Dog Boarding in Maitland Park, Milwaukee, WI
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
“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 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!”
“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.”
“Rebecca was wonderful with my dog Aspen. She was responsive and easy to communicate with, sent updates and photos, and took great care of my dog during her overnight stay. Thank you, Rebecca!”
“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 wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!”
“Mindy was a great communicator and so sweet to Jovi. Jovi was very relaxed and happy at her home. Mindy took her for several walks and made sure I felt at ease. Highly recommend!”
“Brooke and her kid(s) are so so sweet to Biscuit. They treat my doggie just like their own. Their house is very suitable for pets, great backyard so Biscuit spent some great time outside. She gave updates with pictures everyday. Biscuit is actually a little bit sad when she came home, had to say bye to Brooke’s family and Biscuit’s new friends. Book with her and rest assured that your babies will be well taken care off.”
“Daniel is a wonderful Dog Sitter who clearly knows and loves dogs. I really appreciated the meet and greet we had so Penny could meet Daniel's beautiful Basset Hounds and ensure that the chemistry was just right. I also love how close Daniel is to the MKE airport. It makes drop off and pick-up really easy when I am traveling on plane trips. I will definitely book with Daniel again.”
“We had a wonderful experience with Mary and would highly recommend her!! She boarded our dog in her home for nine nights. She was extremely responsive and flexible, and sent lots of pictures with our dog playing and going on walks to his favorite places. We could tell how much she enjoys animals. Thank you for taking such good care of Auggie! 😀”
“Joe and his wife were so great and accommodating! My dog samson was so happy when I picked him up and I could tell he was having a great time in all of the photos Joe sent :)”
“Alberto was Awesome! We needed a sitter last minute and decided to try Rover. From our initial conversations onward, you could tell he truly cared about dogs and provided great customer service and wanted to make my dogs feel comfortable as possible. During their stay, he sent multiple photos of them to us and was very responsive if we wanted to check in. I highly recommend Alberto and would use him again.”
“Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!”
“Charlie had a great stay! Jack kept him active. Took him on runs and walks by the lake. Jack is quick to respond and asks questions as needed. Charlie seemed happy and tired when he got home.”
“I absolutely love Courtney! She was so attentive to my dog and provided me daily updates. I knew my dog would be in good hands after the first time meeting her. I will definitely have Courtney watch her again.”
“We are so grateful for all the hard work and love Elba puts into our boys when we are gone. They return to us happy, glowing with health and full of fun! For the first time in many many years we feel completely at east when we have to leave our dogs. Thank you Elba! Your'e the best!”
“We boarded our dog, Luna, for two days with Debbie. She was the best sitter we ever had. Debbie really knows dogs. She's very confident and has a wonderful positive attitude. Clearly a dog person that would alleviate any dog-parent anxiety. Luna went on hikes and lived an active life while in Debbie's care. Can't praise and thank Debbie enough.”
“Katrina is wonderful. She was a great sitter for our dog for an extended vacation and we really appreciated her care. We didn’t worry about Abbey at all. Abbey was obviously happy at Katrina’s house and loves to hang out with her dogs! Thanks so much Katrina!”
Loving dog boarding sitters in your neighborhood
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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.
“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!”
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.”
Amy K.
“Amy and her family created such a comfortable and loving environment for my Pollywogs. I would absolutely leave her in their care again and again.”
Rebecca S.Star Sitter
“Rebecca was wonderful with my dog Aspen. She was responsive and easy to communicate with, sent updates and photos, and took great care of my dog during her overnight stay. Thank you, Rebecca!”
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 wonderful and attentive to my dog. She sent videos and messages often to keep me updated on their adventures. Would love to book her again in the future!”
Mindy W.Star Sitter
“Mindy was a great communicator and so sweet to Jovi. Jovi was very relaxed and happy at her home. Mindy took her for several walks and made sure I felt at ease. Highly recommend!”
Brooke K.
“Brooke and her kid(s) are so so sweet to Biscuit. They treat my doggie just like their own. Their house is very suitable for pets, great backyard so Biscuit spent some great time outside. She gave updates with pictures everyday. Biscuit is actually a little bit sad when she came home, had to say bye to Brooke’s family and Biscuit’s new friends. Book with her and rest assured that your babies will be well taken care off.”
Daniel & Holly L.Star Sitter
“Daniel is a wonderful Dog Sitter who clearly knows and loves dogs. I really appreciated the meet and greet we had so Penny could meet Daniel's beautiful Basset Hounds and ensure that the chemistry was just right. I also love how close Daniel is to the MKE airport. It makes drop off and pick-up really easy when I am traveling on plane trips. I will definitely book with Daniel again.”
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.”
Mary H.Star Sitter
“We had a wonderful experience with Mary and would highly recommend her!! She boarded our dog in her home for nine nights. She was extremely responsive and flexible, and sent lots of pictures with our dog playing and going on walks to his favorite places. We could tell how much she enjoys animals. Thank you for taking such good care of Auggie! 😀”
Joe S.Star Sitter
“Joe and his wife were so great and accommodating! My dog samson was so happy when I picked him up and I could tell he was having a great time in all of the photos Joe sent :)”
Alberto V.
“Alberto was Awesome! We needed a sitter last minute and decided to try Rover. From our initial conversations onward, you could tell he truly cared about dogs and provided great customer service and wanted to make my dogs feel comfortable as possible. During their stay, he sent multiple photos of them to us and was very responsive if we wanted to check in. I highly recommend Alberto and would use him again.”
Blythe R.Star Sitter
“Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!”
Jack S.Star Sitter
“Charlie had a great stay! Jack kept him active. Took him on runs and walks by the lake. Jack is quick to respond and asks questions as needed. Charlie seemed happy and tired when he got home.”
Courtney W.
“I absolutely love Courtney! She was so attentive to my dog and provided me daily updates. I knew my dog would be in good hands after the first time meeting her. I will definitely have Courtney watch her again.”
Elba M.Star Sitter
“We are so grateful for all the hard work and love Elba puts into our boys when we are gone. They return to us happy, glowing with health and full of fun! For the first time in many many years we feel completely at east when we have to leave our dogs. Thank you Elba! Your'e the best!”
Debbie L.Star Sitter
“We boarded our dog, Luna, for two days with Debbie. She was the best sitter we ever had. Debbie really knows dogs. She's very confident and has a wonderful positive attitude. Clearly a dog person that would alleviate any dog-parent anxiety. Luna went on hikes and lived an active life while in Debbie's care. Can't praise and thank Debbie enough.”
Katrina E.Star Sitter
“Katrina is wonderful. She was a great sitter for our dog for an extended vacation and we really appreciated her care. We didn’t worry about Abbey at all. Abbey was obviously happy at Katrina’s house and loves to hang out with her dogs! Thanks so much Katrina!”
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?
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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 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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