Dog Boarding in Woodland Court, Milwaukee

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

1. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

16 repeat clients

"Penny had such a fun time staying with Kathleen! She came home and slept for quite a while and even seemed a bit tired the next day too. I know Penny enjoyed... (more)"

2. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

6 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)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"We had a wonderful experience leaving our dog with Brian. Brian and his wife are very loving and caring. You can certainly see and hear they have experience... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

1 repeat client

"Camry & co. took the best care of our little man while we were away! They are such sweet girls and I loved that all 3 of them are in it made me... (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

"5 stars! Sarah was dependable about letting us know how our dog was doing; daily pictures and updates which let us know our baby was in great hands. We woul... (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. 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)"

9. 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)"

Confirmed Thanksgiving Availability
10. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Micha and her fiance were great. They were flexible with the drop off/pick up and very responsive to messages. Penny had a fun stay and I would happily use t... (more)"

Confirmed Thanksgiving Availability
11. Heather

dog behaviorist/ trainer,dog lover

Muskego, WI, 53150

Dog Boarding, Doggy Day Care

"Heather has a big heart for dog as long as I can remember she always bread and raised dogs as long as I can remember. Heather knows what she is doing and is ... (more)"

12. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

10 repeat clients

"Vinny's first week-long stay using Heather was the perfect sitter. Vinny enjoyed his stay and we appreciated the updates and pictures. So glad ... (more)"

13. 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)"

14. Ashley

Dog Lover of All Breeds, All Ages!

Fairview, Milwaukee, WI, 53219

Dog Boarding, Drop-In Visits

About: You should choose me to take care of your dog because I have over 20 years experience with my own pets! Growing up we had a family dog that I was ... (more)

15. 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)"

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 able to help me out with a last minute stay with Skipper. She was very accommodating with times for drop off and pick up. She kept Skipper active... (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.