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. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

2 repeat clients

"Deann was very accommodating. She was quite flexible with her pick-up and drop-off times. Her dog, Hazel, seemed to be very well-mannered and interacted well... (more)"

2. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

3 repeat clients

"She was fantastic. She kept in contact and let us know how Abby was doing. (more)"

3. Alyssa

Doggie paradise near many parks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

3 repeat clients

"Alyssa and Hunter were awesome dog sitters for Rusty! When we first met them they took the time to get to know Rusty. Once we left for our trip we received p... (more)"

4. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

48 repeat clients

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

Confirmed 4th of July Availability
5. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

6 repeat clients

"This was my first Rover experience, and I was very pleased. Amanda took great care of my dog and kept me updated during her stay. My dog is deaf and can be a... (more)"

6. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Boarding with Erin was a fantastic experience for both my puppy and myself. Erin sent multiple pictures and videos each day to provide me with updates. You c... (more)"

7. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

2 repeat clients

"Jill helped me out at the last minute. Her dogs are super friendly and I know my Otis had a great time. (more)"

8. Michaelangelo

Full time availability

West Allis, WI, 53219

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

1 repeat client

"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)"

9. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

6 repeat clients

"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)"

10. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

1 repeat client

"Sherry watched our fur babies while my family was out of town. She was amazing with our geriatric dogs making sure they were taken out frequently enough so t... (more)"

11. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Miranda and her husband Mike were very good with my pup. After a previous Rover booking cancelled last minute, Miranda was able to set up a meet and greet an... (more)"

12. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

63 repeat clients

"Great stay for Buster! Many pictures and frequent correspondence with Kari. My only issue is that she is not located near me so travel is a concern. Donna (more)"

13. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

17 repeat clients

"April and Matt did a great job of caring for our two mini doxies! April is very kindhearted, easy to work with, and has a true compassion for dogs! The pic... (more)"

14. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

2 repeat clients

"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)"

15. Amber

Welcome to our home!

Wedgewood, Milwaukee, WI, 53220

Dog Boarding

3 repeat clients

"Amanda was great and so accommodating. i would highly recommend her and will definitely use her again! Her dog Brutus is such a sweathart! :) (more)"

16. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

Dog Boarding

8 repeat clients

"Khloe was right at home at Traci's house. She slept in bed with them, snuggled with their little girl and got a much needed brushing! They were so flexible w... (more)"

17. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

3 repeat clients

"This is the second time we book Angie to watch our dog. She is a great sitter! She sent us picture updates and responded quickly to messages. Our dog was hap... (more)"

18. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

11 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)"

19. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

1 repeat client

"Words cannot express how amazing Katherine is with your beloved family members! She treated my Golden Retreiver and German Shepherd like they were her own. F... (more)"

Confirmed 4th of July Availability
20. Sylvia

Very excited to care for your dog!

Fairview, Milwaukee, WI, 53219

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

2 repeat clients

"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)"

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 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 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.

We're proud to support over 200 organizations across the nation, including: