Dog Boarding In Uptown Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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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.
“Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!”
“Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!”
“I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.”
“Elizabeth took great care of my dog Hank! Communication was great and prompt. She provided plenty of exercise and play time with her dog, and even gave Hank a bath when he got muddy.”
“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”
“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.”
“Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!”
“Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!”
“The best ever! 10/10 will use them again. The sweetest people who made my little George feel like he is apart of the family & made me less stressed about leaving him for a week. Thank you guys ❤️”
“MJ was great, my usually shy skittish dog immediately felt comfortable and started playing with the other dogs staying there. MJ clearly understands animals”
“Yolanda and her family were amazing! From the day I left my girls behind, I was confident they were in good hands. Yolanda was very responsive to messages and even sent photos of how my girls were adjusting. I would book her again in a heartbeat. Thank you so much for the peace of mind you gave me!”
“Laura is a wonderful dog sitter! Our 18 month old pup stayed 3 weeks with her and her chocolate lab. This was her 2nd stay with them. She was well taken care of. My pup and her dog were inseparable! Laura provided daily updates and pictures of our pup enjoying her stay. She followed our requests for special care for her. We will definately use her for future sitting and highly recommend her T.o Weber”
“Amazing. Communicated daily and sent lots of pictures. She made adjustments to help my dog eat while being in a new environment. Will definitely be rebooking.”
“Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!”
“Stella LOVES going to Michelle’s house. She is so tired when she gets home from playing so much. I think she feels like a part of the pact with Michelle’s animals. Highly recommend.”
“Stacey and her husband were extremely sweet and welcoming to my girl Joon. I loved that they had a well-lit fenced in yard and treated Joon like their own. We will gladly book again in the future!”
“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.”
“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!”
“Kim has been so flexible and available for us. We've had to use her at the last minute a few times, plus we have 2 dogs, and she has accommodated the requests graciously. I love that she sends updates and pictures or videos when they are in her care. They get the love and attention and exercise they need when with Kim.”
Uptown dog parents share their Rover experiences
We could not have asked for a better experience with Maggie. From the very beginning, it was clear how much she genuinely loves and cares for animals. Before our stay, she reached out to learn all about our dog, Daisy, asking thoughtful questions to make sure Daisy would feel comfortable, safe, and at home. Throughout Daisy's stay, Maggie was incredibly caring, patient, and attentive. She kept us updated with messages and made us feel completely at ease while we were away. It was obvious that Daisy was being treated with kindness, affection, and individualized attention. What truly set Maggie apart was the warmth and genuine love she showed—not just to Daisy, but to us as well. When we picked Daisy up, Maggie gave us the sweetest card expressing how appreciative and honored she was to care for our pup. That thoughtful gesture meant so much and perfectly reflects the kind of person she is. Maggie was also very flexible with drop-off and pickup times, making the entire experience stress-free. Daisy absolutely adored her, and we knew she was in wonderful hands. Without a doubt, Maggie is the best dog sitter we've ever had. We will definitely be using her again and highly recommend her to anyone looking for someone trustworthy, compassionate, and truly dedicated to the pets in her care. Daisy has found her perfect sitter!
Tracie was wonderfully attentive and great with our pup! We’ll definitely be booking again in the future. Great communication, and respectful of our dog’s needs. Our dog can be a bit leash reactive, but Tracie was mindful to introduce her carefully to her own pets and make sure our dog was comfortable. Thank you, Tracie!!
Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.
This is the second time we’ve used Kelle, and our dogs love her. She does not have other pets which works especially well since one of ours is unsure around other dogs. She sends picture updates and is so good with them. Since the first time we used her, we always check her availability first!
I was a little bit nervous with this being the first time I used Rover for boarding. However, thanks to Chelsea all those nerves have been put to rest. Chelsea listened to everything I said about boarding my dog and wrote it all down. She was constantly in communication with me and provided me with picture updates as well. I highly recommend!
Popular requests near you
Select a filter and find qualifying Uptown 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
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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 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.
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