Dog Boarding in Woodland Court, Milwaukee
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Top rated Woodland Court dog boarders
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”
“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.”
“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.”
“Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!”
“Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!”
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
“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!”
“They were fantastic, took lots of pictures and gave daily updates that were fantastic to receive, cannot recommend enough! Will definitely be rebooking for future trips!”
“Mindy treated Jack like her own. I was very nervous to leave Jack with someone new for the first time, but she immediately put me at ease. Jack got tons of walks, attention and treats. I think Jack had an amazing time and was loved and cared for very well. Mindy was amazing and we will be booking with her again!!”
“Dan and his family really loves dogs and understand how to take good care of your dog when you are away. I am booking my pooch's third stay with him!”
“Sarah was wonderful. She was able to take Flip in on short notice and took great care of him, providing is with great information while we were away.”
“Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it!”
“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! 😊”
“Another great stay for my Bud! I always feel good leaving my fur-baby with Mary, he's treated like family! Looking forward to Bud's next stay in August!”
“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!”
“Tyler and his boys took great care of our dog while we were gone for just over a week. Our dog loved sniffing in his backyard and getting all the cuddles. Tyler was super responsive and communicative and I’d definitely recommend him!”
“Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.”
“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.”
Loving dog boarding sitters in your neighborhood
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Scott & Ashley S.Star Sitter
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
Maria & Nayibe B.Star Sitter
“Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.”
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.”
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.”
Rebecca S.Star Sitter
“Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!”
Christina W.Star Sitter
“Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!”
Kathy & Brad K.
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
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!”
Carly & Steven M.
“They were fantastic, took lots of pictures and gave daily updates that were fantastic to receive, cannot recommend enough! Will definitely be rebooking for future trips!”
Mindy W.
Star Sitter
“Mindy treated Jack like her own. I was very nervous to leave Jack with someone new for the first time, but she immediately put me at ease. Jack got tons of walks, attention and treats. I think Jack had an amazing time and was loved and cared for very well. Mindy was amazing and we will be booking with her again!!”
Daniel & Holly L.Star Sitter
“Dan and his family really loves dogs and understand how to take good care of your dog when you are away. I am booking my pooch's third stay with him!”
Sarah J.Star Sitter
“Sarah was wonderful. She was able to take Flip in on short notice and took great care of him, providing is with great information while we were away.”
dawn s.Star Sitter
“Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it!”
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! 😊”
Mary G.Star Sitter
“Another great stay for my Bud! I always feel good leaving my fur-baby with Mary, he's treated like family! Looking forward to Bud's next stay in August!”
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!”
Tyler P.
“Tyler and his boys took great care of our dog while we were gone for just over a week. Our dog loved sniffing in his backyard and getting all the cuddles. Tyler was super responsive and communicative and I’d definitely recommend him!”
Stacey M.Star Sitter
“Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.”
Jill K.Star Sitter
“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.”
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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
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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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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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