Dog Boarding in Holler Park, Milwaukee

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

1. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding

1 repeat client

"Amy was so accommodating taking Benji last minute. She made him feel right at home and me at ease and sent me lots of pictures. She had lots of space, a back... (more)"

2. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

"Matt and Jackie were AWESOME! They came to meet Marvin and even offered to let us drop him off the evening before our appointment instead of super early the ... (more)"

3. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

Dog Boarding

6 repeat clients

"I would highly recommend Sarah and will definitely have my dog stay with her again. She clearly loves dogs and is extremely conscientious of the fact that a... (more)"

4. Camry

Caring College Students

Avenues West, MILWAUKEE, WI, 53233

Dog Boarding

2 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)"

5. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

1 repeat client

"We're so happy we left Ozzy with Hannah and Bennett. After our first experience with Rover ended poorly we were nervous about trying again but had no other o... (more)"

6. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

9 repeat clients

"My family took a vacation over Thanksgiving. Because of the holiday all of the people that my wife will let watch her one and only daughter (Baby Maria) had... (more)"

7. Jasna

Take a Paws

Franklin, WI, 53132

Dog Boarding, House Sitting, Drop-In Visits

"Jasna was awesome with Bucky and he loved his stay with her!! She was very flexible with drop off and pick up times, which is a huge plus with us!!! We will ... (more)"

8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

24 repeat clients

"Kathleen is AMAZING! My fur babies are always so excited to go stay with her. She does a wonderful job of giving you updates and sending photos. I will keep ... (more)"

9. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

"Micha and her fiance were great. They were flexible with the drop off/pick up and very responsive to messages. Penny had a fun stay and I would happily use t... (more)"

10. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Wonderful experience!!! I felt completely comfortable leaving Penny with Jennifer who is very knowledgeable about dogs. I really appreciated getting pictures... (more)"

11. Laura

Dog loving, caring

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"Laura sent me pictures of snuggle time and Chewie looked very happy! He seemed totally at ease when I picked him up, so I can tell he had a good visit. Laura... (more)"

12. 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

16 repeat clients

"I've left Olaf with Nick probably a dozen times now, and he is always happy and exhausted when I pick him. Nick is always available and flexible with drop o... (more)"

13. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

3 repeat clients

"Heather and her husband took excellent care of our pup Stig! It was the first time he stayed with someone that wasn't an immediate family member so I worrie... (more)"

Available this weekend
14. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Such a sweet person and really cares for your dog as if he/she is one of her own. I had the best time going out of town knowing I was leaving my baby in good... (more)"

15. 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

"Our dogs were happy and tired. What more do you need. (more)"

16. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

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

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

17. Justine

energetic dog lover ❤

St Francis , WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi, I'm Justine! I am a successful 23 year old with a love for life and adventure. I grew up with a dog my entire life, I'd love to have my own but... (more)

18. Chris

Good With Dogs b/c I Use To Be 1

Bay View, Milwaukee, WI, 53207

Dog Boarding, Dog Walking

"Great job! They were very sweet to Lucy and gave updates regularly and contacted me when they were concerned about my dog's injury. (more)"

19. Aleisha

Nothin but Smooches for your Pooch!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"I asked Aleisha, last minute, to watch my Corgi 'Rose' so that I could attend a family get together. She had no issues with the short notice and I was able t... (more)"

Available this weekend
20. Lisa

Happy tails while you are away!

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding

"Lisa has taken care of both my dogs for the past 7 years. She loves them as much as we do and they are always excited to see her. Your dogs will find a home... (more)"

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Learn About Premier

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: