Dog Boarding in Washington Heights, Milwaukee

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

1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

23 repeat clients

"Cindy was great with my dog Louie! He stayed from Friday morning until Sunday night. She sent photos of Louie and gave me updates. You can tell she truly has... (more)"

2. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

34 repeat clients

"My dog Hachi has stayed with Dan for 2 consecutive weekends. We get good updates and have peace of mind that my baby is safe with him. He had an injury the s... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 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. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

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

24 repeat clients

"She was amazing with Yordi. He loved her and was really happy when I picked him up. And she is so nice. I would totally recommend her and rebook with her again. (more)"

5. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

8 repeat clients

"Monica was awesome and reassured me that she wanted both me and my dog to be comfortable during the stay. She regularly updated me with pictures and was very... (more)"

6. Jonathon W. & Kelsey

Great for last minute requests!

Harambee, Milwaukee, WI, 53212

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

6 repeat clients

"Jonathon and Kelsey were awesome. One of my dogs gave them a very hard time, but they worked with it and went with the flow. They kept me updated and sent m... (more)"

7. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

10 repeat clients

"Julie watched my dog Princess while I took my Mom on a late Mothers Day trip to Toronto. She is so awesome, she sent plenty pics and kept me updated on how P... (more)"

8. Rebecca

Loves long walks on the Riverwalk!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding

"Rebecca was a wonderful sitter. She took care of my dog as I would have, he came home happy, and she reassured me that he was ok the whole time I was out of ... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

15 repeat clients

"Dogs did soo well with Sandy! So thankful to find somewhere they can stay comfortably when we are gone. She was very accomodating and really appreciated she ... (more)"

10. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Carolina was awesome. She took our puppy Archer on short notice! He had a great time and she even updated us with photos:) We would definitely use her agai. ! (more)"

11. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda is awesome. She is a very sweet and kind person. She bonded with Oreo and my husband and I right away. She made Oero feel at home. He was happy and... (more)"

12. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

57 repeat clients

"Amber and Barb are wonderful! They take such good care of my little Roxy, she even gets to sleep in bed with Amber. They have a wonderful play yard for the d... (more)"

13. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"The whole experience was wonderful. We planned a 10 day European vacation and were concerned about leaving our active Labrador retriever. Our dog had a gre... (more)"

14. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

"Madeline was very nice and sensitive to our very old dog's needs and foibles. (more)"

15. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"I know Cynthia from hosting her dog, Willow, on several occasions. As she lives close to me, she has also interacted with other doggy guests when we are out... (more)"

16. Quinn

Home full-time, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"Quinn was amazing as our goldendoodle's first pet sitter. She sent adorable pictures that let us know that Mia was having a great time with her dog, Cleo. Qu... (more)"

17. Jason

Fur Baby Friendly

Wauwatosa, WI, 53213

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

1 repeat client

"Jason and his wife were wonderful with Sunny. I could tell right away they would make her feel right at home. She got so much play time and really enjoyed he... (more)"

18. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

1 repeat client

"Maureen was great, and my crazy terrier was happy when I picked her up after 5 days. Lots of walks reported and prompt emails with status reports. Everythi... (more)"

Available this weekend
19. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

About: We love nice pets. Our family loves caring for and playing with pups. Let's set up a time for your pup to have fun so you can have fun or get some ... (more)

20. Carissa

more than pets, they're family

Kops Park, Milwaukee, WI, 53222

Dog Boarding, Dog Walking

1 repeat client

"Daisy had a great stay with Carissa and her pup, Pluto. I loved that she had a high energy dog and I felt comfortable with Carissa handling Daisy. We got som... (more)"

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Learn About Premier

Dog lovers in Washington Heights, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Washington Heights 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 Washington Heights, 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 Washington Heights 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 Washington 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: