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 dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Nycole T.
Verified Enhanced Background Check
Sitter Profile Image: Nycole T.
Verified Enhanced Background Check
1.

Nycole T.

Happy paws, happy life!
Menomonee Falls, WI, 53051
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
48 reviews
16 repeat clients
from
$20
per visit

Kole did an outstanding job and went above and beyond to get our Nora to warm up to her, trust her, and genuinely have fun with her. I could absolutely tell how honest of a love Kole has for animals and we will definitely be booking with her for any future needs!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Baylee W.
Verified Enhanced Background Check
Sitter Profile Image: Baylee W.
Verified Enhanced Background Check
2.

Baylee W.

Let me care for your furry babies!
Germantown, WI, 53022
Drop-In Visits, Dog Walking
5.0
29 reviews
11 repeat clients
from
$20
per visit

We are very pleased with our sitter, Baylee. She adhered to all of our requests for care of our dear cat and was even able to help with requests from some contractors who were working here during our absence. She's the best.

Sitter Profile Image: Dave S.
Verified Enhanced Background Check
Sitter Profile Image: Dave S.
Verified Enhanced Background Check
3.

Dave S.

Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking
5.0
90 reviews
35 repeat clients
from
$21
per visit

Dave has sat for our cat Silkybear twice now and our wee Beta fish. He is kind and friendly and I feel very comfortable knowing I can leave town for a trip or family obligation and our pets will be in good hands.

Calendar Recently Updated
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
4.

Sarah W.

Lover of all fur babies💕
Milwaukee, WI, 53222
Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$13
per visit

Sarah is an AMAZING pet mom to her 4 cats (Stella, Bailey, Bill, and Gizmo) and dog, Maisie. Super intuitive with them, loves walks with Maisie, playing with them all, and if they need any vet care she’s right on it! One of the most responsible and loving pet owners I know. Highly recommend for your fur babies!!!

Calendar Recently Updated
Sitter Profile Image: Kathy B.
Verified Enhanced Background Check
Sitter Profile Image: Kathy B.
Verified Enhanced Background Check
5.

Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
Drop-In Visits
5.0
2 reviews
1 repeat client
from
$14
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

Sitter Profile Image: Kate D.
Verified Background Check
Sitter Profile Image: Kate D.
Verified Background Check
6.

Kate D.

Student who loves pets
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
19 repeat clients
from
$20
per visit

Kate is reliable and my pups love her. She was able to help me last minute and I know my fur-kids are in good hands with her. I’ll definitely be using Kate again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check
7.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$22
per visit

Cindy is great with our dog that is very shy and likes to hide and has really bad separation anxiety. I always feel good when Cindy’s there to take care of them.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
8.

Jeanee S.

Your dogs new best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$15
per visit

Jeanee is my blood sister and she has been caring for my Pit Bull, Tedi, since 2019! Me and my wife entrusted her while we went on our first honey moon to Mexico and haven’t gotten her back since! Lol. Honestly though, She’s super attentive to Tedi’s needs and makes a great pet mom. Her love for animals has been consistently growing since she was a kid. And dogs hold a special place in her heart. She’d make a phenomenal dog walker!

Calendar Recently Updated
Sitter Profile Image: Jen G.
Verified Background Check
Sitter Profile Image: Jen G.
Verified Background Check
9.

Jen G.

Experienced Dog & Cat Lover ❤️
Menomonee Falls, WI, 53051
Drop-In Visits
5.0
59 reviews
22 repeat clients
from
$21
per visit

Jen sent great messages and pictures each day letting us know what as going on with our two fur babies - gave a lot of comfort to us while we were away. Will definitely be asking her to pet sit again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: kiki A.
Verified Enhanced Background Check
Sitter Profile Image: kiki A.
Verified Enhanced Background Check
10.

kiki A.

Animal lover & nurturer
Menomonee River Hills East, Milwaukee, WI, 53223
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Drew & Jacki R.
Verified Enhanced Background Check
Sitter Profile Image: Drew & Jacki R.
Verified Enhanced Background Check
11.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per visit

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kristina K.
Verified Enhanced Background Check
Sitter Profile Image: Kristina K.
Verified Enhanced Background Check
12.

Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
7 repeat clients
from
$20
per visit

Thanks Kristina for giving us peace of mind while we were away for the weekend!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Cassie & Ben O.
Verified Enhanced Background Check
Sitter Profile Image: Cassie & Ben O.
Verified Enhanced Background Check
13.

Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
8 repeat clients
from
$23
per visit

Cassie was like absolute clockwork. Our dog instantly loved her and Cassie has a natural way with animals. She came exactly when scheduled and kept us completely up to date on our dog's status. A definite recommend!!

Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
14.

Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
5 repeat clients
from
$14
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
Sitter Profile Image: Andrea L.
Verified Enhanced Background Check
15.

Andrea L.

Animal lover, flexible schedule
Menomonee Falls, WI, 53051
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
3 repeat clients
from
$23
per visit

Andrea took excellent care of our cat Diego, even accommodating his special medical circumstances. We will be happy to seek her out again for our next trip!

Sitter Profile Image: Cassandra D.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra D.
Verified Enhanced Background Check
16.

Cassandra D.

Dog lover :)
Menomonee Falls, WI, 53051
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$14
per visit

Cassandra is the IDEAL pet caregiver, whether it's dog sitting or dog walking. She is a fabulous pet owner, as well. I don't trust many people with my own dog but Cassandra is always first on my list for when I need an extra hand! I can't say enough great and fabulous things about her!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check
Sitter Profile Image: Dawn C.
Verified Enhanced Background Check
17.

Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
Boarding, Drop-In Visits
5.0
6 reviews
from
$14
per visit

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

Calendar Recently Updated
Sitter Profile Image: Katie K.
Verified Enhanced Background Check
Sitter Profile Image: Katie K.
Verified Enhanced Background Check
18.

Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
20 years of experience
from
$15
per visit

About: I’ve taken care of neighbors cats for as long as I can remember. Not only that but looking after their garden and outdoor wildlife as well! I have less experience with dog sitting, but with any animal I make that they are loved and well cared for. Meeting new people is scary. They don’t always understand what work or vacations are. So I like to make sure they’re as comfortable as possible while their owners are away. I’m working as a freelance designer, so my schedule is very flexible to meet your pets needs! Please give me a day in advance to discuss plans and I’m sure we can make something work! My home is currently not available for pets to come stay at because I have two cats of my own and they aren’t accustomed to other people or animals quite yet.

Calendar Recently Updated
Sitter Profile Image: Madeline M.
Verified Enhanced Background Check
Sitter Profile Image: Madeline M.
Verified Enhanced Background Check
19.

Madeline M.

Evry tail needs a PawPurfect sitter
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$14
per visit

Madeline is wonderful with caring for my dog Honey. Honey loves her! I have a set walking schedule for Honey and Madeline was nice enough to walk her 3x a day. She is reliable and trustworthy. What I appreciate most are the updates to reassure me that Honey is doing well. I have built a relationship with Madeline and feel comfortable leaving Honey overnight. She cared for Honey for two weeks while I was overseas. Highly recommend!

Sitter Profile Image: Angelic F.
Verified Enhanced Background Check
Sitter Profile Image: Angelic F.
Verified Enhanced Background Check
20.

Angelic F.

OMG I love dogs… dogs are my lifeee
Milwaukee, WI, 53224
Drop-In Visits, Dog Walking
5.0
1 review
from
$16
per visit

About: I had a dog since I was three years old that I took care of till his last day. Dogs been my world since I was little. I started walking and taking care of other people dogs 3 years ago, which push me to work at doggy daycares because how much I love and enjoy spending time with dogs. I’m experienced with all type of breeds and sizes of dogs. I have a dog myself who is 2 years old who I put through training so I’m very familiar with training techniques as well. I’m also very big on “Treat other people dogs, how you want your dog to be treated”. So I always make sure I give the best care and love to all the little fur babies. I’m extremely attentive with behavior, eating habits, and their stool. I’m also great at taking candid pictures. I work part time and go to school at UWM and as well in the Army Reserve. My part time job at the doggy day care I work at is extremely flexible with my hours so I can always put your pet and their needs first. I have a decent size apartment that requires me to walk my dog outside 4/5 times a day, which has a very big field to go play in and run. I usually take my dog to dog parks when he not at day care with me. I also love to spend as much time as possible with dogs that I take care of and give them all the attention and love they want and need.

Search Map

Dog owners in Calumet Farms, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Calumet Farms, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Calumet Farms, Milwaukee who can provide the care your pet needs, when they need it.

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 Calumet Farms, 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:

Drop-In Visits