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. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

85 repeat clients

"Tia was amazing. She has very extensive knowledge about dogs needs, behavior and training. She seemed to go out of her way to address our concerns and prov... (more)"

2. April

A dog lover missing my own doggies

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"I am so happy that we found April to watch our dog! She took incredible care of him and he was so happy and comfortable in their home. We received updates ev... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

7 repeat clients

"Sandy was excellent! She took great care of Charlie when she stayed at our home. She sent us pictures and stayed in communication the whole time we were away... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 repeat clients

"We felt at ease leaving Willie with the girls for a few days. Communication was timely and easy. They were very accommodating in scheduling drop off and pick... (more)"

5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"I am new to Milwaukee and my biggest worry was finding a sitter for my dog (who has some anxiety issues). I couldn't possibly be happier with Brian's care! I... (more)"

6. Alyssa

Compassionate, fun, loving!

Hales Corners, WI, 53130

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

1 repeat client

"Alyssa was very easy to work with. She gets back with you right away, provides you with updates, and my dog loves her. I'm pretty picky, and lets face it, ... (more)"

7. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

2 repeat clients

"Sarah was great w our dog Marty! Kept us up to date all weekend with photos. Marty had a great time hanging out with his new girlfriend Lucy. We would defini... (more)"

8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

18 repeat clients

"My dog has a great time spending the weekend! She was well cared for and loved getting to play with Ellie! She fell asleep on the car ride home from all the ... (more)"

Confirmed Holiday Availability
9. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"Heather was wonderful! She took great care of Patch, was very caring with him, and sent fun photos each day, plus she was professional, informative, flexibl... (more)"

10. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

24 repeat clients

"Kari did an excellent job caring for my pup, Avery. From the very first contact Kari's responses were prompt and professional. We were able to bring Avery ... (more)"

11. Teena

Peaceful village fence work at home

Elm Grove, WI, 53122

Dog Boarding, Doggy Day Care

3 repeat clients

"Heidi received lots of Attention with lots of TLC. She both loved and trusted Teena. Her overnight stay was great and she will definitely see Teena again!! (more)"

12. Sharon

Loving Care by Work-From-Homers

Brookfield, WI, 53005

Dog Boarding, Doggy Day Care

7 repeat clients

"Sharron and her husband were great! Very detail-oriented and I felt safe leaving my dog with them. She sent several pics to leave me rest assured he was havi... (more)"

13. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Tarah was so kind and great with Seylah. She was quick to reply to us and Seylah had a wonderful time with her. Tarah made us feel great about leaving Se... (more)"

Confirmed Holiday Availability
14. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"For it been our first time using this service, Loni put us at ease about leaving our dogs with her. (more)"

15. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

16. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

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

1 repeat client

"Ethan was amazing with Bentley! He made us feel comfortable right away and sent us pictures of our little guy throughout the entire stay. We will definitely ... (more)"

Available this weekend
17. Leah

Animal Loving Teacher

Washington Heights, Milwaukee , WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, an... (more)

18. Crystal

Your dogs new friend!

West Allis, WI, 53214

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

3 repeat clients

"Crystal was a fantastic sitter for Kingsley. This was our first time using Rover and Crystal definitely overdelivered on our expectations. There were no issu... (more)"

19. Yen

Mary Puppins

Johnson's Woods, Milwaukee, WI, 53202

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

"Yen took care of my dog while I was on vacation for over a week. I was able to enjoy my trip and know my dog was in good hands. She is very responsible and... (more)"

Confirmed Holiday Availability
20. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy will provide a safe, loving home for your dog away from their home. Cindy is a compassionate, kind and a wonderful person who loves dogs. Whether you n... (more)"

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Learn About Premier

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: