Dog Boarding In Uptown Milwaukee

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Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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1. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53233
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
79 reviews
15 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
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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2. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
44 reviews
12 repeat clients
Profile image

Michelle was wonderful with Harry. She kept me updated on how he was doing with texts and photos. Harry had a great time and made a new friend, Reggie. I will definitely have Michelle watch Harry again.

Availability updated today
Sitter Profile Image: Katharine & Michael S.
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Sitter Profile Image: Katharine & Michael S.
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3. Katharine & Michael S.

We ❤️ Dogs! Both WFH, Walk Tons
Wauwatosa, WI, 53213
1.9 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
4 reviews
Profile image

They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!

Availability updated today
Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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4. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
7.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
118 reviews
46 repeat clients
Profile image

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!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Janice G.
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Sitter Profile Image: Janice G.
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5. Janice G.

Star Sitter
Loving care for your dog
Wauwatosa, WI, 53226
4.5 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.

Availability updated today
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
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
4.3 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 4.9 stars
446 reviews
185 repeat clients
Profile image

Wow!! Where to start?! Excellent stay, 100% satisfied! Dan and Holly are so genuine, kind, and welcoming. He first conducts a meet and greet to make sure your dogs will be a good fit for his home along with a questionnaire. If the meet and greet goes well, you are on your way to booking at appointment! I haven’t been able to stop telling everyone how happy I am to have found Rover and in turn found Dan and Holly. Now we know that any “no pups” trips we take, our boys will be well cared for! They sent us lots of pictures as I was anxious due to it being their first stay ever away from us. I really can not ask for anything more! We will continue to use them in the future for anything we need. Thank you Dan and Holly!!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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7. Ashlee K.

Pets are family 💕
Silver City, Milwaukee, WI, 53215
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
63 reviews
23 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 4 days ago
Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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8. Lizzy B.

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

Lizzy is amazing! She sends daily pictures and updates and my dogs love staying with her! Walks and trips to the dog park really wear them out. They can’t wait to go back!

Availability updated 12 days ago
Sitter Profile Image: Tiffani H.
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Sitter Profile Image: Tiffani H.
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9. Tiffani H.

Star Sitter
Calm, Cozy Retreat for Your Dog
Hampton Heights, Milwaukee, WI, 53218
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$33
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Tiffani was excellent to work with. She was quick to respond and polite. We felt confident our dogs would enjoy their weekend with her. We received pictures of our pets to keep us updated on their stay. Thank you for treating our family like a member of your own.

Availability updated 5 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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10. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Ashley was great with Captain. She kept me updated with pictures and status updates and was able to accommodate us with very short notice. I highly recommend Ashley for your dog boarding needs.

Availability updated 7 days ago
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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11. Michael J K.

Star Sitter
They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
164 reviews
95 repeat clients
Profile image

MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!

Availability updated 7 days ago
Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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12. Maria & Nayibe B.

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

Maria and Nayibe are exceptional dog sitters! They took care of Onyx with so much attention and love, carefully following all my instructions and asking thoughtful questions when needed. I received regular updates, which gave me complete peace of mind. Their home is spotless, and the fully fenced backyard is a fantastic bonus for safe playtime. Onyx came home happy and relaxed. I’ll definitely be returning, and I highly recommend them to anyone looking for reliable, caring pet sitters!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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13. Rebecca S.

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

Becky is the perfect boarder! She is very communicative and makes sure all our questions are answered. Our puppy loved her first stay! Becky sent many pictures and updates with all the fun activities our pup and the other dogs were up to. Her yard is such a dog oasis, so much room to run! She was alao very accommodating to our late night pick up with flight delays

Availability updated 2 days ago
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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14. Rhonda G.

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

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.

Availability updated 2 days ago
Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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15. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
0.7 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
27 reviews
11 repeat clients
Profile image

We are lucky to have found Ryan and Zari. We were nervous leaving Winnie somewhere new. The daily updates with photos/ videos of Winnie having fun playing with Jax was such a help. We felt really comfortable being away, and appreciated the consistent communication! Such a relief! Highly recommend!

Availability updated 4 days ago
Sitter Profile Image: Karen D.
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Sitter Profile Image: Karen D.
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16. Karen D.

Star Sitter
Newly retired want to share my time
Lower East Side, Milwaukee, WI, 53202
4.4 mi. away
Boarding
from
$45
per night
5 out of 4.9 stars
13 reviews
3 repeat clients
Profile image

The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.

Availability updated 3 days ago
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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17. Mindy W.

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

Mindy is a great communicator and makes sure Jovi feels safe and comfortable! She takes lots of walks and gives her lots of love. Jovi is in good hands while I am away!

Availability updated 10 days ago
Sitter Profile Image: dawn s.
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Sitter Profile Image: dawn s.
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18. dawn s.

Rover 101
Star Sitter
I am a avid pet lover.
West Allis, WI, 53214
2.9 mi. away
Boarding
from
$40
per night
5 out of 4.9 stars
39 reviews
24 repeat clients
Profile image

Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.

Availability updated 38 days ago
Sitter Profile Image: Megan & Richard S.
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Sitter Profile Image: Megan & Richard S.
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19. Megan & Richard S.

Rover 101
Star Sitter
Stay at Home Dog Mom
Historic Third Ward, Milwaukee, WI, 53202
4.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Megan and Richard were excellent hosts and took great care of Ernie! They sent me multiple updates a day and I could tell he was very comfortable and relaxed. Their dog, Regal, is very sweet and gentle as well. We hope to be back!

Availability updated 2 days ago
Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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20. Elizabeth K.

We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
1.0 mi. away
Boarding
from
$32
per night
5 out of 5.0 stars
31 reviews
9 repeat clients
Profile image

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

Availability updated 14 days ago

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  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.

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

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