Dog Boarding in Westmorland, Madison, WI
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Top rated Westmorland dog boarders

“Janice is a wonderful sitter. I felt very comfortable leaving our Grace with her. She took her on two walks daily and played in the fenced-in backyard. I'm sure Grace was treated like a princess!”


“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!”


“Maegan was wonderful with my pretty anxious dog. She took the time to hand feed him when he was too nervous to eat! She also gave regular updates and was sure to check in with any questions! Would definitely use her again!”


“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.”


“6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!”


“Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.”


“Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!”


“Our dog had a great time with Zilla, we enjoyed getting updates through our vacation! Thank you!”


“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 was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾”


“Robert was very considerate and helpful for a last minute booking. He had timely responses and was checking in throughout the day letting me know how my dog was doing. Would definitely recommend”


“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 :)”


About: I grew up on a farm in Texas, where I had at least four dogs and six cats in the house throughout my life. I love pets more than anything! To that extent, I worked in a boarding kennel throughout high school and college before Rover existed. I now have five years of experience with Rover and Wag in multiple cities and states. My experience in boarding kennels and with Rover has allowed me to see and handle a wide range of situations in high-stress environments while having been professionally responsible for the safety and comfort of hundreds of animals. I will always provide compassionate care for your pets, as my goal is to make you feel comfortable and relaxed during your time away, just as much as your furry companions do with me. As a PhD student, I have the flexibility to read and write at home, and I enjoy alleviating stress with pet care. Additionally, my husband works from home, so the house almost always has a human or two around :) Pet safety is my number one priority. A close second is providing a comfortable and fun environment. For boarding and daycare, the basement is set up for pups to relax and play, and the house is segmented by gates to secure their safety as well as protect our belongings. I provide crates for separation if necessary, particularly around feeding time or depending on the night routine. Additionally, I have a spacious, fenced backyard (our favorite part of the house!), and I will always supervise pups when outside. I pick up poop immediately and keep an eye on whether curious mouths pick up things. For the extra adventurous pups, I also have a 30ft tie-out cable for additional security. Although I have a cat in the house, she stays exclusively in the primary bedroom, and with many gates and doors in place, the likelihood of the pups encountering her is extremely low. For drop-ins, I assure you that I will follow your directions and leave your home in the same condition as when you left it originally. My reviews can attest to that :)

“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.”


“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”


“This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!”


“I am so glad we chose Cleda to watch our sweet girl Coda during our week-long trip. I was so nervous to leave her, as she is a shy, anxious pup and this was her first time away from us since we adopted her. But from Cleda's first picture update less than an hour after we dropped her off, I could tell Coda was in the best hands and already comfortable with Cleda. We so appreciated Cleda's daily updates and we felt like we could really tell Coda was enjoying her stay and what she was up to. We definitely plan to return to Cleda for all future dog-sitting needs, and we know our pup will be so happy about that! Thanks Cleda & Roxie!”


“We appreciate the photo updates and great care Astro gets with Da Yeon and her partner. Both kind and take him for walks and let him snuggle with them on the couch- they treat him like family.”


“Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!”


“Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.”

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1. Janice B.

“Janice is a wonderful sitter. I felt very comfortable leaving our Grace with her. She took her on two walks daily and played in the fenced-in backyard. I'm sure Grace was treated like a princess!”


2. 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!”


3. Maegan L.

“Maegan was wonderful with my pretty anxious dog. She took the time to hand feed him when he was too nervous to eat! She also gave regular updates and was sure to check in with any questions! Would definitely use her again!”


4. Lindsey C.


“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.”


5. Kristin & Bruce M.

“6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!”


6. Malena N.

“Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.”


7. Evelin C.

“Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!”


8. Julie Z.

“Our dog had a great time with Zilla, we enjoyed getting updates through our vacation! Thank you!”


9. Becky & Judd W.

“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.”


10. Amy G.

“Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾”


11. Robert N.

“Robert was very considerate and helpful for a last minute booking. He had timely responses and was checking in throughout the day letting me know how my dog was doing. Would definitely recommend”


12. Emily B.

“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 :)”


13. Natalie B.
“Natalie has been wonderful and loving with my laborador mix Luna and semisweet cat Nigel. She's a responsible individual and will treat you furry loved ones like her own!”


14. 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.”


15. Polyanna N.

“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”


16. Edith S.

“This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!”


17. Cleda W.


“I am so glad we chose Cleda to watch our sweet girl Coda during our week-long trip. I was so nervous to leave her, as she is a shy, anxious pup and this was her first time away from us since we adopted her. But from Cleda's first picture update less than an hour after we dropped her off, I could tell Coda was in the best hands and already comfortable with Cleda. We so appreciated Cleda's daily updates and we felt like we could really tell Coda was enjoying her stay and what she was up to. We definitely plan to return to Cleda for all future dog-sitting needs, and we know our pup will be so happy about that! Thanks Cleda & Roxie!”


18. Da Yeon E.


“We appreciate the photo updates and great care Astro gets with Da Yeon and her partner. Both kind and take him for walks and let him snuggle with them on the couch- they treat him like family.”


19. Christine N.

“Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!”


20. Katie & Samuel W.

“Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.”
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 Westmorland is $69
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 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 Westmorland.
Rover makes it easy to find Westmorland 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.
