Dog Boarding Winner
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 385 pet parents in Winner have booked dog boarding
Winner, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“My shy fearful dog who is afraid of her shadow was shivering in the back seat until Ashley started talking to her and she jumped right out. I couldn't have been happier. She's our dog whisperer now! We will be booking again soon!”
“MacKenzie was awesome! My Nova girl can be a little high maintenance and MacKenzie made sure she was well taken care of. She even sent me pictures. I will definitely book with her again”
“Isha and Great took great care of our little dog recently. She came back happy and tired, which means they gave her a lot of love and attention. They also provided updates daily with photos. Highly recommend!”
“Laura was awesome. Our dogs were so spoiled and loved going on walks and snuggling with her. Super close to the airport to droop off and pick up were super easy. We will use her again !!! She even sent them home with their own little blankets.”
“This was the first time boarding our dog and this family was amazing. From the moment we met, I had nothing but good vibes and felt incredibly at ease. The updates and pictures were great and they were so communicative. We will be rebooking for sure!!!”
“Samantha was amazing and watched my cat for a few hours before a flight while I was home for the holidays. It was a last minute request and she answered and coordinated with me quickly and efficiently. She’s friendly, professional and close to the airport. Would definitely recommend boarding with Samantha!”
“Michelle has a big heart for the dogs and spoils them with lots of love and toys. She has 2 adorable dogs of her own. We were happy to know she has a 6ft fence to keep my fence jumper in and safe. Both my dogs seemed happier and more at ease when we picked them up opposed to boarding. We would love for Michelle to watch our kids again sometime. Thanks!”
“Our pup was well taken care of while he stayed with Lori! We loved getting the daily photos of our dog and always felt like our dog was loved and happy. Lori was easy-going and open to my instructions for the pup. Elwood and one other dog were guests to Lori and her two small dogs - I could tell that my dog loved being with other dogs. We picked up our dog this afternoon and he didn't want to leave! Thank you Lori for taking such good care of Elwood!”
“Dominic and his team at home took great care of Maddie. She came home worn out from all the playing with the other dogs. They have a great yard for outdoor playtime and plenty of beds all around (and a lap or two).”
“This was my dog's first stay with Jenea's family and it went great! Loved that we did a meet and greet first. Her pups were very friendly and she had a spacious yard. Janea sent regular updates and was friendly. I think my dog was well taken care of. I will book again!”
“Nina did an excellent job of caring for our older dog. He needs to take pills 2x/day and has an odd diet and she kept to the guidelines on all of his weirdness. I hope Nina is free when I need a Rover next time!”
“Haley was an excellent Rover sitter for our daughter, Miss Pickles! She provided excellent care for Pickles and gave continual updates and pics of all of the fun Pickles was having. To our delight, Haley treated Pickles as if she were her own and, for that, we are eternally grateful. We would not hesitate to book with Haley again or to recommend her to our friends!”
“Misti provided good updates with cute pictures of my dog! She is a senior dog who needs lots of medications but I felt comfortable leaving her in Misti’s care. Will definitely be booking with her again in the future!”
“Olga was great with Otis and incredibly accommodating throughout his stay! She was able to take him a day earlier than originally planned on very short notice, and when our travel plans home were unexpectedly delayed, she was so patient and understanding about us needing to add an extra day as well. I really appreciated her flexibility and how easy she was to work with. I would absolutely use Olga again in the future if the need arises!”
“My dog had a great stay, and I really appreciated the updates and photos throughout the visit\. It gave me peace of mind knowing how well my dog was doing\. April took excellent care of my dog, and I would absolutely book with her again\. Highly recommend\!”
“Robin was very understanding with our dog, Tabitha's needs - with her in mourning after the recent passing of our other dog, her closest companion and with us needing to be away from home for 8 days. Robin listened to all of the details of feeding and meds. Then she stayed in contact with us, updating us on Tabitha's adjustment to her new surroundings, sending great pics and playing the games she likes to play (FRISBE!) Robin was also VERY accomodating with our crazy flight schedules on drop off & pick up. Tabitha had such a good time she has returned to her joyful self! I highly reccomend Robin and she will be the first person we will reach out to the next time we need a dog sitter!”
“Madelyn and her husband did an excellent job looking after our dog. Madelyn sent frequent updates with photos and videos each day. It was easy to tell Madelyn provided great care and love to our dog. Highly recommended!”
The median cost per night for dog boarding in Winner is $40
Dog parents share their Rover experiences - Winner
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Winner
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winner average 11 repeat dog boarding clients
FAQs for Dog Boarding - Winner
Frequently asked questions about Rover
The average cost of Dog Boarding in Winner is $39 per night as of November 2026. Most bookings cost between $34 and $44 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 929 sitters on Rover offering Dog Boarding across Winner. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Winner can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winner home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winner.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winner sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MO ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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