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

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Loving dog boarding sitters in your neighborhood
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1. Shasheana C.

“Shasheana did a wonderful job looking after Bentley. He became one of the family there. We were kept abreast of his time there. We will certainly keep using her for his boarding needs.”


2. Justin D.

“I absolutely love Justin. He has watched my babies many times and I will always use him. My babies trust him and they have a good time with his baby Echo too. Thank you Justin!!”


3. Jerry E.

“My dog loves to stay with Jerry! He always comes back home happy and tired from all the playing. Although we miss him when he’s away, we get pictures every day and that makes it easier. I can always be sure he is safe and taken care of.”


4. Maggie & Peyton M.

“Absolutely fantastic! She went above and beyond and sent pictures, my baby not only looked happy and healthy when we picked him up, he smelled great too! We will use her every time we go out of town.”


5. Julie H.

“Julie was amazing! Ollie was very nervous the first day and Julie was so patient and caring with him. I got daily updates, videos and pictures! Highly recommend her! I will be going back for sure!”


6. Tasha H.

“Definitely recommend her in a her in a heartbeat! My pup was still playing when picking him up. Truly went above and beyond to make him happy. Updated me on everything with lots of pictures. Super sweet and trustworthy!”


7. Amanda T.

“I really enjoyed getting updates on Nelson throughout the day. This is the first time I have used a sitter for him and I am very pleased with my choice. I will definitely be using this sitter often.”


8. Sarah P.

“this is my second time using sarah and i love how fast she responds! my dog loves her and she’s always very attentive with his needs and updates me every day with pictures!”


9. Dylan C.

“Dylan was great! Gave us a lot of information during drop off about his dog and who would be hanging out with Cooper. And we got great pictures during his stay! Will definitely use again!”


10. Justine & Jonathan L.


“Justine and Jonathan did a great job taking care of my fur baby while I was on vacation! They have a big yard to let the dogs play and run around. I know Sadie had plenty of fun, she was in the car for two minutes before she crashed.”


11. Shelby T.

“Shelby did a great job keeping our Sunshine for the day and night. Even though we were delayed making it to pick her up, she seemed fine. Thank you.”


12. Guadalupe S.

“We could see that Bruno enjoyed his stay with Guadalupe after his stay he was tired but overall enjoyed it. She’s very attentive, worked out around our hectic schedule but also what we really liked is that she communicated with us about any issue or just keeping us updated about Bruno. Very much will be rebooking with her in the future.”


13. Lexie L.

“We LOVE Lexi! I can’t count the amount of times our pups have stayed with her. We have a senior dog and a hyper mutt but both come home super happy and well taken care of. Lexi sends plenty of pictures throughout their time with her and keeps us updated during their stay. We’ll continue to send our pups to Lexi as long as she’ll have us!”


14. Dena M.

“This is the second time my dog stayed with Dena, he had a great time and she sent pictures a couple times a day to keep me updated! He had so much fun he slept all night when he got home :)”


15. Joe G.

“Joe is absolutely the BEST! Rufus had a great time and got love AND some much needed structure. I will book Joe every time I need boarding. Thank you so very much.”


16. Heather M.

“We could not be more happy with our puppy's stay with Heather!! She kept us up to date with pictures and messages the whole time Ivy was in her care and treated her as if she was her own dog! Very flexible with drop off and pick up which was extremely helpful to us as we were traveling and our plans changed a little bit. I could not imagine a better experience!”


17. Amy M.

“I am so appreciative of Amy taking such good care of my pup while I went on vacation! I had never left my dog for more than 2 days since I adopted her in 2017 and even then I was able to leave her with my parents so when we all decided to go on a 9 day long family vacation I was having some major anxiety over where my dog would stay where she could be comfortable and not deal with the anxiety of a typical boarding place. My dog seemed to feel right at home at Amy's! Amy kept me updated with pictures and videos which gave me so much peace of mind while I was out of town. I think my dog was actually kind of sad to leave her house after being there for so long. I definitely know who I will be contacting the next time I head out of town! I highly recommend Amy to anyone needing a dog sitter.”




18. Christina A.


“Christina kept our Australian Shepherd this past weekend. Our dog has lots of energy, but Christina was very patient and our dog loved staying there. We will definitely use her again when we need a sitter.”


19. Nathan B.

“Nate was great with Wilson! Took him on walks daily, communicated with me during the stay and sent pics. Will definitely use him again.”
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
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Winona on Rover as of Jan 2025 was about $30 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jan 2025, 89 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, 95% of Winona dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 9 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 89 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.
