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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1. Samantha Verified Background CheckRover 101

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha is the best! She is so flexible and caring. Not to mention a sweetheart. Highly recommend and will keep reaching out because Murphy is in love with ... (more)"

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2. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"I would 100% recommended Teri. She went above and beyond caring for my dogs while I was out of town. I was gone for a long time and left dogs home so they w... (more)"

Confirmed availability
Labor Day
3. Laurie Verified Enhanced Background CheckRover 101

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie is the best pet sitter we have ever used. We feel comfortable leaving our fur babies in her care. We really appreciate that she sends pictures which r... (more)"

Confirmed availability
Labor Day
4. Denzel Verified Background Check

Kind, Social, Outgoing, and smart

Enderis Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Denzel is very attentive to what is asked of him. He is dependable and trustworthy. He is dedicated to his work and takes his tasks seriously. He is careful... (more)"

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5. Alexia Verified Background Check

Dog Lover, Available Labor Day

Lower East Side, Milwaukee, WI, 53202

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

"Alexia is an extremely friendly, reliable, kind, hardworking person with very admirable work ethic. I would absolutely be confident in letting her take care ... (more)"

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6. Ashley

My passion is taking care of pets!

Story Hill, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I’m a caring and loving person who has a passion for taking care of animals, a big heart to share with your pet, and have much experience with taki... (more)

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7. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

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

"Taylor is the best person to trust your furry loved ones with. We have had her do drop ins and house sitting. I recommend her for any of your pets needs. We ... (more)"

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8. Kaitlyn Verified Background CheckRover 101

Pawesome, Detail-Oriented Sitter :)

Historic Mitchell Street, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Our dog, Winnie, has separation anxiety issues, and Kaitlyn was incredibly accommodating and made Winnie feel comfortable while we went out for a few hours. ... (more)"

Confirmed availability
Labor Day
9. Sara & Robert Verified Enhanced Background Check

Dog grooming offered as well!

West Allis, WI, 53214

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

"Sara and Rob are excellent animal lovers! I always know that Beans, Belle, and Alastar (our cats) will be cared for with the same love and affection provided... (more)"

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10. Maisie Verified Enhanced Background Check

Hard-working animal enthusiast

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Dog Walking

"Maisie is exceptionally loving, caring, and compassionate with all dogs and animals! I can't think of a better dog sitter than her. Not only is she loving an... (more)"

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11. Dylan Verified Background Check

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

12. Natalie Verified Background Check

Got dog park access for your pup!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Natalie was fantastic! She treated Thunder like her own! She sent me pictures everyday and walked him! She even set up a play date and let Thunder make frien... (more)"

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13. Courtney Verified Background Check

I’ll take great care of your pet!

Hawthorne Glen, Milwaukee, WI, 53208

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

"Courtney did a great job house sitting for us. Ruth loves her. We would recommend her & would hire her again. (more)"

Confirmed availability
This weekend
14. Natasha Verified Background Check

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha looked after our dog and 2 cats for 5 days and she was amazing. She sent frequent updates and our pets clearly had a ball. Everyone was happy as can ... (more)"

Confirmed availability
Labor Day
15. Sarah Verified Background Check

Experienced, Affectionate Sitter!

Valley Forge, Milwaukee, WI, 53213

House Sitting

"Sarah is the best pet-sitter ever! Our two dogs are like our children and it is so hard to find someone you trust enough to stay with your fur kids while you... (more)"

Confirmed availability
This weekend
16. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gott... (more)"

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17. Jessica Verified Background Check

animal lover & registered nurse 🌻

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jess is an extremely kind, caring and loving pet parent and is the perfect person to trust with your animal. She will take the time to connect with your pet ... (more)"

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18. Chris Verified Background Check

Pawsitvely the best!

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Chris was professional, timely, and great with communication. We received several updates throughout his stay with our two pups. Will use again! (more)"

Confirmed availability
Labor Day
19. Madara Verified Background Check

I put all my attention to the dogs.

Hillside, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"For as long as I have known Madara she has always been kind, loving, helpful, fun, determined and a whole lot more. She will be a wonderful dog walker. (more)"

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20. Rachel Verified Background Check

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (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: