Dog Boarding in Bradley Estates, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Bradley Estates dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We have used Yolanda many times and we are so grateful to have found a sweet and caring sitter, she and her family take great care of our fur baby. We always get pictures and messages letting us know how she is doing and we don’t worry because Kaya is in great hands.”

“Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)”

“Monique was very caring with our dog . We felt she was in a safe place and cared for our little dog as we would . We were kept updated daily with pictures and unique notes . We will definitely have our dog again with Monique when we travel again. Thanks Monique.”

“Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!”

“Jess did a wonderful job of handling our active puppy. She enjoyed being able to run in the yard and meet new friends, both children and a dog. Jess was very conscientious about making sure that our puppy was safe, which is my biggest worry. She seemed to enjoy her time with Jess.”

“Michelle is my go to Rover girl for my dear little Cavalier. She takes great care of him and communicates well and often. We are very thankful to her for her care of our little guy.”

“Amazing couple who took amazing care of our dog. First time staying with strangers overnight and they made him feel right at home! Thank you guys for watching our lil goofball!!”

“Levi absolutely loves going to Dan’s! A one year ago old golden with lots of energy and Dan keeps him busy. For me, I can 100% relax when I’m traveling and know Dan’s taking care of Levi.”

“Jessica was wonderful! Very communicative regarding my dog and he came back in such good spirits! It was hard leaving my senior dog for almost a week, but she was very kind and sent lots of pictures and videos. Would definitely work with her again.”

“Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!”

“We were very happy with our dog’s stay at Doreen’s. She sent pictures throughout the week with nice messages on how he was doing, and she followed his schedule closely to ensure he kept to his routine. Doreen is a very loving, knowledgeable dog person who we felt very comfortable with. Our dog seemed well taken care of when we brought him home. Will definitely book with her again!”

“I felt very comfortable dropping off Piper with Perseus. She seemed immediately at ease and loved the backyard. From the pictures and videos I received, she seemed to really enjoy her time, and we were able to enjoy our vacation knowing she was well cared for”

“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.”

“Safe, trustworthy, and professional boarding experience. Emma and Thomas were great commutators with daily picture updates. They have a big fenced yard and shared lots of pictures and videos of play time. Recommend their services!”

“Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.”

“Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.”

“Xao was an amazing sitter for my furbaby! I absolutely loved the constant updates with photos and videos included! I’d definitely rebook with Xao if we ever need a sitter again :)”

Bradley Estates dog parents share their Rover experiences
Samantha was great with Louie, she made him comfortable and he seemed to have a nice time staying with her. She took lots of photos for me and updated whenever she could! So happy to have found her last minute especially, someone that could give him all his medications and understand how/when to give them. Definitely will be booking with her in the future!

Popular requests near you
Select a filter and find qualifying Bradley Estates 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 Bradley Estates.
Rover makes it easy to find Bradley Estates 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.











