Dog Boarding in Holler Park, Milwaukee

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

1. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

34 repeat clients

"Daniel and his family did a wonderful job caring for our dog. They accommodated our request for boarding with short notice. Daniel quickly responded to all... (more)"

2. Gail

Safe, secure and lots of TLC!

Town Of Lake, Milwaukee, WI, 53207

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

8 repeat clients

"We love Gail!!! I am very fortunate to have found a great sitter who takes care of my dog with as much love as I would. I get daily pictures of their activit... (more)"

Available this weekend
3. Mary & Joe

Large fenced in yard, lots of room

St. francis, WI, 53235

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Mary and Joe were the best! They treated Dash like she was their own pet. I received a lot of pictures, and Dash was able to go on long walks every day, p... (more)"

4. Dana + Justin

Fenced in yard-bring to work!

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Dana and Justin are so nice and Fiona felt right at home right away. They have a beautiful home, are very accommodating , and I would definitely go back to t... (more)"

5. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"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)"

6. Alisia

Like dogs better than people mostly

South Milwaukee, WI, 53172

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

1 repeat client

"Alisia was very nice and understanding! She took my pup in last minute even though we needed 3 days covered. Her dogs were very sweet and friendly! Thank you... (more)"

Available this weekend
7. Rebecca

Daily walks to park!

Holler Park, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Becky is a responsible and caring person. She is great with animals and they enjoy being with her as well! We have 2 dogs and a cat, Becky is always there if... (more)"

8. Kara

I love dogs and the outdoors!

Cudahy, WI, 53110

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

2 repeat clients

"Kara was great! This was my first time having my dog stay with a sitter and I was worried at first. However, Kara took amazing care of my dog! She sent me a ... (more)"

9. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"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)"

10. 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

31 repeat clients

"Nick was great with my dog Paisley, put me at ease during my time away with updates daily and even sent a cute picture of her chilled out and happy. Would bo... (more)"

11. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

"Erendira is a great dog person. I regularly leave my dog Midna with her. She makes sure that Midna goes for walks and has the attention she needs while I'm a... (more)"

Available this weekend
12. Elba

Let's spend time walking together.

Cudahy, WI, 53110

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

"Elba is amazing, she has cared for my Dachshund and Labrador for a few weeks now. My Dachshund can be a bit stubborn and Elba has shown great patience and h... (more)"

13. Aimee

Great arm for fetch

Greendale , WI, 53129

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

"Aimee was a fantastic sitter! I have used Rover/DogVacay for many years and had some tremendous sitters. I can honestly say that Aimee, is the best sitter I ... (more)"

14. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

7 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)"

15. Rita

I work close to home

Oak Creek, WI, 53154

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

1 repeat client

"Rita took wonderful care of Winston, I will definitely use her again. Thanks Rita! (more)"

16. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

4 repeat clients

"It was great experience. Zhanae is very professional dog sitter and great person. She kept sending pics and messages to show how or puppy was doing. Definite... (more)"

17. Iris

Iris's NestingPups

Saveland Park, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"We were extremely nervous leaving our dog for the first time. Iris sent pictures everyday and updated us on how she was doing. It was perfect! We felt com... (more)"

18. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"I can't offer enough stellar recommendations for Stephanie. She's cared for our family Shepherd/Husky mix on a variety of short- and long-term occasions. Not... (more)"

19. Mabeth

Home full-time❤️dog, fenced yard

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Mabeth is the epitome of the perfect dog sitter. Following a meet & greet, and home tour, our pup Shadow had a blast running around in the backyard and playi... (more)"

20. Emily

Pet lover! Work schedule flexible

Greenfield, WI, 53221

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

About: I've had pets all my life! Currently I have two cats and we recently rescued a beagle/German shepherd mix puppy from a local shelter. My work sched... (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: