Dog Boarding In Uptown Milwaukee

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Top rated Uptown dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check
Michelle Y.
Star Sitter
from
$49
per night
5.0 out of 5 stars
91 reviews
27 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

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.

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Sheryl S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
94 reviews
35 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Wauwatosa, WI, 53213

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

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Rebecca Z.
Sitter Profile Image: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel treated our dog like his own. He took him out for many walks per day and my dog loved playing with his cute little one! He was super communicative and sent us updates every day. We won't hesitate to book with Gabriel again.

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Natalie H.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$38
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!

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Kate U.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
194 reviews
101 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

I am so glad I found MJ. He is a wonderful sitter, he takes his role on here very seriously. He took Anna to the park to play, there was snuggle time and Anna was a very happy girl when I saw her again. I would use and recommend MJ.

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Daisy H.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
178 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

Our dog Lola loves Yolanda. We miss her so much when we go out of town but we know she is getting excellent care and lots of love each time she stays. Yolanda sends plenty of updates and pictures. Lola ran over to Yolanda to get more pets and cuddles right before we left, which says it all.

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Deborah S.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5 stars
279 reviews
82 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great as always! She made my dog feel comfortable and kept me informed of how she was doing. My dog seemed very happy and I appreciate everything Lisa did! Definitely recommend. 😊

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Briana O.
Sitter Profile Image: Angela G.
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Angela G.
from
$36
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Upper East Side, Milwaukee, WI, 53211

Angela was great, our Penny had a lovely time and came home tired and happy. Angela was great with communication and pictures and very flexible about pick up and drop off. I would definitely bring our Penny back.

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Sebastian B.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
323 reviews
103 repeat clients
20 years of experience
Brookfield, WI, 53005

We were thrilled Maria and Nayibe were available to take care of our mini golden doodle while we were away! We didn’t worry about a thing as we knew Bailey was being well taken care in a warm and welcoming home. Maria updated us daily with pictures and messages about how she was doing. We will definitely be booking with them in the future. You can tell they love what they do! Thank you!! 😊

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Christine S.
Sitter Profile Image: Karen D.
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Karen D.
from
$45
per night
4.9 out of 5 stars
17 reviews
5 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

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.

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Terry M.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
49 reviews
20 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.

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Kim S.
Sitter Profile Image: Amy R.
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Amy R.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Wauwatosa, WI, 53222

About: I have a spoiled and calm 4 year old Shihpoo that does well with other dogs. I also have two girls ages 11 and 8 who love dogs and will provide nonstop attention. We have a fenced in back yard for safe roaming and play. Someone is usually home for consistent care and bathroom breaks. Animals are not left alone for more than a few hours at a time. We walk when the weather is nice. I have a fenced in back yard, a 4 yo shihpoo, and two kids to keep your dog company! I can crate your dog if you prefer at night and we will walk if weather permits.

Sitter Profile Image: Megan & Richard S.
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Megan & Richard S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

They did a great job with Cooper he loved them and he loved the way he had. Even though he is just a puppy when we locked him up he was pooped out from his walks and was calm and relaxed the rest of the night I would definitely have them watch Cooper again

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Danielle W.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

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Jennifer T.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann, Arman, and their kids are GREAT!! Luna was well loved and cared for and I appreciated the photo updates. A great family for anyone looking for dog care.

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Kathy P.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
167 reviews
51 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca is great! My dog seemed very relaxed and happy when I picked her up. Not to mention tired out, which means she had some fun too! There is tons of room to roam in the fenced in back yard. Setting up a meet and greet was easy and communication was always great. We received lots of great updates which was nice knowing it was our old dog’s first time there.

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Tracy R.
Sitter Profile Image: dawn s.
Verified Background Check
dawn s.
Star Sitter
from
$40
per night
4.9 out of 5 stars
53 reviews
27 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!

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jordyn w.
Sitter Profile Image: Janice G.
Verified Enhanced Background Check
Janice G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
30 years of experience
Wauwatosa, WI, 53226

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!

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Ben N.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
24 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

Michelle had a great process for dropping off and picking up my dog. She was extremely responsive and sent lots of updates of all the fun they were having through out the stay which put me at ease. She did an amazing job taking care of my pup and you can just tell the love she has for the animals. I will not hesitate to use her again in the future.

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Lindsay R.
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Over 25
pet parents in Uptown have booked dog boarding

Uptown dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Michelle is so kind and our dog so happy that I almost feel guilty about taking him home. I have run out of superlatives to praise Michelle

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John D.
Boarding
5.0 out of 5 stars

Dawn took good care of Lady. She sent updates while Lady was in her care. I would refer her to anyone that’s asks me.

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Alycia W.
Boarding
5.0 out of 5 stars

Nylia was amazing. Miyake stayed with her for over a week. She sent plenty of photos and videos. Miyake seemed right at home the entire stay and enjoyed playing with her chihuahua. I’d recommend Nylia to anyone looking for boarding for their pet. Thanks Nylia!

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Kynala P.
Boarding
5.0 out of 5 stars

No complaints here ! Esther and her husband saved the day , they responded quickly and made the process super simple . My maltipoo seems to have enjoyed herself! When I’m in need again I will rebook !

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Precious G.
Boarding
5.0 out of 5 stars

Our pup got sick and needed a trip to the emergency vet during his stay. Molly kept us updated and took amazing care of him. We had a 100% faith in the care she provided

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Johanna B.
Boarding
5.0 out of 5 stars

Angela provided great care for my dogs. She was flexible, communicative, and patient, as the dogs settled into a new space and place.

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Molly R.
Boarding
5.0 out of 5 stars

Tracie is amazing! So kind. She took care of our three senior pups in her home while we were away for a week. She was nice to do a free trial so we could make sure it was a good fit. I really appreciated that. She’s home with them during the day and treats them like family ❤️ She has a lot of experience with seniors which is great. She also has a fully fenced in yard so there were no worries. She gave daily updates and asked questions if she had any. So happy to have found her. Thank so much.

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Holly B.
Boarding
5.0 out of 5 stars

Kristine took great care of our cat and dog while we were out of town. She gave us daily updates which we appreciated. Would definitely book her again.

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Brian and Nicole K.
Boarding
5.0 out of 5 stars

Having never used a Rover sitter before, I was a little nervous to leave my dog for a few days, but Michelle made the experience so positive! Her communication was great and my Teddy had so much fun!

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Olivia D.
Boarding
5.0 out of 5 stars

Casper is so great! It felt like having our dog at a friend or family’s home. We will definitely be repeat customers. We received regular updates with pictures and videos, and our dog had a blast.

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Clair S.
Boarding
5.0 out of 5 stars

Monsserath did a great job caring for our dogs while we were gone for 2 weeks. She sent us plenty of updates on how things were going and sent pictures which we really appreciated. The dogs seemed to enjoy their stay and seemed like they wanted to stay with Monsserarh instead of going home! We will definitely use her again in the future!

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jon-zager
Boarding
5.0 out of 5 stars

Excellent stay for Coco. Would highly recommend Sarah and family. Very good communications, excellent environment for our little dog. Could not be better.

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Peter and Jina A.
Boarding
5.0 out of 5 stars

We will miss you so very much Michelle. Thank you for taking care of our fur baby. Julie, Dyllon and Eva

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Julie O.
Boarding
5.0 out of 5 stars

Once again, great care for my little dog, Rosie. Plenty of attention to ensure that she is content, with updates and photos.

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Yvonne R.
Boarding
5.0 out of 5 stars

What a fabulous and loving family to look after our boy! Couldn't recommend more highly, and we hope to be back again!

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Wade S.
Boarding
5.0 out of 5 stars

Claire M. was really amazing and caring! She went above and beyond. Thank you for taking such good care of our angel!!

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Susan M.
Boarding
5.0 out of 5 stars

This was my second time booking with Elizabeth and her family, and it was another great experience! She was super flexible with pickup and drop off times, had great communication throughout the stay, and provided plenty of pictures! Hank had a great time with her dog and their active family.

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Haley C.
Boarding
5.0 out of 5 stars

Moose had another amazing stay with Krystal and her boys! Love the constant updates and photos and how well she treats our bubba. Such a peace of mind when on vacation to know he is in good hands!

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Megan T.
Boarding
5.0 out of 5 stars

This was Nora’s second time with Sofia and it was as great as the first. Sofia is a great communicator & takes amazing care of Nora!

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Samantha S.
Boarding
5.0 out of 5 stars

Lillee had a great time with Katharine and Michael. She looked liked she had a blast with lots of snuggles, pics, and notes everyday of her stay. I appreciate the great care they took of her!

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Tammie H.
Boarding
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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder 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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding 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

If you’re searching for a Uptown dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Uptown.

Rover makes it easy to find Uptown dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.