Dog Boarding in Woodland Court, Milwaukee, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Woodland Court dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Words cannot express how wonderful Kathy and Brad are as dog sitters! We left our pup with them for the first time and got wonderful picture updates and knew she was in great hands and we didn’t worry about her one bit. Thank you again!!!!”
“Michelle is my go to Rover girl for my dear little Cavalier. She takes great care of him and communicates well and often. We are very thankful to her for her care of our little guy.”
“This was our second stay at Becky’s house. Becky allowed us to book Lucy’s stay somewhat last minute which helped us out tremendously. Lucy was comfortable right away and we got lots of pictures during her stay! Thank you, Becky!”
“Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a 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!”
“Bianca loved her stay at Mary’s! We loved getting all the photos and videos, seeing her play and being so happy. We knew she was well taken care of and getting plenty of love. We wouldn’t hesitate to have her stay there again!”
“Marilynn is such an amazing dog sitter! She was so welcoming and loving to my Maizey. Maizey can be anxious and Marilynn made her feel so comfortable in her home, especially around other dogs. It was a great experience for me and the dog! We will definitely use her again in the future.”
“You'll have a hard time finding a family sweeter than Becca, Ryan, and their kiddos! We felt so good leaving our pups in their care! Becca was so easy to communicate with and sent us regular updates with pictures. Our dogs looked so at home in all the pictures. Thank you!!!!!”
“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!”
“I would definitely recommend Jill’s services as a dog sitter. She was great to work, flexible with drop off and pick up times, and even sent me some videos of my pug while I was on vacation.”
“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!”
“Debbie was amazing with Olive!! She provided constant updates and photos which we love. She didn’t bat an eye when our flight home got delayed and she had to stay with Olive longer then expected. Will definitely use her again and recommend her to anyone!”
“Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊”
About: Surrounded by dogs my entire life, I’ve helped care for family pets and lovingly raised my own for 3 years. I provide walks, playtime, feeding, and a safe, loving space while keeping owners informed. Available Friday–Sunday for walks, drop-ins, and pet sitting. I’m dependable, follow your pet’s routine, and always share photo updates so you feel comfortable while you’re away. I make sure pets feel safe, loved, and supervised. I follow your instructions, keep everything secure, and send updates. I also have a friendly, energetic dog who’s happy to play — only if you and your dog are comfortable.
“Scott & Ashley were wonderful. They took in our dog Kiko and my daughter's dog Ellie, while we were all on vacation in the UK for 10 days. They sent daily updates with photos and they have a great yard for dogs with a fenced in backyard. Scott & Ashley took both dogs for walks twice a day and the although we brought crates for both dogs, they ended up sleeping with both of their boys, which was fine with us and I'm sure Kiko and Ellie loved it! We will certainly contact Scott & Ashley through Rover.com, when the need arises again.”
Woodland Court dog parents share their Rover experiences
Marilynn has a love for animals that knows no bounds. She was very welcoming of our puppy, Bear, on his first night away from home. Marilynn provided updates and pictures during his stay which also helped ease our minds. When we got back into town Bear didn’t want to leave. We highly recommend Marilynn and are excited to have a trusted partner for future boarding (Bear is excited to stay with his new friends again too!)
Tyler and Meemo got along well. Meemo loves kids, and there were four of them to play with. Our feeding and exercise instructions were nicely followed. Tyler took Meemo for a long run, which we do everyday with her, and she slept in the car on the way home--quite satisfied! We would rate Tyler's care as excellent and would have no reservations recommending him to others.
My dogs just completed another stay with Mary. They were excited to get to her house and Tally even “woowoo’d” with excitement. Mary sent videos and pictures each day to show me how comfortable they were and how much fun they were having. She was able to give daily medications to Kodiak without issue :-) When I picked them up, she even gave me toys that they loved playing with - thank you for taking such great care of my kiddoes! 💕 I highly recommend Mary G!
Yshonda and Nala are the absolute best! From the very beginning she was extremely responsive and respectful. She took care of my dog for about a week and sent me updates regularly. It was nice for my dog to have a play mate during their stay. I would recommend her to others looking for a sitter. Thank you!
I highly recommend Jill - I was not sure my 2 shih-tzu's would want to come home. This was our first booking with Jill and she will be our go to in the future. She has a welcoming home well setup for them. They took to her immediately and settled in quickly with lots of toys and beds for their fun and comfort. She sent us pictures while we were gone, she clearly loves dogs and they know it.
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1. Search
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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
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Why Choose Rover?
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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.
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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.
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