Dog Boarding in Fair Park, Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Fair Park dog boarders

“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


“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!”


“Rebecca and her family were great hosts for our 2 year old golden! She communicated and gave me tips, pictures, and more! I can tell Ella had so much fun! In addition, their house is super dog friendly and she truly cared about keeping our dog comfortable during her stay. I would 100% re-book her again!”


“This is our third time to book our Murphy with Michelle. We continue to be impressed with her care of our dog. She is communicative, caring, and provides excellent care. Highly recommend!!”


“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.”


“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.”


“We couldn’t have asked for a better pet sitter than Brooke for our sweet boy, West! From the very beginning, she went above and beyond to ensure West felt loved and cared for in our absence. Brooke is incredibly attentive, reliable, and clearly passionate about pets. She kept us updated with pictures and messages, which reassured us that he was happy, safe, and having a great time. It’s clear she treats pets like family, and we continue to book her again and again. If you’re looking for a trustworthy, kind, and loving pet sitter, Brooke is the one! Thank you, Brooke, for taking such wonderful care of West.”


“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”


“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!”


“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


“Janice was amazing with Nestor! I felt so comfortable and could tell he really loved her. She kept me updated often. Hope to have her watch Nestor again!! Thank you!”



“Stajia is a wonderful sitter. She was responsive, accommodating, kind, and caring. Ruth had a wonderful vacation with her, and met some new friends. I highly recommend Stajia, and will definitely book with her in the future. Thank you!”


“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”


“I recently adopted my dog Bruno and he still can be a little skittish at times. When I went on vacation I didn't want to have to board him at a kennel where there might be a little too much simulation for him. Nikki and her family were perfect for him. He stayed with them for a week and I'm confident he was well taken care of because when it came time to pick him up he almost seemed hesitant to leave with me lol. Could tell he was comfortable in the house which says a lot. Will definitely be using Nikki again. Thank you!”


“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽”

Loving dog boarding sitters in your neighborhood
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Scott & Ashley S.Star Sitter

“Scott and family were amazing with Cali- so active and kept us up to date! This was her second time staying with them, and I was never worried about her!”


Maria & Nayibe B.Star Sitter

“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


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!”


Rebecca S.Star Sitter

“Rebecca and her family were great hosts for our 2 year old golden! She communicated and gave me tips, pictures, and more! I can tell Ella had so much fun! In addition, their house is super dog friendly and she truly cared about keeping our dog comfortable during her stay. I would 100% re-book her again!”


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”


Michelle G.
Star Sitter


“This is our third time to book our Murphy with Michelle. We continue to be impressed with her care of our dog. She is communicative, caring, and provides excellent care. Highly recommend!!”


Michelle Y.Star Sitter

“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.”


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.”




Daniel & Holly L.
Star Sitter


“Daniel was a very conscientious and caring host for my pupper. Thanks for giving her a home away from home for a day. Would book with Daniel again.”


Brooke K.Star Sitter

“We couldn’t have asked for a better pet sitter than Brooke for our sweet boy, West! From the very beginning, she went above and beyond to ensure West felt loved and cared for in our absence. Brooke is incredibly attentive, reliable, and clearly passionate about pets. She kept us updated with pictures and messages, which reassured us that he was happy, safe, and having a great time. It’s clear she treats pets like family, and we continue to book her again and again. If you’re looking for a trustworthy, kind, and loving pet sitter, Brooke is the one! Thank you, Brooke, for taking such wonderful care of West.”


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.”


dawn s.
Star Sitter


“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”


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!”


Kristin & Joe K.

“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


Janice G.Star Sitter

“Janice was amazing with Nestor! I felt so comfortable and could tell he really loved her. She kept me updated often. Hope to have her watch Nestor again!! Thank you!”


Sarah J.Star Sitter

“Sarah was great! She sent pics and videos of how my dog was doing and had a great place for him to stay with a nice big back yard. Nothing bug good thing to say!”




Stajia W.

“Stajia is a wonderful sitter. She was responsive, accommodating, kind, and caring. Ruth had a wonderful vacation with her, and met some new friends. I highly recommend Stajia, and will definitely book with her in the future. Thank you!”


Sarah K.

“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”


Nikki G.Star Sitter

“I recently adopted my dog Bruno and he still can be a little skittish at times. When I went on vacation I didn't want to have to board him at a kennel where there might be a little too much simulation for him. Nikki and her family were perfect for him. He stayed with them for a week and I'm confident he was well taken care of because when it came time to pick him up he almost seemed hesitant to leave with me lol. Could tell he was comfortable in the house which says a lot. Will definitely be using Nikki again. Thank you!”


Stacey M.Star Sitter

“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book 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?
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 Fair Park.
Rover makes it easy to find Fair 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.
