reviews
2 repeat clients
Profile image

Maddalena was a great fit for our cat. She seemed to bond very quickly to the point Maddelena sent us video of their quality time spent together when she visited, rather than basically have our cat ignore her. In the past that has always been the case when we have others stop by to check in. We received photos each time Maddalena visited which made us feel better while we were away. Maddalena was very reliable and open with communication. We will rebook with Maddalena any time we go out of town in the future.

Availability updated 6 days ago
Sitter Profile Image: Sheree P.
Verified Enhanced Background Check
Sitter Profile Image: Sheree P.
Verified Enhanced Background Check

16. Sheree P.

I love dogs they make me happy
Menomonee River Hills East, Milwaukee, WI, 53223
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
20 years of experience

About: Ive have dog since i was about 7 i cared for them since i was 20 they always kept me happy and they always loved on me so hard I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have 4 dogs they are groomed once a week they been out their cages more than they be in them. Sometimes I make steak for them just cause they live on me so much and they are walked about 4 times a day . We also love going to the doggie park to have some free time

Availability updated 5 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Melissa B.
Verified Enhanced Background Check
Sitter Profile Image: Melissa B.
Verified Enhanced Background Check

17. Melissa B.

Years of dog care experience!!
Granville Station, Milwaukee, WI, 53224
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$12
per visit
5.0 out of 5 stars
3 reviews

Melissa is a very loving dog caretaker! She is very loving and loves to make dogs the happiest they can be! Always is doing something with the dogs whether it is walking, playing, and cuddling! Dogs love being around Melissa! One of her dogs was a rescue from a very abusive household. She has nurtured him into trusting people again and is always by her side!!!!

Availability updated 3 months ago
Sitter Profile Image: Lindsey D.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey D.
Verified Enhanced Background Check

18. Lindsey D.

15 years of pet care experience
Menomonee Falls, WI, 53051
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
15 years of experience

About: With 15 years of pet sitting experience, I bring a genuine love for animals and a wealth of knowledge to every care situation. Your pet’s happiness and well-being are my top priorities. Trust me to provide exceptional care, whether it’s daily walks, feeding, or overnight stays. Let me give your furry friends the love and care they deserve while you’re away! Currently, I work full-time from home, allowing me to provide consistent and attentive care for your pets. From daily walks and feeding to overnight stays, I am always available to ensure your pet’s happiness and well-being. Your furry friends will receive the love and attention they deserve while you’re away. In your home, I maintain your pet’s routine, providing consistent care that includes feeding, walking, and playtime, while ensuring they are comfortable and secure in their familiar surroundings. I strive to create an stress-free and loving environment for your pets.

Availability updated 9 days ago
Sitter Profile Image: Olivia W.
Verified Enhanced Background Check
Sitter Profile Image: Olivia W.
Verified Enhanced Background Check

19. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
2 reviews
Profile image

Olivia was great! My dog is a sweetheart to most everyone, but doesn't cuddle with anyone really other than me. Some of the photos Olivia shared showed my girl cuddling up to her and that was amazing! We have had many wonderful sitters on Rover, but none that my dog seemed this comfortable with. Olivia took great care of my dog and it was such a relief to have her help while we were away for the weekend. We will definitely be looking to use Olivia again in the future! Aside from the dog care itself, Olivia was just wonderful to work with. She was understanding when I lost our message history and just a very nice person.

Availability updated 89 days ago
Sitter Profile Image: Ali D.
Verified Enhanced Background Check
Sitter Profile Image: Ali D.
Verified Enhanced Background Check

20. Ali D.

Will ❤️ your pup when you are away
Milwaukee, WI, 53224
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
10 reviews

Ali is an animal lover and amazing pet caregiver through and though! She has been a go to for me many times and has always treated my furry one, Marley 🐾, with a lot of kindness, patience and attentiveness. I’ve also met a few of the happy pets she has cared for in the past and they always seem to enjoy their time with her. Ali is great at communicating and accommodating. She is very reliable, punctual and knowledgeable. Most importantly, she has a huge heart and will surely take care of your pet like it’s her own ❤️

Availability updated 43 days ago

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app