Dog Boarding in Hillside, Milwaukee

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

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Lauren & Derek G.
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren and Derek were amazing. I had a very last minute trip I did with my kids and their response rate was remarkable. They kindly kept me updated and Baby Or… (more)

from
$40
per night
Cindy T.
2.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great with my dog. She was also flexible as the airlines are modifying flights, times changed several times. She gave me daily updates with pictures o… (more)

from
$35
per night
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Deann R.
3.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann is very professional and works well with my dog (who is a very active, strong and dominant puppy). She was responsive and she took a lot of pictures to ke… (more)

from
$35
per night
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Erin M.
4.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Erin was amazing! She sent regular status updates and pictures and was so caring towards my puppy! I would highly recommend Erin and I will be using her for boa… (more)

from
$35
per night
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Kadijah L.
I’m a dog lover! ?Lincoln Creek, Milwaukee, WI, 53216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She was amazing very helpful had lots of experience with a special needs puppy . Worked with my schedule and took us in last minute and was able to pick up 3 am… (more)

from
$50
per night
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Ready to play and cuddleTippecanoe, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care

If I could give Karen and her family six stars, I would! First they indulged me with a ~60 minute meet and greet before I committed to book. This was essential … (more)

from
$22
per night
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7.
You and your dog will ❤️ me.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa is absolutely fantastic!!! She took care of our 10.5 year old Goldendoodle for 3 weeks, and we couldn't have asked for a more perfect home for her to stay… (more)

from
$38
per night
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8.
Soulmate love giver,Milwaukee, WI, 53214
Dog Boarding, Doggy Day Care

Amparo did a great job boarding our puppy Jack over the weekend! We had a good meet and greet prior to booking, and we could tell by the tail wags that Jack wo… (more)

from
$45
per night
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9.
Guaranteed walks, dog parks, & loveLincoln Creek, Milwaukee, WI, 53216
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was our first time using Rover. Process was very easy. We selected Lilly and couldn’t be happier. She took lots of photos during our dog’s stay, including … (more)

from
$35
per night
10.
Loves to spoil animalsHistoric Mitchell Street, milwaukee, WI, 53204
Dog Boarding, Drop-In Visits, Dog Walking

The best experience for both my dog and myself! I got updates all the time! Theo got to do a lot of exploring and any problem that came up Adrian did an outstan… (more)

from
$29
per night
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11.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our puppy Mila loves going to Miranda’s. She made a little friend and seems very happy and calm when we pick her up. Miranda is also very flexible and accommoda… (more)

from
$40
per night
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12.
Caring Vet TechWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits

Caitlin is great, my nervous little dog warmed up to her and her two dogs really quickly. She was flexible and communicative and gave regular updates. I plan to… (more)

from
$35
per night
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13.
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
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14.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

We had our first stay recently and our puppy was well taken care of and loved. We received updates and photos throughout her stay as well. Such a nice family an… (more)

from
$30
per night
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15.
Hey! Small Dog Daycare and BoardingDowner Woods, Milwaukee, WI, 53211
Dog Boarding, Doggy Day Care

Fantastic! Great communication. Great care giver. Highly recommended... (more)

from
$40
per night
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16.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott was a very good sitter for Trinity. He took her for a long walks and updated me with pictures every day. He is very nice with a very nice home and sticks … (more)

from
$39
per night
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17.
Wauwatosa's Wag More MotelWauwatosa, WI, 53213
Dog Boarding

We were very happy with our experience with Andrea. Wrigley loved playing in the backyard and got along great with Molly. It was evident from the meet and greet… (more)

from
$35
per night
18.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe sat for our 17 year old dachshund for over 2 weeks, and did a fantastic job. It was obvious she smothered her with love and attention, as we do. We rea… (more)

from
$35
per night
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19.
Run! Don't walk (with your pup!)Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This Dahlia's (my dog) first overnight stay using Rover, and the care that Brianna and Roscoe provided couldn't have been better. Dahlia can be somewhat shy aro… (more)

from
$37
per night
20.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda was incredible! My Luna can be a bit particular when meeting new people, but Rhonda made her feel so comfortable and she truly enjoyed her stay. Rhonda s… (more)

from
$25
per night

Rover also offers Dog Boarding in:

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Hillside, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Hillside dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Hillside, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 Hillside, 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: