Dog Boarding in Cannon Park, 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.
1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Max was happy and exhausted when I picked him up. Tia sent pictures and video throughout the weekend to let me know he was having a good time as well. (more)"

2. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

"We left Rowdy with Steve while we went on a road trip up to Canada. It was Rowdy’s first time staying with some one else. We got pictures sent to us of Rowdy... (more)"

Confirmed 4th of July Availability
3. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"She was so great! Very flexible and accommodating. Her kids played with my dog, and I know my dog enjoyed the love and cuddles! Highly recommend and will be ... (more)"

4. 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)"

5. Ann

Room to run and lots of love!

New Berlin, WI, 53151

Dog Boarding, Drop-In Visits

"Ann was amazing! We received frequent pictures, texts, and video of our pup having the time of her life! Ann and Chester provided the right balance between c... (more)"

6. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"We all love Julie and her family! I'm so glad that Kaiser gets along with the whole family, kids and cats included. He seems to really enjoy staying with Jul... (more)"

7. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

"Mellisa is great, sending pictures everyday, and really taking care of our really hyper pup. (more)"

8. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Molly seemed to have a great time! She seemed to be very well taken care of even with her special needs at night time. We will definitely be booking again in... (more)"

9. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Andrea and her family are awesome!!:). We feel so comfortable every time our pup goes there! Winston also loves coming and gets so excited...:) (more)"

10. Michaelangelo

Full time availability

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

"Michaelangelo was great! He sent me pictures to show how she was doing. He took her for walks and played ball. He was very accommodating to the times I nee... (more)"

11. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

"We would definitely use Angela again. We left our 11 week old puppy with for 5 nights and didn't have a worry. Her own dogs are very friendly and loved that ... (more)"

Confirmed 4th of July Availability
12. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

"Marlena did a great job with Max (11 year old Golden Doodle) - a real dog whisperer. She was friendly, knowledgeable and very caring towards him. She also ma... (more)"

13. Teena

fenced, work at home

Brookfield, WI, 53005

Dog Boarding, Doggy Day Care

"Our two old dogs had a great stay and were properly spoiled. Our dogs have some special needs and Teena did a great job of taking care of them. We're plann... (more)"

14. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Our dog Lambeau's first stay with Amanda was this past weekend, and I cannot say enough about Amanda as a dog sitter. We had a short "preview" meet and gree... (more)"

15. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy is wonderful to work with. She was flexible with our drop off and pick up times, and she even helped us by picking up our pup during our wedding ceremo... (more)"

16. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

"Ronan and Pippen had a great stay at Aprils home. They were very well taken care of. I did not have to worry about them at all while I was gone. It was a gre... (more)"

17. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"I am so happy we had Thura stay with Clare during out week out of town! Clare has been walking Thura for some time now and she obviously has developed a grea... (more)"

18. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"My puppy had a great visit with Shawn and his family. We will happily bring him back. Lots of love and affection made for a happy pup and owner! (more)"

19. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Andrea is one of the sweetest people I've ever had take care of my dog, Benson. She clearly loves animals and I could tell he was very well taken care of. I ... (more)"

20. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

"Maureen was a wonderful sitter for our pup, Seamus! It was our first time away from him and our first time using rover..we were so grateful to have found her... (more)"

Dog owners in Cannon Park, Milwaukee, WI turn to dog sitters on Rover for their dog boarding needs. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Milwaukee with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Cannon Park dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Cannon Park, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Cannon Park dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Cannon Park, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.