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

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Top rated Cooksville 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!”


“This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.”


“Emily is the absolute best. She does so well with our dogs and we feel great when they are with her! She sends pictures and updates that let us know our dogs are having so much fun!”


“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!”


“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!”


“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!”


“Ryan and his family looked after our 3 girls for a couple of nights. They took excellent care of them. Ryan sent some photos of the girls during the stay. It made it easier to leave them in a caring home. Already booked with them again for later in the year. Thank you!!”


“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!”


About: I’m a big dog lover and enjoy taking our dog for walks! I’ve helped take care of neighbors dogs for years and my own dog for 6 years now. Im a stay at home Mom so it’s easy for me to let dogs out during the day and have flexible hours around my daughters nap schedule. I have a fenced in yard and a friendly puggle who loves to play with other dogs but is also very chill so low to medium energy dogs are a great fit for us! I do have a one year old so all pets that stay at our home must be kid friendly.

“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 :)”


“Yoki and Derek were extremely welcoming to our dog and had great communication with us throughout the stay. They have the perfect house/yard for your pet to get plenty of exercise or just hang out. I would recommend booking with them.”


“Emma was absolutely amazing! Oscar (our Springer Spaniel pup) loved his weekend with Emma and her dogs, and came back so happy - and tired - from all the fun. They played, went on walks and I got all the photos along the way! We definitely plan to use Emma's services again- hopefully very soon!”


“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.”


“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.”


“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! :)”


“Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!”


“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!”


“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”

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!”


Sarah S.

“This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.”


Emily L.

“Emily is the absolute best. She does so well with our dogs and we feel great when they are with her! She sends pictures and updates that let us know our dogs are having so much fun!”


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!”


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!”


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!”


Ryan & Krista K.Star Sitter

“Ryan and his family looked after our 3 girls for a couple of nights. They took excellent care of them. Ryan sent some photos of the girls during the stay. It made it easier to leave them in a caring home. Already booked with them again for later in the year. Thank you!!”


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!”


Allison B.
About: I’m a big dog lover and enjoy taking our dog for walks! I’ve helped take care of neighbors dogs for years and my own dog for 6 years now. Im a stay at home Mom so it’s easy for me to let dogs out during the day and have flexible hours around my daughters nap schedule. I have a fenced in yard and a friendly puggle who loves to play with other dogs but is also very chill so low to medium energy dogs are a great fit for us! I do have a one year old so all pets that stay at our home must be kid friendly.


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 :)”


Yoki & Derek Z.Star Sitter

“Yoki and Derek were extremely welcoming to our dog and had great communication with us throughout the stay. They have the perfect house/yard for your pet to get plenty of exercise or just hang out. I would recommend booking with them.”


Emma S.

“Emma was absolutely amazing! Oscar (our Springer Spaniel pup) loved his weekend with Emma and her dogs, and came back so happy - and tired - from all the fun. They played, went on walks and I got all the photos along the way! We definitely plan to use Emma's services again- hopefully very soon!”


Joe H.Star Sitter

“Thanks for another great stay, Joe and Sadie! We can’t recommend y’all enough — always a great experience with a kind and accommodating host. See you next time!”


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.”


Edith S.Star Sitter

“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.”


Joan F.Star Sitter

“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! :)”


Kaycee & Robert R.

“Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!”


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!”


Duane & Lauren S.Star Sitter

“Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!”


Gilian S.Star Sitter

“Gilian is the best and our dog loves her so much! Great with our dog and very accommodating! We always use Gilian whenever we go out of town without our dog.”
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
As of Aug 2025, 456 sitters provided dog boarding in Cooksville. 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 Cooksville dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Cooksville 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 Cooksville.
Rover makes it easy to find Cooksville 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 456 dog boarding sitters in Cooksville on Rover, so you’re sure to find the perfect match for your dog! In Cooksville, 93% of sitters offer daily exercise, 95% offer medication administration, and 98% 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.
