Dog Boarding in Highland Beach, 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 Beach dog boarders

“Maria was great! While on vacation we got delayed an extra night due to a tropical storm and she was quick to help and eased any worry of having a safe place for our dog. Chewy is a great pup but in need of a little extra attention and Maria easily fulfilled this as she only watched one dog at a time having Chewy return to us happy and healthy! We were also able to see updates on him through the pictures she sent and could see his personality still shining through as he was definitely comfortable in her care.”


“We are so lucky to have found Denny and his family to care for Lexie! Lexie adapted so quickly and seemed to really enjoy her time at Denny's home. Denny was very good with communicating and sending pics during Lexie's stay. She looks forward to seeing him again soon! Your pet will be in good care in Denny's home! Thank you!”


“Bobbie and Clark are great! Friendly and communicates well. They were very welcoming and attentive to Gracie’s needs and what we were looking for. Definitely one of my favorite dog families! Will be boarding with them again!”


“We are so grateful to have found Anu and her family to care for our Ginger. Ginger loves going there to play and visit. They have become like her second family! She's already had 3 stays and a 4th one planned. Highly recommended!”


“Carol took amazing care of my dog, Basil, and I couldn’t be more grateful. From the moment I dropped her off, I knew she was in loving hands. When Basil was hesitant to eat, Carol went the extra mile by adding a bit of gravy to her food — such a thoughtful touch that made a big difference. Carol’s children were also incredibly sweet and gentle with Basil. Myles even told her stories, and it was clear that Basil felt right at home. She quickly bonded with their dog and settled in beautifully. Basil was allowed on the furniture and treated like a true member of the family, which made me feel so at ease. It’s not easy to leave your fur baby behind, but knowing she was so loved and well cared for made all the difference. I highly recommend Carol to anyone looking for a warm, responsible, and attentive dog sitter. We’ll definitely be booking with her again!”



“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! ?”


“Maxwell did great with our Golden Retriever and German Shepard! He took them in last minute for us when we had an emergency and our dogs loved it with their family! I highly recommend him!”


“Gina provided complete security and peace of mind for our first time leaving Charlie for an extended length of time. Communication was consistent and detailed with adorable photos. Absolutely will use Gina again in the future, highly recommend”


“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.”


About: Fins, fur or feathers I gotcha. I have always had a love of animals. To me they are a member of the family. I believe in treating animals like I want to be treated. With lots of love, attention, snuggles, scratches, attention and of course treats. Whether your pet is old or young, has lots of energy or just prefers to snuggle under comfy blankets, I will always treat them with respect. I am reliable and dependable. My photo gallery is my resume. For the health of your furbabies and their paws, if asked I will not walk them if it's below 30°and over 77°. I have a couple degrees in the medical field. Due to an injury on the job I am disabled. However that is a bonus as I have a lot of free time. I am great at organizing, time management and very reliable. Have a vet visit or need a drop off to daycare, I got ya. If my calendar doesn't fit what you need, just ask. I am flexible. I will always be a bit early! Using what you have established for your animal. I'm but a loving extention of you. Lots of playing and talking to them. Of course letting them out, small walks (if weather good and am able), baths if get dirty from playing. There can never be to much communication and pictures!

“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!!!”



“Katherine was so communicative and really helped to keep my mind at ease that my dog was doing well. He takes a few medications and is not the easiest dog in the world but Katherine did a great job!”

Loving dog boarding sitters in your neighborhood
Search Results


Maria V.Star Sitter

“Maria was great! While on vacation we got delayed an extra night due to a tropical storm and she was quick to help and eased any worry of having a safe place for our dog. Chewy is a great pup but in need of a little extra attention and Maria easily fulfilled this as she only watched one dog at a time having Chewy return to us happy and healthy! We were also able to see updates on him through the pictures she sent and could see his personality still shining through as he was definitely comfortable in her care.”


Denny H.Star Sitter

“We are so lucky to have found Denny and his family to care for Lexie! Lexie adapted so quickly and seemed to really enjoy her time at Denny's home. Denny was very good with communicating and sending pics during Lexie's stay. She looks forward to seeing him again soon! Your pet will be in good care in Denny's home! Thank you!”


Bobbie & Clark F.
Star Sitter


“Bobbie and Clark are great! Friendly and communicates well. They were very welcoming and attentive to Gracie’s needs and what we were looking for. Definitely one of my favorite dog families! Will be boarding with them again!”


Bobbi T.Star Sitter

“Bobbi and family were great taking care of Trudy! Updates were nice with pictures and Trudy had a fantastic time! Would easily book with her again.”


Jessica & Chase M.
Star Sitter


“Great response and easy to work with when setting things up. They took great care of our cat and we would definitely trust them with him again.”


Anuradha N.Star Sitter

“We are so grateful to have found Anu and her family to care for our Ginger. Ginger loves going there to play and visit. They have become like her second family! She's already had 3 stays and a 4th one planned. Highly recommended!”


Carol S.

“Carol took amazing care of my dog, Basil, and I couldn’t be more grateful. From the moment I dropped her off, I knew she was in loving hands. When Basil was hesitant to eat, Carol went the extra mile by adding a bit of gravy to her food — such a thoughtful touch that made a big difference. Carol’s children were also incredibly sweet and gentle with Basil. Myles even told her stories, and it was clear that Basil felt right at home. She quickly bonded with their dog and settled in beautifully. Basil was allowed on the furniture and treated like a true member of the family, which made me feel so at ease. It’s not easy to leave your fur baby behind, but knowing she was so loved and well cared for made all the difference. I highly recommend Carol to anyone looking for a warm, responsible, and attentive dog sitter. We’ll definitely be booking with her again!”




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! ?”


Maxwell B.

“Maxwell did great with our Golden Retriever and German Shepard! He took them in last minute for us when we had an emergency and our dogs loved it with their family! I highly recommend him!”


Gina R.Star Sitter

“Gina provided complete security and peace of mind for our first time leaving Charlie for an extended length of time. Communication was consistent and detailed with adorable photos. Absolutely will use Gina again in the future, highly recommend”


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.”


Kelsey H.

“Kelsey was a fantastic dog sitter for Casper. She was a great communicator and provided great updates. We knew our dog was very well cared for while we were away!”


Kathleen M.

“Kathy was amazing! She cared for my boy like one of her own and even helped him integrate into the pack after a rocky start. Highly recommend!”




Kelley S.


“Friendly and responses quick to your messages . Also she was great with Sam !! Gave me updates on how he was doing ! I would recommend her to anyone looking for a dog sitter !”


Robyn C.
“Robyn, watched my big dog Zeus. She was super friendly,comunitive, and made sure he had a great time! She even sent me pictures of him. He was well fed and spoiled! Would love for her to watch my dog again!”


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!!!”


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.”




Katherine P.

“Katherine was so communicative and really helped to keep my mind at ease that my dog was doing well. He takes a few medications and is not the easiest dog in the world but Katherine did a great job!”


Samantha P.Star Sitter
“Samantha was an amazing host and took great care of my two dogs over the weekend. She kept me updated with texts and photos! Thank you again.”


Chelsea K.Star Sitter

“Another fabulous over night stay for our sweet Luna! She had so much fun and is so worn out!! 💝💝💝 Chelsea ans her family are such wonderful, loving, humans. 🥰🥰🥰”
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, 158 sitters provided dog boarding in Highland Beach. 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, 93% of Highland Beach dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Highland Beach have an average of 16 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 Beach.
Rover makes it easy to find Highland Beach 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 158 dog boarding sitters in Highland Beach on Rover, so you’re sure to find the perfect match for your dog! In Highland Beach, 88% of sitters offer daily exercise, 100% offer medication administration, and 94% 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.
