Dog Boarding in Ashippun, WI
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Top rated Ashippun dog boarders

“Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.”



“Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)”


“Katy and DJ were great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.”


“This was my first time using Rover. I couldn’t have picked a better family to look after my 2 girls while I was out of town. Scott sent picks and videos every day while yo was gone showing how much fun they were having.”



“Ruby was amazing!!!! She kept in contact, I sent lots of pictures and videos over Snapchat. It’s honestly the first time I’ve left him somewhere that I didn’t feel bad or worry. He had an absolute blast on the farm, running around and playing with the other dogs. I think he’ll sleep for a week!!! He can’t wait to come back!!!! ❤️❤️❤️”


“Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”


“Marie is a rock star-we had another exceptional experience with our senior dog staying with Marie and family. Marie kept us updated through two blizzards, a deep freeze and power losses and we knew Lucy was in capable and caring hands throughout. Lucy really enjoys her time with Marie. Thank you!”


“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”


“Anne is an absolute gem and we couldn't be more thrilled that we were so fortunate to find her on Rover. She is incredibly kind, patient, and has such a love for dogs that is undeniable - just the person you would want to watch your fur baby. As the first time using someone other than family, we felt so comfortable leaving Holly under her watchful care. Without a doubt, we will be hiring Anne again!!”


“Bill and Linda are very kind and caring and they went above and beyond to care for our Maple. 9 days was a long time for us to be away from Maple, but we had peace of mind knowing she was being well loved and cared for….they really loved her like she was their own. They were attentive to the details of her care. They sent pictures and an update daily on how she was doing and what they were up to. They went on daily walks and to the park. Consoled her during the storms. Like I said, they went above and beyond and we’re thankful for all they did!!”


“I was so happy to have found Maria and Nayibe for my small Poo-Chon. They have a wonderful, completely dog friendly home and a beautiful fully fenced back yard. They seem to specialize in small dogs and my guy just loved running and playing in their back yard. Maria sent me daily updates and lots of photos and videos. I will definitely use Maria and Nayibe in the future for boarding my little dog.”


“This is the 2nd time Bella has been at Monique’s and she is always well looked after. Monique is great at communicating whether it is while setting up the drop off/pick up or sending us pictures during her stay.”



“Thank you for your obvious care of my Samoyeds -- I know that caring for a 4 month old was a challenge, but she came home even more house broken than when we left her with you. As for my 9 year old, your photos reassured us that he was happy and doing well. I'm sorry that there isn't a 6 PAWS rating, as we give it to you - you are PAWSOME! Terry”


“Thank you, Alex, for taking such good care of Gnarly! I especially appreciate that you played with him indoors on the day it poured with rain - he definitely needs to expend energy. The fact that you were able to recognize that speaks to how well you can care for an individual dog's needs. Also, thank you for keeping him the extra day when our plans changed last minute - that flexibility is a godsend!”



“Mary and Brian did a great job with Sadie and Nalah. Kept me posted with how they were doing and sent lots of pictures. Brought them into there home and treated them like their own.”


“Sarah was amazing! She is easy to communicate with and she sends multiple updates a day - including pictures. You can tell she truly loves dogs! She kept Biscuit busy with walks, playing games, etc. You won't be disappointed having Sarah watch your furry family member.”



“Kettu couldn't have had a better time! She had a great backyard, some doggy friends, and a person she could depend on and snuggle with. Thank you so much Randy.”


“Heather was an excellent puppy-sitter! She really took good care of our Corgi while we were out of town. I was very thankful for her great communication and picture updates.”

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Heather D.Star Sitter

“Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.”




Heather B.Star Sitter

“Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)”


Katy & Dennis "DJ" G.
Star Sitter


“Katy and DJ were great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.”


Scott & Ashley S.Star Sitter

“This was my first time using Rover. I couldn’t have picked a better family to look after my 2 girls while I was out of town. Scott sent picks and videos every day while yo was gone showing how much fun they were having.”




Ruby A.
Star Sitter


“Ruby was amazing!!!! She kept in contact, I sent lots of pictures and videos over Snapchat. It’s honestly the first time I’ve left him somewhere that I didn’t feel bad or worry. He had an absolute blast on the farm, running around and playing with the other dogs. I think he’ll sleep for a week!!! He can’t wait to come back!!!! ❤️❤️❤️”


Micah N.

“Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”


Casey B.

“Casey took great care of Zara. She was kind and a good leader to Zara. Zara is still in her puppy years, and we trusted Casey. We look forward to working with her again!”


Marie S.
Star Sitter


“Marie is a rock star-we had another exceptional experience with our senior dog staying with Marie and family. Marie kept us updated through two blizzards, a deep freeze and power losses and we knew Lucy was in capable and caring hands throughout. Lucy really enjoys her time with Marie. Thank you!”


Christiana S.Star Sitter

“Christiana ensured Finn had an activity filled weekend and took such good care of him! He was so tired after a weekend on the lake with her kids and dogs. Hope to book with her again!”




Jenifer D.
Star Sitter


“Jenifer was an excellent dog sitter! Our dog was well taken care of while we were on vacation. We had a great experience and will definitely book with her again.”


Anne W.

“Anne is an absolute gem and we couldn't be more thrilled that we were so fortunate to find her on Rover. She is incredibly kind, patient, and has such a love for dogs that is undeniable - just the person you would want to watch your fur baby. As the first time using someone other than family, we felt so comfortable leaving Holly under her watchful care. Without a doubt, we will be hiring Anne again!!”


William & Linda J.Star Sitter

“Bill and Linda are very kind and caring and they went above and beyond to care for our Maple. 9 days was a long time for us to be away from Maple, but we had peace of mind knowing she was being well loved and cared for….they really loved her like she was their own. They were attentive to the details of her care. They sent pictures and an update daily on how she was doing and what they were up to. They went on daily walks and to the park. Consoled her during the storms. Like I said, they went above and beyond and we’re thankful for all they did!!”


Maria & Nayibe B.Star Sitter

“I was so happy to have found Maria and Nayibe for my small Poo-Chon. They have a wonderful, completely dog friendly home and a beautiful fully fenced back yard. They seem to specialize in small dogs and my guy just loved running and playing in their back yard. Maria sent me daily updates and lots of photos and videos. I will definitely use Maria and Nayibe in the future for boarding my little dog.”


Monique B.

“This is the 2nd time Bella has been at Monique’s and she is always well looked after. Monique is great at communicating whether it is while setting up the drop off/pick up or sending us pictures during her stay.”




Doreen C.


“Thank you for your obvious care of my Samoyeds -- I know that caring for a 4 month old was a challenge, but she came home even more house broken than when we left her with you. As for my 9 year old, your photos reassured us that he was happy and doing well. I'm sorry that there isn't a 6 PAWS rating, as we give it to you - you are PAWSOME! Terry”


Alex M.


“Thank you, Alex, for taking such good care of Gnarly! I especially appreciate that you played with him indoors on the day it poured with rain - he definitely needs to expend energy. The fact that you were able to recognize that speaks to how well you can care for an individual dog's needs. Also, thank you for keeping him the extra day when our plans changed last minute - that flexibility is a godsend!”




Mary & Hanna S.Star Sitter

“Mary and Brian did a great job with Sadie and Nalah. Kept me posted with how they were doing and sent lots of pictures. Brought them into there home and treated them like their own.”


Sarah B.

“Sarah was amazing! She is easy to communicate with and she sends multiple updates a day - including pictures. You can tell she truly loves dogs! She kept Biscuit busy with walks, playing games, etc. You won't be disappointed having Sarah watch your furry family member.”




Randy S.
Star Sitter


“Kettu couldn't have had a better time! She had a great backyard, some doggy friends, and a person she could depend on and snuggle with. Thank you so much Randy.”


Heather B.

“Heather was an excellent puppy-sitter! She really took good care of our Corgi while we were out of town. I was very thankful for her great communication and picture updates.”
Popular requests near you
Select a filter and find qualifying Ashippun 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 Ashippun is $44
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 Ashippun average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 214 sitters provided dog boarding in Ashippun. 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 Ashippun dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Ashippun have an average of 20 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 Ashippun.
Rover makes it easy to find Ashippun 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 214 dog boarding sitters in Ashippun on Rover, so you’re sure to find the perfect match for your dog! In Ashippun, 91% of sitters offer daily exercise, 100% 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.
