Dog Boarding in Maitland Park, 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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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We are new to Rover and honestly, I was so worried about leaving Archie with someone we didn't know, but we were in a pinch and she had great reviews. This was … (more)

from
$35
per night
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Hannah O.
2.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I must say, I was a little nervous having a complete stranger watch my Zoey but Hannah was amazing and I knew Zoey would be safe with her. She kept me posted on… (more)

from
$55
per night
Debbie L.
3.
Pampered poochOak Creek, WI, 53154
Dog Boarding

We boarded our dog, Luna, for two days with Debbie. She was the best sitter we ever had. Debbie really knows dogs. She's very confident and has a wonderful po… (more)

from
$50
per night
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Jill F.
4.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill was amazing! She let our very cuddly and no-concept-of-personal-space chocolate lab sleep next to her and sit with/on her on the couch all weekend. Our dog… (more)

from
$45
per night
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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding

Karen, Toy and family were very sweet with my old neurotic hound dog for a weekend stay while I had to work. Picture updates, lots of treats and she didn't even… (more)

from
$28
per night
Dog Loving Family in Franklin!Franklin, WI, 53132
Dog Boarding

I cannot thank Danielle enough. She took my pups in literally last minute after my original sitter canceled. Her and her family are so nice and we got tons of p… (more)

from
$35
per night
Confirmed availability: 4th of July
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

First time we used Miranda's service and we could not have been happier with her and how she cared for out little guy. Definately a repeat customer! (more)

from
$55
per night
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8.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care, Dog Walking

The morning of our 1-night trip, I woke up to a text from my normal dog sitter, canceling. I didn't want to postpone the whole thing so I started looking for so… (more)

from
$45
per night
9.
I have a big fenced in yard and luvGreenfield, WI, 53228
Dog Boarding

Mary and her husband are wonderful! Our dog had a great time at their home. Mary sent updates and pictures. Will definitely be using Mary again! Thank you!! (more)

from
$35
per night
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10.
WHO let the 🐕 🐩 🐕 dogs out ???!?Bay View, Milwaukee, WI, 53207
Dog Boarding, Doggy Day Care, Dog Walking

Becca is a great sitter! My pup had really bad anxiety because of thunderstorms and Becca and her pup Rem were so kind to cuddle him and protect hum. She sent s… (more)

from
$90
per night
11.
WAH Dog Lover - Nice suburban setupGreenfield, WI, 53219
Dog Boarding, Dog Walking

Tyler kept me updated throughout my dog’s stay. I could tell he cared about my dog and my dog was happy with him. (more)

from
$40
per night
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12.
Passionate and trustworthy care!Southpoint, Milwaukee, WI, 53221
Dog Boarding

Kayla was so great with my pup. She enjoyed her time and came home sleepy from playing so much. Kayla took great care of her and I got pictures, videos, and upd… (more)

from
$40
per night
13.
Your dogs home away from home!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Dog Walking

Bailey provided frequent and great updates. Scout was sad to go so I know he had a great time. Mali and Scout were two peas in a pod. We will definitely be usin… (more)

from
$48
per night
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14.
Amy 
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Honored w/the Opportunity to HelpCudahy, WI, 53110
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amy took wonderful care of my dog. Carly came home relaxed and tired. We already have a weeks vacation planned and a I have no hesitation leaving Carly with Amy… (more)

from
$35
per night
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15.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott and his fiancé took great care of Reba! I got updates and photos of her stay and she seemed right at home. It worked out well that he works from home and … (more)

from
$65
per night
Confirmed availability: 4th of July
Loving dog mom welcomes you home!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding

Lilly goes above and beyond when taking care of her fur clients! She treats them with care and I never have to worry about Frankie. (more)

from
$30
per night
Confirmed availability: 4th of July
Couple that really just loves dogsTippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Was nervous about boarding my dog at someone’s house, but everything went smoothly and I was able to enjoy my time away. Updates and pictures of my dog were sen… (more)

from
$47
per night
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Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! She sent photos of my dog every day to keep me updated. I wasn't worried about leaving him because I could tell he was having a great time! (more)

from
$40
per night
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Can't wait to meet your puppy dawg!West Allis, WI, 53227
Dog Boarding, Doggy Day Care, Dog Walking

MJ & James we’re absolutely wonderful with my senior rescue dog, Pete. He can be a little shy around strangers but he warmed up very quickly and even played wit… (more)

from
$40
per night
Calendar Recently Updated
20.
Dogs are my favorite people 💙🐾Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Carla was wonderful! I felt so comfortable leaving my dog with her - she sent lots of photos & videos with updates throughout her stay and made it the best poss… (more)

from
$80
per night

Dog owners in Maitland Park, 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 Maitland Park.

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 Maitland Park 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 Maitland Park, 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 Maitland Park, 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: