Dog Boarding in Fairfield, 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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Cindy T.
1.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy’s the best. Our family was fortunate to have her as our dog’s first sitter from rover and as long as she’s available she’ll be the only sitter we use. (more)

from
$35
per night
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Kelsey S.
2.
Loving your dogs, like family!Glendale, WI, 53209
Dog Boarding

Kelsey is the exact person i’d want watching my pup. She first requested to so a doggy-meet to ensure both my dog and her dog would get along. They did get alon… (more)

from
$50
per night
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Kim M.
3.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

Another wonderful visit with Kim and Joe for our pups! They usually take a little time to transition and instead were immediately comfortable and napping. This … (more)

from
$27
per night
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Michelle B.
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

What an awesome experience, Michelle was able to take my Toby on a short notice and she made me feel extremely comfortable leaving my Toby in her care. She even… (more)

from
$38
per night
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Rhonda G.
5.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda seems SO NICE. She was flexible with our pick up/drop off times, and she made every effort to make our dog feel comfortable in her home. Plus, she sent l… (more)

from
$30
per night
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6.
Caring, safe & dependable pet care!Fox Point, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Having grown up with dogs and always having them as part of our family I have experience with various breeds (generally medium to larger sized dogs),… (more)

from
$40
per night
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)

from
$64
per night
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8.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann took amazing care of Albus! It was my first time leaving him with someone other than family and she quickly put my mind at ease with daily pictures and up… (more)

from
$35
per night
Confirmed availability: 4th of July
9.
We’ll Keep Their Tail WagginMenomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care

We utilized Angela for a second time. I’m so happy to have found her. I would highly recommend her to any family or friends. Thank you for another great stay, A… (more)

from
$35
per night
Confirmed availability: 4th of July
10.
Leave your pet in good hands!Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sierra did a wonderful job taking care of our 1 year-old Labradoodle. She took our dog on plenty of walks and even on a special outing to the pet store to get a… (more)

from
$45
per night
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11.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill was wonderful with my dog Ramona and I know Ramona was happy to have someone with her all day. She took great care of my dog and it was great not to have t… (more)

from
$45
per night
12.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My fur babies seemed happy and well taken care of when I picked them up. All smiles for me. Ty Fonshe!! (more)

from
$85
per night
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13.
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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14.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, Doggy Day Care

My little Buddy was very happy with Jen and her family when they took care of him. I appreciated that Jen sent me pictures and communicated with me on a regula… (more)

from
$27
per night
Calendar Recently Updated
15.
Fenced in yard with homemade treatsMenomonee Falls, WI, 53051
Dog Boarding

April is awesome. I loved the pictures she sent. It looked like my dog was having a great time. He’s usually very anxious and he looked so relaxed and comfortab… (more)

from
$35
per night
Calendar Recently Updated
16.
I love dogs they are family.menomonee falls, WI, 53051
Dog Boarding, Doggy Day Care

I would highly recommend Kathy. It was such a comfort to know that my dog was in such good hands. With frequent updates , clean & cozy accommodations I would de… (more)

from
$25
per night
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17.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was so great! My cat is pretty shy but she warmed up to Talor super quickly. She communicated so well and made drop off/pick up a breeze! (more)

from
$75
per night
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Can't wait to meet your puppy dawg!West Allis, WI, 53227
Dog Boarding, Doggy Day Care

Oh my goodness, where to start with these wonderful humans?! From the start, MJ and James went above and beyond to be accommodating, kind, understanding, and ov… (more)

from
$40
per night
Calendar Recently Updated
19.
Lover of all animals and pets!wauwatosa, WI, 53222
Dog Boarding, Dog Walking

Erin worked for us from Nov. 19, 2021 to May 30, 2022. she was a very dependable employee. Fast learner, easy to get along with. Very responsible. i would fe… (more)

from
$28
per night
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I love dogs!!!!Clarke Square, Milwaukee, WI, 53204
Dog Boarding, Dog Walking

Jennifer W. Was absolutely awesome and she took care of my baby Scooter. She always replied quickly to any questions or concerns I had regarding Scooter. She l… (more)

from
$30
per night

Dog lovers in Fairfield, 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 is the simple, savvy way to find and book Fairfield 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 Fairfield, 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 Fairfield 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 Fairfield, 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: