Dog Boarding in Rolling Green, 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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Search Results

Confirmed availability: Christmas and New Year's
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
13 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!

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

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!

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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3.

Brooke K.

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

This was the first time we left our 2 year old fur baby with someone other than family and Brooke made this us feel very comfortable as we were a little nervous and Brooke was very understanding about it. She sent pictures and provided updates which we appreciated so very much. We will definitely use Brooke 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
49 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!

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Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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5.

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 Ernie. I appreciated her daily updates. He loved playing in their yard and in the leaves. He came home very relaxed. Looking forward to our next stay!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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6.

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

Dan and Holly are two of the most caring people around. They took great care of my border collie, Buddy, and assured me that his 2 week stay with them would be a positive experience. I had absolutely nothing to be concerned about. Buddy become a temporary part of their family during his stay and was afforded all of the attention that he needed. What a fantastic set of canine caregivers Dan and Holly are. My extreme gratitude goes out to them.

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Sitter Profile Image: Jayme F.
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Sitter Profile Image: Jayme F.
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7.

Jayme F.

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

I really appreciate Jayme and all she did taking care of Blue while we were away for Thanksgiving, including clipping his nails. She is quick to respond to messages and is flexible. Blue enjoyed his visit. I would use Jayme again in a heartbeat.

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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8.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 repeat clients
from
$50
per night

April and Brad proved to be true blue dog lovers and kept us updated with countless photos and videos to prove it. We have a slightly reactive dog, and April and Brad took everything in stride and sent us home with a happy dog and plenty of compliments. They will definitely be Jackson's mainstay from here on out. Thanks so much!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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9.

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 friendly, available and so very patient with my shy dog. She was able to drop her off before work to save time for me later in the day. She made accommodations to make my pet feel more comfortable and provided lots of walks and love! Will absolutely be using her services more in the future. Thank you!

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Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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10.

Mary G.

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

This is Bud's third time with Mary G and her family. Mary knows I miss my fur baby, so she sends lots of photos and videos! Bud has so much fun with Mary's fur baby, Matteo. Exceptional pet sitting experience, once more! Thank you!

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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 is the best! We unexpectedly had to delay our return home from New Orleans due to illness, and she was so flexible and accommodating. Gave us such peace of mind knowing our pup was being loved in our absence. Mandi really goes above and beyond - she had a movie night with Pupcorn and made doggy pancakes in the morning. To top it off, she staged a Mardi Gras themed happy birthday photo shoot of our pup to send me birthday wishes while traveling, and sent him home with a Mardi Gras mask birthday gift bag for me. Can’t recommend her and her family highly enough for doggy sleepovers :)

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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12.

Carina K.

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

I went to Nashville for a week and of course had Carina watch Olly! He just loves it there! Thank you for taking such good care of my baby! ❤️

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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13.

Angela & Justin M.

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

Angela, Justin, and their young child did a fantastic job watching our 3 small dogs while we took our first family vacation. Updates with pictures were sent daily. Will definitely rebook for future vacations!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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14.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
6 repeat clients
from
$50
per night

Kelle was very attentive, professional, and took wonderful care of my rambunctious pup Charlie! She sent lots of photos and I could tell she treated him like a dog of her own. I plan on boarding Charlie with her in the future!

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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15.

Kim L.

Caring and experience dog lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$35
per night

Kim and family were very accommodating, great care, happy dog, excellent property and great home for watching my dog. She provided pictures and many updates. I would highly recommend her to anyone! :)

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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

Kristi was very welcoming and very nice. I booked with her very last minute and she was very accommodating. I felt very comfortable leaving my dog with her. I have a frenchie and it is always hard to find someone to watch her she’s of all of her restrictions. Gigi came back in great condition and I loved that she sent pictures of her while her stay. I would recommend her to anyone.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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17.

Giovanni M.

Your Pup's Home Away from Home
West Allis, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$35
per night

Giovanni has watched several of my foster dogs from the local shelter here. He is great with meeting new dogs and is very reliable. I always felt comfortable leaving Giovanni in charge of my dogs and felt confident in his ability. I always returned to happy pups and would 100% recommend him to anyone considering!!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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18.

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

Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cindy to anyone looking for a dog sitter/boarding.

Sitter Profile Image: Jill K.
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Sitter Profile Image: Jill K.
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19.

Jill K.

I have three great dogs and a fence
Greenfield, WI, 53228
Boarding
5.0
34 reviews
14 repeat clients
from
$25
per night

Jill was great! Her and her two dogs took really good care of my fur baby! She even sent me a video ofnthem playing! She was flexible with pick and drop off times. I will definitely have her watch my dog again!

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Sitter Profile Image: Lane & Alexis G.
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Sitter Profile Image: Lane & Alexis G.
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20.

Lane & Alexis G.

Loving Pet Sitter, Works from Home!
New Berlin, WI, 53151
Boarding, Doggy Day Care
5.0
7 reviews
2 repeat clients
from
$38
per night

Lane would be an ideal pet caregiver. He is very responsible person who truly loves animals. As he had a golden retriever, and he cared for 'Boone' like his baby, with lots of love, lots of walks and lots of fun! He has a great yard that any dog would enjoy, it is huge with lots of trees. He and his wife Alexis are very reliable and conscientious, and very well educated about Pets.

Search Map

Pet parents in Rolling Green, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Rolling Green dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Rolling Green, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Rolling Green, 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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