Pet Sitting & Drop Ins in Haymarket, 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

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1.

Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
92 reviews
38 repeat clients
from
$18
per visit

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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2.

Emily Z.

Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
20 reviews
9 repeat clients
from
$14
per visit

Emily was so great with my kittens!

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Sitter Profile Image: Sophia B.
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Sitter Profile Image: Sophia B.
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3.

Sophia B.

Life-long pet lover.
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$18
per visit

Did great with my scared dogs. Would recommend!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$20
per visit

Jessica is really loving with our French bulldog. We so appreciate that she spends quality time with him. She also was available last minute for us recently when I had a family emergency which meant so much to us!

Sitter Profile Image: Emma G.
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Sitter Profile Image: Emma G.
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5.

Emma G.

Respect, care, and love for animals
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
13 reviews
5 repeat clients
from
$14
per visit

Thanks Emma! Great photos and summary of the visit. Looking forward to working with you again!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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6.

Olivia G.

I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
5.0
26 reviews
10 repeat clients
from
$18
per visit

Olivia did a wonderful job taking care of my kitties! She was prompt and very communicative. I loved the pictures she shared daily and the anecdotes about how they were doing. Olivia also came over ahead of time for a meet and greet so I could show her around. She was very personable and warm. I highly recommend her!

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Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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7.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$17
per visit

Jordanne was excellent! This was our first time using Rover and we were a bit nervous since the dogs were only used to our family. We found there was no need for worry because Jordanne was great! She sent photos and gave lots of updates which put us at ease. The dogs loved her. We'll be sure to hire her again!

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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8.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
4 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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9.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$25
per visit

Jackie was absolutely great.

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Sitter Profile Image: Sophia Y.
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Sitter Profile Image: Sophia Y.
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10.

Sophia Y.

Friendly Pet Lover
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
5.0
8 reviews
1 repeat client
from
$15
per visit

Sophia was such a great sitter for Seymour! She came over prior to her drop ins with Seymour to meet him and and pick up our keys. She was super responsive and continued to send updates on how he was doing. We definitely recommend her!

Sitter Profile Image: Katlin H.
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Sitter Profile Image: Katlin H.
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11.

Katlin H.

Available nights and weekends!
Milwaukee, WI, 53202
Drop-In Visits
15 years of experience
from
$20
per visit

About: I’ve always been good with animals, but what sets me apart is my love for senior pets! I love providing that extra level of care and seeing them comfortable. I work 1st shift M-F and am available most nights and weekends! My babies get love every morning, afternoon, and evening! Plus, when they wake me up in the night to check in 😂 I have a 1-bedroom apartment with 2 cats. They have plenty of toys and sunny windows. Down the line, I may offer over-night services, but I do not at the moment.

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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12.

Maggie S.

Student, bilingual, animal lover
Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking
5.0
6 reviews
5 repeat clients
from
$14
per visit

Wonderful dog sitter!

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Sitter Profile Image: Megan G.
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Sitter Profile Image: Megan G.
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13.

Megan G.

I can’t wait to care for your pets!
Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
1 years of experience
from
$17
per visit

About: I love pet sitting and dog walking for friends and family! From long walks to drop in visits to feed and play with pets, I genuinely enjoy taking care of people’s pets whenever they need. I’m a recent college grad working part time while I look into grad schools, so i have plenty of time and flexibility to care for your pets! I take pet care extremely seriously, knowing how important your pet is to you! I make sure to be careful and attentive on walks and will make sure to keep everything tidy in your home.

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Sitter Profile Image: Mackenzie A.
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Sitter Profile Image: Mackenzie A.
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14.

Mackenzie A.

Animal Lover
Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$20
per visit

Mackenzie watched our dog for a week while we were on vacation. I had no doubt our Daisy would not be in the best care. Daisy had a great time with Mackenzie and we would recommend her to anyone.

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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15.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

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Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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16.

Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
48 reviews
21 repeat clients
from
$20
per visit

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!!!

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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17.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$22
per visit

Hannah was great! Great communication and included lots of pictures for my boys' drop in visit.

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Sitter Profile Image: Eileen C.
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Sitter Profile Image: Eileen C.
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18.

Eileen C.

part time nurse full-time dog lover
Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

I have known Eileen for 3 years & wholeheartedly recommend her. She is great with my 1 year old dog & he loves her dog, Oakley. She is trustworthy, a great communicator, & attentive to any specific pet needs. She always sends me updates & pictures of my dog, which I love. I am confident your pet with love Eileen as much as we do :)

Sitter Profile Image: Hailey Q.
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Sitter Profile Image: Hailey Q.
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19.

Hailey Q.

another 20-something dog lover!!
Kilbourn Town, Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$15
per visit

Hailey did a great job checking in on my dog while I was away for a week. She was always on time and recorded her walks on the Rover app. I’ll be sure to rebook with Hailey in the future!

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Sitter Profile Image: Connor M.
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Sitter Profile Image: Connor M.
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20.

Connor M.

Miss my own dog so now I’m here :)
Lower East Side, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$15
per visit

Connor has always had such a love for animals, whether it be his own or other peoples pets. He is very caring, responsible, and always has good relationships with any pet he comes in contact with. He has never given me a reason to not trust him, so I believe he would be a great dog walker for Rover!

Search Map

Dog owners in Haymarket, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Haymarket pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Haymarket, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Haymarket pet sitters and avoid the kennel.

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 Haymarket, 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:

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