Dog Boarding Winfield
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Winfield, 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.

“Ashley was great with our Golden Retriever Luna over the weekend! She sent us many photos and videos and took her for daily walks. Having kids around was an extra since our dog loves playing with children! Definitely recommend her :)”


“James and Mary were awesome with Nuka! They very conscientiously followed the special diet the vet put him on. They were also excellent with communication and shared videos and pictures of my pup throughout his stay. I am so grateful to this lovely couple for looking after my buddy and hope he can stay with them again in the future!”

“My dog is a bit scared of strangers. We tried one day with Rodney and as I picked up Zuri, she was already friendly with Rodney. I got pictures of my dog playing with his dogs. Rodney replies quickly to any question pre booking and during the stay. Thanks for taking care of Zuri!”

“Hazel had the best time with Jonathan and Mary! We got tons of pictures during her stay and she came home absolutely exhausted from playing all weekend. Can’t thank them enough for giving our Hazel a great first boarding experience.”

“We couldn’t be happier with the care our puppy dog received from Jena! From the moment we dropped him off, we felt completely at ease. We received daily updates with videos and pictures, which were such a comforting touch and really showed how much fun he was having. It was clear he was being treated like one of the family. When he came home, he was happy, healthy—and completely exhausted from all the playtime and attention! We're so grateful to have found such a trustworthy and caring sitter. Highly recommend!”

“Link enjoyed his stay. The videos of him having zoomies don’t lie. Picked him up and he was tuckered. Thank you Curtis, Lindsey and family for treating Link as one of your own. Will definitely book you guys for future times when Link can’t travel with us.”

“Lydia was fantastic! She welcomed her home to us with her lovely family including her chickens during our meet and greet. We proceeded to boarding 2 nights with her. Her home provided a warm, cozy and energetic vibe for our Poodle who is out going and craves human interaction. Lydia was not familiar with poodle grooming initially but after a quick demonstration and positive feedback she mastered it in no time. I appreciated her attention to detail, ability to communicate throughout the day and her willingness to learn how to care for specific dog breeds. It was a mutual rewarding experience and she even supervised her children doing obedience training with our pup.”

“Fantastic time was had by all! Brianna is a warm soul who knows dogs, detailed, and observant! I looked forward to her message updates and pictures of the pups while i was away on a trip.”

“Cola was well taken care of for her overnight stay with Auana! I received photo updates and they treated her like one of their own! Even going the extra mile to brush her and send her back so happy :)”

“Christa is very kind, Caring and polite. She listens and follow up per your request according to your need for your fur baby. She answers to messages very quickly and send you picture of your fur baby while the pet is there . Our pet came home happy. She packed everything clean back to us. I love her service and my pet loves her. A big five star and above .”

“Another great stay for London. I even had to extend by a day and Lonnie was vert accommodating. Lonnie communicates and sends photos so I know London is happy and safe.”

“Stephanie was great. I appreciated the pics and check in sine it was his first time with a sitter. Reddy must have had a great time bc he slept for two days!! Thank you”


“Felice T is REALLY ?? awesomeness! I was VERY skeptical about leaving my Tedii with anyone. She is extremely shy and very attached to me as she was a full pandemic puppy with no socialization. I have to say that although Felice was very nice on our first meet and greet, I was still not sure. Her reviews were very positive and promising. However, I was thinking to myself, well my dog is different! (????♀️). I am here to tell you the reviews ARE TRUE!!!”

“Samantha was amazing with our dog! She sends updates and pictures which makes me feel at ease. The backyard is a plus since our dog has energy and loves to run around. I will definitely be booking her again. Our dog can’t wait for his next stay with her!”

“Renee was an amazing sitter!! My pup can be both a little shy and very energetic but she did a great job taking care of him. She was always friendly and prompt in her communication and I’d trust her with any dog!”

“Huey took wonderful care of Ziggy. She is great to work with - good communication, daily videos/photos, and you can tell she really loves caring for the animals. Will be booking her again soon!”

“Adrienne took great care of our dog Rosie! She was very responsive and sent us daily updates, pictures and a video. Adrienne's dog Cooper and Rosie had fun playing together. We will definitely book Adrienne again. Simon and Roberta”

“My pup Topaz had the best time with Ellen. Ellen took time with Topaz and made it fun for her. Since Topaz is a senior dog, she is very sensitive to her environment, and she fit in with the other dogs as well. I will be bringing her back on a regular basis now!”

“Karen was extremely nice, very welcoming of our pup Milo! she kept me updated with videos and pics which really showed how happy and safe Milo was! I really recommend her and will definitely keep booking with her in a future😊😊”

“Kemberlei did such a great job with our dog Luna. Luna only weighs 5 pounds, but she makes up for it with her attitude!! She demands a lot of attention. Kemberlei kept us up to date with daily photos from the dog park and all the fun things that Luna got to do with Kemberlei and her family! So thankful to find her! Giant thank you to Kemberlei and can’t wait to go out of town again!”

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.
Meet local sitters who will treat your dogs like family

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 - Winfield
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winfield
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Winfield 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 Winfield.
<b>Tip:</b> 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 Winfield 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 MD 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.
