Dog Boarding in Windsor, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog sitters in your neighborhood
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1. Sarah M.
“Sarah was wonderful! Our two dogs were pampered and cared for. They received lots of love and exercise. It made our time out of town all that more relaxing knowing they were in good hands.”
2. Edith S.
“We needed care for our new dog and Edith was very welcoming. She had us over to do a meet and greet prior to our dog’s first visit which put us at ease. During his visit she gave us updates and photos which helped us know he was doing well and having a good time. She communicates well and has a lovely home that our dog enjoyed going to. We look forward for to using her again.”
3. Paula R.
“Paula took such great care of our corgi. She has a wonderful set up and he absolutely loved his stay. Especially the Christmas turkey!! Thanks so much!”
4. Toni S.
“Toni is so good with our kids. We got daily photo updates of them at the park or relaxing in bed. She’s quick to respond to booking requests. Has become a trusted friend to us and our doggos. Thank you Toni! ❤️🙌”
![Sitter Profile Image: LAVAL [VAL] S.](https://www.rover.com/cf-image-cdn/remote/images/people/3gmOZo1A/czdjwirazm/original?width=200&height=200&quality=70&fit=cover)
![Sitter Profile Image: LAVAL [VAL] S.](https://www.rover.com/cf-image-cdn/remote/images/people/3gmOZo1A/czdjwirazm/original?width=450&height=450&quality=70&fit=cover)
5. LAVAL [VAL] S.
“Bailey had so much fun playing with Sarge and the other dogs there over the weekend. I loved being able to get an update on our pup while we were away and knew she was in great hands (and getting spoiled too!!).”
6. Joan F.
“Joan was very accommodating and sent photos of my babies everyday. They looked super happy and napped very well when they were home. Thanks so much for watching them! :)”
7. Alexander & Hannah K.
“Bentley had a great time with you both! Thanks for taking such good care of our baby! We REALLY appreciated the pictures you sent while he was with you, too! We will absolutely book with you again.”
8. Rebecca B.
“Put dogs had a wonderful time at Rebecca’s house. They loved being able to roam in the fenced in yard. I would trust them again to watch my dogs.”
9. 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!”
10. Malena N.
“Malena and her family were SO helpful and kind when they took care of my dog! My other sitter bailed last minute and I had a flight to catch and she totally bailed me out over Christmas. She sent so many photos and I know Henry was well taken care of and he had a great time :) I would highly recommend her!”
11. Emily L.
“We love Emily so much! She and her family are like a second home to our dog and we are grateful for how loving and caring she is to him. Highly recommend her for any services!”
12. Yoki & Derek Z.
“I would absolutely recommend Yoki and Derek to care for Wrigley again! Wrigley was well cared for and played all weekend, coming home a tired pup! Very nice photo updates.”
13. Mary Z.
“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!”
14. Duane & Lauren S.
“My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!”
15. Anne S.
“Anne is great! She is very easy to work with. Gave me updates and pictures. My Kizer was very well taken care of!! Wonderful experience for myself and my dog!!”
16. Katie & Samuel W.
“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.”
17. Erika M.
“We are very satisfied with the care Erika provided for our pet! If we were to voice any concerns, it would be great to hear more feedback during and after our pet’s visit.”
18. Stephanie E.
“My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.”
19. Kristin K.
“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.”
20. 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!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. 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?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new 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 Apr 2025, the median cost of dog boarding in Windsor is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor dog boarding rates can be found as low as $26 to as high as $32 per night.
As of Apr 2025, 431 sitters provided dog boarding in 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, 93% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in 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 Windsor.
Rover makes it easy to find 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 431 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 94% of sitters offer daily exercise, 98% offer medication administration, and 96% 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.
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