Dog Boarding in Roosevelt Grove, 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

22 repeat clients

"Cindy did a great job with our big, black beast. Our dog was very comfortable in her temporary residence. Plenty of sunshine hanging out back is one of her... (more)"

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

"Brian and Becky were awesome sitters for our 7 year old Shih Tzu, Gizmo. They were very organized and arranged a meet & greet prior to the stay to get a feel... (more)"

3. 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)"

4. 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)"

5. 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)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

16 repeat clients

"I was so comfortable with leaving my furbaby with Sandy! Her home was so quiet, cozy, and comfortable, and located in a safe neighborhood. I knew my dog woul... (more)"

7. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Carolina was great! Ari felt right at home from the moment we walked in. She took several pictures throughout her stay and also went on nice long walks. Ari ... (more)"

8. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

10 repeat clients

"We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and gr... (more)"

9. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

31 repeat clients

"Carrie Ann and Kevin are super easy to work with and took excellent care of our pup! She updated us with pictures, daily statuses, etc. - so happy that we f... (more)"

10. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

1 repeat client

"Melanie was great with my new pup, Yuca. Yuca came back sleepy and happy, and Melanie kept in touch with me about how she was behaving and sent plenty of pic... (more)"

11. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Lucinda was great! It was clear that she took excellent care of Maya, and that Maya felt very comfortable with her. We highly recommend Lucinda! (more)"

12. Alyssa

Work from home, Dog Lover

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care

4 repeat clients

"Alyssa was great! She was accommodating with my busy schedule and sent me photos of my pup during the stay. Her dog Lilly was adorable and friendly and got a... (more)"

13. 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)"

14. Rebecca

Dog loving human ready to please!!

Brewer's Hill, Milwaukee, WI, 53212

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

"Becca was prompt, professional, and friendly. Once we met I knew immediately that Jack was in wonderful hands. She asked a lot of great questions about Jack'... (more)"

15. 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)"

16. 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)"

17. Megan

I love all, no matter how many paws

Brewer's Hill, Milwaukee, WI, 53212

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

4 repeat clients

"Thank you so much glad our Stuart was in good hands and had another dog to play with! He is resting now thanks! (more)"

18. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"If you want you pet to be showered with the unconditional caring and love you would give them, Cynthia is the perfect choice. She has a genuine love and aff... (more)"

19. 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)"

20. 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)

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Roosevelt Grove, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Roosevelt Grove 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 Roosevelt Grove, 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 Roosevelt Grove 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 Roosevelt Grove, 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: