Dog Boarding in Red Oak Heights, Milwaukee, WI
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Top rated Red Oak Heights dog boarders

“Marie and Nayibe took terrific care of Stella for a few days/nights while our family went on a mini vacation. They provided many pictures and a video. Always keeping me up to date on what she was doing and how she was doing. I truly felt like they cared for her as if she was their own pup. Would highly recommend.”


“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”


“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”


“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”


“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!”


“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


“Brooke and her teenage children did a fabulous job watching Sasha, our dog. They were very attentive to Sasha’s needs and dispositions , and made her feel very comfortable. She made a friend and came home a very happy dog. I would highly recommend Brooke and he family to watch your animals, as they will treat them as your own.”


“Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.”


“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”


“Great experience! Alberto and Chance were were wonderful the entire time... very friendly, professional, flexible and great with communication. Very open to a meet and greet. They took great care of our dog, sent pictures and kept us updated. We highly recommend! Thank you again Alberto and Chance!!”


“I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!”


“Oh boy! What a special stay for Bud - his 8th birthday!! Thank you for the party and birthday treats and the great video and photos of the celebration! You are all the best folks and pups! I love how you treat Bud like one of your own! See you soon!”


“I can't thank Sarah enough for taking such good care of Milo. She’s super attentive and sent pictures regularly of Milo having fun to put my mind at ease while away. She goes the extra mile to make sure that both the dog and the owner are happy. I highly recommend her to anyone looking for someone to care for their furry friend.”


“So thankful to Tyler and his adorable boys for taking care of our old dog! He’s not special needs but is in his sunset years and needs extra love and attention. Thank you so much for taking care of my little senior with such love!”


“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”



“Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!”


“Jill was great! Her and her two dogs took really good care of my fur baby! She even sent me a video ofnthem playing! She was flexible with pick and drop off times. I will definitely have her watch my dog again!”
Loving dog boarding sitters in your neighborhood
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Maria & Nayibe B.Star Sitter

“Marie and Nayibe took terrific care of Stella for a few days/nights while our family went on a mini vacation. They provided many pictures and a video. Always keeping me up to date on what she was doing and how she was doing. I truly felt like they cared for her as if she was their own pup. Would highly recommend.”


Michelle G.
Star Sitter


“Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!”


Kathy & Brad K.

“Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!”


Katharine & Michael S.Star Sitter

“Katharine and Michael and their boys watched Hazel for a week. It was very clear that they took great care of her and that she had a wonderful stay. Will definitely use them again!”


Rebecca S.Star Sitter

“Percy had a fantastic time at his stay! Rebecca has a great yard with friendly dogs for Percy to play with. She was very accommodating to his last minute change in diet. Percy cannot wait for his stay in November!”


Ashlee K.

“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!”


Michelle Y.Star Sitter

“Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)”


Mindy W.
Star Sitter


“Mindy did a fabulous job with Takaani. I felt 100% comfortable leaving her with her. Communication was perfectly performed. Great dog walker and person.”


Brooke K.Star Sitter
“Brooke and her teenage children did a fabulous job watching Sasha, our dog. They were very attentive to Sasha’s needs and dispositions , and made her feel very comfortable. She made a friend and came home a very happy dog. I would highly recommend Brooke and he family to watch your animals, as they will treat them as your own.”


dawn s.
Star Sitter


“Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.”




Daniel & Holly L.
Star Sitter


“Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.”


Lillian T.Star Sitter

“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”


Alberto V.


“Great experience! Alberto and Chance were were wonderful the entire time... very friendly, professional, flexible and great with communication. Very open to a meet and greet. They took great care of our dog, sent pictures and kept us updated. We highly recommend! Thank you again Alberto and Chance!!”


Christina F.Star Sitter

“I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!”


Mary G.Star Sitter

“Oh boy! What a special stay for Bud - his 8th birthday!! Thank you for the party and birthday treats and the great video and photos of the celebration! You are all the best folks and pups! I love how you treat Bud like one of your own! See you soon!”


Sarah J.Star Sitter

“I can't thank Sarah enough for taking such good care of Milo. She’s super attentive and sent pictures regularly of Milo having fun to put my mind at ease while away. She goes the extra mile to make sure that both the dog and the owner are happy. I highly recommend her to anyone looking for someone to care for their furry friend.”


Tyler P.

“So thankful to Tyler and his adorable boys for taking care of our old dog! He’s not special needs but is in his sunset years and needs extra love and attention. Thank you so much for taking care of my little senior with such love!”


Stacey M.Star Sitter

“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”




Stajia W.

“Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!”


Jill K.Star Sitter
“Jill was great! Her and her two dogs took really good care of my fur baby! She even sent me a video ofnthem playing! She was flexible with pick and drop off times. I will definitely have her watch my dog again!”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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?
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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 Red Oak Heights.
Rover makes it easy to find Red Oak Heights 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.
