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

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)"

2. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

28 repeat clients

"We took a long, five week vacation to Europe, and Melissa took care of our Airedale, Ruby, during that time. Melissa kept us updated with how Ruby was doing... (more)"

3. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

30 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)"

4. Randy

I enjoy dogs and they like it here.

Menomonee Falls, WI, 53051

Dog Boarding, Doggy Day Care

12 repeat clients

"We just completed our first stay with Randy and he is nothing short of spectacular! Grover was so calm when we picked him up and he passed out for a long na... (more)"

Confirmed Holiday Availability
5. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"My dog, Willy was so happy here. I loved all of the updates, pictures and videos Kristen sent. Willy loved all of the attention and the belly rubs. I'll def... (more)"

6. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"Kylie is one of the best people I know hands down. She is so caring towards both her own dogs and other peoples. I trust her with my pup (Pearl is my baby) b... (more)"

7. Jesse

Dog lover - big backyard

Brown Deer, WI, 53223

Dog Boarding

About: Hello! I live in Brown Deer, and work Downtown Milwaukee 9-5 during the week. I am available to let your dog out during the day and spend the morni... (more)

8. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

10 repeat clients

"Jamee and Spencer were great. The farm setting is a doggie paradise. Shandy was able to take walks off leash, play with other dogs and have her own vacation... (more)"

9. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon and her husband were very nice and I could tell safety was the most important part of the stay for their dogs and mine. Once all introductions were d... (more)"

10. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Our dog has been skittish around new people since before we rescued her. But, it only took Lucinda a couple minutes to get her trust. When we picked her up a... (more)"

11. Chloe

Energetic and Kind Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

7 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)"

Confirmed Holiday Availability
12. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Great (more)"

13. Lon

Active Dog Lover

Brown Deer, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"This was our first time using Rover or leaving Cordelia with anyone who was not family. Lon was absolutely great! His dog and Cordelia got along really, he... (more)"

14. 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)"

15. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy was great with our dog (Haley) who has very high anxiety. At the meet & greet, you could see she was comfortable. Haley also has a large tumor on her... (more)"

16. Amanda

My dog is my child!

Mequon, WI, 53092

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

About: Growing up I have always had two dogs in my house. Currently my husband and I have one fur baby who is our whole world! We treat dogs just like hum... (more)

17. Kathy

Kathy's Home Away From Home

Brown Deer, WI, 53223

Dog Boarding, Doggy Day Care

39 repeat clients

"We absolutely love Kathy and Ruby!!! We know that when our girls are with Kathy they are treated like they would be at home which allowed us to truly enjoy o... (more)"

Confirmed Holiday Availability
18. Michelle

Full Time Care /Fenced in yard

Pheasant Run, Milwaukee, WI, 53224

Dog Boarding

9 repeat clients

"Michelle was so kind to our dogs and us as well! She sent lots of picture updates and seemed to have a genuinely good time with them! She even trimmed their ... (more)"

19. 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)"

20. Amanda

Cares for animals like family

North Meadows, Milwaukee , WI, 53224

Dog Boarding

8 repeat clients

"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: