Dog Boarding in Whispering Hills, 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: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1.

Yolanda W.

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
Boarding, Doggy Day Care
5.0
13 reviews
4 repeat clients
from
$40
per night

Yolanda and her family are precious! we received around the clock updates and pictures. My dog was immediately in love with them. They offered lots of play time, treats, and even a new toy. we felt very comfortable and confident in their care, and will def use them again!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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2.

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

Cindy takes great care of my golden doodle puppy. She sends pictures daily and keeps me up to date. I really appreciate having her available when I go out of town.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Dawn C.
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Sitter Profile Image: Dawn C.
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3.

Dawn C.

Cat friendly home to care for you a
Granville Station, Milwaukee, WI, 53224
Boarding, Drop-In Visits
5.0
6 reviews
from
$30
per night

Dawn was able to take on Jiji just a couple of days before Thanksgiving, allowing us to visit family out of town. It was a blessing to our family. Jiji did great and was warmly welcomed by Dawn, her family, and her cats. We look forward to having Jiji stay with Dawn again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sunny S.
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Sitter Profile Image: Sunny S.
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4.

Sunny S.

This is my full-time job!
Mequon, WI, 53097
Boarding, Drop-In Visits, Doggy Day Care
5.0
96 reviews
32 repeat clients
from
$40
per night

Sunny was excellent. She was friendly and welcoming, and she made sure my dog was well prepared for his 2 week stay. I got updates everyday and she communicated if she had any concerns. My dog was played with everyday outdoors in their large fenced in yard, and I could tell he had had a great time at Sunny’s when I picked him up. Sunny and her partner showed genuine interest and understanding of my dog and all their visiting dogs, and made sure to group them up according to how well they got along. I’ll definitely bring my dog back to Sunny and I think my dog looks forward to his next visit.

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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5.

Tegra R.

The right Mama to care 4 your baby
Menomonee River Hills East, Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
5 repeat clients
from
$27
per night

About: I've taken care of pets since I was 13 years old. I have always been a pet lover. My neighbors pets loves the entire family. I currently work from home so I will have plenty of time to care for your fur babies. No need to worry about attention for your babies they have all my attention. I have a semi-fenced yard and my fur babies will keep your pet company if they need to. They also know when not to mess with other pets as well.

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Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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6.

Sherry Z.

Rover 101
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
Boarding, Doggy Day Care
5.0
17 reviews
2 repeat clients
from
$40
per night

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sitter Profile Image: Randy S.
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Sitter Profile Image: Randy S.
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7.

Randy S.

Rover 101
I enjoy dogs and they like it here.
Menomonee Falls, WI, 53051
Boarding, Doggy Day Care, Dog Walking
5.0
248 reviews
117 repeat clients
from
$35
per night

Sophie and Juneau loved their 4 night stay with Randy. Randy played ball with them often and they loved his big back yard and doggie door. They were well cared for and came home exhausted. I loved the pics Randy sent me!

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Sitter Profile Image: Angela K.
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Sitter Profile Image: Angela K.
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8.

Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
Boarding, Drop-In Visits, Doggy Day Care
5.0
89 reviews
31 repeat clients
from
$35
per night

Angela and her family were such great hosts for our newly acquired rescue pug. She updated us frequently and took great care of him. Thanks! He’ll be excited to come back!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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9.

kiki A.

Animal lover & nurturer
Menomonee River Hills East, Milwaukee, WI, 53223
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per night

We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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10.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$45
per night

My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend

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Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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11.

Daniel R.

Rover 101
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
Boarding
5.0
19 reviews
5 repeat clients
from
$50
per night

Daniel is awesome. He truly loves animals and treats them like his own. Dan took care of our small cockapoo and Frenchie. He is very prepared and has a perfect set up in his house. Even a nice back yard where they played ball. They went on long walks at the park. He ask detailed questions and met with us before booking. Even taking notes. I received pictures and immediate responses. I highly recommend Dan and will definitely book with him again.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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12.

Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
Boarding, House Sitting
5.0
2 reviews
1 repeat client
from
$33
per night

Jenn was great with our dog Zoe! She was willing to watch Zoe on very short notice. It was clear Jenn is a real dog lover! Jenn sent us a picture during a walk and was excellent in communicating! We will definitely use Jenn for future vacations!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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13.

Rhonda G.

Love to walk and cuddle.
Whitefish Bay, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
81 reviews
35 repeat clients
from
$30
per night

YES! Rhonda is amazing! We really can't thank her enough. Our little dog Penny can be a little picky and doesn't always warm up to people. But not the case here. Rhonda made her feel so at home, and was kind enough to send us updates on how she was doing. We were on our motorcycles so we had enough to worry about. Rhonda made our trip 100% better. We are so happy and Penny can't wait to go back.

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Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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14.

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: Doreen C.
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Sitter Profile Image: Doreen C.
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15.

Doreen C.

Rover 101
A Tail to Tell
Menomonee Falls, WI, 53051
Boarding
5.0
98 reviews
37 repeat clients
from
$35
per night

Doreen took very great care of my dog, Daisy. I have left her in different places in the past but I am pretty sure she loves living with Doreen the most! She usually becomes anxious when she is not with me, but Doreen did great job to let her calm down and enjoy being with other dogs. I will definitely choose Doreen when I am out in the future and I highly recommend you to consider leaving your dog/dogs with Doreen as well!

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Sitter Profile Image: Liz K.
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Sitter Profile Image: Liz K.
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16.

Liz K.

Home Full Time loving family!
Brown deer, WI, 53209
Boarding, Doggy Day Care, Dog Walking
1 review
from
$45
per night

Liz loves all animals. She took wonderful care of my 2 dachshunds, cat, and parakeets. She took time to give them attention in addition to basic needs. I highly recommend her to care for your pets.

Sitter Profile Image: Melissa S.
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Sitter Profile Image: Melissa S.
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17.

Melissa S.

No ruff days for your pup here!
Germantown, WI, 53022
Boarding, Doggy Day Care
5.0
2 reviews
1 repeat client
from
$27
per night

Melissa has one of the kindest hearts. She has a passion for animals and loves being around them. I have seen how she has trained and cared for her current pets really showcases her ability to provide a loving and safe environment!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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18.

Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
134 reviews
85 repeat clients
from
$35
per night

We’re so grateful for MJ! He’s been boarding our dog Opal at his house for a year now when we’re on vacation or she just needs a little extra attention. So flexible and reliable. Always willing to accommodate us even last minute. Great communication and updates.

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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19.

Gabriel M.

5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
Boarding
5.0
16 reviews
8 repeat clients
from
$45
per night

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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20.

Auria R.

Home full time, LOVE dogs!!!
Glendale, WI, 53209
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
93 reviews
43 repeat clients
from
$50
per night

Auria did a great job taking care of our 7 month old lab puppy. It was the first time we had used a service like this and were a little nervous, but Auria did a wonderful job communicating with us and sending pictures to update us during our dog's stay with her. Our dog also had a great time playing with Auria's dogs - as a puppy I think this worked out particularly well as our dog was able to get more time socializing with other dogs than she does as an only dog at home. We would not hesitate to use Auria again for a homestay!

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Dog lovers in Whispering Hills, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

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 Whispering Hills 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 Whispering Hills, 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 Whispering Hills, 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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