Dog Boarding in Hillside, Milwaukee

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

Confirmed available next weekend (May 04 - May 07)
1. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

85 repeat clients

"Daniela was so nice to take our puppy Scout for a night. He seemed to have a great time and it was the first night he ever slept away from home. I would hi... (more)"

2. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"Lola and Watson lived thier stay! They were tired from playing with duke in the awesome big backyard. Will definitely recommend and stay again. (more)"

3. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

107 repeat clients

"I am so thankful for the experience our dog Buster had with Tia. Our dog is quite anxious when he encounters other dogs...he just wants to play and he fit ri... (more)"

4. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

14 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)"

5. Tori

Dogs are my passion!

Upper East Side, Milwaukee, WI, 53211

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Charlie had a blast at Tori's and we were able to relax with the knowledge that he was in great hands! (more)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

10 repeat clients

"Sandy was amazing. We were able to enjoy our sons wedding weekend knowing that Roxie was in such good hands. We received several texts and pictures each da... (more)"

7. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

"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)"

8. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"

9. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

4 repeat clients

"The ladies did a great job with my dog and were very flexible. When I brought Chip home he just curled up on his bed and slept so I know he had a great time.... (more)"

10. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding

9 repeat clients

"Vanessa was great! She made our trip so much more relaxing just knowing Suki was in good hands. Vanessa kept us updated with texts and pictures. (more)"

11. Rebecca

Can I pet your dog?

Juneau Town, Milwaukee, WI, 53202

Dog Boarding

4 repeat clients

"Becky did a wonderful job taking care of our dog Zuzu for two and a half weeks, which was the longest we had ever been separated. She sent us photos and upd... (more)"

12. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 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)"

13. Robert

Let's take a walk in the park!!

Bay View, Milwaukee , WI, 53207

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

1 repeat client

"Finn came home happy and tired and content, signs of being well cared for. Thank you, Robert, for taking on such a high energy dog with not much background h... (more)"

14. Kristina

Dogs are my happiness :)

Walker's Point, Milwaukee, WI, 53204

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

About: I have always had a passion and sincere love for a dog since I was a little girl! Growing up with dogs all my life and looking after friend's is wh... (more)

15. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

23 repeat clients

"We needed a last minute sitter for our pups-Nick was very accommodating. We brought the pups over to meet his dog before dropping them off the following day.... (more)"

16. Cullen

U.S. Marine and MKE educator

Murray Hill, Milwaukee, WI, 53211

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

1 repeat client

"Cullen is kind and responsive, and was readily available when we needed him. Dropoff and pickup both went well, and Fenway seemed very happy to have spent th... (more)"

17. Staci

Calling all East Side Pets!

Lower East Side, Milwaukee, WI, 53202

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

6 repeat clients

"How many stars can I give Staci? As many as possible, and then some! She was, in a word, an excellent "host mom" for our wonderful Juno. Juno had a ball a... (more)"

18. Forrest

Active, caring couple who love dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding

"Forrest has taken care of our dogs many times and we have never had any issue with him. He's reliable and an all around dog person. Our dogs love him! (more)"

19. Michael

East side, close to beach and parks

Murray Hill, Milwaukee, WI, 53211

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

About: I have always grown up with animals in the home, from cats to bunnies and always plenty of dogs! After venturing to the midwest for grad school, my... (more)

20. Caroline

The ultimate outgoing dog lover

Northpoint, Milwaukee, WI, 53212

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

1 repeat client

"Ari had a wonderful stay with Caroline! She is so caring and we had no concerns leaving her for a few days. She lives in a nice big house with lots of room t... (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 Hillside, 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 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 Hillside 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 Hillside, 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 Hillside, 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: