Pet Sitting & Drop Ins In Midtown Milwaukee

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.9 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
106 reviews
34 repeat clients
Profile image

Kathy was our first experience with rover and I’m sure will be our best. She was extremely flexible with us as our schedule had some unexpected changes during our booking. She was great with the cats, communicated in a timely manner, and really went above and beyond in every aspect. We wish we found her sooner!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
138 reviews
43 repeat clients
Profile image

Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.

Availability updated today
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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3. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
2.6 mi. away
House Sitting, Drop-In Visits
from
$14
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Megan was awesome and took great care of my cat while I was out of town! Very thorough and sent awesome drop in reports! Would highly recommend!!!

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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4. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$16
per visit
5.0 out of 5 stars
51 reviews
18 repeat clients
Profile image

Amanda has been so outstanding from her communication, updates and reliability; we are so happy with her! In addition to those things, when meeting Jax for the first time you can see just how much she loves and cares about animals. She is amazing!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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5. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
2.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
Profile image

Ashlee was great at communicating and went above and beyond for my large dog with medical needs. She was able to assist him outside using a sling and adhere to his physical restrictions post surgery.

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Casey G.
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Sitter Profile Image: Casey G.
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6. Casey G.

Rover 101
Star Sitter
Dog lover with rescue experience!
Cambridge Heights, Milwaukee, WI, 53201
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
Profile image

Casey is a fantastic pet sitter! He was flexible and accommodating, and a caring animal caregiver. We especially appreciated his experience with rescues as our June benefits from a trauma informed approach. I also enjoyed his relaxed demeanor which is refreshing. Will definitely be booking with him again, if possible. Highly recommended!

Availability updated today
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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7. Kennedy K.

Star Sitter
Ready to be your pet’s assistant!
Milwaukee, WI, 53212
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
33 reviews
14 repeat clients
Profile image

Kennedy was amazing! It's clear our boys loved them and we greatly appreciate going the extra mile by cleaning up the messes our boys made and even grabbing our mail.

Availability updated 4 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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8. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
3.2 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5.0 out of 5 stars
97 reviews
29 repeat clients
Profile image

I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!

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

Star Sitter
Loving, attentive, and caring!
Lower East Side, Milwaukee, WI, 53202
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$20
per visit
5.0 out of 5 stars
42 reviews
10 repeat clients
Profile image

Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!

Availability updated 25 days ago
Sitter Profile Image: Vilma C.
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Sitter Profile Image: Vilma C.
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10. Vilma C.

Star Sitter
Looking forward to meeting your pet
Walker's Point, Milwaukee, WI, 53204
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
Profile image

Our pet sitter went above and beyond for our four pets ( 2 cats and 2 dogs). Would highly recommend others to book her as well.

Availability updated 12 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Valene S.
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Sitter Profile Image: Valene S.
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11. Valene S.

Star Sitter
Let me walk your doggos ❤️
Milwaukee, WI, 53202
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
Profile image

Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.

Availability updated 6 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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12. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
2.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

She is an amazing pet sitter! Very kind and our dog loves her!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Sophie O.
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Sitter Profile Image: Sophie O.
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13. Sophie O.

Star Sitter
Reliable Pet Sitter Who Loves Dogs
Historic Third Ward, Milwaukee, WI, 53202
2.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
46 reviews
7 repeat clients
Profile image

Sophie was great with my dog, Lenny. He was recovering from being neutered and she did a fantastic job of keeping me updated during the visit and attending to his needs. She was super responsive and easy to work with.

Availability updated today
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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14. Adrienne N.

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
12 reviews

I believe that Adrienne would be an amazing pet sitter on Rover! She has been my friend for over 10 years, during which she's been a cat mom to two lovely cats. Adrienne has taken care of my cat Lunchbox while I was on vacation multiple times, for as long as 3 weeks at a time, and did a wonderful job. She even sent me daily updates of her playing with Lunchbox! In summary, Adrienne is an incredibly attentive and reliable pet sitter who loves animals, and any pet would be lucky to be cared for by her.

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

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
61 reviews
19 repeat clients
Profile image

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Availability updated 36 days ago
Sitter Profile Image: Maci P.
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Sitter Profile Image: Maci P.
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16. Maci P.

Dog-person through & through!
Milwaukee, WI, 53203
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
1 review
2 repeat clients

Maci is a loving and caring friend that everyone needs in life. By spending just a minute with her, you'll easily be able to see the kind of person she is. If you want your dog cared for by a genuine and compassionate person (for humans and dogs), hands down she's the best option.

Availability updated 53 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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17. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
4.9 out of 5 stars
79 reviews
24 repeat clients
Profile image

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Availability updated 12 days ago
Sitter Profile Image: Meg H.
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Sitter Profile Image: Meg H.
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18. Meg H.

Looking to be your new dog sitter!
Kilbourn Town, Milwaukee, WI, 53203
1.8 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Meg was an awesome dog sitter for our girl Donnie! She sent over lots of pictures at each visit and I can tell Donnie had a great time!

Availability updated 5 months ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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19. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per visit
5.0 out of 5 stars
99 reviews
31 repeat clients
Profile image

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
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20. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
1.4 mi. away
House Sitting, Drop-In Visits
from
$30
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
Profile image

We felt extremely comfortable and confident having Lily care for Bailey today. Very professional, detailed update, and cute pictures too. We have already booked a multi-nite stay with her in August.

Availability updated 30 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.

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