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Dog Boarding in Whispering Hills, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Olaf was so happy and exhausted when I picked him up, so I could tell Tia did a great job taking care of him! The little treat bag and doggy report card were... (more)"

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2. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

"Randy was a "pawsome" host to our two large pups! We have a Great Dane and a greyhound and they loved it at Randy's! He has a huge fenced in yard that the do... (more)"

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3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Marvin had a wonderful time with Cindy. She introduced him slowly to the other dogs, and was attuned to his needs. I highly recommend her services! (more)"

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4. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"Steve was awesome and super accommodating. I got pictures of Waski everyday, and I know that Waski loved playing with all the other dogs. We will be back! (more)"

5. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

"Wendy is a wonderful lady and a great dog host. Our dog loved playing with her and her family while we were away on vacation. We intend to continue to use h... (more)"

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6. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"Thank you Melissa! We have three large dogs, including a puppy that stayed with her for three nights. It was such a comfort to know they were in good hands. (more)"

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7. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits

"This was our first experience with Rover and we were very pleased with the whole experience. Anna was so nice and personable. Her dogs were very friendly a... (more)"

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8. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

"I think my pup was a little sad to leave... Chloe was personable, had great communication and provided a nice home away from home. Big fenced yard, friends t... (more)"

Confirmed availability
4th of July
9. Michelle

For the Love of the Dog

Pheasant Run, Milwaukee, WI, 53224

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

"My little guy had a great time...not sure if he's happy to be home...I'm very please with Michelle and hope she can watch him in the near future.. (more)"

Confirmed availability
4th of July
10. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

"Lucinda was great with our Harper while we were away, she treated her just like family! It was just as much a vacation for our dog as it was for us! This was... (more)"

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11. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

"Our furry one is everything to us. Naturally, when our regular dog sitter retired we were wary. Kathy was kind, patient and understanding with our reservatio... (more)"

12. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

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

"We could not recommend Jenni enough. We hired Jenni over 6 years ago. She not only forms a bond with our 3 dogs she has allowed us the freedom to leave for ... (more)"

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13. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Ziggy has a great time with Angie and her dog Harry! They took him to the park and sent us lots of pics. He did not want to leave his new friends when we cam... (more)"

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14. Kristy

Fun, playful, and caring dog lover!

Mequon, WI, 53097

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

"Kristy was so helpful and attendant to my pup! My dog is normally very shy, and warmed up very quickly to her! (more)"

15. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

"Pamela was great with our pups while we were out of the country. She emailed pictures, gave us updates on how they were doing, and even welcomed a guest to ... (more)"

16. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

"Ollie is 10 months old, and high energy! Lon did a great job with taking him on, even though he is a bit of a handful. From what I saw, in the updates, he l... (more)"

Confirmed availability
4th of July
17. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

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18. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

"Galo and Ella had so much fun with Haili and her family! She waa very accommodating since it was a short notice booking. We will definately be visiting th... (more)"

19. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

"Great (more)"

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20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding

"Amanda and her family treated the dogs great. Couldn't have asked for a better family to take care of our puppies. Will definitely use her again. Thanks. (more)"

Dog lovers in Whispering Hills, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog 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 dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Whispering Hills dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Whispering Hills, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Whispering Hills, 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: