Dog Boarding in Westhaven Trails, Madison, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Westhaven Trails dog boarders

“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


“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!”


“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


“My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.”


“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”


“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


“Robert was a wonderful dog sitter. He truly loves dogs and took great care of Murphy. He took him on numerous walks every day. He kept us updated with pictures. He was always quick to reply and very accommodating. We would definitely use him again!!”


“My pup has now stayed with Bob twice, and both times have demonstrated Bob’s attentiveness and responsiveness. He’s a pleasure to work with, and clearly a wonderful caretaker. Will definitely book again!”


“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”



“Sherwood had a great stay! He came home happy and healthy. We loved getting the daily photos and updates!! It made us feel at ease leaving him as this was our first experience with Rover and having someone not known to us care for him.”


“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!”


“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


“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!”

Loving dog boarding sitters in your neighborhood
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Kristin & Bruce M.Star Sitter

“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


Ryan & Martha M.

“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


Christine N.Star Sitter

“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


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!”


Emily B.Star Sitter

“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


Janice B.Star Sitter

“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


Michelle S.

“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


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!”


Michelle F.

“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


Christina & Jeremy C.Star Sitter

“My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.”


Becky & Judd W.Star Sitter

“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”


Amy G.

“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


Lindsey C.
Star Sitter


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


Robert N.Star Sitter

“Robert was a wonderful dog sitter. He truly loves dogs and took great care of Murphy. He took him on numerous walks every day. He kept us updated with pictures. He was always quick to reply and very accommodating. We would definitely use him again!!”


Robert L.
Star Sitter


“My pup has now stayed with Bob twice, and both times have demonstrated Bob’s attentiveness and responsiveness. He’s a pleasure to work with, and clearly a wonderful caretaker. Will definitely book again!”


Julie Z.Star Sitter

“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”




Priyanka "Pri" T.

“Sherwood had a great stay! He came home happy and healthy. We loved getting the daily photos and updates!! It made us feel at ease leaving him as this was our first experience with Rover and having someone not known to us care for him.”


Mary Z.Star Sitter

“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!”


Tessa S.

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


Grace R.

“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!”
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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Westhaven Trails.
Rover makes it easy to find Westhaven Trails 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
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.
