Dog Boarding in Jackson Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Erin M.
1.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Moving to Milwaukee not knowing anyone, finding a quality dog sitter was my top priority, and Erin has gone above and beyond any of my expectations. When I drop… (more)

from
$35
per night
Calendar Recently Updated
Daniel L.
2.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

We're very grateful to have chosen Dan and Holly to take care of our dog Buddy. Since this was our first time to have someone (other than our family)take care … (more)

from
$30
per night
Calendar Recently Updated
Katrina M.
Home Full Time- Always Available!Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katrina was great while I left my puppy with her for a week! Daily updates, pictures, and I could tell my dog was in great hands! Drop off and pick up we’re sea… (more)

from
$40
per night
Confirmed availability: Memorial day
Brittni H.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This is my pup’s second time staying with Brittni, and she really is the best! Timely, great with dogs, and sends plenty of pics to make sure I know my pup is s… (more)

from
$28
per night
Confirmed availability: Memorial day
Joyce G.
5.
Lifelong doggie momJackson Park, Milwaukee, WI, 53215
Dog Boarding, Drop-In Visits, Dog Walking

Joyce was so sweet. She sent pics of my babies during the visit and they looked right at home. She also gave them baths at a very reasonable price. I would d… (more)

from
$30
per night
Confirmed availability: Memorial day
6.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice! (more)

from
$35
per night
Calendar Recently Updated
7.
Caring Animal-Loving Vegan 💜West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jill is the BEST! She watched my 1 year old Springer for a week while I was on vacation. She made sure that she knew every detail of Ruby’s routine and was so a… (more)

from
$38
per night
8.
Passionate and trustworthy care!Southpoint, Milwaukee, WI, 53221
Dog Boarding, Dog Walking

Kayla is fantastic! My dog had a wonderful time, she sent lots of pictures and updates, was incredibly responsive and is super friendly. I will definitely be bo… (more)

from
$38
per night
Confirmed availability: Memorial day
9.
Professional Sitter, Fenced YardMorgandale, Milwaukee, WI, 53215
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

This was the second or third stay we booked with Sara and her daughter. The pups had a great time and we got tons of Proof of Life photos :) -- great communicat… (more)

from
$59
per night
Calendar Recently Updated
10.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda (and Raffy of course) were absolutely wonderful hosts to Lola while we were out on vacation! I had never left Lola for more than a weekend, but felt abs… (more)

from
$35
per night
Calendar Recently Updated
Ready to play and cuddleTippecanoe, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care

Karen & Troy + Kids are extraordinary dog sitters that spoil my pup with holiday treats and an abundance of love. My pup always seems to have enjoyed himself an… (more)

from
$22
per night
Calendar Recently Updated
12.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe is absolutely wonderful!! We have never used a service like this for our Dobie and I was very nervous. Blythe was very easy to get along with and she mad… (more)

from
$30
per night
Calendar Recently Updated
13.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann did a great job taking care of our dog. We were nervous about leaving him because of his separation anxiety so we were so glad to know Deann was going to … (more)

from
$25
per night
Confirmed availability: Memorial day
14.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our 2 dauschunds had so much fun with Hannah and her fur babies. She sent us a ton of pictures which we loved! The dogs came home just as happy as we left them.… (more)

from
$40
per night
Calendar Recently Updated
15.
Experience foster and dog sitter!Hales Corners, WI, 53130
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was the first time we ever had someone other than family watch our dogs. I will say I was nervous to do so but Eric helped to put me at ease with all of th… (more)

from
$30
per night
Confirmed availability: Memorial day
16.
Never met a dog I didn't likeWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

It was our first time leaving our 8-year-old dog with someone else. She was amazing with our dog, so caring, and went above and beyond. We will be using her ser… (more)

from
$25
per night
Calendar Recently Updated
17.
BIG animal loverAvenues West, Milwaukee, WI, 53233
Dog Boarding

Great communicator and kept us updated with photos of my dog Bone. She walked him every day and was supper easy to get in contact with. She even washed him and … (more)

from
$25
per night
Calendar Recently Updated
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you for the daily pictures and updates. I also appreciate you being so welcoming and caring towards my dog. I will definitely try to schedule with you aga… (more)

from
$30
per night
19.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My two dogs, Barely & Harvey have stayed with Cindy twice now. Once during the day and once overnight! They enjoyed their stay and loved going on walks to the d… (more)

from
$35
per night
Confirmed availability: Memorial day
20.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Janice was fantastic! She provided updates as needed and treated Tanner as one of her own. I know that while I am gone on vacation or work, my dog is in great h… (more)

from
$45
per night

Rover also offers Dog Boarding in:

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: