House Sitting in Cold Spring Park, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
58 repeat clients
from
$55
per night

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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2.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
16 repeat clients
from
$65
per night

We could not have asked for a better experience with Stephen and Amelie! They provided consistent updates with photos and videos, a very thorough report card at the end of our booking, not to mention they left our home in the same condition (if not better) than we left it. We will absolutely book them again when we need to make a quick weekend trip!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3.

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
$55
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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4.

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
$50
per night

We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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5.

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
$60
per night

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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6.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
6 repeat clients
from
$45
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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7.

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
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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8.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$28
per night

Lexi did a great job with our little pup Hazy! She can be a handful with all that puppy energy! We would love for her to watch her again in the future ?

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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9.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
69 reviews
21 repeat clients
from
$27
per night

Our dog was a little hesitant at first but Rachel was able to get her to warm up pretty quickly with treats and a walk. She sent lots of updates and pictures which helped me feel better :)

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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10.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

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: Molly O.
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Sitter Profile Image: Molly O.
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11.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

Sitter Profile Image: Mackenzie A.
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Sitter Profile Image: Mackenzie A.
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12.

Mackenzie A.

Animal Lover
Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$40
per night

Mackenzie is a fantastic sitter and I am so happy we found her. She went above and beyond watching our two dogs for a week. She treated them as their own. The communication & photos were amazing. The dogs were so happy while we were gone. We will definitely be asking her back and highly recommend her to anyone else in the area.

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Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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13.

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
$55
per night

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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14.

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
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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15.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

Maggie was a dream to work with! She had a big task...to watch our 3 dogs over our wedding weekend and she did a fantastic job. The boys all seemed to love her, she left our home clean when she left and we're so thankful for all her hard work. Each dog has their challenges /unique qualities and she was able to take care of them all and gave lots of updates. We can't thank her enough!

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Sitter Profile Image: Ronald P.
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Sitter Profile Image: Ronald P.
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16.

Ronald P.

Young professional who loves pets!
Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$76
per night

Thank you Ronald! Ronald housesat for a long weekend for our 2 big pups & I received several photo updates and check ins. We had a tiny situation resulting in a trip to the emergency vet and Ronald was calm, communicative, helpful, and went out of his way to make sure our dog was take care of. I highly recommend his services and am so thankful that he was so attentive!!

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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
$60
per night

Hannah was prompt, communicative, and flexible. I'm an experienced Rover sitter myself and this was my first time hiring someone else for my new pup. It went great and I'll definitely be using her again!

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Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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18.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$28
per night

I have known Liz for several years and cannot say enough good things about them, but I will keep it to pets for this :) Liz is a pet owner, and an exceptional one at that. In the time I have known them, Liz has fostered several cats and has a passion for caring for animals. As a pet owner myself, I would trust Liz to care for my cat, and I am a super protective pet owner. In addition to their love for cats, Liz has a love for all animals. They have cared for dogs (large and small), fish, and even goats (how many people can say that??). Big, small, young, senior, Liz will care for any dog as if it is their own pet. Additionally, Liz is one of the most reliable and organized people that I know. They will never miss a scheduled walk or meeting time and will always make sure to give you a wonderful experience.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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19.

Megan M.

Passionate pet sitter
Milwaukee, WI, 53295
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$28
per night

Megan did a great job with bella. She was attentive to her needs, mande sure she got pain medications if she needed it, and was diligent about timely bathroom breaks. Bella was happy and healthy when we returned. She was also worn-out enough to not be too crazy. I would happily use Megan again

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Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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20.

Marie H.

Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$35
per night

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

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Dog lovers in Cold Spring Park, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Cold Spring Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Cold Spring Park, Milwaukee, WI who meets your and your dog'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 dog, 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 dog lovers 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:

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