Dog Boarding in Whispering Hills, Milwaukee

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

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1. Geoff Verified Background Check

Friendly two dog household!

Park Place, Milwaukee, WI, 53224

Dog Boarding

"Geoff and Britta have been great dog owners to their pups, Frank and Murphy! They are sociable dogs that get along great with any other person, kid, or pet and… (more)"

Confirmed availability
 Easter weekend
2. Michelle Verified Background CheckRover 101

For the Love of the Dog-WI™

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

"Michelle is always fantastic. She sends picture updates and our dog, Koa, is excited to go there. We won’t go anywhere else. Highly recommend her. (more)"

3. Jennifer Verified Background Check

I will take care of your dog!

Mequon, WI, 53092

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

"Our dog had a wonderful stay with Jennifer and her family and was given so much attention and love. They are such a sweet, welcoming family and they were excit… (more)"

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4. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Lola had so much fun during her four night stay with Cindy! Lola had playmates for the entire weekend, and Cindy sent us daily updates with pictures to show us… (more)"

Confirmed availability
 Easter weekend
5. Sharon Verified Background Check

🐾 Reliable,Caring Flexible 😸🐕

Northridge Lakes, Milwaukee, WI, 53223

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

"Sharon did a fantastic job taking care of my senior dog, Pete! She was very accommodating with an initial meet and greet as well as drop off and pick up times.… (more)"

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6. Vincent & Lindsey Verified Background Check

Dog Loving Couple!

Wauwatosa, WI, 53225

Dog Boarding, House Sitting

"Banjo had a great time, I’m sure he can’t wait to play with his girlfriends again. Vincent & Lindsey sent lots of pictures and didn’t have a problem managing B… (more)"

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7. Angela Verified Background Check

We’ll Keep Their Tail Waggin

Menomonee Falls, WI, 53051

Dog Boarding

"Angela and her family were fantastic to work with and provided a great stay for Ty. Angela was easy to work with, she set up a Meet and Greet to see how our d… (more)"

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8. Cindy Verified Background Check

Place your trust in me...

Mequon, WI, 53092

Dog Boarding, Drop-In Visits, Dog Walking

"Cindy took wonderful care of our puppy. She understands the needs of a puppy and it shows in the time she devoted to her. I would definitely book with her aga… (more)"

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9. Randy Verified Background CheckRover 101

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

"Scooter had another fun weekend with Randy and Max. He was so excited to come back he ran right to the fence to be let in to play, whining with excitement the … (more)"

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10. Paige Verified Background CheckRover 101

Pawsitively the best!

Menomonee Falls, WI, 53051

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

"Paige and Austin were very flexible and easy to work with. They responded quickly and gave updates which made me feel very comfortable leaving our two puppies … (more)"

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11. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

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

"Messi appeared to have a fine time. Jaclyn faithfully provided reports and pictures. She was prepared and helpful at both the drop off and the pick up. Her hou… (more)"

Confirmed availability
 Easter weekend
12. Kim Verified Background Check

Limitless play while you're away!

Cedarburg, WI, 53012

Dog Boarding, Drop-In Visits, Doggy Day Care

"I have known Kim for over 20 years. She is an extremely patient and loving person and has always been drawn to caring for others. Her bond with her dogs is s… (more)"

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13. KC Verified Background Check

Home full time w/large fenced yard!

Wauwatosa, WI, 53225

Dog Boarding, Doggy Day Care

"Lila had a wonderful stay with KC! They sent several pictures each day. She came home happy and exhausted from so much play. Great experience, will book again! (more)"

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14. Melissa Verified Background Check

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"Ruby, our Airedale, had a fun 3 days with Melissa and her husband. Ruby likes to explore and she had lots of space to do that. The brand new fence was perfec… (more)"

Confirmed availability
 Easter weekend
15. Robin & Richard Verified Background Check

Caring and Reliable Couple

Milwaukee, WI, 53223

Dog Boarding, Doggy Day Care

"Blondie, our pregnant Golden Retriever, started giving birth when my husband and I weren’t home. Our son was afraid and uncertain what to do. He ran to Robin’s… (more)"

16. Teresa Verified Background Check

Your Pet’s Nanny

Menomonee Falls, WI, 53051

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

"Teresa was a wonderful sitter for my 6-yr-old small mutt, Pip. I searched for someone who would be sensitive and patient to Pip while he adjusted to his first … (more)"

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17. Kathy Verified Background Check

I love dogs they are family.

menomonee falls, WI, 53051

Dog Boarding, Doggy Day Care

"Kathy is an exceptional person. Her home is a 5-star home away from home!! She was very accommodating to all my Ivy's needs and quirks. I will definitely consi… (more)"

18. Mimi Verified Enhanced Background Check

Reliable and loving care.

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits

"Mimi was absolutely wonderful with our Carlos!! Her care, communication and concern for our dog's well being really was impressive - we felt so comfortable w… (more)"

Confirmed availability
 Easter weekend
19. Kathy Verified Background CheckRover 101

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 reservations… (more)"

Confirmed availability
 Easter weekend
20. Sarah & William Verified Background CheckRover 101

I love dogs!

Wauwatosa, WI, 53222

Dog Boarding, Doggy Day Care

"I absolutely loved my experience with Sarah, William and Chewy! They took really good care of my munchkin while I was out of town for thanksgiving. I was sent … (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: