Dog Boarding in Wilson Park, Milwaukee, WI
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Top rated Wilson Park dog boarders

“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!”


“I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.”


“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!”


“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.”



“Wonderful sitters! They took amazing care of Milo, very kind people. It was clear from the start how much they genuinely love animals. Highly recommend to anyone looking for a reliable and compassionate dog sitter! Milo says thank you!”


“I would give Amy 10 stars if I could! Our pup had an unfortunate health event during her stay and Amy and her family were so gracious about caring for her and keeping us updated on her status. On our way back our plane was delayed 8 hours and Amy was so flexible about adjusting pick up plans. I really can't say enough about how grateful we are for Amy and her family's care and tending to Blue.”


“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!”


“Joe was very responsive throughout the process and we had a nice meet and greet with our pup before a 5 night stay. We got daily communication and photos and it seems like our pup had a fun time. Would recommend.”


“Courtney was an unbelievable sitter for Baxter while we were away. She kept us posted with updates and we were sure he was having almost as much fun as we were on vacation. She clearly knows pets and was on top of all his needs. I am sure he got excellent care based on everything demonstrated in our meet and greet and the updates. She was highly knowledgeable and the socialization did him a world of good. Thanks again Courtney and we hope to book with you again in the future.”


About: I've been around dogs and cats since I was 5 years old. My parents always had a dog and or cat in our home. I continued helping my mom train her dogs after moving out on my own.i recently got my own house and now my husband and I have a 2 year old chocolate lab that we just adore. I love taking him for walks and going to the dog park. I have expirence with all breeds and will provide a safe loving home away from home for your dog I work from home so I have flexibility to make sure your pet is well cared for. I also could provide dog walking in the afternoon and everything after 4pm most days. I have a fenced in back yard and a chocolate lab named Diesel who loves to play with other dogs. My house offers a clean and safe environment, with room for a crate if your dog is crate trained.

“Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup again!”



“Blythe was an incredible sitter and went above and beyond caring for my nervous little guy! She even bought him a new toy and replenished his food when I didn’t provide enough for an extended stay! I was so nervous about leaving my dog for the first time and I was so glad I chose Blythe. She sent so many pictures and updated me frequently. Anyone in the area should consider her first!”


“I had to board Daisy because I had surgery. Daisy was very much at ease at Sarah's home. Sarah shared pictures with me and reassured me when I said I missed Daisy. Silly me - little did I know Daisy had a great time :)”


“Mindy treated Jack like her own. I was very nervous to leave Jack with someone new for the first time, but she immediately put me at ease. Jack got tons of walks, attention and treats. I think Jack had an amazing time and was loved and cared for very well. Mindy was amazing and we will be booking with her again!!”


“Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!”


“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.”


“Brooke was so wonderful to coordinate with and gave my puppy a wonderful home for a couple days! You can tell she absolutely loves doing this and my puppy had a blast with hers. Thanks Brooke!”



“Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our next trip.”


“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.”

Loving dog boarding sitters in your neighborhood
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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!”


Kathy & Brad K.

“Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation”


Ashlee K.

“I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.”


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!”


Katharine & Michael S.Star Sitter

“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.”




Daniel & Holly L.
Star Sitter


“Wonderful sitters! They took amazing care of Milo, very kind people. It was clear from the start how much they genuinely love animals. Highly recommend to anyone looking for a reliable and compassionate dog sitter! Milo says thank you!”


Amy K.

“I would give Amy 10 stars if I could! Our pup had an unfortunate health event during her stay and Amy and her family were so gracious about caring for her and keeping us updated on her status. On our way back our plane was delayed 8 hours and Amy was so flexible about adjusting pick up plans. I really can't say enough about how grateful we are for Amy and her family's care and tending to Blue.”


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!”


Joe S.Star Sitter

“Joe was very responsive throughout the process and we had a nice meet and greet with our pup before a 5 night stay. We got daily communication and photos and it seems like our pup had a fun time. Would recommend.”


Courtney W.

“Courtney was an unbelievable sitter for Baxter while we were away. She kept us posted with updates and we were sure he was having almost as much fun as we were on vacation. She clearly knows pets and was on top of all his needs. I am sure he got excellent care based on everything demonstrated in our meet and greet and the updates. She was highly knowledgeable and the socialization did him a world of good. Thanks again Courtney and we hope to book with you again in the future.”


Laura N.
“Laura and her husband take excellent care of Holly, our 15 year old dog. They have helped us out on several occasions, pet sitting in their home from a few days, to over a week. On each visit, Holly is happily excited and can’t wait to get inside their house. Laura works from home! Holly has special food requirements, needs pills twice a day, and requires two walks daily, DONE! Laura sends us many pictures of Holly ....Holly looks very happy playing or just hanging out! Most importantly, we were able to go on vacation guilt free, with no worries about Holly’s care. Highly recommend!!!”


Michelle G.
Star Sitter


“Michelle was absolutely wonderful! She sent me regular updates, was very attentive to my puppies needs and was overall very kind. I would definitely let her watch my pup again!”




Blythe R.Star Sitter

“Blythe was an incredible sitter and went above and beyond caring for my nervous little guy! She even bought him a new toy and replenished his food when I didn’t provide enough for an extended stay! I was so nervous about leaving my dog for the first time and I was so glad I chose Blythe. She sent so many pictures and updated me frequently. Anyone in the area should consider her first!”


Sarah J.Star Sitter

“I had to board Daisy because I had surgery. Daisy was very much at ease at Sarah's home. Sarah shared pictures with me and reassured me when I said I missed Daisy. Silly me - little did I know Daisy had a great time :)”


Mindy W.
Star Sitter


“Mindy treated Jack like her own. I was very nervous to leave Jack with someone new for the first time, but she immediately put me at ease. Jack got tons of walks, attention and treats. I think Jack had an amazing time and was loved and cared for very well. Mindy was amazing and we will be booking with her again!!”


Lisa W.Star Sitter

“Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!”


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.”


Brooke K.Star Sitter

“Brooke was so wonderful to coordinate with and gave my puppy a wonderful home for a couple days! You can tell she absolutely loves doing this and my puppy had a blast with hers. Thanks Brooke!”




Elba M.
Star Sitter


“Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our next trip.”


dawn s.
Star Sitter


“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.”
Wilson Park dog parents share their Rover experiences
I appreciated Lisa's willingness to spend time with my dog, prior to boarding beginning. Lisa has a playful and affectionate manner that my dog immediately responded to. He was obviously comfortable with her, which gave me peace of mind to leave him with Lisa for 2 weeks. She's great, and I highly recommend her!

Absolutely amazing experience! I couldn’t have asked for a better sitter. Communication was excellent from start to finish, and I loved receiving photo updates while I was away, it gave me total peace of mind. My pup was clearly in great hands and came home happy and well cared for. I’ll definitely be booking again, highly recommend!

Breonna watched my 2 chiweenies for 4 days while I went on a trip. She took such great care of them and they were happy and relaxed when I picked them up. She was very communicative and kept me updated during the days they were with her. Additionally, Breonna is a lovely person, and I felt very secure leaving Meatball and Nikki in her care. I would absolutely ask her to watch my pups again!

Ali provided outstanding overnight care for my pet. His professionalism, kindness, and genuine love for animals truly stood out. My pet returned calm and happy, and I felt completely at ease throughout the stay. I highly recommend Alireza to anyone seeking a trustworthy, compassionate, and reliable pet sitter.

Rozanne did a great job watching our Sadie. We got plenty of pictures and videos to show our dog being well taken care of and having fun. Our dog tends to enjoy being an only dog but she seemed to get along with Roxanne’s dog. Thank you Rozanne for taking such good care of Sadie!

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