Dog Boarding in Brynwood, Milwaukee

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

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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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Cindy T.
2.
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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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
Confirmed availability: 4th of July
Angela K.
4.
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
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Kelsey S.
5.
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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6.
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
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7.
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
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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$64
per night
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9.
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
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10.
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
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11.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Olga was very nice and accommodating. She watched our Kobi over Memorial Day weekend. She kept me updated with photos and texts. Kobi was well taken care of. (more)

from
$24
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: 4th of July
13.
A Tail to TellMenomonee Falls, WI, 53051
Dog Boarding, Doggy Day Care

We were very happy with our dog’s stay at Doreen’s. She sent pictures throughout the week with nice messages on how he was doing, and she followed his schedule … (more)

from
$35
per night
14.
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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15.
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
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16.
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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17.
Place your trust in me...Mequon, WI, 53092
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I just wish I could leave Cindy 6 stars! She and her family took amazing care of our Daisy. Our sweet puppy loves Cindy! This is the only place we will take ou… (more)

from
$50
per night
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18.
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)

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$28
per night
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19.
Kathy's Home Away From HomeBrown Deer, WI, 53223
Dog Boarding, Doggy Day Care

I knew this was the right vacation spot for my one year old Labrador (Gordon) after my meet and greet with Kathy and Ruby. Kathy was quite thorough, answering … (more)

from
$25
per night
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20.
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

Dog owners in Brynwood, 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 Brynwood.

Rover.com is the simple, savvy way to find and book Brynwood 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 Brynwood, 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 Brynwood 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 Brynwood, 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: