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. 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)"

2. Danielle Verified Background Check

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job in taking care of our fellas and kept us updated as to how they were doing. We will definitely have her back next time we go ou... (more)"

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3. Giovanna "Kaidan" Verified Enhanced Background CheckRover 101

Pets are my passion and priority!

Grasslyn Manor, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Kaidan is a wonderful pet momma. She has cared for a chocolate lab for a while now and on occasion has helped look after my cocker spaniel. She is well verse... (more)"

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4. Bethany Verified Background Check

Will be so loving to your dog

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Our dog took an immediate liking to Bethany. She had some separation anxiety, but seemed to be perfectly comfortable with Bethany. Having never used Rover.co... (more)"

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5. Jenni Verified Background CheckRover 101

Experienced & Loving Dog Sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jenni was wonderful. The girls love her. She was very understanding when I had to cut my trip short do to weather. Thanks again for taking care of my babies. (more)"

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6. Sandy Verified Background Check

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Sandy was absolutely fantastic! She was very conscious of our care instructions for the girls, kept in great communication with us while we were away and se... (more)"

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7. Emily Verified Background Check

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily is so great! She was very easy to make arrangements with, was so enthusiastic about our dogs, and sent updates that made us feel at ease. We will defin... (more)"

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8. Taylor Verified Background Check

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I'm so used to giving the, "one of my dogs has been abused and you need to let her come to you speech," when in walks Taylor and my struggling pup runs right... (more)"

Confirmed availability
Memorial day
9. Olivia Verified Background Check

Animal Behavior Master's Student

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was the perfect fit for us and our pets. She was an excellent communicator, kept us updated, and made sure our animals were happy and taken care of wh... (more)"

Confirmed availability
Memorial day
10. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

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

"Taylor was a huge help when she cat sat for me a few weeks ago. She was on-time, she had a upbeat positive attitude and sent me updates throughout her time w... (more)"

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11. Svea Verified Background Check

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"We recently had Svea stay at our apartment from Wednesday-Sunday. We have never had anyone stay at the apartment while are out of town to watch over our dog ... (more)"

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12. Christine Verified Enhanced Background Check

I'll run with your dog & give love

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Christine did a wonderful job. She was professional and responded to all inquiries promptly. Left the house clean and the animals happy. I would be happy to ... (more)"

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13. Anya Verified Background CheckRover 101

Peace, Love, Dogs!

Avenues West, Milwaukee, WI, 53233

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

"Me and Anya work in the same lab for about 3-4 years. So I know her well. She is a very kind, responsible and organized person. That’s also the reason I trus... (more)"

Confirmed availability
Memorial day
14. Jamie Verified Background CheckRover 101

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie overnighted in our home for 3 nights / 4 days. She cared for a geriatric dog with tons of medical issues, a young healthy rambunctious dog, a kitty, an... (more)"

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15. Laurie Verified Enhanced Background CheckRover 101

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 :) ... (more)"

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16. Kaitlyn Verified Background CheckRover 101

All Breed-Loving, Optimistic 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)"

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17. Paige Verified Background CheckRover 101

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

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18. Kim Verified Background Check

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was so great with our pup, Wren. This was our first time leaving her for a vacation, and Kim made us feel so much better about it. She took great care of... (more)"

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19. Bailey Verified Background Check

Work from home dog lover

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Bailey is a wonderful sitter. Chewy loved her. Bailey is very responsible and did a great job at our house! Highly recommended (more)"

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20. Kayla Verified Background Check

Reliable, Caring Dog Lover!

Lower East Side, Milwaukee, WI, 53202

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

"Kayla was great and kept us well updated! We will definitely use her again to watch our dog! (more)"


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.