Dog Boarding in Johnson's Woods, Milwaukee, WI
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Top rated Johnson's Woods dog boarders

“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!”


“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.”


“Michelle was a fantastic sitter!! Pickles had so much fun with her dog playing and snuggling. We got multiple picture updates throughout the day so we knew he was having fun and being well taken care of!”



“Wow!! Where to start?! Excellent stay, 100% satisfied! Dan and Holly are so genuine, kind, and welcoming. He first conducts a meet and greet to make sure your dogs will be a good fit for his home along with a questionnaire. If the meet and greet goes well, you are on your way to booking at appointment! I haven’t been able to stop telling everyone how happy I am to have found Rover and in turn found Dan and Holly. Now we know that any “no pups” trips we take, our boys will be well cared for! They sent us lots of pictures as I was anxious due to it being their first stay ever away from us. I really can not ask for anything more! We will continue to use them in the future for anything we need. Thank you Dan and Holly!!”


“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.”


“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!”


“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!”


“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


“Rebecca was very accommodating, punctual and attentive to our young Pup. We look forward to using her again in the future and are interested in her board and train as well.”


“Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!”


“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”


“Immediately after our meet & greet, I was put at such ease knowing Chance and Alberto would be taking care of my furbaby Jasper while on vacation. They shared many pictures and updates throughout his stay, and it was apparent that they really cared about making sure Jasper was as comfortable and stress-free as possible. You know your dog is being loved when his eye boogers were obviously cleaned. Thank you for that!!❤️ Not only were his eyes clean, Jasper even smelled great when he was picked up. Thank you again for going above and beyond! I would not hesitate to book with Chance and Alberto again!”


“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽”


“From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!”



“She was so adaptable and flexible, yet kind. We had a last minute adventure and needed pup care and she helped out! She was so good with our two dogs that unfortunately got into some cookies before arriving and she made it work. We are FURever grateful 🐾”

Loving dog boarding sitters in your neighborhood
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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!”


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.”


Michelle G.
Star Sitter


“Michelle was a fantastic sitter!! Pickles had so much fun with her dog playing and snuggling. We got multiple picture updates throughout the day so we knew he was having fun and being well taken care of!”


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!”




Daniel & Holly L.
Star Sitter


“Wow!! Where to start?! Excellent stay, 100% satisfied! Dan and Holly are so genuine, kind, and welcoming. He first conducts a meet and greet to make sure your dogs will be a good fit for his home along with a questionnaire. If the meet and greet goes well, you are on your way to booking at appointment! I haven’t been able to stop telling everyone how happy I am to have found Rover and in turn found Dan and Holly. Now we know that any “no pups” trips we take, our boys will be well cared for! They sent us lots of pictures as I was anxious due to it being their first stay ever away from us. I really can not ask for anything more! We will continue to use them in the future for anything we need. Thank you Dan and Holly!!”


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.”


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!”


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!”


Mindy W.
Star Sitter


“Mindy did a fabulous job with Takaani. I felt 100% comfortable leaving her with her. Communication was perfectly performed. Great dog walker and person.”


Maria & Nayibe B.Star Sitter

“They took great care of our dog and were very communicative. Love that they only watch little dogs, so we didn't have to worry about a larger dog being too rough. They're super sweet people”


Rebecca S.Star Sitter

“Rebecca was very accommodating, punctual and attentive to our young Pup. We look forward to using her again in the future and are interested in her board and train as well.”


Janice G.Star Sitter

“Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!”


Sarah K.

“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”


Alberto V.


“Immediately after our meet & greet, I was put at such ease knowing Chance and Alberto would be taking care of my furbaby Jasper while on vacation. They shared many pictures and updates throughout his stay, and it was apparent that they really cared about making sure Jasper was as comfortable and stress-free as possible. You know your dog is being loved when his eye boogers were obviously cleaned. Thank you for that!!❤️ Not only were his eyes clean, Jasper even smelled great when he was picked up. Thank you again for going above and beyond! I would not hesitate to book with Chance and Alberto again!”


Kristin & Joe K.

“We are thrilled with the care they gave our dog Rosie. They kept us updated with how she was doing and what she was doing. We hope they are available to care for Rosie again in the future. Jenny, Jeff, and Emma”


Stacey M.Star Sitter

“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽”


Yolanda W.Star Sitter

“From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!”


Karen D.

“Our dog has stayed with Karen multiple times and it always goes well. He loves seeing her and we love having a great person to watch him. Thanks Karen!”




Stajia W.

“She was so adaptable and flexible, yet kind. We had a last minute adventure and needed pup care and she helped out! She was so good with our two dogs that unfortunately got into some cookies before arriving and she made it work. We are FURever grateful 🐾”
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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 Johnson's Woods.
Rover makes it easy to find Johnson's Woods 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.
