Dog Boarding in Rolling Meadows, Madison, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Rolling Meadows dog boarders

“Edith was the perfect sitter for our Gracie! She allowed a meet-and-greet before Gracie’s stay, was careful to follow our care instructions, and gave us regular updates every day. We felt very comfortable leaving Gracie with Edith and would love to do so again in the future!”


“Emily was great with our dogs kept us updated on how they were doing and sent lots of pictures. I think the dogs we sad that we came back for them, and that they didn't get to stay longer.”


“We're very happy with the care Kaycee and Robert provided are beloved labs!!! We recommend them if you're in need of pet sitting. They were very flexible and easy to communicate with. Will definitely use them again for our future needs.”


“I could not ask for a better care provider for my Maltese Ollie, who has been cared for by only family members until recently! Hope went above and beyond to ensure that Ollie was comfortable while I was away. She invited Ollie and me to her home before committing to caring for Ollie. She was honest in sharing his daily joys and stressors, which was refreshing! She also provided suggestions to improve Ollie's comfort the next time I am away - too awesome!”


“Finn had a wonderful time with Duane and Lauren. They took such good care of Finn, kept him happy, busy and excercised. Im so grateful! Will book again soon!”


“Really appreciate Joan's kindness and care in watching Lacy. Lacy has stayed three times this summer, and we always feel so happy with the care she gets. Lacy comes home tired and happy!”

“Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again in the future!”


“Yoki and Derek were amazing!! My pup Millie stayed with them for this past weekend…..we received so many pictures and knew she was having fun every second she was there! Highly recommend!!”


“Joe was super friendly, and I felt like my dog was in safe hands. Denali got plenty of time to play outside, and I think he had a great time! Joe was prompt in responding when I asked about how things were going. I will definitely reach out again in the future when we need someone to watch our dog!”


“My dog, Sully, had so much fun with Rebekah, Alex, and their toddler and pups! Rebekah sent updates and asked many questions to make sure Sully had the best stay. She was also very flexible and able to accommodate for us at the last minute. Will definitely be returning and Sully can’t wait to visit again!”


“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”



“Lorelei is wonderful! She took care of our young, energetic dog (Star) for a full 10 days during a cold part of winter, and gave Star an active and relaxing experience. In talking with Lorelei at our brief meeting before Star's boarding, she demonstrated a great deal of knowledge about caring for dogs/pets. She asked us questions about our routines, and understood our preferences. She provided a welcoming and warm environment and made sure that Star got lots of care and attention, and we knew that Star was safe and having fun. Star loved being in a space with other dogs, especially Lorelei's sweet pup! Lorelei sent photos and videos every day, and was very responsive throughout our time away letting us know how things were going. We are more than satisfied with the care she offered! Thank you Lorelei!”


“Alexander and Hannah did a great job with Cannoli! They were flexible and understanding and tried to ensure she was as comfortable as possible during her stay. I appreciated that they allowed her to sleep in the bed with them to ease her anxiety about being in a new place.”


“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


“Cynthia was fantastic boarding my senior rescue! I received regular updates on her daily activities, along with photoshoot-worthy pictures. Cynthia asked great caretaking questions beforehand and as things came up. My pup was in great hands and looks forward to her next stay!”


“Emily is amazing! She clearly provided a safe and fun second home for our dog over a long weekend. We received frequent updates and pictures. Everything we could have possibly wanted in a dog sitter and more. Would be more than happy to let Ruby stay again!”


“My mini poodle absolutely LOVES going to Camp Laura! Penny stayed with Laura recently for several days, and Laura took such amazing care of her. Penny got to walk and go to the dog park daily, play with Laura's pets and sleep in comfort each night. I never worry when Penny stays with Laura because Laura is so kind and caring. We will enlist Laura again when we need a safe and happy place for Penny! Thank you, Laura!”


“Maddie is the best! She tolerates the idiosyncracies of our old grumpy pup ;) and makes sure he has lots of cuddles while we're away. Ivan always comes home happy and healthy after staying with Maddie.”


About: My name is Raven, and I am an energetic and passionate lover of animals of all kinds. I grew up in a household wherein my mom saved any animal she could get her hands on, therefore I learned how to care for cats, dogs & even snakes very early in life. Ive worked for shelters since I was a pre-teen, both in volunteer and employment capacity, as well as being on Rover for almost 5 years now, and have fallen in love with every pet i've been able to care for. I'm respectful of your home, time and routine. I'm able to meld to any feeding, walking, cuddling time your animal is used to, as to not change their routine while you're away. I hope to meet you and your furry friend! I am a student at MATC, as well as working part time for Fedex. My schedule is very flexible, and I prioritize your pets before anything else. Rover is something i've cherished for many years, allowing me an opportunity to connect with families who need help, and spend therapeutic time with the animals who make them whole! I can give myself an immense amount of credit for being a very trustworthy person. I was taught by my father to leave things better than I found them, and enjoy cleaning and maintaining my own environment as well as yours. I've never had a complaint about my respect for my clients space. You may occasionally check your home cameras and find me having a conversation with your pets, but other than that, I am fully sane! As for boarding in my home, I am unable to care for dogs in my home as I have 2 cats without experience with dogs, and the number one priority in my care is safety. However, I can board cats as my cats are very comfortable and used to living in a multi-cat home.
Loving dog boarding sitters in your neighborhood
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Edith S.Star Sitter

“Edith was the perfect sitter for our Gracie! She allowed a meet-and-greet before Gracie’s stay, was careful to follow our care instructions, and gave us regular updates every day. We felt very comfortable leaving Gracie with Edith and would love to do so again in the future!”


Emily L.

“Emily was great with our dogs kept us updated on how they were doing and sent lots of pictures. I think the dogs we sad that we came back for them, and that they didn't get to stay longer.”


Kaycee & Robert R.

“We're very happy with the care Kaycee and Robert provided are beloved labs!!! We recommend them if you're in need of pet sitting. They were very flexible and easy to communicate with. Will definitely use them again for our future needs.”


Hope R.

“I could not ask for a better care provider for my Maltese Ollie, who has been cared for by only family members until recently! Hope went above and beyond to ensure that Ollie was comfortable while I was away. She invited Ollie and me to her home before committing to caring for Ollie. She was honest in sharing his daily joys and stressors, which was refreshing! She also provided suggestions to improve Ollie's comfort the next time I am away - too awesome!”


Duane & Lauren S.Star Sitter

“Finn had a wonderful time with Duane and Lauren. They took such good care of Finn, kept him happy, busy and excercised. Im so grateful! Will book again soon!”


Joan F.Star Sitter
“Really appreciate Joan's kindness and care in watching Lacy. Lacy has stayed three times this summer, and we always feel so happy with the care she gets. Lacy comes home tired and happy!”


Amanda K.Star Sitter

“Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again in the future!”


Yoki & Derek Z.Star Sitter

“Yoki and Derek were amazing!! My pup Millie stayed with them for this past weekend…..we received so many pictures and knew she was having fun every second she was there! Highly recommend!!”


Joe H.Star Sitter

“Joe was super friendly, and I felt like my dog was in safe hands. Denali got plenty of time to play outside, and I think he had a great time! Joe was prompt in responding when I asked about how things were going. I will definitely reach out again in the future when we need someone to watch our dog!”


Rebekah & Alex N.

“My dog, Sully, had so much fun with Rebekah, Alex, and their toddler and pups! Rebekah sent updates and asked many questions to make sure Sully had the best stay. She was also very flexible and able to accommodate for us at the last minute. Will definitely be returning and Sully can’t wait to visit again!”


Margaret L.Star Sitter

“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”




Lorelei & Kayla E.
Star Sitter


“Lorelei is wonderful! She took care of our young, energetic dog (Star) for a full 10 days during a cold part of winter, and gave Star an active and relaxing experience. In talking with Lorelei at our brief meeting before Star's boarding, she demonstrated a great deal of knowledge about caring for dogs/pets. She asked us questions about our routines, and understood our preferences. She provided a welcoming and warm environment and made sure that Star got lots of care and attention, and we knew that Star was safe and having fun. Star loved being in a space with other dogs, especially Lorelei's sweet pup! Lorelei sent photos and videos every day, and was very responsive throughout our time away letting us know how things were going. We are more than satisfied with the care she offered! Thank you Lorelei!”


Alexander & Hannah K.

“Alexander and Hannah did a great job with Cannoli! They were flexible and understanding and tried to ensure she was as comfortable as possible during her stay. I appreciated that they allowed her to sleep in the bed with them to ease her anxiety about being in a new place.”


Suellen A.Star Sitter

“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


Cynthia H.Star Sitter

“Cynthia was fantastic boarding my senior rescue! I received regular updates on her daily activities, along with photoshoot-worthy pictures. Cynthia asked great caretaking questions beforehand and as things came up. My pup was in great hands and looks forward to her next stay!”


Emily H.Star Sitter

“Emily is amazing! She clearly provided a safe and fun second home for our dog over a long weekend. We received frequent updates and pictures. Everything we could have possibly wanted in a dog sitter and more. Would be more than happy to let Ruby stay again!”


Laura S.Star Sitter

“My mini poodle absolutely LOVES going to Camp Laura! Penny stayed with Laura recently for several days, and Laura took such amazing care of her. Penny got to walk and go to the dog park daily, play with Laura's pets and sleep in comfort each night. I never worry when Penny stays with Laura because Laura is so kind and caring. We will enlist Laura again when we need a safe and happy place for Penny! Thank you, Laura!”


Tony D.

“Tony is reliable and I know Birdie always has the best time spending weekends at his place with Yoshi and friends! I love the photo updates! Thank you, Tony!”


Maddie K.

“Maddie is the best! She tolerates the idiosyncracies of our old grumpy pup ;) and makes sure he has lots of cuddles while we're away. Ivan always comes home happy and healthy after staying with Maddie.”


Raven H.
About: My name is Raven, and I am an energetic and passionate lover of animals of all kinds. I grew up in a household wherein my mom saved any animal she could get her hands on, therefore I learned how to care for cats, dogs & even snakes very early in life. Ive worked for shelters since I was a pre-teen, both in volunteer and employment capacity, as well as being on Rover for almost 5 years now, and have fallen in love with every pet i've been able to care for. I'm respectful of your home, time and routine. I'm able to meld to any feeding, walking, cuddling time your animal is used to, as to not change their routine while you're away. I hope to meet you and your furry friend! I am a student at MATC, as well as working part time for Fedex. My schedule is very flexible, and I prioritize your pets before anything else. Rover is something i've cherished for many years, allowing me an opportunity to connect with families who need help, and spend therapeutic time with the animals who make them whole! I can give myself an immense amount of credit for being a very trustworthy person. I was taught by my father to leave things better than I found them, and enjoy cleaning and maintaining my own environment as well as yours. I've never had a complaint about my respect for my clients space. You may occasionally check your home cameras and find me having a conversation with your pets, but other than that, I am fully sane! As for boarding in my home, I am unable to care for dogs in my home as I have 2 cats without experience with dogs, and the number one priority in my care is safety. However, I can board cats as my cats are very comfortable and used to living in a multi-cat home.
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 Meadows.
Rover makes it easy to find Rolling Meadows 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.
