Dog Boarding In Upper East Side Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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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.
“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!”
“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.”

“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!”


“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!”

“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.”

“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.”

“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!”

“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!”

“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!”

“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!”

“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.”

“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!”

“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.”

“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.”

“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!”

“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!!”

“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”

Upper East Side dog parents share their Rover experiences
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!

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!

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!
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.

Popular requests near you
Select a filter and find qualifying Upper East Side sitters!How Rover works

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. 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. 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
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.















