Dog Boarding in Whispering Hills, 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.

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Michelle B.
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

My boys came home happy and pooped! Loved the pickup/drop off service so much! Will definitely be using Michelle’s services again. Thanks for taking care of my … (more)

from
$38
per night
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Cindy T.
2.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Winston has never spent the night away from us. Cindy did a great job reassuring me and Winston that they would have a great weekend. She sent me pictures of hi… (more)

from
$35
per night
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April K.
3.
Fenced in yard with homemade treatsMenomonee Falls, WI, 53051
Dog Boarding

Jayce had an amazing time spending four days with April, Lupo and Niko. It was our first time using Rover and April made it an awesome experience! Very communic… (more)

from
$35
per night
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Cindy B.
4.
Place your trust in me...Mequon, WI, 53092
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was so kind and easy! It was our first time having Ivy stay overnight with anyone else so we were a bit nervous. She sent pictures and messages to us thro… (more)

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$50
per night
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Angela K.
5.
We’ll Keep Their Tail WagginMenomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care

Angela and her family are wonderful dog sitters! Scout had a fantastic time with his new friends and came home very tired. I would highly recommend her to anyon… (more)

from
$35
per night
6.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

Kim was fantastic. Could not have asked for a better experience. Daily updates that she provided greatly helped in reducing worry. Really appreciate everything … (more)

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$27
per night
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7.
I enjoy dogs and they like it here.Menomonee Falls, WI, 53051
Dog Boarding, Doggy Day Care

Sophie and Juneau loved their 4 night stay with Randy. Randy played ball with them often and they loved his big back yard and doggie door. They were well care… (more)

from
$35
per night
8.
A Tail to TellMenomonee Falls, WI, 53051
Dog Boarding, Doggy Day Care

Doreen is so sweet and so kind! She took good care of my dog, and sent daily picture to me. Doreen is easy and nice; she would provide everything to make the st… (more)

from
$35
per night
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9.
Loving your dogs, like family!Glendale, WI, 53209
Dog Boarding

Kelsey and Justin are awesome - my pup Sophia was right at home with their little pup Toby. Kelsey provided a handful of photos even though it was only for one … (more)

from
$50
per night
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10.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I love working with Olga B she took exceptional care of my Puppy. Olga is very compassionate about what she does . Olga spends a lot of time getting to know my … (more)

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$20
per night
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11.
I love dogs they are family.menomonee falls, WI, 53051
Dog Boarding, Doggy Day Care

Kathy was great with our sweet little George. She sent updates and adorable pictures of his stay everyday. George came home very relaxed and happy. This was a g… (more)

from
$25
per night
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12.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa was a wonderful sitter for my 6-yr-old small mutt, Pip. I searched for someone who would be sensitive and patient to Pip while he adjusted to his first t… (more)

from
$40
per night
Confirmed availability: Memorial Day
13.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda was great! We booked her to watch our recently adopted dog during a family vacation. We loved getting day updates on our dog and pictures/videos. We knew… (more)

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$30
per night
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AVID DOG LOVERS AND FOSTERINGLong View, Milwaukee, WI, 53218
Dog Boarding, Doggy Day Care

Rebecca has watched my Bullseye a few times. Her home is very dog friendly. She has 2 small dogs who are so sweet and love trying to play with my big guy. She t… (more)

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$49
per night
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15.
Kathy's Home Away From HomeBrown Deer, WI, 53223
Dog Boarding, Doggy Day Care

Kathy was very warm and welcoming and I felt I was leaving our dog in good hands. Kathy really treats the dogs like members of the family. I appreciated the e… (more)

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$25
per night
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16.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara is great. She is compassionate and handled Roxy with such care. She went over and beyond taking Roxy for 2 walks a day(even in the rain). We never had any … (more)

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$34
per night
Calendar Recently Updated
17.
Give your pet a vacation too!Brown Deer, WI, 53223
Dog Boarding, Drop-In Visits

Pam did a wonderful job caring for Sally. She dealt kindly with Sally's character flaws. She also determined which dogs got along with each other, and put the… (more)

from
$25
per night
Confirmed availability: Memorial Day
18.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

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$26
per night
19.
I will care for yourpet like my ownSilver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience

About: I have over 10 yrs of pet care experience. I've even worked at a pet motel were my job duties were to take the dogs outside, feed and sometimes bathe… (more)

from
$40
per night
Confirmed availability: Memorial Day
20.
Lover of all pets!Mount Mary, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kayla was incredible! She took such great care of both of our of pups! She was loving, caring, and attentive to their wants and needs! She sent a lot of photos/… (more)

from
$45
per night

Dog lovers in Whispering Hills, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

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 Whispering Hills 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 Whispering Hills, 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 Whispering Hills, 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: