Pet Sitting & Drop Ins in Freedom Village, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
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
5.0 out of 5 stars
111 reviews
40 repeat clients
from
$18
per visit
Profile image

Once again Debbi has given exceptional care to our home and pets. We have used Debbi twice in the past and would not want anyone else! Explicit directions were followed and she gave us some helpful tips as well. Debbi is very conscientious and will “go that extra mile.” When I asked for help with packages being delivered she tracked them all down and made sure they were brought into the house. Thank you for all your care, promptness, and professionalism. Sean and Georgann F.

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$20
per visit
Profile image

Jeaneé is the best. We’ve used her several times now. We always get pictures of the adventures they have together, and updates! We know our animals appreciate having her around.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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3. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$18
per visit
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Tegra was lovely with my babies (dog and cat) while I was out of town. They were safe and well cared for. Thank you!

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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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4. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit
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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: Memorial Day Weekend
Sitter Profile Image: Karlee P.
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Sitter Profile Image: Karlee P.
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5. Karlee P.

Work from home dog mom
Germantown, WI, 53022
5.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$19
per visit
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I highly recommend Karlee! She is such a sweet person and my Great Dane loved her. I was gone for 5 days and when I got back I couldn’t even tell I left. I will definitely book with her for my next vacation!

Sitter Profile Image: Kate D.
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Sitter Profile Image: Kate D.
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6. Kate D.

Student who loves pets
Mequon, WI, 53092
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit
Profile image

Kate was wonderful with my pups. They are both older dogs, though they don't act it. She made sure they did their business, gave them treats, and sent me pictures during each visit. I was in a 3-day summit, so knowing they were being cared for meant I could focus on my work without worry. I will definitely use Kate again!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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7. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$18
per visit
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Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

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Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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8. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$22
per visit
Profile image

I booked a reoccurring daily drop in and have been very happy with the service. My dog Duke is a bit of a jerk to new people but they have been getting along great. Heidy always gives me great notes on their visits and gives plenty of heads up if something with our schedules needs to change. Highly recommend.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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9. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
4.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit
Profile image

Elizabeth is the best cat sitter I ever had. She was always in time. Sent very detailed notes. She went above and beyond aging care of my two cats. I will definitely hire her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan G.
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Sitter Profile Image: Megan G.
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10. Megan G.

My pets are family and so are yours
Fox Point, WI, 53217
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
1 repeat client
from
$10
per visit

Megan is great with all pets! She has watched my two dogs and cat countless of times and has visited with them as well and they always get so excited to see her. Megan cares a lot about animals and always will make sure they are happy and comfortable. She is most definitely a person I trust with my pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddalena P.
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Sitter Profile Image: Maddalena P.
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11. Maddalena P.

Animal Loving Biology Teacher
Menomonee Falls, WI, 53051
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Without hesitation, I would highly recommend Maddalena to watch your dog or other pet. I had to travel unexpectedly within weeks of adopting my dog Peach, and Maddalena stepped up to the plate. She listened to my concerns and notes regarding the care Peach required. Further, she was quick to reply when I checked in while away. A full-hearted endorsement from me!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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12. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$25
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: Memorial Day Weekend
Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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13. Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$17
per visit
Profile image

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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14. Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
2.0 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
6 reviews
1 repeat client
from
$14
per visit
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Dawn checked in every day, and sent photos which was so awesome

Sitter Profile Image: Andrea L.
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Sitter Profile Image: Andrea L.
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15. Andrea L.

Star Sitter
Animal lover, flexible schedule
Menomonee Falls, WI, 53051
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$23
per visit
Profile image

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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16. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$25
per visit
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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17. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
25 repeat clients
from
$23
per visit
Profile image

Becky is honestly the best. We have used a number of pet sitters from Rover and she was by far the most responsive, timely and caring of our babies! We have three kitties, a great dane and even an outdoor feral cat and Becky was fantastic in her care of all of them---including one kitty who needs two insulin shots per day. We cannot recommend her enough and would be happy to have her take care of our babies again in the future!

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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18. Jessica s.

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

Jessica has cared for our dog, Roxy, at her home, several times already and we cannot imagine someone with better pet care practice. We've kenneled Roxy in other places before we learned of Jessica's availability and Roxy's disposition upon returning home cannot be more different. With other places, Roxy would come home listless and nervous, obviously unsure of herself. On the other hand, after Jessica took care of her for 11 days while we vacationed, the dog came home very relaxed and confident with no sign of trepidation in her behavior. I heartily recommend Jessica as a pet care provider. Like Roxy, I'm sure your pet will love her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Derek D.
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Sitter Profile Image: Derek D.
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19. Derek D.

Your pets next best friend
Brown Deer, WI, 53209
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$12
per visit

About: Growing up, I had a few cats as pets. I was responsible for cleaning up after them. Always loved my cuddles with them. Now I have a 3 year old dog that I've had since he was a puppy. Love and care for him. He's my best friend. Always staying busy going hiking or going to a dog park someplace. We also don't mind a day in chillin at the house. Currently, we are going through service training 🐕‍🦺 I've also done my fair share of shelter volunteering. I've volunteered in Texas and Wisconsin. Cleaning kennels, walking and feeding dogs, cleaning toys, adoption paperwork Currently I am going to school for dental hygiene. I am petitioning right now so I do have a bunch of free time on my hands, when im not doing my other gigs. I have another part-time job at a gym on Tuesdays and Wednesdays. I am searching for part-time work in the dental field (more tbh at a later date). I also own a business that will require me to leave state for a the weekend, quarterly. Monday 9am-9pm Tuesday 4pm-9pm Wednesday 4pm-7pm Thursday 8am-9pm Friday 8am-11:59pm Saturday 8am-11:59pm Sunday 8am-10pm I am super flexible so just let me know what time you'd like, and we can work something out! I live in a 1 bedroom apartment. No need to worry about about space though because my apartment has a fenced in dog park right outside. I take Bear (my dog) out there numerous times a day where he interacts with quite a few dogs with no problem! We also do a lot of hiking. We live, conveniently, right next to the Oak Leaf Trail. Always active! However, if that's not the case for your dog, we are also open to chillin in the house and lounging around.

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Sitter Profile Image: Julia F.
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Sitter Profile Image: Julia F.
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20. Julia F.

You will wag your tail too!
Brown Deer, WI, 53223
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$15
per visit

Julia is my go-to pet sitter and she takes amazing care of my dog, Rocky! He absolutely loves her and she is so kind, fun, and takes extra care with my pet every single time. Julia is fantastic and she's my #1 recommendation for everyone!

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When it comes to pet sitting, dog owners in Freedom Village, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Freedom Village may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Freedom Village, 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 Freedom Village, Milwaukee who can provide the care your pet needs, when they need it.

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