Pet Sitting & Drop Ins in Cold Spring Park, 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 great with our kitty Ollie! She made sure he had what he needed while we were out of town, sent us regular updates, and kindly offered to bring in our packages/newspaper.

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
22 reviews
8 repeat clients
from
$16
per visit

Kathy is so nice and very attentive. She is definitely an animal person and will make sure your pets have everything they need. Great communication, and our pets seemed happy and relaxed when we returned. Definitely recommend!

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
5 repeat clients
from
$15
per visit

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

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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!

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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5.

Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

Seeing first hand just how well Amanda took care of my dogs like they were her own was amazing! They never wanna leave her side!

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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6.

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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7.

Jackie C.

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

My cat loved Jackie’s drop-in’s while I was on vacation. Great communication and very trustworthy. Thank you Jackie!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
3 repeat clients
from
$13
per visit

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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9.

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

Awesome as always! Our guys ( and old girl) love Hannah!

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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10.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
16 repeat clients
from
$22
per visit

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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11.

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: Kristine K.
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Sitter Profile Image: Kristine K.
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12.

Kristine K.

Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
7 repeat clients
from
$16
per visit

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!

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Sitter Profile Image: Ronald P.
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Sitter Profile Image: Ronald P.
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13.

Ronald P.

Young professional who loves pets!
Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$23
per visit

I highly recommend Ron as a pet sitter for my two cats and two senior dogs. His dedication and love for animals is truly remarkable. Ron went above and beyond, offering me peace of mind during my absence. If you're seeking a reliable and compassionate pet sitter, I wholeheartedly endorse Ron's services.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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14.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
7 repeat clients
from
$25
per visit

Danielle did an amazing job walking my pup every day while I was out of town for a week! She gave frequent updates and was very responsive. Will definitely use her services again!

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Sitter Profile Image: Lauren W.
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Sitter Profile Image: Lauren W.
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15.

Lauren W.

Pup, pup, hooray!
New Berlin, WI, 53151
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$23
per visit

I always know our Lucy is in good hands when Lauren comes by! The tail wagging starts as soon as she sees her car pull up! We will never have anyone else watching our pets ❤️

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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16.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$25
per visit

Jenn was great! Came before hand to meet my dog and to get to know the usual routine. She sent pictures and updates and had great communication!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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17.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
80 reviews
30 repeat clients
from
$15
per visit

I was gone for 2 weeks and Leandrea did a great job caring for my cat. She also went above and beyond and took care of my plants too. Definitely recommend and will use her again in the future.

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Sitter Profile Image: Caylen B.
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Sitter Profile Image: Caylen B.
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18.

Caylen B.

Your dog deserves the best!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience
from
$20
per visit

About: I’ve grown up with dogs my whole life and have been responsible for training them, taking them for walks, feeding them, providing them various medications and every other thing you can think of! I have watched several dogs overnight and have provided them care as if they were my own. I am currently a graduate student but have a lot of free time on week days after 3 p.m and free time on the weekends! I have a grass court yard at my apartment and am across the street from a park that is dog friendly! I ensure that no hazards are around that could put the dog in any danger.

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Sitter Profile Image: Mary A.
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Sitter Profile Image: Mary A.
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19.

Mary A.

Loving and caring dog mom
West Milwaukee, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
13 repeat clients
from
$20
per visit

Mary is an extremely kind and professional person. She is always on time for appointments and very organized with her schedule. And most importantly she is GREAT with dogs and loves working with all different breeds. My dog adores Mary and her dogs, and has a great time on her walks.

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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20.

Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
House Sitting, Drop-In Visits
5.0
19 reviews
7 repeat clients
from
$20
per visit

Felicity was an excellent fit for our little Lexi. She got lots of ex. I even forgot to tell her where the key was and she waited until I got back to her.

Search Map

Dog owners in Cold Spring Park, 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.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cold Spring Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cold Spring Park, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Cold Spring Park, 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