Dog Boarding In Upper East Side Milwaukee

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Top rated Upper East Side 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: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
124 reviews
54 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Rhonda was great with our dog. We explained all of his "quirks" and she was very understanding. She sent us text updates and pictures. It was a great relief to know that he was well taken care of. We'll definitely book future dates with Rhonda again!

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Diana M.
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
33 reviews
12 repeat clients
26 years of experience
Fox Point, WI, 53217

Ruthie had the best time with Ann, Arman and the kids! We got lots of pictures and updates and were completely confident that she was being loved and well cared for. It was so nice knowing we didn’t have to worry one little bit! Highly recommend and will definitely book again.

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Middy F.
Sitter Profile Image: Kellene M.
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Kellene M.
from
$36
per night
5.0 out of 5 stars
10 reviews
1 repeat client
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!

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Jacquelyn S.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
151 reviews
38 repeat clients
30 years of experience
Glendale, WI, 53217

Kim took great care of our dog and provided lots of updates! She sent us photos and videos which we appreciated very much. Kim is always so responsive , communicative, and kind.

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Michaela B.
Sitter Profile Image: Karlee S.
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Karlee S.
from
$26
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Good communication and no issues.

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Josiah S.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
from
$44
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael were able to help me out in an emergencies situation and were so wonderful to work with. Gus was well cared for and came home happy and content. I will absolutely work with them again in the future.

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Lenore B.
Sitter Profile Image: Megan & Richard S.
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Megan & Richard S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
41 reviews
13 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Megan and Richard were great! Very communicative, we received updates at least once a day and kimchi seemed to really enjoy her stay. Would definitely recommend their services!

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Clare M.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
4 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: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5 stars
319 reviews
92 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Jessica took great care of our two dogs. She was very welcoming and flexible. The dogs felt a home.

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Mariana G.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
175 reviews
54 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky is the absolute best! I wish I could give a higher rating than 5 stars for her. Our older dog got sick while staying with her, and she went above and beyond to make sure he was well taken care of, even offering to take him to the vet while we were away on vacation. She gave us lots of updates to let us know how he was doing; communication was great. She told us when we first met that when dogs stay with her, she treats them like part of her family, and she showed us that she really means it.

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Anthony B.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Milwaukee, WI, 53211

Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!

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Lakara T.
Sitter Profile Image: Karen D.
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Karen D.
from
$45
per night
4.9 out of 5 stars
18 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: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.

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Jerek F.
Sitter Profile Image: Esther J.
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Esther J.
from
$30
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.

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Heather B.
Sitter Profile Image: Genesis B.
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Genesis B.
from
$40
per night
4.9 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Haymarket, Milwaukee, WI, 53212

Genesis was amazing with Prince! I would recommend her to anyone in need of dog sitting! She sent updates and pictures and went above and beyond for my pup! Thank you genesis so much!

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Lenys H.
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
183 reviews
77 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda was such a wonderful sitter! She provided pictures and updates everyday so we knew that our fur baby was well taken care of! We will definitely reach out to her again!!

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Allison P.
Sitter Profile Image: Lacey G.
Verified Enhanced Background Check
Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey watched my dog while I was back home for thanksgiving break - she did an exceptional job and provided plenty of pictures! My dog played a lot with her sisters dog and they ran around a bunch in the yard

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Cody P.
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Upper East Side dog parents share their Rover experiences

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5.0 out of 5 stars

Julia and Colin were SO great!! They communicated extremely well both before and during the boarding. They provided updates including photos throughout the visit, which helped me feel at ease knowing my dog was having a great time! I felt completely comfortable leaving my dog with them and will absolutely consider them again next time I need care!

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Anna C.
Boarding
5.0 out of 5 stars

Emily was amazing, very communicative and responsive. My dog is a very anxious dog, and Emily adjusted to her needs in a way that I’m extremely grateful for. My dog came home and she was so happy, I’m really thankful for how she took care of her. Definitely would recommend!

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Mara A.
Boarding
5.0 out of 5 stars

Auggie and I found absolute gems this week. He has been so well loved and cared for that it made leaving him while I went to work so much easier. Cannot recommend Regal’s mom and dad enough! 🩷

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Elizabeth W.
Boarding
5.0 out of 5 stars

Ashley is awesome, this was my second time booking with Ashley and I highly recommend her. She goes above and beyond to ensure my senior dog has a great stay - thank you Ashley! 🐕💕

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Shianne R.
Boarding
5.0 out of 5 stars

Genesis is super reliable and very communicative. Prince loves spending time with her! I cannot recommend her enough!!!!

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Lenys H.
Boarding
5.0 out of 5 stars

Sonja was super responsive and gave a lot of updates while I was gone! I felt like my pet was well cared for and I could tell my dog really liked her!

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Maria V.
Boarding
5.0 out of 5 stars

Monica was very communicative, flexible with scheduling, and great with Teddie! Appreciate this and will def come back :)

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Audree H.
Boarding
5.0 out of 5 stars

Veronica is the best dog sitter ever! She and her sweet family take such great care of Flo every time!

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Quintin R.
Boarding
5.0 out of 5 stars

Kim was great with our pups. And it was great to get regular updates and photos so we knew they were in good hands.

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Raisa K.
Boarding
5.0 out of 5 stars

Angela and her family took such great care of our pup while we were away on vacation! They provided a safe and comfortable home as well as sent an update and photo of how our pup was doing each day. Angela was flexible to meet our needs regarding drop off and pick up which we really appreciated! Highly recommend Angela for Rover pet sitting!

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Jen R.
Boarding
5.0 out of 5 stars

Ellie is wonderful to work with! She did an amazing job keeping us informed and providing excellent care while boarding our 1yr old golden retriever while we were on vacation for a week. We will definitely be using her again for future rover needs.

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James P.
Boarding
5.0 out of 5 stars

Lisa was amazing with our dog Winston. She made it easy for us to leave and feel at ease on our vacation. She is extremely kind and it was obvious to us she worked very hard to make sure Winston was happy and comfortable in her home. Communication was great and we appreciated the updates and the photos. We already have another stay with Lisa on the books.

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Becky K.
Boarding
5.0 out of 5 stars

Took excellent care of Poppy and communicated well. Second time with Amy and her husband and they were amazing.

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Emma S.
Boarding
5.0 out of 5 stars

Hannah did a wonderful job caring for my dog Chanel. She sent many updates/photos, and was flexible when I needed to modify my pick up time. Chanel seemed very relaxed when I picked her up. Thank you!

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Autumn J.
Boarding
5.0 out of 5 stars

Adrienne is awesome! She took such good care of Gabby by taking her on multiple walks and adventures while making sure Gabby was warm and always had her boots to protect her sensitive paws 😂

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Chadwick and Mayara M.
Boarding
5.0 out of 5 stars

Altynay and Genesis were great - we will definitely book with them again. Poppi had the best time and we were kept updated all weekend. Highly recommend!

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Jenny S.
Boarding
5.0 out of 5 stars

Jim and his girlfriend did a great job watching Maggie, and kept us updated regularly with pictures! We would definitely recommend them to others and request them again for Maggie!

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Laurie C.
Boarding
5.0 out of 5 stars

Natalie was a great communicator, a natural with our dog Zoya, and very accommodating. We felt our dog was in good hands and came back well cared for. Highly recommend!

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Daria S.
Boarding
5.0 out of 5 stars

Hi Mary, Thanks for taking care of Rani. You did very good. Rani is very happy. We will surely get back to you for Rani again. Thanks

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Debjoy B.
Boarding
5.0 out of 5 stars

Jacob and Bridget are the best. They took in my 8 year old nearly blind and awfully crotchety Great Dane and I had absolutely zero concerns. Home is perfect. Their knowledge of dog behavior is excellent. They are obviously two VERY good humans. 100% recommend

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Steve I.
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 Upper East Side 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 Upper East Side.

Rover makes it easy to find Upper East Side 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.