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.
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Confirmed Holiday Availability
1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

26 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. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

10 repeat clients

"I was so happy with Abby's visit! Julie is such a kind, calm woman and that extends to our little fur balls! Receiving pictures of Abby and the fun she was h... (more)"

3. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

35 repeat clients

"We're very grateful to have chosen Dan and Holly to take care of our dog Buddy. Since this was our first time to have someone (other than our family)take ca... (more)"

4. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

Dog Boarding, Doggy Day Care, Dog Walking

25 repeat clients

"She was amazing with Yordi. He loved her and was really happy when I picked him up. And she is so nice. I would totally recommend her and rebook with her again. (more)"

5. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

Confirmed New Years Availability
6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

18 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

7. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

14 repeat clients

"Oh where do I begin by how happy I was with April?! She is very nice and comfortable and so is her home. Updates everyday showed just how much Abby was happy... (more)"

8. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

5 repeat clients

"I was very happy with the care Andrea gave my dogs. I have a senior dog who is not doing well and Andrea went above and beyond with the care she gave my do... (more)"

Confirmed Holiday Availability
9. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

"Traci was fantastic... She took great care of my girls. She sent lots of photos. It’s a huge relief knowing we have a better option then a kennel.. We Highly... (more)"

10. Teena

fenced, work at home

Brookfield, WI, 53005

Dog Boarding, Doggy Day Care

18 repeat clients

"Our lab had a wonderful time at Teena's house! The pictures said it all. Teena is warm and kind and we'll definitely be back for another dog vacay! Thank... (more)"

Available this weekend
11. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda was friendly and easy to talk to. She asked pertinent questions prior to my dog's stay. Her home was clean and safe for Jack to romp around in. She u... (more)"

12. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 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)"

Confirmed Holiday Availability
13. Sylvia

Very excited to care for your dog!

Fairview, Milwaukee, WI, 53219

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

1 repeat client

"Sylvia was great with our dogs! They instantly felt comfortable in her home and they were very happy when we picked them up! I would definitely recommend boo... (more)"

14. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

2 repeat clients

"Maureen was great, and my crazy terrier was happy when I picked her up after 5 days. Lots of walks reported and prompt emails with status reports. Everythi... (more)"

15. Carissa

more than pets, they're family

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Dog Walking

1 repeat client

"Daisy had a great stay with Carissa and her pup, Pluto. I loved that she had a high energy dog and I felt comfortable with Carissa handling Daisy. We got som... (more)"

Confirmed Holiday Availability
16. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

About: We love nice pets. Our family loves caring for and playing with pups. Let's set up a time for your pup to have fun so you can have fun or get some ... (more)

17. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Cindy was an exceptionally conscientious and loving caregiver to her dog Willow. She has a very gentle way of interacting with all creatures and clearly love... (more)"

18. Kayla

Dog Mom

Wauwatosa, WI, 53072

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

2 repeat clients

"Kayla and Jason are the sweetest couple. They took such good care of our puppy and provided such a fun environment that she looked sad to leave when we picke... (more)"

Confirmed Holiday Availability
19. Esther

Your pet will feel like family

West Allis, WI, 53227

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

"Fantastic job. My dog Sparks had a great time. He was happy to see me but I think that he would have loved to stay with Esther and her family. (more)"

20. Denise

Simply Love Dogs!

West Allis, WI, 53214

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

About: I love dogs, like everybody on here! I enjoy long walks and taking my dogs to the dog parks and swimming. Big believer that dogs need friends, and... (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.

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