Dog Boarding in Story Hill, Milwaukee

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

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving dog sitters in your neighborhood

Search Results

Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check

1. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
51 reviews
18 repeat clients
Profile image

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

Availability updated 3 days ago
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Sitter Profile Image: Daniel & Holly L.
Verified Background Check

2. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
2.4 mi. away
Boarding, Doggy Day Care
from
$36
per night
5.0 out of 5 stars
430 reviews
181 repeat clients
Profile image

This was my dogs' first stay with Dan and Holly, and I think this may be my best match on Rover so far. Dan and Holly are very experienced with dogs. I could tell by the list of questions Dan asked during our meet 'n greet and by their stories of other dogs they'd cared for. Very professional but also very loving of dogs. Clearly not just a job for them. I went out of town knowing Darwin and Daisy were in great hands, and I wouldn't hesitate to leave them with Dan and Holly again.

Availability updated today
Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check
Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check

3. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
Profile image

Michelle was wonderful! She took care of our two younger dogs. Provided updates throughout the day and gave our boys plenty of love! Great communication, and plenty of excessive given. I would definitely ask Michelle to sit for us again! Thank you Michelle!

Availability updated today
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check
Sitter Profile Image: Michelle G.
Verified Enhanced Background Check

4. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53233
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$33
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
Profile image

Michelle was very pleasant welcoming us into her home. She was flexible and accommodated my schedule as it altered. Choose her to care for your furry family member you won't be disappointed! I felt as ease on my vacation.

Availability updated today
Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check
Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check

5. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
1.7 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
Profile image

Ryan and Zari were great! They took great care of Louie while we were out of town and kept me updated with messages and photos. Would definitely use them again!

Availability updated today
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check

6. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
Profile image

Rebecca is fantastic! This is the second time she’s watched our two dogs and we couldn’t be happier with the care she provided. She sent regular updates with photos and was helpful with communication from start to finish. Most importantly our girls came home happy and healthy.

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

7. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
6.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
72 reviews
32 repeat clients
Profile image

This is the first time we have boarded our dogs with Maria and Nayibe. We were so pleased with the regular updates they provided. Maria and Nayibe were so kind and caring, always attentive to our dogs' needs. They kept us informed on how our dogs were doing and sent pictures daily. They even went to great lengths to ensure our dogs ate well, which was a common concern for them when we were away. Our dogs were so comfortable that they were in no rush to leave. We will definitely use Maria and Nayibe's boarding services again.

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check

8. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
Profile image

Maggie is so caring! She genuinely loves our pup and takes such good care of her! I really appreciate Maggie's communication - I love when she sends pictures. Thank you!

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check

9. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
6.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
47 reviews
18 repeat clients
Profile image

Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!

Availability updated 10 days ago
Sitter Profile Image: Mindy W.
Verified Enhanced Background Check
Sitter Profile Image: Mindy W.
Verified Enhanced Background Check

10. Mindy W.

Rover 101
Star Sitter
A paw-fect home away from home...
West View, Milwaukee, WI, 53227
4.5 mi. away
Boarding
from
$43
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
Profile image

Mindy treated Jack like her own. I was very nervous to leave Jack with someone new for the first time, but she immediately put me at ease. Jack got tons of walks, attention and treats. I think Jack had an amazing time and was loved and cared for very well. Mindy was amazing and we will be booking with her again!!

Availability updated 4 days ago
Sitter Profile Image: Lizzy B.
Verified Enhanced Background Check
Sitter Profile Image: Lizzy B.
Verified Enhanced Background Check

11. Lizzy B.

Rover 101
Star Sitter
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
Profile image

Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

Availability updated 2 days ago
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check

12. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
51 reviews
18 repeat clients
Profile image

Amanda was great with Rocky! He seemed so happy at her house ❤️ She took pictures and sent them to me and kept me updated while we were gone. If I was keeping Rocky, I would definitely take him to Amanda's again!

Availability updated today
Sitter Profile Image: dawn s.
Verified Background Check
Sitter Profile Image: dawn s.
Verified Background Check

13. dawn s.

Rover 101
Star Sitter
I am a avid pet lover.
West Allis, WI, 53214
0.9 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
38 reviews
24 repeat clients
Profile image

This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.

Availability updated 12 days ago
Sitter Profile Image: Janice G.
Verified Enhanced Background Check
Sitter Profile Image: Janice G.
Verified Enhanced Background Check

14. Janice G.

Loving care for your dog
Wauwatosa, WI, 53226
4.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

Availability updated 3 days ago
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Sitter Profile Image: Kim S.
Verified Enhanced Background Check

15. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5.0 out of 5 stars
101 reviews
25 repeat clients
Profile image

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

Availability updated today
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Sitter Profile Image: Karen D.
Verified Enhanced Background Check

16. Karen D.

Star Sitter
Newly retired want to share my time
Lower East Side, Milwaukee, WI, 53202
4.4 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.

Availability updated 3 days ago
Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check

17. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
5.0 mi. away
Boarding, Drop-In Visits
from
$48
per night
5.0 out of 5 stars
576 reviews
350 repeat clients
Profile image

Reign was well taken care of while we were on vacation. The daily pictures and updates were nice to get. We will definitely be keeping her as our dog sitter.

Availability updated yesterday
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check

18. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
6.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
97 reviews
47 repeat clients
Profile image

Rhonda was so wonderful with my dog Bailey! We had great communication and Bailey had walks and lots of love! I look forward to Rhonda watching Bailey again in the future .

Availability updated 11 days ago
Sitter Profile Image: Kelle B.
Verified Enhanced Background Check
Sitter Profile Image: Kelle B.
Verified Enhanced Background Check

19. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
78 reviews
11 repeat clients
Profile image

Kelle is an excellent care taker of my two little dogs. She is experienced, and sets my mind at ease that she knows what she's doing, and takes really great care of her charges. Kelle is very responsive, and keeps in touch during the dogs' stay. I feel lucky to have her as my dogs' sitter!

Availability updated today
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

20. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
160 reviews
65 repeat clients
Profile image

We had a great experience with Blythe! My dog has separation anxiety, and when I picked her up from Blythe's she was the calmest she's ever been after staying at a sitter's. She looked like she had a great time relaxing, getting lots of pets, and soaking in the attention. I'm very appreciative and we'll definitely look to book another stay with Blythe for next time.

Availability updated 7 days ago

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app