Dog Boarding in Rolling Green, Milwaukee
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Top rated Rolling Green dog boarders

“Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!”


“Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️”


“Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.”


“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. 😊”


“Kathy and Brad are the best! Kept in great communication while we were gone; we could tell Benjamin settled right in. We are so happy to have a new home away from home!”


“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”


“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.”



“Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.”


“Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!”


“Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.”


“Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.”


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


“I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!”


“From booking to drop off and pickup, Nikki was available to accommodate our needs. Finding a sitter that loves pitbulls and has a family that does too makes vacation feel like vacation. Kiyah was the happiest and most loved pigbull during her stay, and all of the photos that were sent proved just that. Our bubby girl came back tired and slept like a young child from all the playing the kids did in their ginormous backyard. Book and book again. We are going to!”


“Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!”


“Mary did an awesome job keeping me up to date with daily pictures, texts, and a few videos! Our pup had such a good time I was afraid she wouldn’t want to come home! We extended our trip and Mary was very accommodating to that as well! I fully trust Mary with my Juno and will definitely look to her next time for any boarding needs! Thanks again!”



“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!”


“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!”


“This was the first time I left our 8 year old schnauzer, Winnie, with Jill K. Everything went very well. Jill is very accommodating with drop off and pick up times and her home is set up perfect for her doggie clients. She has a nice fenced in yard, a room just for the visiting dog(only for when Jill is away from home) and two very cute, friendly dogs ! Both Winnie and her Mom were overall very pleased with Jill's service and will definitely return !”


“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!! 🙏🏽”

Loving dog boarding sitters in your neighborhood
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Scott & Ashley S.Star Sitter

“Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!”


Maria & Nayibe B.Star Sitter

“Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️”


Michelle Y.Star Sitter

“Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.”


Christina W.Star Sitter

“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. 😊”


Kathy & Brad K.

“Kathy and Brad are the best! Kept in great communication while we were gone; we could tell Benjamin settled right in. We are so happy to have a new home away from home!”


Rebecca S.Star Sitter

“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”


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.”




Daniel & Holly L.
Star Sitter


“Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.”


Ashlee K.

“Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!”


Janice G.Star Sitter

“Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.”


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.”


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.”


Christina F.Star Sitter

“I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!”


Nikki G.Star Sitter

“From booking to drop off and pickup, Nikki was available to accommodate our needs. Finding a sitter that loves pitbulls and has a family that does too makes vacation feel like vacation. Kiyah was the happiest and most loved pigbull during her stay, and all of the photos that were sent proved just that. Our bubby girl came back tired and slept like a young child from all the playing the kids did in their ginormous backyard. Book and book again. We are going to!”


Sarah J.Star Sitter

“Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!”


Mary G.Star Sitter

“Mary did an awesome job keeping me up to date with daily pictures, texts, and a few videos! Our pup had such a good time I was afraid she wouldn’t want to come home! We extended our trip and Mary was very accommodating to that as well! I fully trust Mary with my Juno and will definitely look to her next time for any boarding needs! Thanks again!”




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!”


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!”


Jill K.Star Sitter

“This was the first time I left our 8 year old schnauzer, Winnie, with Jill K. Everything went very well. Jill is very accommodating with drop off and pick up times and her home is set up perfect for her doggie clients. She has a nice fenced in yard, a room just for the visiting dog(only for when Jill is away from home) and two very cute, friendly dogs ! Both Winnie and her Mom were overall very pleased with Jill's service and will definitely return !”


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!! 🙏🏽”
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?
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 Rolling Green.
Rover makes it easy to find Rolling Green 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.
