Dog Boarding in Jackson Park, Milwaukee

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

1. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

"Our dog Lambeau's first stay with Amanda was this past weekend, and I cannot say enough about Amanda as a dog sitter. We had a short "preview" meet and gree... (more)"

2. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

7 repeat clients

"I can't say enough about Heather. I received emails and pictures daily from her about my dog Woody and it was great to know he was doing just fine. No more k... (more)"

3. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

12 repeat clients

"Lola was so well cared for and given much love and attention! The frequent updates and photos were wonderful. Lola and I are so grateful that we have found... (more)"

4. Traci

Snuggles & Play While You’re Away

Jackson Park, Milwaukee, WI, 53219

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

6 repeat clients

"Traci and her family were SO sweet with my dog Trevor. She was amazing at giving me updates and sending pictures, and was very responsive. I felt so happy k... (more)"

5. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

43 repeat clients

"This has been the most wonderful experience for my Mini Schnauzer, Maddie, and myself. Maddie is a "people dog" and she has had the most wonderful time visi... (more)"

6. Amber

Welcome to our home!

Wedgewood, Milwaukee, WI, 53220

Dog Boarding

3 repeat clients

"As soon as we met Amber, we understood how much she cared for dogs, and how well she would care for our elderly, blind dog Jessie. We were right, and Jessie ... (more)"

7. Jill

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

1 repeat client

"Jill helped me out at the last minute. Her dogs are super friendly and I know my Otis had a great time. (more)"

8. Alyssa

Doggie paradise near many parks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

1 repeat client

"Alyssa and Hunter were so great to work with. They accommodated our stay request VERY last minute and were so kind. Alyssa sent so many pic updates, which I ... (more)"

9. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

10 repeat clients

"I will 100% use Julie and family again for a stay. They had Fiona for an entire week and sent great updates and I felt like she genuinely loved having her. S... (more)"

Confirmed Memorial day Availability
10. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

3 repeat clients

"Marlena did a great job with Max (11 year old Golden Doodle) - a real dog whisperer. She was friendly, knowledgeable and very caring towards him. She also ma... (more)"

11. Kara

Walker-runner-snugger-ball thrower

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

"Kara did a great job with Harper!!! (more)"

12. April

Doggone Awesome Pet Sitting

West Allis, WI, 53219

Dog Boarding

17 repeat clients

"Mya (our dog) LOVED staying with April and Matt. They loved Mya like their own dog. She send me pictures and updates throughout the weekend, and I already bo... (more)"

13. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

1 repeat client

"We would definitely use Angela again. We left our 11 week old puppy with for 5 nights and didn't have a worry. Her own dogs are very friendly and loved that ... (more)"

14. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

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

"Erin was fantastic! We received updates while we were traveling, letting us know that Harold was having a good time. Highly recommend! (more)"

15. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

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

"Steph took great care of Boomer while I was in Milwaukee for the night! She sent me multiple photos and updates and was very professional. She is easy going... (more)"

16. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

11 repeat clients

"We left our 1 year old Lab with Valeria and her husband for 9 days and her care was nothing short of amazing. She took the time to send us multiple pictures ... (more)"

17. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"Dogs did soo well with Sandy! So thankful to find somewhere they can stay comfortably when we are gone. She was very accomodating and really appreciated she ... (more)"

Confirmed Memorial day Availability
18. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

2 repeat clients

"She was fantastic. She kept in contact and let us know how Abby was doing. (more)"

Confirmed Memorial day Availability
19. Miranda

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Amazing, understanding people! Laffa had a great time! (more)"

Confirmed Memorial day Availability
20. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Dog Walking

"Sherry watched our fur babies while my family was out of town. She was amazing with our geriatric dogs making sure they were taken out frequently enough so t... (more)"

Dog owners in Jackson Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Jackson Park.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Jackson Park dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Jackson Park, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Jackson 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: