Dog Boarding in Holler Park, Milwaukee

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

Calendar Recently Updated
1. Elba

Wiggle waggle and roll!

Cudahy, WI, 53110

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

"Elba took great care of our little man, Maury. He had a great time and has been sleeping since we picked him up. She took the time to take him to the dog p... (more)"

Calendar Recently Updated
2. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

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

"Lelia was great with our pup, Bucky! She sent us a bunch of pictures and was flexible with the pick-up time since traffic was bad. Bucky received a lot of TL... (more)"

Calendar Recently Updated
3. Sara

Experienced, Fenced Yard, Insured

Morgandale, Milwaukee, WI, 53215

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

"Outstanding experience! Sara was incredibly attentive and sent us lots of great photos of our pup enjoying her stay. We were lucky to find such a caring sitter. (more)"

Confirmed availability
Thanksgiving
4. Alyssa

Doggie paradise - with fenced yard!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Alyssa and Hunter were so great with our dog Casper. Casper is a very playful, energetic pup and absolutely loved playing with their dogs as well. We receive... (more)"

Calendar Recently Updated
5. Wendy

Home full-time- snooze or play!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

"Wendy was great to our dog and we could tell Abbey had a great stay with Batman! Loved receiving photos and knew Abbey was in great care. Wendy was very at... (more)"

Calendar Recently Updated
6. Donna

Fenced yard, we’re usually home

Franklin, WI, 53132

Dog Boarding, Doggy Day Care, Dog Walking

"Donna and Dave were wonderful with Maisy! We received regular updates and pictures. They have a fenced in yard which Maisy really enjoyed. It was such a c... (more)"

Calendar Recently Updated
7. Emily & Catherine

Bayview, active host!

Fernwood, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Emily and Catherine were great to work with! Very flexible with drop off and pick up times. The update and picture were great and my kids loved knowing and s... (more)"

Calendar Recently Updated
8. Kayla

Young dog-lover!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Kayla P. was a super sitter for our Teddy. She sent many pictures even though we were far away. When we returned Teddy was missing her and her family for a... (more)"

Confirmed availability
Thanksgiving
9. Hannah

Great backyard for outside time!

Bay View, Milwaukee, WI, 53207

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

"Hannah was just amazing. She allowed just to come over for a meet and greet. She let us stay as long as we needed to get a good feel. She sent pictures and u... (more)"

Confirmed availability
Thanksgiving
10. Kristin

Large fenced yard close to airport

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding

"Mila had a great time staying with Kristen. Kristen was very nice and sent updates/pictures. Great Rover sitter! (more)"

Calendar Recently Updated
11. Courtney & Timothy

Weekend availability, Fenced yard

Greenfield, WI, 53221

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

"My dog Ruby had a great time with Courtney, Tim and Apollo. She cane back tired and happy! (more)"

Confirmed availability
Thanksgiving
12. Katrina

Home Full Time- Complimentary Bath!

Town Of Lake, Milwaukee, WI, 53207

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

"GREAT SITTER!! Very friendly and dog knowledgeable. Sent many pictures throughout our babies stay overnight, I did not have to request as she was one step ah... (more)"

13. Kasey

Dog foster mom turned rover sitter

Oak Creek, WI, 53154

Dog Boarding, Doggy Day Care

"Kasey watched my two dogs overnight when I went away to a wedding. I would not hesitate to have her watch them again. My dogs can be suspicious of stranger... (more)"

Calendar Recently Updated
14. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Miranda and her husband did another great job with our pup. Very glad we found someone who loves the visiting dogs as much as theirs. Thanks again! (more)"

Confirmed availability
Thanksgiving
15. Alexza

Home full- time, large fenced yard

South Milwaukee, WI, 53172

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

"Alexza is very compassionate and understanding of animal's needs. She is one of the only people I trust to look after my dog. She understands that not every ... (more)"

Confirmed availability
Thanksgiving
16. Hannah

I will treat your dogs like my own!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Dog Walking

"Excellent (more)"

17. Charlotte

Large fenced yard!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Dog Walking

"Charlotte and Moses are great! They were able to keep up with our energetic pup and documented the weekend for us! I would definitely recommend. (more)"

Confirmed availability
This weekend
18. Drew

Flexible work schedule,

Oak Creek, WI, 53154

Dog Boarding, Drop-In Visits, Dog Walking

"Drew loves all animals, especially dogs. He is a caring, attentive pet owner who I feel confident and comfortable leaving my dog with. I know he will take ... (more)"

19. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Amanda was great with our puppy! She sent lots of updates and pictures and our puppy seemed happy when we picked her up! Would defiantly recommend Amanda to ... (more)"

Confirmed availability
Thanksgiving
20. Katelyn & Steven

Daily Walks and Beautiful Photos!

Greenfield, WI, 53221

Dog Boarding

"Amazing service! Katelyn and Steven went above and beyond. Our dog is recovering from surgery and had some stipulations. They were more than accommodating. G... (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: