Dog Boarding in Highland Shore, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Highland Shore dog boarders

“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


“I would highly recommend Denny to care for your dog. He was very open to taking our senior dog who needed just a little extra. He sent updates and pictures of Max which we very much appreciated. We knew Max was being well cared for. Thanks Denny!”


“Any and her family are amazing! She’s extremely kind and patient. My dog gave her a rough time during his stay and Anu did not cancel or end transaction early. Thank you for your patience!”


“Frank & Julie are Phenomenal! I was quite nervous about trying again to find temporary care for my dog after a poor experience on another pet sitting app. I read all the other positive reviews for this couple and anxiously decided to move forward with booking. I am so pleased with the care they provided! I feel they went above and beyond for my dog. I'm so grateful I found them instead of boarding, where he'd have had very little attention and interaction. Instead he got the love and attention he could want and all the comforts of home. I will happily continue to use their service.”


“Bobbie and Clark did a lovely job taking care of my dog, Lucky, when I was out of town. Great updates, and I really appreciated their tailoring care to his personality with lots of walks. Thank you so much!”


“Gina surpassed all my expectations! Dolly could not have had a better experience with her. She sent me pictures and videos of Dolly enjoying every minute of her little vacation. It is easy to see how much Gina cares about dogs and their owners! She is a ray of light with boundless attentiveness to Dolly's wants and needs. I can't wait until the next time Dolly gets to be with Gina. She makes sure the time is nurturing and fun! Thanks so much!”


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”



“This was our first time having Korri & her husband watch our Frenchie while we went out of state for 3 days. They were absolutely fantastic!! We never worried once if our fur baby was being taken care of. Korri sent us pictures and updates, multiple times a day, which we really appreciated! They also followed his feeding and treat schedule. If you want your pet to stay with someone who will care for, and love your pet the way you do, look no further! Thanks for a great experience Korri! ?”


“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


“This is the second time we’ve left our two dogs with Josh and his family, and once again they received great care! Both times now, our dog Daisy has come home and slept for hours, like she was just totally worn out! I think she really enjoys going there and playing. Highly recommend Josh!”


“We had Kathleen take care of our dog Boz for 12 days and sent us several pictures of Boz while we were on vacation. He looked like he was having a great time and we will be booking with her in the future.”


“Nikki went above and beyond watching our dog this weekend! You can tell she genuinely cares for animals and was great at communicating and provided lots of updates and pictures along the way! We felt comfortable and safe out of town knowing our dog was in great care and having fun with Nikki and her dog, Nelson. We would definitely book with Nikki again in the future!”


“Jennifer and Ramiro hosted our puppy Chance for a weekend and were simply outstanding. We received tons of updates, photos and videos. They spoiled our little guy and were great to work with. I would highly recommend Jennifer and Ramiro to anyone using Rover!!!”


“Kiana was great with Simmba! She sent pictures, and kept us updated on his wellbeing. She was always very flexible when we needed to change our dates. She’s reliable and we would definitely use her again!”


“Scruffy had an excellent time at Don’s. He was spoiled with staying at Don’s. Lots of attention, good food and naps. I was nervous as this was our first time with leaving Scruffy at a sitter. He quickly warmed up and had a blast. If in the area again I’d rebook.”


“Definitely will be booking again with Ellie. My Penny had so much fun playing in the fenced in backyard with her new puppy friends. Ellie was very attentive and even saved for me the baby tooth Penny lost during her visit. Thank you”


“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her again!”

Loving dog boarding sitters in your neighborhood
Search Results


Bobbi T.Star Sitter

“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


Denny H.Star Sitter

“I would highly recommend Denny to care for your dog. He was very open to taking our senior dog who needed just a little extra. He sent updates and pictures of Max which we very much appreciated. We knew Max was being well cared for. Thanks Denny!”


Chelsea K.Star Sitter

“Was very open with communication and sending pictures of our baby, reassuring he was doing great. Very happy about stay and would/will use again.”


Anuradha N.Star Sitter

“Any and her family are amazing! She’s extremely kind and patient. My dog gave her a rough time during his stay and Anu did not cancel or end transaction early. Thank you for your patience!”


Frank B.Star Sitter

“Frank & Julie are Phenomenal! I was quite nervous about trying again to find temporary care for my dog after a poor experience on another pet sitting app. I read all the other positive reviews for this couple and anxiously decided to move forward with booking. I am so pleased with the care they provided! I feel they went above and beyond for my dog. I'm so grateful I found them instead of boarding, where he'd have had very little attention and interaction. Instead he got the love and attention he could want and all the comforts of home. I will happily continue to use their service.”


Maria V.Star Sitter

“This is the first time I used Rover. My little dog Gracie loved staying with Maria! She was very friendly and sweet towards Gracie. A wonderful experience!”


Bobbie & Clark F.
Star Sitter


“Bobbie and Clark did a lovely job taking care of my dog, Lucky, when I was out of town. Great updates, and I really appreciated their tailoring care to his personality with lots of walks. Thank you so much!”


Gina R.Star Sitter

“Gina surpassed all my expectations! Dolly could not have had a better experience with her. She sent me pictures and videos of Dolly enjoying every minute of her little vacation. It is easy to see how much Gina cares about dogs and their owners! She is a ray of light with boundless attentiveness to Dolly's wants and needs. I can't wait until the next time Dolly gets to be with Gina. She makes sure the time is nurturing and fun! Thanks so much!”


Jessica & Chase M.
Star Sitter


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”




Korri R.
Star Sitter


“This was our first time having Korri & her husband watch our Frenchie while we went out of state for 3 days. They were absolutely fantastic!! We never worried once if our fur baby was being taken care of. Korri sent us pictures and updates, multiple times a day, which we really appreciated! They also followed his feeding and treat schedule. If you want your pet to stay with someone who will care for, and love your pet the way you do, look no further! Thanks for a great experience Korri! ?”


Susan & Mark Q.Star Sitter

“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


Josh F.
Star Sitter


“This is the second time we’ve left our two dogs with Josh and his family, and once again they received great care! Both times now, our dog Daisy has come home and slept for hours, like she was just totally worn out! I think she really enjoys going there and playing. Highly recommend Josh!”


Kathleen M.

“We had Kathleen take care of our dog Boz for 12 days and sent us several pictures of Boz while we were on vacation. He looked like he was having a great time and we will be booking with her in the future.”


Kelly K.

“Kelley was great! Was very communicative and his pup is very sweet. Received lots of photos and updates. Our dog Ozzie had a blast during his stay.”


Nikki S.Star Sitter

“Nikki went above and beyond watching our dog this weekend! You can tell she genuinely cares for animals and was great at communicating and provided lots of updates and pictures along the way! We felt comfortable and safe out of town knowing our dog was in great care and having fun with Nikki and her dog, Nelson. We would definitely book with Nikki again in the future!”


Jennifer & Ramiro P.

“Jennifer and Ramiro hosted our puppy Chance for a weekend and were simply outstanding. We received tons of updates, photos and videos. They spoiled our little guy and were great to work with. I would highly recommend Jennifer and Ramiro to anyone using Rover!!!”


Kiana M.

“Kiana was great with Simmba! She sent pictures, and kept us updated on his wellbeing. She was always very flexible when we needed to change our dates. She’s reliable and we would definitely use her again!”


Don F.

“Scruffy had an excellent time at Don’s. He was spoiled with staying at Don’s. Lots of attention, good food and naps. I was nervous as this was our first time with leaving Scruffy at a sitter. He quickly warmed up and had a blast. If in the area again I’d rebook.”


Ellie L.

“Definitely will be booking again with Ellie. My Penny had so much fun playing in the fenced in backyard with her new puppy friends. Ellie was very attentive and even saved for me the baby tooth Penny lost during her visit. Thank you”


Sadie S.
Star Sitter


“Sadie’s was a great pet caregiver to our 4 month old puppy. This was the first time we left him with someone for a few days, and, he loved it! She shared pictures throughout his stay of his playtime and nap time. He was a tired puppy when he came home. He will visit with her 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
As of Aug 2025, 118 sitters provided dog boarding in Highland Shore. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Highland Shore dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Highland Shore have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Highland Shore.
Rover makes it easy to find Highland Shore 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
There are 118 dog boarding sitters in Highland Shore on Rover, so you’re sure to find the perfect match for your dog! In Highland Shore, 100% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
