Dog Boarding in Maitland Park, Milwaukee
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Maitland Park dog boarders
“Rebecca is a great sitter! Our dogs always love going to her house. Communication is great, and our dogs come home happy and tired from running and playing in Rebecca’s huge yard.”
“Amy and her family were absolutely amazing. My dog, who is normally very fearful of new people, warmed up to them so quickly and I could tell he had so much fun during boarding based on how well he slept when he got home! This was my first experience using Rover and I was nervous but Amy made mine and my dog’s experience a great one; I would 100% board with Amy again!!”
“Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!”
“Carly and Steven were so great!! I had my pups daycare cancel last minuet and they were happy to accommodate. They were attentive and patient with my pup as he got adjusted and did a great job of making him feel comfortable while being away from home. Carly always kept me updated throughout his time there as well which was super important to me. I could tell Hank really enjoyed his time there and we would be very happy to use them again :)”
“Debbie took great care of our dog, she took her on so many adventures and checked in with pictures! She also handled our dog’s medications without issues. Definitely will book her next time we need a dog sitter!”
“Buster was so happy at Daniels house. The second time that we brought buster to Daniels, he sprinted up to the front door and ran right inside to the stash of bones in the kitchen. Daniel and his wife provided amazing care for Buster and were very responsive and flexible to meet our needs. Buster can't wait to go back soon!”
“Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.”
“Luna seemed to really enjoy her stay, which I learned from her lack of running to the front door to leave when I arrived. Elba is caring and provides excellent exercise with walks and a fenced in yard.”
“Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!”
“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.”
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
“Hannah is great about quick responses and communication when watching my dog! She is sure to get her out for daily exercise and my dog is always happy and calm when I pick her up!”
“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!”
“Miko loved staying with kristi! She sent me the cutest videos and pictures of my little guy. And was so friendly and accommodating for my last minute booking! I would definitely have him stay again if needed!”
“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!”
“Hannah is oir trusted sitter and we know we don't have to worry about our dogs when they are with her. She is able to care for our diabetic dog which is not easy to find!”
“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 took great care of Luna, and sent lots of photos and videos which we really appreciated. So comforting to have a reliable person when we go out of town again. Will be calling on Mary again for any dogsitting needs!”
“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”
“Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!”
Loving dog boarding sitters in your neighborhood
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Rebecca S.Star Sitter
“Rebecca is a great sitter! Our dogs always love going to her house. Communication is great, and our dogs come home happy and tired from running and playing in Rebecca’s huge yard.”
Amy K.Star Sitter
“Amy and her family were absolutely amazing. My dog, who is normally very fearful of new people, warmed up to them so quickly and I could tell he had so much fun during boarding based on how well he slept when he got home! This was my first experience using Rover and I was nervous but Amy made mine and my dog’s experience a great one; I would 100% board with Amy again!!”
Kathy & Brad K.Star Sitter
“Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!”
Carly & Steven M.Star Sitter
“Carly and Steven were so great!! I had my pups daycare cancel last minuet and they were happy to accommodate. They were attentive and patient with my pup as he got adjusted and did a great job of making him feel comfortable while being away from home. Carly always kept me updated throughout his time there as well which was super important to me. I could tell Hank really enjoyed his time there and we would be very happy to use them again :)”
Debbie L.Star Sitter
“Debbie took great care of our dog, she took her on so many adventures and checked in with pictures! She also handled our dog’s medications without issues. Definitely will book her next time we need a dog sitter!”
Daniel & Holly L.
Star Sitter
“Buster was so happy at Daniels house. The second time that we brought buster to Daniels, he sprinted up to the front door and ran right inside to the stash of bones in the kitchen. Daniel and his wife provided amazing care for Buster and were very responsive and flexible to meet our needs. Buster can't wait to go back soon!”
Karla D.
“Titus had a blast with Karla! She was great about communicating with us throughout his stay with her and understanding of his needs as a rescue dog.”
Elba M.Star Sitter
“Luna seemed to really enjoy her stay, which I learned from her lack of running to the front door to leave when I arrived. Elba is caring and provides excellent exercise with walks and a fenced in yard.”
Sarah J.Star Sitter
“Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!”
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.”
Mary H.Star Sitter
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
Hannah H.
“Hannah is great about quick responses and communication when watching my dog! She is sure to get her out for daily exercise and my dog is always happy and calm when I pick her up!”
Lillian T.
“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!”
Kristi B.
“Miko loved staying with kristi! She sent me the cutest videos and pictures of my little guy. And was so friendly and accommodating for my last minute booking! I would definitely have him stay again if needed!”
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!”
Hannah K.
“Hannah is oir trusted sitter and we know we don't have to worry about our dogs when they are with her. She is able to care for our diabetic dog which is not easy to find!”
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
“Mary took great care of Luna, and sent lots of photos and videos which we really appreciated. So comforting to have a reliable person when we go out of town again. Will be calling on Mary again for any dogsitting needs!”
Lisa W.Star Sitter
“Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!”
Blythe R.Star Sitter
“Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!”
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 Maitland Park.
Rover makes it easy to find Maitland 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.
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