Dog Boarding in Maitland Park, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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1.

Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
102 reviews
40 repeat clients
from
$45
per night

Elba took great care of our little man, Maury. He had a great time and has been sleeping since we picked him up. She took the time to take him to the dog park and really wear him out. The next time we are out of town, we will definitely book again!

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Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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2.

Amy K.

Honored w/the Opportunity to Help
Cudahy, WI, 53110
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
54 reviews
22 repeat clients
from
$35
per night

Amy and her family are amazing! Bella can be a bit of a handful at times so I get nervous leaving her but Amy’s check ins with me put my mind at ease. I am so glad we found her :)

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
117 reviews
60 repeat clients
from
$45
per night

I was so nervous to leave my dog for the first time! He's a 100 lb. Puppy with energy for days, whose also very dog reactive! He is family and I wanted to make sure wherever he stayed he was treated the way I would treat him at home. Blythe gave me comfort in leaving him there. Even before his stay, I found myself having tons of questions, she responded quickly and never made me feel like a bother. While I was gone, she sent me pictures every day with an update! She took him for walks, played in her fenced in yard and gave him loads of snuggles! I truly am thankful for Blythe! If she's available when you need a sitter, I promise your pooch won't be in better hands!!

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Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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4.

Kristi B.

Seniors welcome!
Franklin, WI, 53221
Boarding
5.0
23 reviews
9 repeat clients
from
$30
per night

Our furry baby had a wonderful time with Kristi. We received updates all throughout our trip and she was great at communicating with us. Would highly recommend!

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Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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5.

Karen & Toy

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
Boarding
5.0
74 reviews
38 repeat clients
from
$35
per night

Karen and family were great for our dog while we were out of town for a long weekend. She was quick to schedule a meet and greet for us before booking to ensure our dogs got along. She sent us pictures and eased our worries while we were away. We will definitely be booking again when needed!

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Sitter Profile Image: Hannah O.
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Sitter Profile Image: Hannah O.
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6.

Hannah O.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
357 reviews
177 repeat clients
from
$60
per night

Hannah is fantastic, we needed her to watch our two dogs kind of last minute and she happily took them. Our dogs were thrilled when we got to her house and quickly settled right in. Hannah also sent us pictures during their overnight stay and they looked so happy and taken care of. We have already booked our next stay with Hannah and am extremely excited she is affordable and so close to our house. I can't thank her enough for taking such good care of our dogs as if they were her own!

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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7.

Carina K.

Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
Boarding, Doggy Day Care
5.0
45 reviews
14 repeat clients
from
$45
per night

Carina has cared for our Xena a few times and we've been so comfortable with her care. There's a fenced yard for exploration, a child/dog free indoor space if necessary and lots of pics and updates. She's also been flexible with drop offs/pick ups. Our pup can be nervous around new folks and Carina and her family have handled her beautifully.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
6 repeat clients
from
$25
per night

Sarah and her family is so amazing. They took care of my pet with least notice and shown so much love towards my pet. I would definitely recommend her to any customers.

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Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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9.

Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
Boarding, Doggy Day Care
5.0
355 reviews
150 repeat clients
from
$35
per night

Dan and his family are wonderful dog sitters. They are loving, gentle and knowledgeable. They can handle multiple dogs at one time and don't get frazzled by the canine company! I highly recommend them. Also, they have 2 dogs of their own who are laid back with other dogs and part of the fun!

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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10.

Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Kevin is really great with my pets. My dog is not a huge people person, but he loves Kevin and is very excited for their walks together. Kevin has even cared for my elder cat and bearded dragon while I was out of town! He responds right away to my messages and sends me cute pics as well. 10/10 highly recommend.

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Sitter Profile Image: Leighe  Lily M.
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Sitter Profile Image: Leighe  Lily M.
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11.

Leighe Lily M.

Loving, stay at home dog mom!
Tippecanoe, Milwaukee, WI, 53207
Boarding, Doggy Day Care
5.0
59 reviews
19 repeat clients
from
$50
per night

I can’t thank Lily enough for taking care of my dog Ollie! It’s never easy leaving your baby alone for over a week, but I knew he was in good hands! I loved the daily updates & pictures and it gave me peace of mind knowing he was in a safe & happy home while I was away. Thank you again!

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Sitter Profile Image: Joshua J.
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Sitter Profile Image: Joshua J.
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12.

Joshua J.

All breeds & behaviors ❤️ All-Ages❤
South Milwaukee, WI, 53172
Boarding, Doggy Day Care, Dog Walking
5.0
20 reviews
5 repeat clients
from
$18
per night

Joshua did an excellent job! I would send my dog Stewie to him anytime again.He sent me updates and videos everyday.I would confidently recommend Joshua to anyone!

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Sitter Profile Image: Dan B.
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Sitter Profile Image: Dan B.
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13.

Dan B.

Lover of all animals
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
142 reviews
51 repeat clients
from
$40
per night

Dan did a great job with my handful of an 8 month old puppy. He was kind and she warmed to Dan right away. She had injured herself just before our vacation and he was willing to help with her follow up care which was amazing. We were very comfortable with taking Penny to Dan’s home and would definitely recommend using him.

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Sitter Profile Image: Stephanie  G.
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Sitter Profile Image: Stephanie  G.
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14.

Stephanie G.

Steph's Bay View Dog Support
Tippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
19 repeat clients
from
$54
per night

Steph was amazing! She gave me regular updates and photos. She took Bowie on adventures and showered her with love. I was worried my pup wouldn’t want to come back to me! Additionally, Steph went ABOVE AND BEYOND when I ran into multiple travel delays. She was more flexible than I ever could have imagined. She went as far as to drive my dog to my home late at night due to complications. I cannot recommend her enough!

Sitter Profile Image: Kristin H.
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Sitter Profile Image: Kristin H.
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15.

Kristin H.

Gold-Standard Pet Care & Sitting
Cudahy, WI, 53110
Boarding, Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$35
per night

She is great! Super communicative and sends great pictures. She is so considerate of the dogs that she watches. I will for sure be reaching out again.

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Sitter Profile Image: Shannon J.
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Sitter Profile Image: Shannon J.
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16.

Shannon J.

Almost one acre with fenced yard
Franklin, WI, 53132
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
118 reviews
62 repeat clients
from
$37
per night

Shannon was amazing. Our dogs Burrito and Peanut seemed to really enjoy their 9 day stay at her house. She provided 5 to 6 photos a day which made us leaving them easier to deal with. We will definitely use Shannon in the future.

Sitter Profile Image: Judy V.
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Sitter Profile Image: Judy V.
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17.

Judy V.

Ready to care for your furry friend
Cudahy, WI, 53110
Boarding, Doggy Day Care
5.0
4 reviews
from
$30
per night

Judy was wonderful! She watched Penny overnight on a last minute request and was very communicative. We had no issues and I’d definitely book with her again in the future!

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Sitter Profile Image: Samantha O.
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Sitter Profile Image: Samantha O.
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18.

Samantha O.

Hold on Loosely, But Don't Let Go
Oak Creek, WI, 53154
Boarding
5.0
26 reviews
9 repeat clients
from
$40
per night

Samantha is by far the best dog sitter I've ever had. She's amazing! My dog unexpectedly got sick with a new long term illness (non contagious) two weeks before her stay, and Samantha did an amazing job with her special food preparation and medication administration. I loved that she sent photos multiple times a day. And from them, it looked like my dog was having so much fun, she probably didn't even miss me.

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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19.

Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
3 repeat clients
from
$40
per night

Nathaniel did an amazing job taking care of our cat and our dog for a week while we were out of state. We will absolutely be booking with him again!

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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20.

Kathy & Brad K.

Your Dog's Home Away from Home
Greendale, WI, 53129
Boarding, Doggy Day Care
5.0
26 reviews
12 repeat clients
from
$40
per night

Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

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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:

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