Dog Boarding in Red Oak Heights, 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. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

38 repeat clients

"Daniel and his wife really set my mind at ease while watching my puppy. I received updates with pictures daily. With this being my pup's first overnight sta... (more)"

2. Dana + Justin

Fenced in yard-bring to work!

Town Of Lake, Milwaukee, WI, 53207

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

3 repeat clients

"Dana and Justin are so nice and Fiona felt right at home right away. They have a beautiful home, are very accommodating , and I would definitely go back to t... (more)"

3. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

2 repeat clients

"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)"

4. Jes

The Hardy-Berndt Ranch

Kensington, New Berlin, WI, 53151

Dog Boarding, Doggy Day Care

30 repeat clients

"Wow, Jes knows dogs! She was not hesitant to work with my dog's idiosyncrasies and respected his special needs. She clearly understands each dog has his own ... (more)"

5. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

Dog Boarding, Doggy Day Care, Dog Walking

26 repeat clients

"Melissa did a wonderful job. She was extremely accommodating with drop off and pickup times. She sent me photos of our dog and took great care of him. He ... (more)"

6. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Valeria was super nice and loves dogs! Their house and yard are dog-friendly and a really nice size. Buddy enjoyed playing with their 2 dogs and was exhauste... (more)"

7. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

19 repeat clients

"Sandy provided the most amazing care for our Arthur during a recent long weekend getaway. Her energy was so calm and kind. It was a delight to receive phot... (more)"

8. Rebecca

Daily walks to park!

Holler Park, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Rebecca was great! She took great care of Skipper and he got along great with Hannah. Hannah was super sweet and playful. Skipper was exhausted when he got h... (more)"

9. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

15 repeat clients

"April was amazing with our golden retriever, Roxy! We got photos and a video while we were away that our kids loved seeing. Roxy was well cared for and loved... (more)"

10. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

40 repeat clients

"Kathleen is AMAZING! My fur babies are always so excited to go stay with her. She does a wonderful job of giving you updates and sending photos. I will keep ... (more)"

11. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

6 repeat clients

"Absolutely fantastic lady. Andrea was amazing with my dog Bandit. Will always use her as my best friends sitter in the future. Thx Andrea !!! (more)"

12. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

"Although I have known Jill for a short time, the interaction I've witnessed between her and her pets has been extraordinary. The time and care that she dedic... (more)"

Available this weekend
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. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

4 repeat clients

"It was great experience. Zhanae is very professional dog sitter and great person. She kept sending pics and messages to show how or puppy was doing. Definite... (more)"

15. Amber

Welcome to our home!

Wedgewood, Milwaukee, WI, 53220

Dog Boarding

1 repeat client

"Amber is such a loving pet parent. Her pup is definitely her baby. She shows the same love and attention for my dog Memphis and will certainly show the same ... (more)"

Confirmed Holiday Availability
16. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

1 repeat client

"Angie and the kids did a great job taking care of my energetic pup for the weekend! They sent photo pupdates and maintained the perfect amount of communicati... (more)"

Available this weekend
17. Jessica

Friendly dog lover w/ fenced yard

Greenfield, WI, 53219

Dog Boarding

"Jessica has watched my two dogs on multiple occasions. She is a very caring and tentative to their needs. I also appreciate her professional approach.  I h... (more)"

18. Chandler

Obsessed with dogs since '93

West Allis, WI, 53227

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

"Chandler has watched my dogs on many occasions and is very accommodating to my dogs needs. My dog always comes home exhausted so I know she was very active d... (more)"

19. Karen

Let's have fun!

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, Doggy Day Care, Dog Walking

About: Our house is perfect for dog and puppy fun. My own dog, Roger, loves playing and snuggling with other dogs. He makes quick friends and is always up... (more)

20. Aimee

Great arm for fetch

Greendale , WI, 53129

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

"I had nothing to worry about leaving my dog with Aimee for a long weekend! I was a first time Rover user and she made it easy and comfortable leaving my dog ... (more)"

Dog owners in Red Oak Heights, 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 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. 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 Red Oak Heights 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 Red Oak Heights, 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 Red Oak Heights, 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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