Pet Sitting & Drop Ins in Freedom Village, Milwaukee

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Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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1. Debbi O.

Rover 101
Star Sitter
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
193 reviews
52 repeat clients
Profile image

Debbi is so amazing. She took great care of my two cats. Even though we changed some plans, she was more than happy to help us. I also loved getting pictures every day from her visits. She is so kind and trustworthy. I would highly recommend Debbi and will be reaching out if we need help in the future!

Availability updated 11 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Monique B.
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Sitter Profile Image: Monique B.
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2. Monique B.

Star Sitter
No Dog is too big or too small!
Mequon, WI, 53097
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$20
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
Profile image

Monique is fantastic. Great communication, always takes the dogs out to our back field for fun, and very reliable.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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3. Katie M.

Star Sitter
Happy Pets, Self-Insured Care!
Milwaukee, WI, 53225
5.1 mi. away
Boarding, House Sitting, Drop-In Visits
from
$20
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
Profile image

Did a great job taking care of our kitty and sent lots of pic updates!

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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4. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
125 reviews
29 repeat clients
Profile image

Becky did a wonderful job caring for our dog while we were away. Her check-ins were always prompt and the report cards that followed were always thorough! She also sent plenty of photos which I appreciated! She even went above and beyond by replacing one of our dogs tennis balls when it went somewhere out of reach to both my dog and Becky. I would recommend having Becky dog sit and look forward to booking her again when the need arises!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Dani D.
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Sitter Profile Image: Dani D.
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5. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5.0 out of 5 stars
13 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
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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6. Karlee P.

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

Karlee was such a great sitter for our Frank! We love all the photos and can tell they had a great time together! We would highly recommend Karlee and we will for sure use her again! Thanks so much Karlee!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Carolyn V.
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Sitter Profile Image: Carolyn V.
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7. Carolyn V.

You can trust me with your fur baby
Thiensville, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
2 reviews
2 repeat clients

Carolyn is a FABULOUS dog mom and loves the dogs she pet sits for as her own! She has taken care of my 7 year old pitbull, Harper, when I'm out town, and Carolyn spoils her rotten and does everything she can to make Harper feel at home. Carolyn recently rescued a dog, Dipper, from a high kill shelter in Texas. Dipper was heartworm positive and Carolyn was diligent in keeping up with his treatment. With that said, she is experienced in administering medications and attending to dogs with health needs. I would highly recommend Carolyn!

Availability updated 42 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Mariel A.
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Sitter Profile Image: Mariel A.
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8. Mariel A.

Loving and Caring Cat Mom/Sitter
Timmerman Airport, Milwaukee, WI, 53225
5.2 mi. away
Drop-In Visits
from
$14
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
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 11 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Susan H.
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Sitter Profile Image: Susan H.
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9. Susan H.

I LOVE ALL Animals :)
Menomonee falls, WI, 53051
4.8 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
4 reviews

Susan is my mother and we have always grown up with pets in our household. She is not only responsible and a loving pet caregiver but after our family got our first dog about 5 years ago, she has never been happier. Animals give us all a purpose for life and love and a feeling of unconditional love, and my mom has recently been volunteering to help out at a local shelter and she has seemingly never enjoyed any hobby more than doing what she does now. She always goes the extra mile in making sure her loved ones are taken care of and supported at all times through her love. She would be a fantastic fit in this role!

Availability updated 5 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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10. Kristina K.

Nanny, Dog walker, Pet sitter!🐾☀️
Brown Deer, WI, 53209
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
26 reviews
12 repeat clients
Profile image

Kristina was great! Flexible and easy to communicate with before and during our trip. Our cat was very comfortable with her. We’ll definitely call her for our next trip.

Availability updated 59 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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11. Jessica s.

Star Sitter
Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
0.2 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 someone you can trust with your pup. She took care of my Chihuahua for 3 days, received good communication, and everything went smooth. Will be contacting her again in the near future!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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12. Shelby B.

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

Incredibly reliable!!! We were hesitant to use a pet sitter as we normally travel with our furbabies but we found Shelby and she was absolutely fantastic! Her communication was prompt which was huge for me. She was punctual and completed the tasks she said she would. Shelby eased my mind as I knew the furbabies were in good hands. I would highly recommend Shelby! We will definitely use her in the future. Thank you Shelby.

Availability updated 24 days ago
Sitter Profile Image: Perseus M.
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Sitter Profile Image: Perseus M.
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13. Perseus M.

Rover 101
Caring & respectful animal lover
Milwaukee, WI, 53223
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
3 reviews

Let me first start by saying, I work in the pet care industry and don't trust just anyone to watch my dogs. Perseus is always my go-to person when I need a dog and cat sitter. I have one dog that can be very nervous around people and can be a lot sometimes but she loves Perseus and she definitely doesn't love everyone. He is one of the most trustworthy people I know and I 100% know my dogs and home are well taken care of. I also have two cats that live in the home with my 3 dogs and he makes sure everyone gets the love and attention they need while we are gone. He would send me pictures and videos of our pets, which I love to see while traveling. I would recommend him to any and everyone and I always know I can call him if I need help with let outs for my dogs. You won't find a more caring and compassionate person for your pets. He will treat them as if they are his own.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Bailey W.
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Sitter Profile Image: Bailey W.
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14. Bailey W.

WFH Professional who loves pets!
Thiensville, WI, 53092
3.9 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
2 reviews
Profile image

Bailey was so awesome and nice and helpful with the dogs. They loved her right away and weren't shy like normal, so I knew immediately she'd be a the best fit for pet care while I was away! Thank you, Bailey :)

Availability updated 34 days ago
Sitter Profile Image: Pamela N.
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Sitter Profile Image: Pamela N.
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15. Pamela N.

Loving & Compassionate Pet Sitter
Mequon, WI, 53092
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client

About: I have a strong affinity to cats and dogs. I believe all animals deserve tender love and care, no matter their temperment, history, or past. My friends, family, and co-workers have relied on me to care for their cats and dogs. I am always patient, calm, understanding, and dependable when it comes to caring for others' pets. I'm always patient, calm, understanding, and dependable when it comes to caring for others' pets. I have so much love to give and spending quality time with animals brightens my day! I am currently working full time and looking for opportunities to spend more time with animals and make some extra cash. For me, the companionship and excercise is most rewarding. I absolutely enjoy taking care of pets, playing with them, going on walks and adventures with them. I understand how special and important the bond is between you and your pet. I have a cat of my own and treat her like my own child. I believe that all pets deserve our attention and respect. I also understand how important it is to find the right fit for you and your beloved fur baby. Dogs and cats

Availability updated 52 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
Verified Enhanced Background Check

16. Jeff G.

Star Sitter
Care for dogs like they're children
Glendale, WI, 53209
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
4.9 out of 5 stars
48 reviews
13 repeat clients
Profile image

Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Joe A.
Verified Enhanced Background Check
Sitter Profile Image: Joe A.
Verified Enhanced Background Check

17. Joe A.

Star Sitter
I have a deep love for all animals!
River Hills, WI, 53217
2.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
Profile image

This is our first time using Rover. Joe was great!! He responded in a timely manner and answered all my questions and concerns. Joe also asked pertinent questions about our cats habits or special needs. He was prompt on our initial meet/greet and on all scheduled visits. He sent texts and pictures of our cats when/if they appeared :-) I truly was able to enjoy our vacation without the worry. We will definitely be using Joe for future business or vacation travel.

Availability updated over 1 year ago
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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18. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
2.0 mi. away
Boarding, Drop-In Visits
from
$14
per visit
4.9 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 7 months ago
Sitter Profile Image: Ali D.
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Sitter Profile Image: Ali D.
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19. Ali D.

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

Ali has been absolutely incredible with my puppy! She is so sweet and considerate. She also is great with communication and always keeps me in the loop on her arrival and departure from my home as well as keeps my updated on how my pup is doing throughout her stay. (A major plus is she sends pictures a videos which always makes me know my pup is doing okay!). I would recommend Ali to anyone looking for a reliable and kind sitter for any of your furry friends!

Availability updated 87 days ago
Sitter Profile Image: Morgan B.
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Sitter Profile Image: Morgan B.
Verified Enhanced Background Check

20. Morgan B.

Animal lover and owner
Bradley Estates, Milwaukee, WI, 53223
1.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
11 years of experience

About: I have taken care of household animals between 11 to 13 years. I have always treated my animals with the upmost respect and care. I can guarantee you and safely assure you I will do the same for your animals. I have experience and taking care of senior citizen dogs, dogs, and cats, along with puppies and disabled animals. I have decided to quit my full-time position at my current establishment to proceed my dream with working with animals. My availability will always be Monday through Friday preferably early morning midday, but can take care of your animals at night if need be. When taking care of your pet and or animals, I will treat them with the upmost respect and care as if they are my own.

Availability updated 52 days ago
Confirmed availability for Presidents' Day Weekend

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