Dog Boarding in Holler Park, Milwaukee

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

Confirmed availability
 Easter weekend
1. Katrina Verified Enhanced Background Check

Home Full Time- Always Available!

Town Of Lake, Milwaukee, WI, 53207

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

"Great job with 3 senior small dogs with several complications, and accompanied with tons of pictures! Was a 2 week sitting so having this level of comfort and… (more)"

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2. Erin Verified Background Check

Young or Old, All Dogs are Welcome

Town Of Lake, Milwaukee, WI, 53207

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

"Amazing experience! You won’t possibly pick a better sitter for your pup. She communicated exceptionally well, took great care of my dog, and the photos were a… (more)"

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3. Elba Verified Enhanced Background CheckRover 101

Wiggle waggle and roll!

Cudahy, WI, 53110

Dog Boarding, Doggy Day Care, Dog Walking

"Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our… (more)"

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4. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"Our puppy Mila loves going to Miranda’s. She made a little friend and seems very happy and calm when we pick her up. Miranda is also very flexible and accommod… (more)"

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5. Karen & Toy Verified Background CheckRover 101

Ready to play and cuddle

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Karen and Troy were wonderful, there dog played great with mine and I could tell my Diego was having fun with their son. Couldn’t recommend more, especially tr… (more)"

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6. Rita Verified Background CheckRover 101

I work from home

Oak Creek, WI, 53154

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

"It was our first time leaving our dog with a sitter outside of the family, and Rita was terrific. Our dog, Teddy, really liked her, too. Highly recommend! (more)"

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7. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"It’s comforting to leave my Husky with Sara, she’s an excellent caregiver. She sent photos, videos and updates throughout Jody’s stay and keep all the boundari… (more)"

8. Dean Verified Background Check

Fenced yard and couch space!!

Cudahy, WI, 53110

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

"Highly recommend dean! He took great care of our 4 month old puppy while we were away. You can tell dean loves animals. His dog got along well with ours and th… (more)"

Confirmed availability
 Easter weekend
9. Hannah Verified Enhanced Background CheckRover 101

I will treat your dogs like my own!

Cudahy, WI, 53110

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

"Hannah was great! We were out of town for a week and everything went fine. I worry about the details when I leave town but we got daily updates and pictures.… (more)"

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10. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe took care of my dog, Reba, over a long, holiday weekend and she provided multiple daily updates and pictures for me! Reba seemed to be very well taken c… (more)"

11. Lelia Verified Background Check

Always home to love on your dog!

Oak creek, WI, 53154

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

"Lelia is great with Bucky!!! He had an extra long stay with her because of our vacation & the entire time she kept us up to date with pictures and let us know … (more)"

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12. Jamie Verified Background Check

3/4 acre Pup Paradise!!

Oak Creek, WI, 53154

Dog Boarding, Doggy Day Care

"Jamie was fast to respond, answered all of my questions, and sent lots of pics to me while she watched my pup. It was my first time using Rover, and I felt ver… (more)"

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13. Alana & Justen Verified Background Check

Dogs love play dates in our yard

South milwaukee, WI, 53172

Dog Boarding, Doggy Day Care

"What a great family that absolutely loved hanging out with Moose. He can be super over whelming at times but they were able go with the flow and he was calm!… (more)"

14. Erin Verified Background Check

Big yard puppy playground

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Erin is spectacular with any and all of the dogs I've seen her around. Including my own! She was great with Hope, who is energetic. Now whenever I bring her by… (more)"

15. Tyler Verified Background Check

Caring & genuine animal enthusiast

Southpoint, Milwaukee, WI, 53221

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

"I will definitely be using Tyler's services again.My dog was comfortable with him right away so it eased my fears of leaving him.Tyler also sent me pictures an… (more)"

Confirmed availability
 Easter weekend
16. Elizabeth Verified Enhanced Background Check

Fun and safe dog care in Oak Creek!

Oak Creek, WI, 53154

Dog Boarding, Doggy Day Care

"My dog loved staying with Elizabeth and Otto! She also made sure I knew what was going on during my dog’s stay and updated me with pictures. I can’t wait to bo… (more)"

Confirmed availability
 Easter weekend
17. Joyce Verified Background Check

Lifelong doggie mom

Jackson Park, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Dog Walking

"Was able to accommodate my pups last min and took them a day early without charge. She bathed them and they seemed to have a great time. She is very understand… (more)"

18. Ian Verified Background Check

Former Dog and Cat Owner

South Milwaukee, WI, 53172

Dog Boarding, Doggy Day Care, Dog Walking

"Ian dog sat my three dogs for a week and I was very impressed. They loved him from the first meeting and were very well cared for. This was not an easy task as… (more)"

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19. dawn Verified Background Check

I am a avid pet lover.

West Allis, WI, 53214

Dog Boarding

"Dawn was incredible and I felt so at ease that our dog was in good hands with her and her family. Drake seemed to be very well cared for and we will continue t… (more)"

Confirmed availability
 Easter weekend
20. Wendy Verified Background CheckRover 101

Home ALL Day.

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Wendy is great and I can’t recommend her enough. We have a 13 year old yorkie with some health issues who we are very particular about who we leave her with. W… (more)"

Pet parents in Holler Park, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Holler Park 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 Holler Park, 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 Holler Park 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 Holler Park, 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: