Dog Boarding in Red Oak Heights, 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: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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1.

Kathy & Brad K.

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

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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2.

Karen & Toy

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

They were so great with us and Fenway! Lots of pictures and prompt responses. Helped us out big time with a late pick up as well! I'll reach out again 100% if I'm ever in need in Milwaukee again.

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Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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3.

Daniel & Holly L.

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

We normally have family watch our pup, or if they’re unavailable, board him at his daycare. We wanted a stay more like with family so we decided to use Rover. Such a positive experience! Not only were Daniel and Holly able to accommodate us last minute, but they made us feel so comfortable and confident in our decision to board him with them. We knew Kobe would be taken care of with equal amounts (if not more) love and attention. Kobe also loves playing with other dogs so him getting alone with their boys was a huge plus! If family is unable to watch Kobe next time we’re gone, we’ll be excited to have them watch him again!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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4.

Sarah J.

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

Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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5.

Brooke K.

Loving your precious babies
West Allis, WI, 53227
Boarding, Doggy Day Care, Dog Walking
5.0
15 reviews
7 repeat clients
from
$38
per night

Brooke demonstrated exceptional care and competence. I have complete confidence in entrusting Biscotti to her, and I will definitely be scheduling another booking in the future.

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Sitter Profile Image: Jayme F.
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Sitter Profile Image: Jayme F.
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6.

Jayme F.

Dog lover and Groomer
New Berlin, WI, 53151
Boarding, Drop-In Visits, Doggy Day Care
5.0
22 reviews
8 repeat clients
from
$40
per night

Excellent!! She was really good with my boy and take care of him. Also she treated him nice! He has a lot of fun with the rest. Highly recommend.

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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7.

Blythe R.

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

Blythe was an incredible sitter and went above and beyond caring for my nervous little guy! She even bought him a new toy and replenished his food when I didn’t provide enough for an extended stay! I was so nervous about leaving my dog for the first time and I was so glad I chose Blythe. She sent so many pictures and updated me frequently. Anyone in the area should consider her first!

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Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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8.

Jackie L.

Care for yours like they're mine
Greendale, WI, 53129
Boarding, Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$45
per night

Jackie and her family took great care of Daisy. I wasn’t sure Daisy was going to want to come home after 5 days of fun and snuggles with Jackie and her family. I received frequent updates on how Daisy was doing and tons of photos. I wouldn’t hesitate to have Jackie and her family care for Daisy in the future.

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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9.

Carina K.

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

Carina and her family were INCREDIBLE!!! From the first communication to very tired, happy pups at pick-up. When our last sitter moved away, we were in need of a new fun place for our two crazy boys to vacation. Carina immediately welcomed them both and we received TONS of pictures and updates. Our little dog was healing from a bee-sting and Carina was helpful with his medication and updates on how he was doing. Our pups played with her sweet Milo, snuggled with her lovely little ones, even got story time :) Carina and her family will be our dogs' first pick for sitter from now on. They have been home for only a little while now and both are happily snuggled up and sleeping off all the fun!!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Allie C.
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Sitter Profile Image: Allie C.
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10.

Allie C.

I love all animals ❤️
Jackson Park, Milwaukee, WI, 53215
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$45
per night

Allie was the best this was our family first time trying a dog sitter for Bruno she really treated Bruno like her very own she keep us updated on everything.we really like that thanks Allie for taking care of our Bruno

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Sitter Profile Image: Mandi B.
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Sitter Profile Image: Mandi B.
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11.

Mandi B.

Dog house that is people friendly!
West allis, WI, 53214
Boarding
5.0
17 reviews
6 repeat clients
from
$45
per night

Mandi and her family were amazing with my bulldog. Lots of updates with pictures and videos and her reply time was very quick! Jasmine got tons of playtime with her two dogs and almost to my chagrin didn’t want to leave their house! Highly recommended, will definitely use their services in the future!

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Sitter Profile Image: Marilynn M.
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Sitter Profile Image: Marilynn M.
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12.

Marilynn M.

You KNOW Marilynn Mee LOVES Pets!
White Manor, Milwaukee, WI, 53219
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
18 repeat clients
from
$30
per night

Marilynn gives very personalized care, asked me all sorts of details about my dog so she would assure the least amount of stress for him while I was gone. Right down to morning snuggles with coffee in bed!

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Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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13.

Erin M.

Young or Old, All Dogs are Welcome
Town Of Lake, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
118 reviews
30 repeat clients
from
$45
per night

Moving to Milwaukee not knowing anyone, finding a quality dog sitter was my top priority, and Erin has gone above and beyond any of my expectations. When I drop Lux off I know he is going to be the most taken care of and loved little man. Staying at Erin's has been his home away from home, and I have appreciated Erin's consistent communication and photo updates during his stays. Erin herself is incredibly diligent with making sure she knows all necessary information about how to care for your animal, and goes out of her way to be flexible with timing of drop off/pick-ups or if you need last minute services. I am so sad to be moving away and to not be able to rely on Erin anymore - she truly is the best! :(

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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14.

Angela & Justin M.

We're a family of dog lovers!
Wauwatosa, WI, 53226
Boarding, Dog Walking
5.0
23 reviews
7 repeat clients
from
$30
per night

Angela and Justin are wonderful! They kept me updated with photos and did so much with Ace just in the two days they had him. Highly recommend them to watch your fur baby!

Sitter Profile Image: Adrienne & Jacob B.
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Sitter Profile Image: Adrienne & Jacob B.
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15.

Adrienne & Jacob B.

Animal lover and behaviorist
New Berlin, WI, 53151
Boarding, Drop-In Visits, Doggy Day Care
5.0
11 reviews
4 repeat clients
from
$40
per night

Adrienne and Jacob did a great job watching our dog. They even tried some new training techniques. They kept us well informed with daily pics. Great job!

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Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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16.

Kristi B.

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

I cannot give Kristi enough stars! And I hope she doesn't get too busy (smile)--because my older pup LOVED her, loved spending time with her, and can't wait to go back. She is a lifesaver. Did eyedrops and even managed to get him to take a pill that I can never get him to eat without getting crushed into his food. He came home very happy, not at all stressed like from bigger dog hotels. THANK YOU, KRISTI!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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17.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
547 reviews
336 repeat clients
from
$40
per night

Luna stayed with Cindy for a whole week and she had so much fun! Cindy sent pictures every day and took great care of our pup. Def recommend her and we will be back for any dog sitting.

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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
28 reviews
7 repeat clients
from
$40
per night

Samantha!!!! You were the absolute best sitter for Lola this past week. Thanks for the very informative pre-meeting which allowed you to meet Lola and I got to me your awesome dog too. I loved the overall communication you provided me with Lola’s stay and of course all of the wonderful pictures. I look forward to booking with you again!

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Sitter Profile Image: Shannon A.
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Sitter Profile Image: Shannon A.
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19.

Shannon A.

Work from home dog lover.
West Allis, WI, 53214
Boarding, Doggy Day Care
5.0
75 reviews
35 repeat clients
from
$38
per night

Shannon does a fantastic job both of our pups love staying with her and she always takes good care of them. We have used her many times. And we will continue doing so!

Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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20.

Mary G.

I have a big fenced in yard and luv
Greenfield, WI, 53228
Boarding
5.0
42 reviews
16 repeat clients
from
$45
per night

We were so thankful to Mary for taking such good care of Angel. We adopted her during Covid so she had spent 18 months with only us. It was Christmas and we wanted to visit an elderly family member that lives in a no dog setting out of town. River was great. Mary was warm and welcoming on our meet and greet so it was a great relief for us. Angel had so much fun staying overnight with Mary that she did not seem to miss us. We will definitely will use Mary’s service again.

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Dog owners in Red Oak Heights, Milwaukee, WI turn to dog sitters on Rover for their dog boarding needs. Over 1,089 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 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 Red Oak Heights 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 Red Oak Heights, 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 Red Oak Heights, 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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