House Sitting in Milwaukee

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

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1. Nacarri Verified Background Check

Pre Vet student caring for Pups!

Harbor View, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Nacarri was amazing. Very professional, friendly, and flexible. She came on short notice, was super-attentive, and took great care of our 3 pups. We highly r... (more)"

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2. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the ho... (more)"

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3. Maisie Verified Enhanced Background CheckRover 101

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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4. 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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5. Gabbie Verified Background CheckRover 101

Evening walks or runs!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Gabbie is absolutely an amazing sitter. Gabbie walked my dog everyday. My house was picked up when I got home. I felt so confident leaving my dog with her. (more)"

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6. Kelli Verified Background Check

Allow me to take care of your pet!

Sherman Park, Milwaukee, WI, 53210

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

"Kelli was great! She met with me and my pets and home ahead of time! She made My time away easy to not worry about Home. She sent me pictures and took him on... (more)"

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7. Sarah Verified Enhanced Background Check

3 years experience with pups & cats

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits

"I highly recommend Sarah to anyone needing care for their pets while away. She provided top notch pet care services for my 2 cats while I was gone for a week... (more)"

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8. 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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9. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compa... (more)"

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10. 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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11. Hanna Verified Background CheckRover 101

I'll keep your pups tail wagging!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Great dog person. Hanna was quick to respond to us and took great care of Chewy. Hanna is very responsible and followed our instructions above and beyond ou... (more)"

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12. Lauren Verified Background Check

I already love your pets

Lower East Side, Milwaukee, WI, 53202

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

"Lauren was amazing! She watched our two babies, at our house, while my husband and I were away for the weekend. She sent us lots of great pictures of the boy... (more)"

13. 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)"

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14. 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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15. Alyssa Verified Background Check

Pawsitive vibes only 🐶

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, House Sitting

"Alyssa watched my Barclay when he was just a couple months old while I was gone for a weekend trip. It’s terrifying leaving them when they are so tiny. But h... (more)"

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16. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

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

"Incredibly kind, friendly, and professional! Haani took absolutely wonderful care of my dog and was so accommodating! I will definitely be working with her e... (more)"

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17. Madara Verified Background Check

I put all my attention to the dogs.

North Division, Milwaukee, WI, 53206

House Sitting, Drop-In Visits, Dog Walking

"I've known Madara for a few years now, and out if those years not only has she been a great friend but she's a great person. Madara gives from the heart. She... (more)"

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18. Danielle Verified Background Check

Professional Snuggler

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Danielle was great with my boys. They can be kinda needy/picky and they were both super happy to see her come over. We will use her again in a heart beat. (more)"

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19. Niamh Verified Background Check

I’ll love your pet like my own

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh is a compassionate individual and it shows especially with pets. I know she cares very deeply for her own dog and gives the same care to other pets. Ni... (more)"

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20. 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 came to our rescue as we needed a sitter last minute. I placed a request at 630 am and she got back to me right away. It was a long weekend as well ... (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.