House Sitting in Cold Spring Park, Milwaukee

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

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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$115
per night
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tanya h.
2.
Lifelong animal caretaker and loverMilwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tanya is the best! We recently went on an international trip and we were dreading having to put our dogs in a boarding facility. The thought of them being locke… (more)

from
$100
per night
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Chloe V.
3.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe took excellent care of our crazy bunch of pups. We have a senior dog that requires additional attention and she managed all the extra instructions. We als… (more)

from
$44
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa was absolutely wonderful! She watched our pups Wednesday - Saturday overnight and took great care of them! You could tell they were super comfortable wi… (more)

from
$65
per night
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Ali M.
5.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really d… (more)

from
$50
per night
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6.
Ready for a puur-fect getaway? 🦮🐈Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah was a perfect fit for us and our dogs! She was super energetic and affectionate towards our pups. She sent lots of pictures and videos of our doggies and … (more)

from
$33
per night
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Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica's love for animals knows no bounds! She is a kind, big-hearted, animal lover... and not just cats and dogs. I can attest to her grounded demeanor (J… (more)

from
$40
per night
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8.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

We asked Marina to come in at the last minute to watch our 14 year old dog for a couple of days. She was prompt and asked some great questions. While we were aw… (more)

from
$65
per night
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9.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit is highly recommended. Margit is trustworthy, friendly, responsible, a good communicator, and most importantly great with our furry family. We have a fea… (more)

from
$35
per night
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10.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Provided great care for our two young and high-energy dogs while we were on a weekend trip out of town. Friendly and excellent communication, as well! The photo… (more)

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$50
per night
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11.
Will spoil your dog as my own!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Paige was excellent! She was kind, always kept me updated, and took amazing care of my senior dog. I was worried about leaving him with a sitter as he can be re… (more)

from
$38
per night
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12.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie did a phenomenal job with our dog, Maevis, while we were out of town. I'm always nervous to leave our dog, but Laurie was so professional and sent many u… (more)

from
$65
per night
Confirmed availability: 4th of July
13.
Sweet animal loverJuneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Neeke and Clay did a great job with our dogs Terry and Bailey. They had great communication throughout the stay. We will use them again in the future! (more)

from
$45
per night
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Experienced caregiver and pet loverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Samantha had great communication in our initial discussion to watch Cali. She was kind to my dog when we did a brief meet and greet. I was planning to go out of… (more)

from
$30
per night
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15.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always been… (more)

from
$35
per night
16.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$50
per night
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17.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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 … (more)

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$38
per night
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18.
Dog lover with no dogs of my ownJuneau Town, Milwaukee, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has watched my 3 min pins frequently. She is attentive to their needs and treated them like they were her own! She exercised them often and sent the cute… (more)

from
$25
per night
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19.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he… (more)

from
$95
per night
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20.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Great job with house sitting for our dogs. Good communication and responsiveness. Willing to go above and beyond. Would highly recommend and would definitely us… (more)

from
$50
per night

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: