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

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Top rated Glen Oak Hills dog boarders

“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


“Willow seemed to enjoy her stay with Kristin and Bruce! They sent sent us status updates and pictures every day so that we knew how she was doing. I'd definitely board with them again!”


“Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!”


“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”


“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


“Our dog Wallace is always excited to visit "Uncle Bob". The update photos from his recent 4 day stay showed a smile on his face every time. Robert is a top notch provider and we appreciate his flexibility with the changes to our last service. We highly recommend Robert!”


“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”


“Okay, if you need a sitter or boarding, look no further! I was so lucky to find Janice and Mark at the last minute while passing through Madison. They have a great house, yard and walkable neighborhood all of which my Trixie must have loved because she was not that worried about coming home with me. I was so grateful and felt lucky to have met them!”


“Our dog Gatsby has stayed with Edith on multiple occasions and always has a wonderful time! We love all of the updates that Edith sends and we know that he is getting the best of care while we are away. Even when our dog has less than stellar behavior Edith takes it all in stride and keeps us updated. Thank you Edith!”


“Cleda was so great! We really appreciated how professional she is, she clearly takes the job of watching dogs very seriously. We particularly liked when she would send pictures and updates to let us know how our pup was doing in his new surroundings, and then we got a very detailed report card after the whole visit! It was so cute and helped us feel comfortable knowing he was in good hands. Would definitely book again with Cleda!”

“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”


“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


“Emily was great. She had quick communication and accepted my booking fast. I needed my buddy boarded for a few hours the next day due to a job interview and didn't have many options. Emily had great communication and was easy to work with. I would recommend her to others in the future. I just hope Rudy treated her well.”


“My dog had a great time staying with Grace while I was out of town for the weekend! She sent lots of pictures and updates so I knew she was doing well. She got lots of walks and came home super happy and tired. She even whined when we left to say she was sad she was leaving lol. We would definitely book with Grace again!”


“They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.”


“Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾”


“Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.”


“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”

Loving dog boarding sitters in your neighborhood
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Natalie B.Star Sitter

“Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!”


Lindsey C.
Star Sitter


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


Kristin & Bruce M.Star Sitter

“Willow seemed to enjoy her stay with Kristin and Bruce! They sent sent us status updates and pictures every day so that we knew how she was doing. I'd definitely board with them again!”


Christine N.Star Sitter

“Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!”


Katie & Samuel W.Star Sitter

“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”


Michelle F.

“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


Julie Z.Star Sitter

“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


Robert L.
Star Sitter


“Our dog Wallace is always excited to visit "Uncle Bob". The update photos from his recent 4 day stay showed a smile on his face every time. Robert is a top notch provider and we appreciate his flexibility with the changes to our last service. We highly recommend Robert!”


Mary Z.Star Sitter

“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”


Janice B.Star Sitter

“Okay, if you need a sitter or boarding, look no further! I was so lucky to find Janice and Mark at the last minute while passing through Madison. They have a great house, yard and walkable neighborhood all of which my Trixie must have loved because she was not that worried about coming home with me. I was so grateful and felt lucky to have met them!”


Edith S.Star Sitter

“Our dog Gatsby has stayed with Edith on multiple occasions and always has a wonderful time! We love all of the updates that Edith sends and we know that he is getting the best of care while we are away. Even when our dog has less than stellar behavior Edith takes it all in stride and keeps us updated. Thank you Edith!”


Cleda W.
Star Sitter

“Cleda was so great! We really appreciated how professional she is, she clearly takes the job of watching dogs very seriously. We particularly liked when she would send pictures and updates to let us know how our pup was doing in his new surroundings, and then we got a very detailed report card after the whole visit! It was so cute and helped us feel comfortable knowing he was in good hands. Would definitely book again with Cleda!”


Polyanna N.Star Sitter

“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”


Michelle S.

“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


Emily B.Star Sitter

“Emily was great. She had quick communication and accepted my booking fast. I needed my buddy boarded for a few hours the next day due to a job interview and didn't have many options. Emily had great communication and was easy to work with. I would recommend her to others in the future. I just hope Rudy treated her well.”


Grace R.

“My dog had a great time staying with Grace while I was out of town for the weekend! She sent lots of pictures and updates so I knew she was doing well. She got lots of walks and came home super happy and tired. She even whined when we left to say she was sad she was leaving lol. We would definitely book with Grace again!”


Ryan & Martha M.

“They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.”


Amy G.

“Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾”


Robert N.Star Sitter

“Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.”


Becky & Judd W.Star Sitter

“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”
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 Glen Oak Hills.
Rover makes it easy to find Glen Oak Hills 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.
