Dog Boarding in Lake Windsor, WI
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Top rated Lake Windsor dog boarders

“Edith took wonderful care of my little guy Gatsby and sent lots of updates which was so reassuring! He clearly got lots of play time but she also made sure he had a spot to go if he needed a break. Edith clearly knows dogs and pack tendencies and I knew Gatsby was in good hands with her two aussies. I wouldn’t hesitate to leave Gatsby in her wonderful care again. Thanks Edith!”


“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


“Gilian was amazing with Pepper! She sent consistent daily updates and lots of pictures! Pepper seemed to love her and her dogs and was tuckered out when he got home! Will definitely be booking with Gilian again; highly recommend”


“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”


“Emily, was fantastic sending pics and my dog loved her to death, slept with her and love all the other dogs. Will definitely use her again. She loves the dogs like its her own.”


“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!”


“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!”

“Val was a careful listener, and asked the right questions about our dog. These first non-family overnights of the dog's life went extremely well. We were fully confident and comfortable about Val's care for Jack, our labradoodle, and were right to be - Jack came home happy!.”


“Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!”


“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


“Amanda and her wonderful family take great care of our dog while we are away. We are very happy with the care he receives! We have no worries about our dog while he is at Amanda's. We know he is being well loved while we are gone!”


“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”


“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 took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!”


“Paula is my #1 pick to take care of my dog when I travel out of town. She's so caring and loving and takes care of my pup well. She gives the dog freedom and my pup loves going there. Paula sends pictures often and its nice to see he's having a good time. I hope she continues taking care of pups for the longest time as she does it well with care, attention and love.”


“Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!”

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Edith S.Star Sitter

“Edith took wonderful care of my little guy Gatsby and sent lots of updates which was so reassuring! He clearly got lots of play time but she also made sure he had a spot to go if he needed a break. Edith clearly knows dogs and pack tendencies and I knew Gatsby was in good hands with her two aussies. I wouldn’t hesitate to leave Gatsby in her wonderful care again. Thanks Edith!”


Kristin & Bruce M.Star Sitter

“Rosie enjoyed her stay with Kristin, Bruce and family. I appreciated the pictures and updates. I will definitely reach out again in the future.”


Katie & Samuel W.Star Sitter

“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


Gilian S.Star Sitter

“Gilian was amazing with Pepper! She sent consistent daily updates and lots of pictures! Pepper seemed to love her and her dogs and was tuckered out when he got home! Will definitely be booking with Gilian again; highly recommend”


Kaycee & Robert R.

“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”


Emily L.

“Emily, was fantastic sending pics and my dog loved her to death, slept with her and love all the other dogs. Will definitely use her again. She loves the dogs like its her own.”


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!”


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!”


LAVAL [VAL] S.
Star Sitter


“Val was a careful listener, and asked the right questions about our dog. These first non-family overnights of the dog's life went extremely well. We were fully confident and comfortable about Val's care for Jack, our labradoodle, and were right to be - Jack came home happy!.”


Duane & Lauren S.Star Sitter

“Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!”


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!”


Kristin K.Star Sitter

“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


Amanda K.Star Sitter

“Amanda and her wonderful family take great care of our dog while we are away. We are very happy with the care he receives! We have no worries about our dog while he is at Amanda's. We know he is being well loved while we are gone!”


Yoki & Derek Z.Star Sitter

“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


Mary Z.Star Sitter

“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”


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

“Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!”


Paula R.Star Sitter

“Paula is my #1 pick to take care of my dog when I travel out of town. She's so caring and loving and takes care of my pup well. She gives the dog freedom and my pup loves going there. Paula sends pictures often and its nice to see he's having a good time. I hope she continues taking care of pups for the longest time as she does it well with care, attention and love.”


Alexander & Hannah K.

“Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!”


Autumn H.Star Sitter

“Great communication, friendly and has helped us in a pinch multiple times!”
Lake Windsor dog parents share their Rover experiences
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Select a filter and find qualifying Lake Windsor sitters!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!
The median cost per night for dog boarding in Lake Windsor is $45
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.
Sitters in Lake Windsor average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 434 sitters provided dog boarding in Lake Windsor. 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 Lake Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Lake Windsor have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Lake Windsor.
Rover makes it easy to find Lake Windsor 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 434 dog boarding sitters in Lake Windsor on Rover, so you’re sure to find the perfect match for your dog! In Lake Windsor, 91% of sitters offer daily exercise, 98% offer medication administration, and 98% 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.
