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. wendy

Wagging Tails in Whitefish Bay

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

8 repeat clients

"Wendy and her family were absolutely wonderful. We were a little concerned leaving Trigger for the first time with a stranger, but they took the BEST care of... (more)"

2. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

3 repeat clients

"Melissa and her husband are dog lovers and easy to work with. It is all about peace of mind-- we want our dog be well taken care of while we are traveling! (more)"

3. Michelle

Loving dogs day by day

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

3 repeat clients

"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)"

4. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

148 repeat clients

"Our Snickers had a blast at Tia's over the weekend. We could tell because he was tuckered out when he got home. Thanks for the take home treats and for clean... (more)"

5. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

4 repeat clients

"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)"

6. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

1 repeat client

"From the pictures, it looks like she had a great time! Thank you. (more)"

7. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

5 repeat clients

"Randy was excellent! He has a very comfortable, and dog friendly home. His yard is very large and completely fenced in! Our dog, Lacy, is somewhat timid and... (more)"

8. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"This was Cole's first daycare and he is 12 1/2 ! Chloe was great and communicated well and I would highly recommend her. (more)"

9. Aspen

We'll look after your best friend!

Glendale, WI, 53217

Dog Boarding

6 repeat clients

"Aspen and her husband did an amazing job with our young puppy Murray. This was our first time leaving Murray with anyone but family, and we couldnt of been m... (more)"

10. Brice

Quiet Get Away On The River!!!

Mequon, WI, 53092

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Kelsey and Brice's place is perfect for dogs… They can sniff about by the river then run around the yard and come in to sleep on the couch… Five star sitter!... (more)"

11. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"Kathy is super low key about the dogs and loves to see how her guests interact. Reggie's making new doggie friends and I'm confident he's not getting keyed u... (more)"

12. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Excellent! Tucker had a great time. (more)"

13. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care

"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)"

14. Katie

Fur Babies Vacation

GERMANTOWN, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Katie watched our 9 month old puppy Bentley for us . She took special care of him while he had an E-collar on and was recovering from surgery on his paw . We... (more)"

15. Marie

THE PUPPYSITTER

Germantown , WI, 53022

Dog Boarding, Drop-In Visits

7 repeat clients

"Marie was absolutely amazing when she watched my dog Daisy! She was loving and treated Daisy just like she was her own. She gave Daisy lots of love and even ... (more)"

16. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

7 repeat clients

"I think Anna and Mike seriously took better care of our dogs than we do! Our St. Poodle seems a little depressed since getting him home (probably misses the... (more)"

17. Maria

Above and Beyond Care, Your Way

Germantown, WI, 53022

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

10 repeat clients

"Maria was awesome. She and her family took great care of my dog Marlie and guinea pig Joey. She was very flexible and able to take them on short notice. ... (more)"

18. Katie

Park Your Paws

Brown Deer, WI, 53223

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

1 repeat client

About: I have owned and cared for dogs since childhood and we currently have three friendly furbabies of our own who would love to play and interact with ... (more)

19. Carol

Home full-time, paths & dog run.

Servite Woods, MILWAUKEE, WI, 53223

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

"My sister Carol has kept our dog Mishko for us many, many times, for up to 2 weeks. She's wonderful with our big guy (about 75 pounds), and he loves being a... (more)"

20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

7 repeat clients

"It was difficult to think about leaving our pup with someone we quickly found on the internet, but after meeting Amanda it was clear to see she would be a ca... (more)"

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Learn About Premier

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: