House Sitting in 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. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

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

"Ellisha was great! She was very easy to communicate with and provided frequent updates on how things were going. I will definitely reach out to Ellisha in th... (more)"

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2. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"Miranda was incredible, she helped me out on such short notice, came by to meet my fur children and myself so I could feel 100% comfortable with her during h... (more)"

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3. Sadie Verified Background Check

I’ll run with your dog!

Upper East Side, Milwaukee, WI, 53211

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

"Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)"

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4. Renee Verified Enhanced Background Check

Nerdy Jock Dog Lover

Riverwest, Milwaukee, WI, 53212

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

"Renee took amazing care of our dog while we were on vacation for a week. She sent pictures and updates and made me feel confident in leaving our older girl a... (more)"

5. Laurie Verified Enhanced Background CheckRover 101

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie is amazing. She even stayed later than we asked her to. She catered to our anxious pup who wasn't even anxious with her.. couldn't recommend her more!... (more)"

6. Samantha Verified Background CheckRover 101

Dog Days of Sam

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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7. Nichole Verified Background Check

Pets make every day a great day!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I can't say enough good things about Nichole and the care she provides for my dog, Althea. Nichole started to care for Althea when she was just 4 months old ... (more)"

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8. Niamh Verified Background Check

I’ll love your pet like my own

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was a fantastic dog and house sitter! Thanks Niamh!! (more)"

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9. Gina Verified Background Check

Looking for some puppy love

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Gina stayed with my dogs while I was away and did a great job. She would keep me updated on any events and the days activities. Will definitely use her again! (more)"

10. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was amazing with our three pups! He house sat for us and watched our dogs over a long holiday weekend. Our dogs are definitely a handful but he handle... (more)"

11. Kaitlyn Verified Background CheckRover 101

Pawesome, Detail-Oriented Sitter :)

Historic Mitchell Street, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Kaitlyn is extremely reliable when it comes to taking care of my two dogs. I get great updates as she communicated with me throughout the stay and feel relie... (more)"

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12. Claire Verified Background CheckRover 101

Tell Baha Men I LET THE DOGS OUT!

Lower East Side, Milwaukee, WI, 53202

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

"Oliver’s stay with Claire was wonderful! We were happy to have her stay in our home for the week and she took amazing care of both Oliver and our home. She f... (more)"

13. Cing Verified Background Check

Care, Love, and Respect

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"I cant than Cing enough for her service. She responded within min of my request and was super responsive as our Thanksgiving day plans came together with the... (more)"

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14. Brooke Verified Background CheckRover 101

The best care for your best friend!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Brooke is all kinds of amazing. She has a huge heart, such a warm and kind demeanor and she is smart. She is going to school to become a physical therapist... (more)"

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15. Jill Verified Background Check

Animal lover and engaged caretaker!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jill is great with pets! She taught our dog Maya all kinds of tricks all by herself, including: sit pretty, dance, roll over, speak and shake. She is patient... (more)"

16. Stacia Verified Background Check

Doggy see, doggy do

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Stacia has taken care of our dogs since the day she was born. First off was Rusty, our trusty golden retriever then came Bentley, a somewhat grouchy Lhasa A... (more)"

17. Allison Verified Background Check

Love and Care for All Pets!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Allison has been the best pet/house sitter! Anytime my partner and I go out of town, Allison comes over and keeps an eye on the place. The pets absolutely lo... (more)"

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18. Kenyonll Verified Background Check

Home Is Where The Dog Is!

Lower East Side, Milwaukee, WI, 53202

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

About: I have taken care of my family's 6 year old French Mastiff since he has been a puppy. Samson is an energetic and social dog that requires constant ... (more)

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19. Rachel Verified Background CheckRover 101

Your dog's "other" best friend!

Harbor View, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Rachel was great! We were very nervous leaving our 14 week old puppy and she made us feel at ease. She followed our written schedule and took a ton of not... (more)"

20. Taylor Verified Background Check

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"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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Rover.com is the simple, savvy way to find and book Cold Spring Park, Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Cold Spring Park on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Cold Spring Park, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.