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

Flagg, 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.
“She was so great at watching our puppy! Her dogs showed our puppy how to ring bells to use the potty which was a huge help as we were potty training her. She sent pictures and updates of our puppy, and always answered the messages we sent! 10/10 I would have her watch our puppy again and recommend her personally to other puppy parents!”

“I honestly can’t thank Kathleen enough for watching my baby! She sent pictures and videos throughout the weekend. I know my boy was loved. He played all weekend and was absolutely worn out after playing in Kathleen’s backyard all weekend. Aside from taking such great care of my boy, she was super flexible and understanding of my schedule. My plans had changed last minute and she ended up taking him a second night. We also got into town a little later than I thought and she was kind the entire time! Kathleen thank you so so much for making my weekend stress free and taking such amazing care of my fur baby!”

“The best sitter experience ever. Really allowed our family to enjoy our weekend away knowing Tracey had our girl. She treated her so well and we couldn’t have been more grateful for her. Such good communication also! Will definitely book again!”

“Jacqueline and her family took excellent care of our pups. They were patient with our pups despite the challenges they presented. We received regular updates that included videos and text. I knew they were in good hands and this allowed us to enjoy our time away. I will choose them every time we are away for an extended time. You should pick her too!”


“Sam took excellent care of our 12 year old pup Ruby. As soon as we arrived I could tell Ruby would be in great hands as Sam is a really warm and kind person. They have a lovely home too. Sam sent lots of pictures during Ruby's stay, which was really appreciated. I have no doubt she was perfectly spoiled and treated like a princess! We will definitely be returning anytime we are out of town. Thank you Sam!!”
About: I have many years of cat and dog sitting including my own pets and friends and family as well some neighbors as well I love it I have open availability and love to spend time with pets at all times and would like to experience new adventures with some new pets I have a fenced yard and a spare room to keep them separated if necessary from my own pets we have small children that are good with animals
About: I've taken care of pets since I was young. I've always had a dog growing up! After moving to Sycamore in 1998, I moved into a farm. We had almost every farm animal, as well as cats. I've had all of my dogs from puppies until the end. Come summer, I am free all the time! I work at the school district! Just weekends are softball. My oldest is on a traveling team! I will follow what is needed to be done with your pet! Treat your pet like my own fur baby. Always lots of love and treats (if that’s okay with the treats lol)

“Jennifer is awesome. My baby is always happy to go over and I’m always happy leaving her there. I can always go and not worry about my baby staying there because I know she’s very well taken care of and Jennifer and her family are very loving and animal lovers. Definitely would recommend Jennifer for sitting your fur baby.”


About: I treat every pet like they’re my own. I’m really patient, whether it’s a puppy still learning or an older pet that needs things slower and a little extra care. I’m comfortable sticking to routines, giving meds if needed, and paying attention to small changes so nothing gets missed. I want you to feel at ease while you’re away, knowing your pet is safe, cared for, and getting lots of love. my flexible school schedule allows me to easily prioritize pet care around classes, ensuring your cat receives dedicated attention and reliable visits exactly when needed. my routine focuses on maintaining their specific feeding and litter schedules while providing professional medical monitoring, play and quiet companionship without the stress of travel.
About: I’ve taken care of dogs ever since I was 11 years old .I’m very but of an animal lover I’ve also taken care of cats birds I am very good at take care of animals any time of the day I can pet sit your pet sun-sat would be better to meet up first I have an unfenced yard I would take them out on a leash and I can take them to a dog park to run and play
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 - Flagg
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Flagg
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 Flagg 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 Flagg.
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 Flagg 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 IL 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.

