Dog Boarding in Rolling Green, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

6 repeat clients

"I have taken my three dogs to Sandy several times. I have a Golden named Molly and two Shih Tuz named Georgie and Gacie. Sandy gives them the run of the hous... (more)"

2. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

16 repeat clients

"Katie did an excellent job with our two mini dachshunds! She is patient, relaxed, and willing to go above and beyond to make the dogs feel comfortable. We ... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Our Newfoundland boarded with Brian last week, and we are delighted to share the fact that this was a lovely experience! Brian and his wife are clearly warm... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

1 repeat client

"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. William

Friendly,caring person ,loves pets

Franlin, WI, 53132

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

3 repeat clients

"Bill was a wonderful dog-sitter. He was so excited to have my dog stay with him, and he took very good care of him. My dog is a 14-year old Shih Tzu and does... (more)"

Confirmed Thanksgiving Availability
6. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

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

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)"

7. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

"We're so happy we left Ozzy with Hannah and Bennett. After our first experience with Rover ended poorly we were nervous about trying again but had no other o... (more)"

8. Ethan

No dog too energetic or old for me!

Milwaukee, WI, 53213

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

"He did an awesome job with our high attention Bulldogs- and on short notice! His place is the perfect set up with a dog park close by. Our dogs aren't easy a... (more)"

9. Kari

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Doggy Day Care

24 repeat clients

"Kari did a great job updating me and easing my mind. This was Olives first overnight away from family and I was really nervous about leaving her. Olive love... (more)"

10. Tarah

Loving home for your fur baby!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Lambeau loved staying with Tarah!! She understood how "needy" my dog can be and I felt completely at ease knowing she was happy and cared for in Tarah's home. (more)"

11. 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)

Confirmed Thanksgiving Availability
12. Heather

dog behaviorist/ trainer,dog lover

Muskego, WI, 53150

Dog Boarding, Doggy Day Care

"Heather is amazing with dogs. Our anxious dog, Jaguar, had a great weekend stay with Heather recently. We also learned a few tips from her on how to get our ... (more)"

13. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"Heather was so amazing with my 3 month old puppy, Butler. Her daily pictures and updates were exactly what I needed to remind myself that he was in good hand... (more)"

14. Geo

I'm very energetic and adventurous

Lincoln Village, Milwaukee, WI, 53215

Dog Boarding, House Sitting, Doggy Day Care

"He's a great guy and I don't know a better person to count on. We've been working together for awhile and I feel like he's more responsible than most people ... (more)"

15. Sara

Best Animal Auntie Around

Wauwatosa , WI, 53213

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

"Sara is an awesome pet sitter!! She has cared for my dogs many times while we were were on vacation. She snuggled them, took them for walks, and even cleaned... (more)"

Confirmed Thanksgiving Availability
16. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

About: My name is Loni. I'm 24 years old, with four beautiful daughters. I absolutely love animals! At the moment I have no pets, due to my daughters I've... (more)

Confirmed Thanksgiving Availability
17. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

"Angie has watched and cared for Jaxson almost every other weekend since I got him in April 2016. He absolutely loves going to her house and jumps out the car... (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 an awesome sitter! I could tell that Happy was..well, Happy! He was loved, cared for and BATHED while I was away! Crystal was very accommodating ... (more)"

19. Whitney

Family of dog lovers!

New Berlin , WI, 53151

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

About: I have always had dogs since I can remember, they've always been such an important part of our family. Now that I have a family of my own we own a ... (more)

Confirmed Thanksgiving Availability
20. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"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)"

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Learn About Premier
Dog owners love Rover's Milwaukee dog sitters. 284 owners have reviewed sitters in Milwaukee, giving them an average rating of 5/5.

Wondering how much you can expect to pay for a night on Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Book with Rover and Donate to a Local Nonprofit

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already... asking your friends, family and neighbors to watch your dog while you travel, instead of leaving him in a kennel! Look for sitters in Milwaukee with the Rover Donation Badge for one of these nonprofits, and a portion of your fee will be donated.

We're proud to be partnered with over 200 organizations across the country, including:

More on Milwaukee

Milwaukee, Wisconsin's largest city, is located on the shore of Lake Michigan and offers plenty of outdoor activities for you and your pup! After getting dirtied up at the local parks, it's time to head out to the Community Bark Dog Wash and Coffee. You can wash your dog yourself or have someone else wash them while you enjoy a cup of coffee.

Once your dog has been freshly-shampooed, let her exercise her Fido-fashionista sensibilities and help you sniff out some new duds at ReThreads, a vintage clothing store and thrift shop that welcomes dogs. After some quality time thrift shopping with your four-legged friend, hit the town - or at least the dog park - at McKinley Marina Park for a stroll along the lake.

If you're out of town for business or pleasure and your canine companion can't come along, find a loving home for your pup while you are away on Rover offers a community of pet sitters offering dog boarding in Milwaukee. Because we believe your dog always deserves a loving home, no matter where life takes you.