Dog Boarding in Cannon Park, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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1. Brooke K.

Star Sitter
Loving your precious babies
West Allis, WI, 53227
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
54 reviews
23 repeat clients
from
$38
per night

Brooke was great! She sent many pictures and videos throughout the stay, and introduced her animals to my dog gradually to make sure they were all comfortable with each other. Extremely responsive and flexible. My dog came home healthy and happy!

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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2. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$50
per night

April and Brad were very welcoming to Carson and gave him lots of TLC. When we stopped for the meet and greet, I immediately felt comfortable about leaving Carson in their care. April texted pictures of Carson while we were away and it was obvious both April and Brad had become good buddies with Carson. They treated him like he was their own dog. I highly recommend April and Brad for sleepovers with your pet!

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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3. Angela & Justin M.

We're a family of dog lovers!
Wauwatosa, WI, 53226
1.2 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
35 reviews
8 repeat clients
from
$30
per night

Angela and Justin have been the best dog sitters I’ve ever had! My dogs seriously loved them! If I wasn’t leaving milwaukee they’d watch them all the time! I got daily updates and stories about their day. They went on walks and had the best time. I couldn’t ask for anything more.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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4. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
2.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
383 reviews
161 repeat clients
from
$36
per night

Daniel and Holly were wonderful with my bulldog Jasmine! They were super sweet and very thorough with their interview process to make sure they didn't miss anything. I'm definitely going to use them in the future. You should too!

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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5. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
5.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$40
per night

Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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6. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per night

Maggie is the best!! She took such great care of our pup. She spoiled her with walks and snuggles. Our dog had a great time, and came back happy and relaxed! She can't wait to see Maggie again! ❤️

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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7. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
9 repeat clients
from
$50
per night

Kelle is an excellent care taker of my two little dogs. She is experienced, and sets my mind at ease that she knows what she's doing, and takes really great care of her charges. Kelle is very responsive, and keeps in touch during the dogs' stay. I feel lucky to have her as my dogs' sitter!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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8. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
4.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

My dogs seemed happy and comfortable at Cindy’s. Cindy even sent them home with a toy they liked while at her house! I appreciated the quick responses to my texts before the stay and the photo updates during.

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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9. Alberto V.

Rover 101
Welcome to our home 🤍🏡
Fair Park, Milwaukee, WI, 53407
1.4 mi. away
Boarding
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$33
per night

Alberto & Chance were so sweet and took great care of Kirby while I was away for an extended weekend! They sent updates and were very patient when my flight got delayed. Would definitely book them again!!

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Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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10. Mindy W.

Rover 101
A paw-fect home away from home...
West View, Milwaukee, WI, 53227
3.2 mi. away
Boarding
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$43
per night

Mindy was fantastic with our fur baby, we felt extremely comfortable leaving Star with her and it was clear Star had a great time! Tons of cuddles, walks and playing + we were sent some great photos that put our mind at ease while traveling.

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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11. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I never like to leave a review the first time my dogs go to a new sitter’s house, since they can’t tell me how it went and I have no real way of knowing. I can say for sure now, though, that Bailey and Walter LOVE going to Katherine’s house! Both times we’ve brought them back, they have gotten SUPER excited when we pull up to her house (like dog park excited). I can tell that they love her and her dog by the way they run up with doggie smiles and wagging tails to say hello. They also seem really comfortable in her fenced- in yard, so I know they’ve spent happy times there. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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12. Maria & Nayibe B.

Dog-obsessed!
Brookfield, WI, 53005
3.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
1 repeat client
from
$45
per night

They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people

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Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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13. Nikki G.

Book our dog loving family!
Brookfield, WI, 53005
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$42
per night

I recently adopted my dog Bruno and he still can be a little skittish at times. When I went on vacation I didn't want to have to board him at a kennel where there might be a little too much simulation for him. Nikki and her family were perfect for him. He stayed with them for a week and I'm confident he was well taken care of because when it came time to pick him up he almost seemed hesitant to leave with me lol. Could tell he was comfortable in the house which says a lot. Will definitely be using Nikki again. Thank you!

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Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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14. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
2.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night

Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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15. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$48
per night

Danica is the most professional and most attentive dog sitter and walker we have ever had. I have been burned before on previous dog sitters that left my pups by themselves for hours on end, but Danica stayed with my dogs overnight and never left them for more than a few hours a time. She also sent pictures and updates regularly which, as an over worrying dog parent, I deeply appreciated. If you want someone consistently professional, personal, and dedicated to taking care of your fur babies, Danica is the person for you.

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Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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16. Jill F.

Star Sitter
Dog lover work from home
West Allis, WI, 53214
2.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
68 reviews
20 repeat clients
from
$55
per night

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 to worry about her while my family was on vacation.

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Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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17. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
3.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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18. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

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Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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19. Karen & Toy

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
5.1 mi. away
Boarding
5.0 out of 5 stars
81 reviews
40 repeat clients
from
$35
per night

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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20. Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$40
per night

Amazing job as always, Jasper is always so excited to see his friends and they do such a great job caring for him and for Charlie, even as moody as she is. Thanks again!

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Dog owners in Cannon Park, Milwaukee, WI turn to dog sitters on Rover for their dog boarding needs. Over 1089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Milwaukee with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Cannon Park 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 Cannon Park, 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 Cannon Park dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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