Dog Boarding in Woodland Court, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Woodland Court dog boarders
“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!!”
“Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!”
“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”
“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.”
“Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!”
“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!”
“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.”
“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!”
“Dan and Holly ,thank you for caring for our baby's on a short notice. You both have been great to us and sparky and the new one scooter. Sparky loves to come over. And there's no words to say how grateful we are for you both. .❤️”
“Brooke was a great host for our pup while we were out of town for a week. She sent pictures of him happily snuggling up and getting lots of love, and was so easy to communicate with. We had some unfortunate news at the end of our trip, and she was so kind and flexible with the change in pickup time and also offered to keep him another night if we needed. Highly recommend!”
“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.”
“Christina was excellent!!! She took great care of our 8 yr old dog while we were away for a summer vacay and was kind enough to send daily updates and pictures of our fur baby. She was very quick with her responses from our first messages about sitting to our meet and greet and while we were away…which I truly appreciated! Yoshi is a picky eater and she was able to get to him eat and also take his nightly meds. She and her other pets welcomed Yoshi into her home and treated him like one of her own. We would definitely book again with Christina again! 😊”
“Sarah was wonderful with our high energy 1 year old Springer Spaniel. We received updates and pictures each day and had peace of mind on our family vacation. Thank you, Sarah!”
“This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!”
“Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!”
“Such a very great first Rover experience for my pup and I! Jill made sure that I knew he was doing great on his first night. She was very flexible with pick up and drop off and he was pooped upon pick up!”
“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”
“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!”
Loving dog boarding sitters in your neighborhood
Search Results
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!”
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!!”
Maria & Nayibe B.Star Sitter
“Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!”
Kathy & Brad K.
“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”
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.”
Rebecca S.Star Sitter
“Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!”
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!”
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.”
Mindy W.Star Sitter
“We can't say enough good things about Mindy - she treats our dog like she would her own, and is sensitive to our dog's needs. Thanks SO much Mindy!”
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!”
Daniel & Holly L.Star Sitter
“Dan and Holly ,thank you for caring for our baby's on a short notice. You both have been great to us and sparky and the new one scooter. Sparky loves to come over. And there's no words to say how grateful we are for you both. .❤️”
Brooke K.
“Brooke was a great host for our pup while we were out of town for a week. She sent pictures of him happily snuggling up and getting lots of love, and was so easy to communicate with. We had some unfortunate news at the end of our trip, and she was so kind and flexible with the change in pickup time and also offered to keep him another night if we needed. Highly recommend!”
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.”
Christina F.Star Sitter
“Christina was excellent!!! She took great care of our 8 yr old dog while we were away for a summer vacay and was kind enough to send daily updates and pictures of our fur baby. She was very quick with her responses from our first messages about sitting to our meet and greet and while we were away…which I truly appreciated! Yoshi is a picky eater and she was able to get to him eat and also take his nightly meds. She and her other pets welcomed Yoshi into her home and treated him like one of her own. We would definitely book again with Christina again! 😊”
Sarah J.Star Sitter
“Sarah was wonderful with our high energy 1 year old Springer Spaniel. We received updates and pictures each day and had peace of mind on our family vacation. Thank you, Sarah!”
Mary G.Star Sitter
“This was a long stay for our Bud, however the videos and photos Mary sends makes me feel like I'm seeing Bud in person! He is so well taken care of, loves his little brother Matteo and is treated like a member of Mary's family. He comes home so mellow and content, which means he had a wonderful time with Mary, Fernando and Matteo. Thank you for taking such good care of Bud! Bud is looking forward to his next visit!”
Stajia W.
“Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!”
Jill K.Star Sitter
“Such a very great first Rover experience for my pup and I! Jill made sure that I knew he was doing great on his first night. She was very flexible with pick up and drop off and he was pooped upon pick up!”
Stacey M.Star Sitter
“She was responsive in messages and my best friend seemed to have enjoyed himself. She was understanding of the differences and issues with different dogs. I was on vacation for 2 weeks, and she allowed me to feel relaxed that he was in good hands.”
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!”
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 Woodland Court.
Rover makes it easy to find Woodland Court 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.
Connect anywhere with the Rover app
