Dog Boarding Wyndemere
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Wyndemere, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley”


“Athena seemed to have a wonderful time with Sarah, Wolfgang, and her family! We are so fortunate to have amazing Madison neighbors like Sarah to help us with Athena when we are out of town, and we'll certainly be booking again for future trips.”

“They were so great with Lacey! They shared pictures multiple times a day and gave little updates with each! I appreciated it so much as I always like to know my pup is doing while I'm gone! I will definitely be booking with them again the next time I need a rover!”

“Absolutely fantastic! Gave Odin so love, attention, and exercise! Gave updates throughout the week. Could not have asked for anyone better to care for my dog while I was away!”

“Hannah and family were just the most wonderful hosts. Kind, warm, and flexible, they made both dogs feel comfortable right from the start. So many great photos of the dogs playing, long walks, and so many lap naps that I was able to not worry! I can’t thank Hannah enough.”

“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!”

“Grace and her family provided excellent care for my dog Maisie. I have already scheduled two more visits! I recommend them without reservation. You will not be disappointed!”

“AMAZING!!! Lindsey is a very sweet person and an incredible dog care taker. We left for a family trip for few days and our dog stayed with her. We did not have any worries. We got updates from her daily and our dog had so much fun playing with Lindsey’s dog. Great communication too. If I could, I would give her 10 stars!!!”

“Meaghan and her husband are very kind people with a beautiful home and a large fenced-in backyard. Meaghan was very good about sending a lot of pictures and updates throughout our dog’s stay and we felt very comfortable having our dog stay in their home. They have a very sweet dog of their own that my dog quickly bonded with, and they were playful together. Highly recommend!”

“Gen is great! We used her for an overnight visit for our dog, and he had a great time! She has a great set up for pup sitting, and she is so responsive! She sent us pictures with updates of our pup, which we really appreciated! She’s also very flexible and does her best to work with your schedule! Cannot recommend her enough!”

“Olivia was great with our senior dog. She was very responsive throughout the process, sending daily updates, which we loved receiving. I highly recommend her and will be reaching out again when I'm in need.”

“Christina and Jeremy have been wonderful to work with and my Pomeranian has had great stays with them. Looking forward to booking their services again in the future!”

“Our dog stayed with Kaycee and her family for 10 days, and we had a wonderful experience. She sent me photos every day, and they took him for walks even though they have a fenced backyard. The kids in the family gave Swift lots of attention, and he played with their family dog. Very sweet family — I highly recommend them for dog boarding.”

“Ryan and Jocelyn are lovely! I don't leave my dog very much, so when I do we both have a little bit of anxiety lol. They frequently sent me picture updates as to how she was doing which made me feel much better.”

The median cost per night for dog boarding in Wyndemere is $45
Dog parents share their Rover experiences - Wyndemere
Chelssey is an extremely dog loving and compassionate person. Throughout Polo’s stay, she was very communicative - during pick up and drop off and also shared pictures & updates during Polo’s stay with her family. I would highly recommend Chelssey to anyone looking for a caring dog sitter in and around the Madison area.

I know my dog is loved and cared for like part of Andrea's family when he is with them. I am so happy to have an incredible resource for pet care when we are out of town. The photos and messages I get everyday show me what a great time my baby is having with her babies. It makes me feel incredibly secure. Thank you Andrea AND FAMILY! ❤️

Austin helped me out with a last minute boarding. He was very accepting of my 12 year old GSD with some arthritis/hip issues. Pup came back happy and was great that he had some company while I had to run out of town for a few days. I will definitely be using him in the future for any boarding I need.

1000% would recommend! Meaghan and her husband are so wonderful, and kept us updated with photos and videos throughout. Our dog loves playing with their sweet dog and he gets lots of cuddles from them and love. This is our second time using them as dog sitters and our dog seemed so excited to see them. There is nothing greater when you have to drop them off and to know that they are happy to be there and in good hands. :)

Our first Rover experience couldn’t have been better! Robert came highly recommended by friends, and he absolutely lived up to that recommendation. This was our first time leaving our pup with someone outside of family, and because he can be anxious, guarded, and has separation anxiety, I was pretty nervous. Robert arranged a meet-and-greet a month ahead of our stay, which immediately put me at ease. His calm, easygoing demeanor was reassuring from the start. Every concern I mentioned was met with, “I have ideas to work with that,” or “We’ll figure it out as we go.” I knew our guy was in good hands. His large, beautiful fenced-in backyard is a dog’s dream, and I really appreciated that he limits the number of dogs he boards at a time. He cared for both our pup and our daughter’s dog for three nights during our daughter’s wedding weekend. The regular photos and little updates allowed us to relax and focus on the celebration without worrying about the dogs. Best of all, our pup settled in quickly and had a great stay! What a relief. We couldn’t be happier with our first Rover experience and look forward to having Robert care for our dogs again. We highly recommend him without hesitation!

Great, chill sitter and household! Taylor accepted a very last-minute one-night booking and made it easy. Her adorable Zissou warmed right up to Rosie, who came home happy and exhausted (perfect!). Good communication, flexible, fun. We look forward to having Rosie stay with Taylor again!
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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding

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