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. Britani & Carissa

1/2acre fenced in! Home full time!

Menomonee falls, WI, 53051

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

"Absolutley the best dog sitter's for my dog! They lived close and have a very welcoming home. They kept me up to date on what my dog was doing with many phot... (more)"

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2. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Hank had a great time with Tia! He played the whole time he was with her. We appreciated all of the pictures and Tia's availability to take in Hank at the la... (more)"

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3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was great with my dog Louie! He stayed from Friday morning until Sunday night. She sent photos of Louie and gave me updates. You can tell she truly has... (more)"

4. Doreen

A Tail to Tell

MENOMONEE FALLS, WI, 53051

Dog Boarding, Doggy Day Care

"Doreen took very great care of my dog, Daisy. I have left her in different places in the past but I am pretty sure she loves living with Doreen the most! She... (more)"

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5. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

"Melissa was absolutely caring and so nice. I am so pleased with her and also when we picked up coco she was so content not anxious at all and just happy to s... (more)"

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6. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

"I can’t say enough what a wonderful experience this whole Rover.com process is. I was fed up with boarding our dog – so impersonal and no matter how you desc... (more)"

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7. Sarah

Will walk, run, and spoil your dog!

Wauwatosa, WI, 53225

Dog Boarding

"Sara was fantastic from the beginning! Sara and her husband Joe took great care of Harlee. They went on lots of walks, went to the dog park, and helped Harle... (more)"

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8. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

"Lucinda is terrific! Our dog arrived at her house a hot mess of anxiety, and Lucinda couldn't have been sweeter! She did a great job of welcoming him into he... (more)"

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9. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"We felt very comfortable leaving our Rottweiler here. Our pup doesn't do very well in the heat, but they kept an eye on him and had plenty of kiddie pools/fo... (more)"

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10. Michelle

For the Love of the Dog

Pheasant Run, Milwaukee, WI, 53224

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

"Michelle was great! She gave me updates on my pup whenever I asked (which was a lot) and she was very kind. It was very comforting to know my baby was in goo... (more)"

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11. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

"Wendy and her family were wonderful! I never worried about my little fur baby one minute while in their care. Thank you, Wendy and family. ❤️ (more)"

12. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

"We had a great experience with Kathy. I felt that Molly was in good hands the entire time we were gone. Molly doesn't like to be left alone so it was comfort... (more)"

Confirmed availability
This weekend
13. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

"Galo and Ella love staying with Haili and her family. They didn't even hear me arrive to pick them up! She does a great job with Ella's medicine and attendi... (more)"

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14. Mackenzie

Fun, animal loving girl!

Brown Deer, WI, 53223

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

"Mackenzie was great with Austin. She seems very comfortable with dogs of all different ages and sizes. I will definitely use her again in the future!! (more)"

15. Wendy

I work close to home & flexible

Menomonee Falls, WI, 53051

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

About: I love dogs, big and small. I did not realize that I loved dogs until I brought a Schnoodle home for my 2 boys 13 years ago. A divorce and downsi... (more)

Confirmed availability
This weekend
16. Amanda

Crazy dog lover ❤️

Mequon, WI, 53092

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

"Amanda was SO great and my dog Carl had so much fun spending the night at her house!! (more)"

17. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits

"Pam did a very good job , everything was fine . She updated with pictures letting us know our dog was doing fine . I'll use the service again (more)"

18. Areliz

Home full-time, will run with dog.

Brown Deer, WI, 53209

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

About: I have cared for numerous kinds of dogs for 11 years now. I love running with them, long walks, playing with toys and snuggles. I intend to provide... (more)

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19. Audrey

Dogs are the best company to keep!!

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits

About: I have a 4 year old cockpoo who is my world. He keeps me sane most days and has taught me what it means to care for something so deeply that you co... (more)

Confirmed availability
This weekend
20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

"Amanda was wonderful!!! We asked her to watch our boy Finn while we were busy getting married over the weekend :) She made us feel so at ease and it was so n... (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: