House Sitting in Cold Spring Park, Milwaukee

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

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1. Samantha

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

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2. MacKenna

Dog Loving College Student

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Mackenna K. is a very supporting and caring individual. She has taken care of several dogs throughout her lifetime, and always makes sure to do the best poss... (more)"

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3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Thank you to Sandy for being an excellent pet sitter to our Furry Herd. She not only took excellent care of our pets, she won over the heart of our Daschund... (more)"

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4. Carolina

Best Dog/Cat Sitter in MKE !!!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Samosa enjoyed her time with Carolina. Will definitely use her services again! (more)"

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5. Alexandra

I’ve lived with dogs my whole life!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rupert loved Alex! As soon as she got here he was wagging his tail and was ready to snuggle on the couch! (more)"

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6. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Bri took excellent care of our puppy! She made sure he was keeping with his regular schedule as well as adding to his daily activities! He was in great spiri... (more)"

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7. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah is great not just with Calvin, but reliable and super friendly. I completely trust her with Calvin and in my home for overnight stays. (more)"

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8. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Colleen is exactly what I look for and more in a sitter for my golden retriever puppy. As dog owners, we want those who watch them to treat them as we do and... (more)"

9. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah was great. She was a good communicator and responded to my inquiries right away. Gunner was well taken care of. I recommend her services. I know I w... (more)"

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10. David

Looking For New Dog Friends

Riverwest, milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"David has taken care of my girl, Tula, for a while now and he's a life saver and us so good with her. Tula has some behavioral issues that include lunging w... (more)"

11. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"Taylor was great! She was very respectful of the house and gave me great updates about my dog and cat. I will be using her in the future and you should too! ... (more)"

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12. Elise

Animals love me and I love them!

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hands down, Elise is your go-to person for taking care of your pets. She is very attentive, patient and reliable. She has all the qualities you’re looking ... (more)"

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13. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alexis was so great with my dog and cat!! I was out of the country without service, and she did an amazing job taking care of them. I came home to super happ... (more)"

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14. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Amanda took great care of our home, garden, and watered our flowers during the dry season. Most importantly she cared for our baby doggie, Gracie Girl. She s... (more)"

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15. Wayne

House Sitter. Dog Lover.

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Buddha is not the easiest dog to watch. He really took to Wayne. It’s nice having someone who can watch them in the environment they are used to. (more)"

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16. Hannah

Happy Hannah is here to help!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hannah did a great job sitting Bailey for the day. They went on a few walks and played and he even got a nice nap in. Bailey was very happy when I picked hi... (more)"

17. Hannah

Flexible student and dog lover!

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"great sitter. will use again (more)"

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18. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Rachel house sitted for me this time while taking care of my American Bulldog. Rachel has always been amazing with Ernie and knowing she was watching the hou... (more)"

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19. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Chris has sat for our energetic golden doodle, Marlee, several times and he was an excellent dog sitter. Marlee was given the perfect balance of exercise, l... (more)"

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20. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

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: