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

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Top rated Winona dog boarders

“Our baby Bella had a great time and was so excited to spend time with other friendly dogs .. we are so happy knowing that Mariah treated her so good and that showed when we went to pick Bella up..she was happy and running around.. thanks for taking such a great care !!! We highly recommend Mariah !!!”


“Hands down couldn’t have asked for better care for our big baby while we were away! All the fantastic pictures alleviated any worries, and he was so happy when he came home!”


“Jenn has a huge heart for fur babies. My elder dog was so happy and full of life when I picked him up. She sent pictures of him lounging in the sun and snuggled in a bed. I highly recommend Jenn.”


About: Hi, I would love to watch your dog while you are away! I have always wanted a job working with animals...and I think this is a perfect fit for me. I will treat your pet like family, exactly like I do for my dog and cats! I have a ten year old lab mix named Max and three cats. Max is very friendly and loves other dogs. I have many years experience with different breeds of dogs, dogs with anxiety, and elderly pups. I have a fenced in yard that my dog enjoys, and I also take him for walks. I'm ready to give your dogs my full attention and love! ❤❤ I am currently working part-time so I will have plenty of time for your pet! I'm available for boarding, dog walking, and drop in visits. My partner (Autumn) does work full time in retail so her schedule does fluctuate but she is available for dog walking and drop in visits before or after her shifts. She also helps out a lot when we have pups staying with us. She is also handles most of the scheduling. She is the more organized of the two of us 😅. If you have any questions about anything regarding your pets care just let us know. I have a fenced in yard and animals to keep your baby company. My partner is an animal lover also, so we will both give your pet lots of love. We also work slightly different schedules throughout the week, so your baby won’t be left alone or if they are it won’t be for long. We also have a separate room for the cats that is separated by a baby gate that we use to separate guests if we have to step out for any reason. That way everyone stays safe and supervised. We also try to send lots of pictures. When we go away I know how much we miss our babies so I always try to keep that in mind and send updates and pictures.

“Drew is THE BEST! I got lots of pics and I love that he fits in well with her other pets. I love that Walter is never home alone and how happy he is when he stays 10 out of 10 DO recommend ❤️”


“Went way past my expectations as a new customer! She's amazing sent photos of my baby girl playing etc! True pleasure to be working with! Rover scored a great sitter!!! Hands down!”


About: I have had a dog ever since I was a child. And now I have two standard poodle! That I love just like my child!!!! I am a stay at home mom so I have open availability! Last minute appointments happen sometimes and I am there to help you out! I treat every animal the way I would want mine to be treated! Our animals become just like family. They deserve all the love too!


“Cindy was the best dog sitter ever! I don't normally board my dog, but finding Cindy will no doubt change that approach. She really understands dogs and their interaction with other animals. She was very sensitive to my comfort to her approach, asking me along the way if I was comfortable with a particular question. Oreo (my dog) loved her stay with Cindy and her two small dogs. She has made great new friends that she will no doubt go back to visit.”


“Christine was so welcoming and accommodating. Great option to do in home boarding and she really made us feel comfortable and took care of our dog like her own. Kept us updated with pictures almost daily. We had our dog groomed while there and she looked great. Thank you!”


About: I have had dogs and cats and all kinds of other growing up and have loved taking care of them all and can't wait to take care of yours I am a college student so it fits into my routines quite easily as I am usually home most of the day already and have the free time I love animals of all kinds and cant wait to care for yours. I even have my own personal dog Birdie who I rescued last year and simply adore in every way

About: Hi there! My name is Haley, and I'm passionate about all things pets. As a dedicated vet assistant at a canine rehabilitation center and a current vet tech student, I have a wealth of experience caring for dogs and cats of all temperaments and needs. At home, I share my life with 9 wonderful dogs and 3 affectionate cats, giving me firsthand knowledge of various breeds and personalities. I’m particularly skilled in working with reactive and nervous dogs, ensuring they feel safe and comfortable during our time together. What I Offer: I provide a range of services tailored to meet the unique needs of your pets, including: - Medication Administration: I’m experienced in giving meds and can care for special needs pets with confidence. - Exercise & Playtime: Whether it's a brisk walk, playtime in the yard, or a more structured exercise routine, I’m open to providing whatever your pet needs to stay happy and healthy. - Customized Care: I understand that every pet is different, and I’m committed to working with you to create a care plan that suits your pet's individual personality and requirements. I’m excited to meet your furry friends and provide them with the loving and attentive care they deserve! I am a vet tech student and currently have a very open schedule. I am also Fear Free Certified and Cat and Dog First Aid Certified through Refld Cross . I can do overnight stays and stop by for breaks throughout the day. I have a 6 foot privacy fence. I am also very close to cane creek park, dog wood park, and the dog park. As well as a dog friendly neighborhood.

About: I’ve had dogs and cats all my life growing up on a farm and helped raise champion dalmatians! I would love to care for your pets! I am a stay at home mom! I am available anytime you need me! I would be thrilled to take care of your furry friends! I live near a park and go on regular walks that would keep your pet entertained! I am always home so they would never be alone!

About: I am a full time pet sitter! I have worked in professional dog grooming salon settings for 7 years. One of which includes running my own salon. As well as 6 months mobile grooming in Florida! I have 2 years experience working in professional boarding facilities as well as doggy daycare. I dont remember there ever being a time where we didnt have a dog, or several, growing up. Each one leaving a special spot in my heart. I have over 14 years of experience with a vast variety of dogs. I starting my own dog walking company with 2 friends enlisted to help at the age of 10. I am able to provide pretty much any service, doing everything from house sitting to mobile grooming. I have 2 dogs of my own who are very sweet and love to play. Fable is my 5 yr old lab who is always bouncing with energy. Iroh is my 1 year old lab mix, the loud mouth in the crew . I can provide glowing professional as well as personal refrences, so give me a call for your pets needs :) I am currently working full time in petcare. Doing rover has become more than a side job and I freelance dog groom in my spare time. I have experience with anxious, agressive, and reactive dogs. I am able to administer medication including but not limited to oral medication and insulin injections. I am trained in pet first aid as well as cpr. I love to spoil my clients and try to build a bond with them.

“McKenzie and Carson were so nice and accommodating for our sweet pup! Very friendly and also very attentive to our dog’s overall health! We took a last minute quick trip and they were willing to be flexible with our fluid schedule! I hope they will have us again if we need care when headed their direction!”


“Lindsay took great care of Hercules while I was away. He had an upset tummy upon arriving and Lindsay was able to provide that extra care he needed. I recommend her services to anyone needing them in the area!”

Loving dog boarding sitters in your neighborhood
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Mariah D.
Star Sitter


“Our baby Bella had a great time and was so excited to spend time with other friendly dogs .. we are so happy knowing that Mariah treated her so good and that showed when we went to pick Bella up..she was happy and running around.. thanks for taking such a great care !!! We highly recommend Mariah !!!”


Tiphaney M.Star Sitter

“Hands down couldn’t have asked for better care for our big baby while we were away! All the fantastic pictures alleviated any worries, and he was so happy when he came home!”


Regina H.Star Sitter

“We knew our pup was in good hands with Regina. She has a wonderful backyard for the dogs to play in! We got plenty of updates during Molloys stay!”


Jenn F.Star Sitter

“Jenn has a huge heart for fur babies. My elder dog was so happy and full of life when I picked him up. She sent pictures of him lounging in the sun and snuggled in a bed. I highly recommend Jenn.”


Leah & Autumn S.
About: Hi, I would love to watch your dog while you are away! I have always wanted a job working with animals...and I think this is a perfect fit for me. I will treat your pet like family, exactly like I do for my dog and cats! I have a ten year old lab mix named Max and three cats. Max is very friendly and loves other dogs. I have many years experience with different breeds of dogs, dogs with anxiety, and elderly pups. I have a fenced in yard that my dog enjoys, and I also take him for walks. I'm ready to give your dogs my full attention and love! ❤❤ I am currently working part-time so I will have plenty of time for your pet! I'm available for boarding, dog walking, and drop in visits. My partner (Autumn) does work full time in retail so her schedule does fluctuate but she is available for dog walking and drop in visits before or after her shifts. She also helps out a lot when we have pups staying with us. She is also handles most of the scheduling. She is the more organized of the two of us 😅. If you have any questions about anything regarding your pets care just let us know. I have a fenced in yard and animals to keep your baby company. My partner is an animal lover also, so we will both give your pet lots of love. We also work slightly different schedules throughout the week, so your baby won’t be left alone or if they are it won’t be for long. We also have a separate room for the cats that is separated by a baby gate that we use to separate guests if we have to step out for any reason. That way everyone stays safe and supervised. We also try to send lots of pictures. When we go away I know how much we miss our babies so I always try to keep that in mind and send updates and pictures.


Erica A.

“Merlin had a great time and looked very happy in all the pictures. Thank you very much and will look again for you to keep him when I go out of town.”


Drew P.

“Drew is THE BEST! I got lots of pics and I love that he fits in well with her other pets. I love that Walter is never home alone and how happy he is when he stays 10 out of 10 DO recommend ❤️”


Anna F.

“Anna was awesome! Worked around my travel plans. Got introduced to her two amazing dogs. If I wasn’t moving out of state I would definitely leave Apollo with her again.”


Robert N.

“Robert treated Birdie like his own. He is reliable and managed her very well.. I highly recommend his service.”


Chloe W.Star Sitter

“Went way past my expectations as a new customer! She's amazing sent photos of my baby girl playing etc! True pleasure to be working with! Rover scored a great sitter!!! Hands down!”


paiten v.
“Our dogs are always sad when they have to come home after being with Paiten. She's a true dog lover. Expect your dogs to come home a little more spoiled than they left you!”




Cindy N.

“Cindy was the best dog sitter ever! I don't normally board my dog, but finding Cindy will no doubt change that approach. She really understands dogs and their interaction with other animals. She was very sensitive to my comfort to her approach, asking me along the way if I was comfortable with a particular question. Oreo (my dog) loved her stay with Cindy and her two small dogs. She has made great new friends that she will no doubt go back to visit.”


Christine C.

“Christine was so welcoming and accommodating. Great option to do in home boarding and she really made us feel comfortable and took care of our dog like her own. Kept us updated with pictures almost daily. We had our dog groomed while there and she looked great. Thank you!”


Hayden J.
About: I have had dogs and cats and all kinds of other growing up and have loved taking care of them all and can't wait to take care of yours I am a college student so it fits into my routines quite easily as I am usually home most of the day already and have the free time I love animals of all kinds and cant wait to care for yours. I even have my own personal dog Birdie who I rescued last year and simply adore in every way


Haley L.
About: Hi there! My name is Haley, and I'm passionate about all things pets. As a dedicated vet assistant at a canine rehabilitation center and a current vet tech student, I have a wealth of experience caring for dogs and cats of all temperaments and needs. At home, I share my life with 9 wonderful dogs and 3 affectionate cats, giving me firsthand knowledge of various breeds and personalities. I’m particularly skilled in working with reactive and nervous dogs, ensuring they feel safe and comfortable during our time together. What I Offer: I provide a range of services tailored to meet the unique needs of your pets, including: - Medication Administration: I’m experienced in giving meds and can care for special needs pets with confidence. - Exercise & Playtime: Whether it's a brisk walk, playtime in the yard, or a more structured exercise routine, I’m open to providing whatever your pet needs to stay happy and healthy. - Customized Care: I understand that every pet is different, and I’m committed to working with you to create a care plan that suits your pet's individual personality and requirements. I’m excited to meet your furry friends and provide them with the loving and attentive care they deserve! I am a vet tech student and currently have a very open schedule. I am also Fear Free Certified and Cat and Dog First Aid Certified through Refld Cross . I can do overnight stays and stop by for breaks throughout the day. I have a 6 foot privacy fence. I am also very close to cane creek park, dog wood park, and the dog park. As well as a dog friendly neighborhood.


Ashley S.


“Ashley is a great dog sitter. She did great with my dog. My dog has separation anxiety and Strom anxiety. Ashley kept her comfortable, she also kept me updated.”


Mackenzie R.
About: I’ve had dogs and cats all my life growing up on a farm and helped raise champion dalmatians! I would love to care for your pets! I am a stay at home mom! I am available anytime you need me! I would be thrilled to take care of your furry friends! I live near a park and go on regular walks that would keep your pet entertained! I am always home so they would never be alone!


Erin R.
About: I am a full time pet sitter! I have worked in professional dog grooming salon settings for 7 years. One of which includes running my own salon. As well as 6 months mobile grooming in Florida! I have 2 years experience working in professional boarding facilities as well as doggy daycare. I dont remember there ever being a time where we didnt have a dog, or several, growing up. Each one leaving a special spot in my heart. I have over 14 years of experience with a vast variety of dogs. I starting my own dog walking company with 2 friends enlisted to help at the age of 10. I am able to provide pretty much any service, doing everything from house sitting to mobile grooming. I have 2 dogs of my own who are very sweet and love to play. Fable is my 5 yr old lab who is always bouncing with energy. Iroh is my 1 year old lab mix, the loud mouth in the crew . I can provide glowing professional as well as personal refrences, so give me a call for your pets needs :) I am currently working full time in petcare. Doing rover has become more than a side job and I freelance dog groom in my spare time. I have experience with anxious, agressive, and reactive dogs. I am able to administer medication including but not limited to oral medication and insulin injections. I am trained in pet first aid as well as cpr. I love to spoil my clients and try to build a bond with them.


McKenzie & Carson W.

“McKenzie and Carson were so nice and accommodating for our sweet pup! Very friendly and also very attentive to our dog’s overall health! We took a last minute quick trip and they were willing to be flexible with our fluid schedule! I hope they will have us again if we need care when headed their direction!”


Lindsey L.

“Lindsay took great care of Hercules while I was away. He had an upset tummy upon arriving and Lindsay was able to provide that extra care he needed. I recommend her services to anyone needing them in the area!”
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, 49 sitters provided dog boarding in Winona. 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, 97% of Winona dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 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 Winona.
Rover makes it easy to find Winona 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 49 dog boarding sitters in Winona 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.
