Dog Boarding in Whispering Hills, Milwaukee

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

1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

23 repeat clients

"Cindy is great. We were quite a bit late dropping Willow off, and although I'm sure it inconvenienced Cindy, she was very polite anyway. Our Labrador was ... (more)"

2. wendy

Large fenced in yard to play in!

Milwaukee, WI, 53217

Dog Boarding, Doggy Day Care

9 repeat clients

"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)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

25 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)"

4. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Thank you, Jazmine! We knew Sherman would be well cared for with his special needs while we were on vacation. Thank you to your son for playing with Sherman,... (more)"

5. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

7 repeat clients

"Spencer & Jamee were beyond amazing. Our dogs Hanz & Leela stayed there for the Holiday weekend and I could not have been more pleased. The two of them were ... (more)"

6. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

9 repeat clients

"I highly recommend Randy! He is friendly and easy to work with. My dog immediately took to him. His dog Max is incredible with other dogs. Randy has a lovely... (more)"

7. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen and family are wonderful dog sitters! They made me feel comfortable with leaving my 6 month old puppy with them for his first time being away. He had... (more)"

8. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

"Shannon and her husband are dog-loving people who are very responsible. They dote on their own dogs and are always sure to give equal affection to other dog... (more)"

9. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda is amazing! So gentle and caring towards our senior dog Susie. Lucinda kept us informed and sent pics to tell us how Susie was doing. Highly recommen... (more)"

Available this weekend
10. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"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)"

Available this weekend
11. Michelle

Loving dogs day by day

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

9 repeat clients

"Michele was very welcoming and I felt very comfortable leaving my dog in her hands. She had a great dog if her own for mine to play with and she had a lovel... (more)"

12. Marie

THE PUPPYSITTER

Germantown , WI, 53022

Dog Boarding, Drop-In Visits

8 repeat clients

"Billy was calm and appropriately tired when we took him home. Marie sent photos as promised and we have no reason to believe that Billy did not have a great... (more)"

13. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"Kathy is wonderful. She's so easy to work with, and so clearly understands and likes dogs. Our dog is VERY shy and he takes to her immediately. She's been... (more)"

Available this weekend
14. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Anna was absolutely amazing! Two weeks before our destination wedding we had a friend drop out of taking care of our pup and were a little frantic to find so... (more)"

15. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie was fantastic! She made us feel a lot better about leaving our dog for the first time. I would definitely trust her and her family again. (more)"

16. Karissa

Fenced in Yard with a friend

Brown Deer, WI, 53223

Dog Boarding

"Karissa is patient, kind, and absolutely passionate about her dogs and their well-being. Having Karissa care for my dogs is the next best thing to caring fo... (more)"

17. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

18. Pamela

Give your pet a vacation too!

Brown Deer, WI, 53223

Dog Boarding

2 repeat clients

"Pamela was absolutely wonderful!!! My poor dog came down with a sore that needed caring for the day I was suppose to leave out of town. I spoke to Pamela for... (more)"

19. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding, Doggy Day Care

8 repeat clients

"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)"

20. Kristy

Fun, playful, and caring dog lover!

Mequon, WI, 53097

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

2 repeat clients

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

Experience exceptional service and a personalized match

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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: