Dog Boarding in Hillside, 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. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

8 repeat clients

"Monica was a lifesaver! When my other host called me within 15 minutes to pick up my dogs, I was left feeling helpless. It was the first time my 10 month old... (more)"

2. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

30 repeat clients

"Dan & his family pampered our little princess teacup poodle and spoiled her so much she almost didn't want to come home with us! They answered all our conce... (more)"

3. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Carolina was great! Ari felt right at home from the moment we walked in. She took several pictures throughout her stay and also went on nice long walks. Ari ... (more)"

4. Rebecca

Loves long walks on the Riverwalk!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

About: Careful and loving attention makes your dog feel the love! Happy (and tired) dogs are the main priority. Making sure your dog is safe, fed and wit... (more)

5. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

117 repeat clients

"Daniela is fantastic. She basically welcomed our girls into her family. I was truly afraid they wouldn't want to come home – they looked so happy with her!... (more)"

6. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

"Madeline was very nice and sensitive to our very old dog's needs and foibles. (more)"

7. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

29 repeat clients

"Nick is a cool guy (he clearly loves dogs) and took great care of my greyhound - he kept me informed on how he was doing, sharing updates and pictures. Asimo... (more)"

8. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Melanie was great with my new pup, Yuca. Yuca came back sleepy and happy, and Melanie kept in touch with me about how she was behaving and sent plenty of pic... (more)"

Available this weekend
9. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

1 repeat client

"Absolutely love Kelsey and Jonathon! We left our two German Shepherds with them and we will absolutely be using these two again. Taking on two shepherds, on ... (more)"

10. Alyssa

Work from home, Dog Lover

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care

4 repeat clients

"Alyssa was great! She was accommodating with my busy schedule and sent me photos of my pup during the stay. Her dog Lilly was adorable and friendly and got a... (more)"

11. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"No problems what-so-ever! Communication was fast & easy, and Brian and Becky were a great combination of professionalism & an obvious love for dogs! We rec... (more)"

12. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

1 repeat client

"My dog had such a good time staying with Julie and her family. I could tell from the photos Julie sent that my dog was happy and well cared for. I will def... (more)"

13. Lupe

Home Alll Weekend & Nights-

Riverwest, Milwaukee, WI, 53212

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

"Lupe was great with boo and he would love to see her again! She provided a written summary of their weekend together, and was very gracious with making kong ... (more)"

14. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

31 repeat clients

"Bulleit came back as pooped as I've ever seen him from Carrie Ann's house. She was willing to take him in for the weekend on short notice when my original si... (more)"

15. Jenny

Large yard & pup to play w/ yours

Shorewood, WI, 53211

Dog Boarding

"Our dog Ginger had a fantastic time with Jenny and her pup Rita. The dogs got a long great and Jenny and her husband made us feel very comfortable leaving he... (more)"

Available this weekend
16. Quinn

Home full-time, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

1 repeat client

"Willow had a great time with Quinn and Cleo.. so much so that she was visibly sad (and tired from playing!) when she came home. Quinn was very responsive to ... (more)"

17. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 repeat clients

"Sandy watched my 5 year old Shih Tzu, Gizmo for three days and did an excellent job. He can be a diva so we didn't know what to expect. The second we arrived... (more)"

18. Sammi

Your dog is already my best friend

Murray Hill, Milwaukee, WI, 53211

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

"Sammi has loved animals as long as I have known her. (22 years) All she ever wants is to give her love to all kinds of animals. She is very responsible with ... (more)"

19. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

4 repeat clients

"Thank you so much glad our Stuart was in good hands and had another dog to play with! He is resting now thanks! (more)"

20. Caitlin

Friendly dog lover and owner!

Lower East Side, Milwaukee , WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I have been a dog owner for over 5 years and a dog lover for life. After living in multi-dog homes in the past; I thoroughly enjoy the craziness an... (more)

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Hillside, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Hillside 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 Hillside, 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 Hillside, 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: