Dog Boarding in Yankee Hill, Milwaukee
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Top rated Yankee Hill dog boarders

“I just picked up Mochi from her first stay with Yolanda. My pooch is tired and happy! Yolanda obviously has a ton of experience managing a group of dogs. All of her furry guests seemed relaxed and at home. Sooooooo grateful to have discovered such a generous caregiver : )”


“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”


“Rebecca & her family were the best! Lola was very well taken care of and we will continue to rebook with her for future trips. Your pet is in the best hands.”


“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.”


“Michelle took fantastic care of our doggies! They seemed so happy and relaxed at her house and came back in great moods. They loved her dog. I think it was a great home away from home for my pups!”


“Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.”


“Amy and family took great care of our dogs for a week. She sent photo updates and it seems our dogs made them selves right at home there. We truly appreciate having someone who loves our dogs like we do!”


“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!”



“Dan and his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!”

“Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!”


“Rhonda was so wonderful with my dog Bailey! We had great communication and Bailey had walks and lots of love! I look forward to Rhonda watching Bailey again in the future .”


“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.”


“Mary was so wonderful and patient with our dog, Penny. She took her on walks and outdoor play time with lots of snuggle time too! Great pictures and communication during the stay. We feel very lucky to have found Mary and plan to have Penny stay with her again.”


“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!”


“Overall Soni did a great job! She was super accessible, prompt, and our kitties did great with her. They are anxious and still getting used to each other after we moved in together. They both loved her (huge green flag for anxious kitties!). Bonus that she works remotely and was able to spend extra time here which helped them to not have the attachment issues like they have before. We also had to make a quick request for her to go by the apartment and she went over ASAP after she saw the message which we really appreciated! Big thank you to Soni!”


“Chance and Alberto took amazing care of Olive! They were incredibly communicative and made sure I felt at ease while she was with them. Olive had a fantastic time—she got plenty of playtime both inside and outside, and they treated her like part of their family. It was clear she was happy and well cared for. I truly appreciate the love and attention they gave her and would absolutely trust them again. Highly recommend!”

Loving dog boarding sitters in your neighborhood
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Yolanda W.Star Sitter

“I just picked up Mochi from her first stay with Yolanda. My pooch is tired and happy! Yolanda obviously has a ton of experience managing a group of dogs. All of her furry guests seemed relaxed and at home. Sooooooo grateful to have discovered such a generous caregiver : )”


Kathy & Brad K.

“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”


Rebecca S.Star Sitter

“Rebecca & her family were the best! Lola was very well taken care of and we will continue to rebook with her for future trips. Your pet is in the best hands.”


Ashlee K.

“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.”


Michelle G.
Star Sitter


“Michelle took fantastic care of our doggies! They seemed so happy and relaxed at her house and came back in great moods. They loved her dog. I think it was a great home away from home for my pups!”


Michelle Y.Star Sitter

“Our dogs were well taken care of with Michelle. She sent lots of pictures and updates and kept them on their normal schedules. Would recommend!”


Katharine & Michael S.Star Sitter

“Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.”


Amy K.

“Amy and family took great care of our dogs for a week. She sent photo updates and it seems our dogs made them selves right at home there. We truly appreciate having someone who loves our dogs like we do!”


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!”




Daniel & Holly L.
Star Sitter

“Dan and his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!”


Kim S.Star Sitter

“Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!”


Rhonda G.Star Sitter

“Rhonda was so wonderful with my dog Bailey! We had great communication and Bailey had walks and lots of love! I look forward to Rhonda watching Bailey again in the future .”


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.”


Karen D.

“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.”


Mary H.Star Sitter

“Mary was so wonderful and patient with our dog, Penny. She took her on walks and outdoor play time with lots of snuggle time too! Great pictures and communication during the stay. We feel very lucky to have found Mary and plan to have Penny stay with her again.”


Megan & Richard S.
Star Sitter


“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!”


Sonia E.

“Overall Soni did a great job! She was super accessible, prompt, and our kitties did great with her. They are anxious and still getting used to each other after we moved in together. They both loved her (huge green flag for anxious kitties!). Bonus that she works remotely and was able to spend extra time here which helped them to not have the attachment issues like they have before. We also had to make a quick request for her to go by the apartment and she went over ASAP after she saw the message which we really appreciated! Big thank you to Soni!”


Alberto V.


“Chance and Alberto took amazing care of Olive! They were incredibly communicative and made sure I felt at ease while she was with them. Olive had a fantastic time—she got plenty of playtime both inside and outside, and they treated her like part of their family. It was clear she was happy and well cared for. I truly appreciate the love and attention they gave her and would absolutely trust them again. Highly recommend!”


Tishara M.
“Sebastian had a wonderful stay and got plenty of hugs and cuddles. He will definitely be back. A++”


Tekoya C.

“Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!”
Yankee Hill dog parents share their Rover experiences
Erica does a great job with our slightly anxious husky, helping her meet other dogs and keeping her on her schedule so she settles back in well back at home. We have relied on her for short and long stays. With her experience and knowledge, she has given us quite a few helpful tips for working with our shelter dog.

Emily took great care of our puppy while we were on a trip. This was our first rover experience and we were nervous but Emily shared pictures everyday assuring us our dog was having a great time. Emily is active and has lots of dog friends and our dog loved meeting new dogs and being outside.

Popular requests near you
Select a filter and find qualifying Yankee Hill 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 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?
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 Yankee Hill.
Rover makes it easy to find Yankee Hill 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.
