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

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Top rated Plain dog boarders

“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!”


“Highly recommend!! Laura was great with Freya and sent me updates and pictures while I was away! I could tell that Freya had a great time and she was very well taken care of!”


“Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.”


“Daniel took great care of Theo at his home over our weekend away. He gave updates on how he was doing, and was very prompt in responding to all correspondence. Drop-off and pick-up were super easy with no issues whatsoever. We were so happy to know that Theo was getting lots of love and affection from Daniel and his family!”


“Sarah & Karl and their family are so nice and were great with Moose! They made us feel very comfortable leaving him for the first time for a week. Thanks for taking such good care of him while we were gone!”


“Jaime is always a pleasure to work with. Her house is clean and tidy, and her 2 dogs are so friendly and playful with our dog. She also has good communication throughout our dog’s visit, and I know he’s in good hands.”


“Chase was a great sitter for my pup. He sent me multiple photos and did a great job of communicating on how he was doing. Definitely recommend having your pet stay with him!”


“Daria is an absolute treasure! You can tell she genuinely loves dogs. Our 83-pound lab, Zeke, had a fantastic overnight stay and came home happy and calm, which is not what we're used to after traditional boarding. She provided regular updates with walks, playtime, and plenty of photos to keep us at ease. Zeke even made a new friend in Daria's beautiful golden, Zeus! We will definitely be back. Thank you, Daria and Zeus!”


“Shelby was wonderful! Understanding about my dogs quirks and personalities. Sent me a couple check ins and included some photos. Would absolutely book with her again!!!”


“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”



“My pup, Toby, had an awesome time staying with Sarah and her pup!!! She took him out for walks multiple times a day, plus a quick run, which is perfect for my high energy puppy. She kept me updated through out the weekend with texts and pictures. Sarah, you were amazing! Thank you again for taking care of the Tobe-master!”


“Barbara was wonderful with our four-legged baby! She sent us messages and pictures and kept us up to date on his daily doings. She was very accommodating to his at-home routines, too. We highly recommend Barbara!”


“Jorden and Savannah took good care of our very active, very smart, very young and very attention driven pup, sent cute pic updates and communicated clearly before during and after. Would book again.”


“Lindsey was very nice and caring with Ginger. She took great care of my dog and had a lot of patience as it was the first time we leave her. I am very grateful and felt that Ginger was very safe and taking care of. Lindsey was amazing with her communication. Totally recommend her.”


“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”


“I can’t say enough great things about Candi and the care she took with our two dogs. I’ve never felt so comfortable with “boarding” my dogs while I was gone for a long trip. I knew they were being treated like part of her family. She sent videos and pictures to keep me updated. My big dog ended up having some stomach issues and Candi didn’t skip a beat. We called my vet and she picked up some meds and got her back on track. Her four dogs were great with mine - they had such a blast. Not sure who enjoyed the vacation more, me or the dogs. She also has a beautiful acreage for them to run around and get fresh air. Wish I would have found her earlier! Thank you Candi!”


About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.
Loving dog boarding sitters in your neighborhood
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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!”


Laura D.

“Highly recommend!! Laura was great with Freya and sent me updates and pictures while I was away! I could tell that Freya had a great time and she was very well taken care of!”


Luz S.

“My puppy came back relaxed and happy. Her care and love for dogs is visible she really pages attention to my baby’s needs. Communication was great!”


Nicole P.Star Sitter

“Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.”


Daniel P.Star Sitter

“Daniel took great care of Theo at his home over our weekend away. He gave updates on how he was doing, and was very prompt in responding to all correspondence. Drop-off and pick-up were super easy with no issues whatsoever. We were so happy to know that Theo was getting lots of love and affection from Daniel and his family!”


Sarah & Karl K.Star Sitter

“Sarah & Karl and their family are so nice and were great with Moose! They made us feel very comfortable leaving him for the first time for a week. Thanks for taking such good care of him while we were gone!”


Jaime P.


“Jaime is always a pleasure to work with. Her house is clean and tidy, and her 2 dogs are so friendly and playful with our dog. She also has good communication throughout our dog’s visit, and I know he’s in good hands.”


Chase M.

“Chase was a great sitter for my pup. He sent me multiple photos and did a great job of communicating on how he was doing. Definitely recommend having your pet stay with him!”


Daria N.

“Daria is an absolute treasure! You can tell she genuinely loves dogs. Our 83-pound lab, Zeke, had a fantastic overnight stay and came home happy and calm, which is not what we're used to after traditional boarding. She provided regular updates with walks, playtime, and plenty of photos to keep us at ease. Zeke even made a new friend in Daria's beautiful golden, Zeus! We will definitely be back. Thank you, Daria and Zeus!”


Shelby F.Star Sitter

“Shelby was wonderful! Understanding about my dogs quirks and personalities. Sent me a couple check ins and included some photos. Would absolutely book with her again!!!”


Katina G.Star Sitter

“I highly recommend Katina! She was wonderful with our Doberman! She took him in on short notice and was very warm and friendly. Our dog really enjoyed his stay!”


Gina S.

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”




Sarah H.


“My pup, Toby, had an awesome time staying with Sarah and her pup!!! She took him out for walks multiple times a day, plus a quick run, which is perfect for my high energy puppy. She kept me updated through out the weekend with texts and pictures. Sarah, you were amazing! Thank you again for taking care of the Tobe-master!”


Barbara F.

“Barbara was wonderful with our four-legged baby! She sent us messages and pictures and kept us up to date on his daily doings. She was very accommodating to his at-home routines, too. We highly recommend Barbara!”


Jorden & Savannah F.
Star Sitter


“Jorden and Savannah took good care of our very active, very smart, very young and very attention driven pup, sent cute pic updates and communicated clearly before during and after. Would book again.”


Cilyr E.Star Sitter

“Cliyr did a fantastic job caring my cat. She checked her everyday and was giving constant updates of her! Highly recommend!”


Lindsey M.Star Sitter

“Lindsey was very nice and caring with Ginger. She took great care of my dog and had a lot of patience as it was the first time we leave her. I am very grateful and felt that Ginger was very safe and taking care of. Lindsey was amazing with her communication. Totally recommend her.”


Alissa A.

“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”


Candida L.

“I can’t say enough great things about Candi and the care she took with our two dogs. I’ve never felt so comfortable with “boarding” my dogs while I was gone for a long trip. I knew they were being treated like part of her family. She sent videos and pictures to keep me updated. My big dog ended up having some stomach issues and Candi didn’t skip a beat. We called my vet and she picked up some meds and got her back on track. Her four dogs were great with mine - they had such a blast. Not sure who enjoyed the vacation more, me or the dogs. She also has a beautiful acreage for them to run around and get fresh air. Wish I would have found her earlier! Thank you Candi!”


Dawn M.
“Dawn is a very caring and thoughtful person! She loves her dogs and takes great care if them. She would go above and beyond for your dog too!”
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, 34 sitters provided dog boarding in Plain. 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, 88% of Plain dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 5 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 Plain.
Rover makes it easy to find Plain 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 34 dog boarding sitters in Plain on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
