Dog Boarding in Winner, MO
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Top rated Winner dog boarders

“Ciara and her family were great with Stout, he seemed to make himself right at home when I dropped him off. I received updates frequently, and Stout even made new dog friends! I hope to book with her in the future!”


“This was my first time leaving Oakley with someone and I was really nervous. Erin gave tons of updates and put my mind at ease! Oakley loves going to see her now. I’ll only ever be booking with her in the future.”


“Naji was a Godsend when I needed very last minute dog care. She was kind and flexible and accommodating, and got back to me very quickly. Her set up with dogs gives them all the exercise and treats and company they need. And she sent me nice picture updates”


“Mackenzie was great to work with, always responsive and pleasant. Our dog was with her for an extended 4 day weekend and seemed to have a great time playing with the other dogs. Thanks!”


“Ashley was wonderful I'm always worried with my dog but he was very content when I came to pick him up. She was even very flexible when I had to adjust my time. Very professional will definitely use again.”


“Rachel was amazing! She was very communicative and was graciously flexible with my travel schedule. The dogs loved her and had an amazing time! Will definitely use her again in the future. No concerns whatsoever.”



“Catherine was amazing! This was our first time leaving Dixie with a sitter so of course I was worried about our gIrl. Catherine was great she eased those fears and welcomed Dixie right in! We received many pictures throughout the week showing her having so much fun! We would definitely use and recommend Catherine do all dog parents!!”



“Our dog, Finn came home a happy guy and had a great time. We are very pleased with Laney and fam. We received pictures throughout our vacation making us feel comfortable with leaving him. Laney provided top notch communication which is super important as well as ran our leash to us the next day We would definitely book again and recommend!”


“Taylor was great! She made her home super comfy for our two dogs; one of which tends to be very anxious. Taylor put her at ease, which allowed us to enjoy our vacation, knowing our pups were being well loved.”


“Once again our pups had an amazing time with Laura and Charlie! The daily pictures of them having fun and playing were so fun to receive. Laura even sent them home with a delicious treat for later. I can not recommend her highly enough as an excellent puppy sitter!!”


About: With over 30 years of hands-on experience caring for pets of all ages and breeds, I bring a lifetime of dedication, reliability, and deep animal understanding to every visit. What sets me apart is not just my longevity in the field, but the personalized attention and calm, confident care I provide. From energetic puppies needing structure and training, to senior pets requiring patience, medication, and gentle handling—I’ve done it all. I specialize in reading animal behavior, easing anxiety in shy or rescue pets, and creating a safe, loving environment while you’re away. Your pet’s routine, health, and happiness are always my top priority. Whether it’s daily walks, overnight stays, special needs care, or just keeping your pets company, you can count on me to treat them like family—because to me, they are. Pet care is a natural and fulfilling part of my daily and weekly routine. I structure my schedule around feeding times, medication needs, play sessions, and quiet companionship, ensuring each pet receives the attention and consistency they thrive on. Whether it’s early morning visits, midday check-ins, or evening routines, I prioritize each pet’s comfort and well-being as if they were my own. Caring for animals isn’t just something I do—it’s woven into my lifestyle, bringing joy, purpose, and a calming rhythm to each day. I have a large fenced in backyard that has ample room to run and play. I also have a Great Dane who loves all animals. In my clients’ homes, I provide personalized, stress-free care that keeps pets comfortable in their familiar environment. I follow each pet’s routine closely—whether that includes feeding, walks, playtime, medications, or cuddle sessions—ensuring they feel secure and cared for in your absence. I keep things tidy, stick to household rules, and maintain open communication with daily updates and photos. My goal is to create a calm, consistent presence that pets trust and look forward to, so you can travel or work worry-free knowing they’re in capable, loving hands.

“Angelica was super responsive and sweet! She made sure Coop was comfortable with his first night away from home. He was worn out from all the playing when we picked him up! Definitely recommend for your pups!”


“This was our first time using Rover and we had an amazing experience! We know that our Stella was well cared for and would definitely have her stay with Belinda again.”


“Ashley has been so great to our Chase! My flight got cancelled and she was very flexible when I picked him up. I got lots of pictures! He has had lots of love and exercise! We will be using Ashley again in the future. Thank you Ashley for giving me peace of mind on my trip!”


“We had the best experience with Mishel and Adlai. We went on our first vacation since we got our Whippet for 14 days. They treated Cooper as their own, followed all instructions, send us videos and pictures on a daily basis. They went above and beyond for my baby. Cooper was happy and healthy when we picked him up. I completely trust them. Will always use them in the future. Best sitters. I am so grateful ❤”

Loving dog boarding sitters in your neighborhood
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Ciara H.Star Sitter

“Ciara and her family were great with Stout, he seemed to make himself right at home when I dropped him off. I received updates frequently, and Stout even made new dog friends! I hope to book with her in the future!”


Erin S.Star Sitter

“This was my first time leaving Oakley with someone and I was really nervous. Erin gave tons of updates and put my mind at ease! Oakley loves going to see her now. I’ll only ever be booking with her in the future.”


Naji M.Star Sitter

“Naji was a Godsend when I needed very last minute dog care. She was kind and flexible and accommodating, and got back to me very quickly. Her set up with dogs gives them all the exercise and treats and company they need. And she sent me nice picture updates”


Mackenzie M.

“Mackenzie was great to work with, always responsive and pleasant. Our dog was with her for an extended 4 day weekend and seemed to have a great time playing with the other dogs. Thanks!”


Kaitlyn N.

“Kaitlyn was a great sitter for our dog. Responsive and communicative. Will use her again soon.”


Ashley D.Star Sitter

“Ashley was wonderful I'm always worried with my dog but he was very content when I came to pick him up. She was even very flexible when I had to adjust my time. Very professional will definitely use again.”


Laurie P.

“Laurie was super accommodating and quick at responding! She sent in pictures and updates of my dog, which I appreciated. Would definitely use her again!”


Rachel K.Star Sitter

“Rachel was amazing! She was very communicative and was graciously flexible with my travel schedule. The dogs loved her and had an amazing time! Will definitely use her again in the future. No concerns whatsoever.”




Catherine H.Star Sitter

“Catherine was amazing! This was our first time leaving Dixie with a sitter so of course I was worried about our gIrl. Catherine was great she eased those fears and welcomed Dixie right in! We received many pictures throughout the week showing her having so much fun! We would definitely use and recommend Catherine do all dog parents!!”




Laney G.Star Sitter

“Our dog, Finn came home a happy guy and had a great time. We are very pleased with Laney and fam. We received pictures throughout our vacation making us feel comfortable with leaving him. Laney provided top notch communication which is super important as well as ran our leash to us the next day We would definitely book again and recommend!”


Taylor M.
Star Sitter


“Taylor was great! She made her home super comfy for our two dogs; one of which tends to be very anxious. Taylor put her at ease, which allowed us to enjoy our vacation, knowing our pups were being well loved.”


Amanda W.Star Sitter

“Amanda was very communicative throughout Spade's length of stay. Her home is very clean and welcoming, and we look forward to using her services again in the future.”


Laura G.Star Sitter

“Once again our pups had an amazing time with Laura and Charlie! The daily pictures of them having fun and playing were so fun to receive. Laura even sent them home with a delicious treat for later. I can not recommend her highly enough as an excellent puppy sitter!!”


Robin L.
“Robin is an incredibly caring and trustworthy pet sitter. She treats every animal as if it were her own, providing love, attention, and excellent care. I always have peace of mind knowing my pets are with her.”


Adaline E.Star Sitter

“Pups came home happy and exhausted ❤️ Adaline was also super sweet and easy to work with - we will definitely book with her for our next trip! Thank you both!”


Angie R.

“Angelica was super responsive and sweet! She made sure Coop was comfortable with his first night away from home. He was worn out from all the playing when we picked him up! Definitely recommend for your pups!”


Belinda G.Star Sitter

“This was our first time using Rover and we had an amazing experience! We know that our Stella was well cared for and would definitely have her stay with Belinda again.”


Ashley S.

“Ashley has been so great to our Chase! My flight got cancelled and she was very flexible when I picked him up. I got lots of pictures! He has had lots of love and exercise! We will be using Ashley again in the future. Thank you Ashley for giving me peace of mind on my trip!”


Mishel & Adlai L.Star Sitter

“We had the best experience with Mishel and Adlai. We went on our first vacation since we got our Whippet for 14 days. They treated Cooper as their own, followed all instructions, send us videos and pictures on a daily basis. They went above and beyond for my baby. Cooper was happy and healthy when we picked him up. I completely trust them. Will always use them in the future. Best sitters. I am so grateful ❤”


Rebecca M.Star Sitter

“Rebecca has been watching my dog for over a year. My dog loves being with her and her family. It’s so nice to know that he is always so well taken care of.”
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, 789 sitters provided dog boarding in Winner. 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, 91% of Winner dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winner have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Winner.
Rover makes it easy to find Winner 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 789 dog boarding sitters in Winner on Rover, so you’re sure to find the perfect match for your dog! In Winner, 92% of sitters offer daily exercise, 96% offer medication administration, and 93% 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.
