House Sitting in Cold Spring Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Marjorie F.
Superb care! Bonded and Insured.West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Marjorie is great! She helps me out with my cats when I'm unable. I have difficulties with clipping my 2 cat's claws. She comes to help and does it easily. The … (more)

from
$40
per night
Confirmed availability: 4th of July
Carly C.
2.
Eat Play Love :)Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I don't say this lightly -- Carly is a magical dogsitter. Our loveable-but-often-difficult dog absolutely loves her, and Carly took the very best care of her an… (more)

from
$65
per night
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Niamh R.
3.
You deserve a summer vacation!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully up… (more)

from
$65
per night
Confirmed availability: 4th of July
Abigail L.
Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Abigail did an amazing job watching all of our animals! From our two dogs, chickens and fish she followed all our instructions and was willing to do whatever wa… (more)

from
$48
per night
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Jeremy M.
5.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from
$33
per night
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6.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis was great with our pets. Our three dogs and two cats were well cared for. The dogs were surprisingly chill when we got home not crazy, barking pups like … (more)

from
$40
per night
Confirmed availability: 4th of July
7.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera is an AMAZING dog sitter. She loves all animals and has ample experience dog sitting. She has watched animals from a couple of days all the way to a coup… (more)

from
$50
per night
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8.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha stayed with our dogs for a week. She sent updates and pictures, and they clearly had a good time with her. We felt very comfortable leaving our fur babies… (more)

from
$50
per night
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Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

We couldn't be more satisfied with Colleen. She was caring and professional when she came to meet our dogs and prompt and thorough with questions. On the 2nd … (more)

from
$40
per night
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10.
Less talking more walking!Downer Woods, Milwaukee, WI, 53201
House Sitting, Drop-In Visits, Dog Walking

About: I am more than willing to walk your four legged friend around, check in on them, provide comfort and fun, and stay with them throughout the day or ni… (more)

from
$50
per night
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11.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond t… (more)

from
$27
per night
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12.
Animal lover and walk enthusiast!Walker's Point, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking

Dani was great! She treated Juneau with love & care. She updated me frequently & answered any questions I had. She made me feel so comfortable leaving my kitten… (more)

from
$36
per night
Confirmed availability: 4th of July
13.
Sweet animal loverBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dominique is the most patient, loving person I know. She loves dogs, and cares for any as if they’re her own. I highly recommend Dominique to watch any breed of… (more)

from
$30
per night
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14.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

As always, Laurie knows how to make our pups feel like we're not on vacation-away from them. She keeps their schedule for walks, play, feeding & bed time :) I t… (more)

from
$50
per night
Confirmed availability: 4th of July
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and … (more)

from
$40
per night
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Caring and Compassionate Pet LoverLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Being a pet owner and animal lover herself, Katherine has always given love and attention to all pets she’s encountered. She always reassures expectations are m… (more)

from
$35
per night
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17.
Your dog's "other" best friend!Harbor View, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rachel was AMAZING! We had never used anyone besides friends/family to watch Rex so we were naturally a little leery. But she made it super simple! She came ove… (more)

from
$55
per night
18.
Meg 
Verified Background Check
I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg is an AMAZING dog sitter! Millie, my older pittie, loved her. I was confident that Meg would do. great job since she has experience with older pets. (She ev… (more)

from
$35
per night
19.
Responsible, energetic dog-lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She has been taking care of our 3 dogs for 13 years. Dependable walking, house sitting and play time. Always smiling and dogs love her (more)

from
$30
per night
20.
Experienced dog & cat sitterMiller Valley, MILWAUKEE, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was awesome … (more)

from
$80
per night

Rover also offers House Sitting in:

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: