Dog Boarding Winslow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winslow, 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.
“Mary treated our dog with love and care, as if she were her own dog. We appreciated how dependable Mary was with sending us updates and photos to keep us aware of how the stay was going. We highly recommend Mary, and will have our dog stay with her next time, for sure!!”
“our dogs Beau and Luke had a wonderful time with Dan and Melissa. They sent us pictures and shared updates about their experience. our son was very glad to leave them for the Thanksgiving holiday in a family setting. we will definitely use Dan and Melissa again for future boarding needs.”
“Christine always takes such incredible care of my girls, Laynie and Nell. I never have to worry when they’re with her because I know they’re loved, exercised, and treated like part of the family. She’s attentive, communicative, and clearly understands their personalities. It means so much to have someone I trust completely with them. Laynie and Nell are always happy, relaxed, and well cared for when I get home. We’re so grateful to have found her!”
About: We have had a dog or dogs for over 20 years. My husband and I both grew up with dogs as well. Our two dogs have been with us since they were puppies and both of them attended three levels of dog training classes. I work part-time very early in the morning and we spend a lot of time at home because my kids are homeschooled. There is usually always someone at home. I will do as much as I can to accommodate the dog owner’s preference in care for their dog. We have two dogs that can play with your dog. If your dog needs to be in a crate I can accommodate that. Our dogs are not allowed on the couches and chairs but my children do let them sleep in their beds.
About: ✨ Services I Offer 🐶 In‑Home Pet Care (At our welcoming home on 4 peaceful acres) Your pets don’t just stay with us—they vacation with us! • Daily walks, outdoor adventures, and plenty of fresh air • Cozy relaxation, cuddles, and companionship throughout the day • A clean, safe, loving environment that feels just like home—only better • Perfect for pets who thrive with extra attention and room to roam 🏡 House Sitting for Your Pets Bringing comfort and consistency right to your doorstep. • No job too big or too small—every pet gets VIP treatment • Keep your peace of mind while you’re away • I follow your pet’s routines so they stay relaxed, happy, and stress‑free • Reliable, attentive care from someone who treats your pets like family --- ❤️ Over 30 Years of Experience A lifetime of caring for dogs and cats means your pets are in loving, knowledgeable, trustworthy hands. I am independently insured as a professional pet sitter. Rover bookings are also backed by Rover’s pet‑care guarantee. Find us on FB Old Soul Pet Sitting I work from home, which means your fur babies get all‑day attention, love, and care—no long stretches alone, ever. Whether your pet is an adventurer or a casual stroller, I’ve got them covered! I walk 3–5 miles a day, so if your pup loves exploring, they’ll be right at home with me. Prefer something calmer? We also have 4 peaceful acres perfect for relaxed sniff‑sessions and easygoing walks. Trust me—there’s LOTS to sniff! Inside, your pet will enjoy premium lounging, too. I’ve set up a couch right in front of our big living‑room window so they can keep tabs on all the outdoor action. Plus, the family room and dining room both have patio doors—meaning plenty of prime viewing spots for curious noses and watchful eyes. Your pet’s comfort, happiness, and enrichment come first—and they’ll feel that from the moment they walk in the door. ❤️ Pets Are Family—And That’s Exactly How I Treat Them In my home, pets aren’t “just animals”—they’re family. Our own dogs and cats have always slept in our bed, curled up on the couch, and enjoyed every creature comfort right alongside us. I’ve had pets of all sizes throughout my life, and I truly love them all. I know how hard it can be to enjoy time away when you’re worried about your fur babies. That’s why, with me, your pets become my top priority from the moment they arrive. They’ll never be stuck in cages—just freedom, affection, and the good life they deserve! 📸 Daily Updates—Your Way Want a couple of check‑ins or all‑day photo updates? Just tell me your preference, and I’ll exceed your expectations. As a lifelong pet parent myself, I understand how important it is to know your babies are safe, happy, and having fun. 🐾 Trusted Experience You Can Count On I proudly partner with FetchWI and the Green County Humane Society, providing foster care for dogs waiting for their forever homes. Caring, patience, and compassion are at the heart of everything I do. I am independently insured as a professional pet sitter. Rover bookings are also backed by Rover’s pet‑care guarantee.
“Madison did such a great job with Cooper! His excitement, new environment jitters and eating too fast caused him to vomit the first couple of days. Madison handled it like a pro, she seeked guidance from the vet who confirmed what seemed to be happening. She adjusted his food intake to help him keep food down and made some other changes which fixed the problem! Goose, their dog, was a wonderful big brother to Cooper and they all gave him love like he was their own. Cooper was taken on lovely walks on trails and to the dog park and Goose also shared his antlers with Coop which is now his favorite thing to chew! We were very happy with the care given to our crazy little kid and Madison went over and beyond!”
“Teddy had a great stay with Kate! We loved getting photo updates, and it was such a thoughtful touch that she sent him home with his favorite toy (Patrick Star!) and a goodie bag. We’ll definitely be reaching out to Kate again in the future.”
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 - Winslow
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winslow
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 Winslow 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 Winslow.
<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 Winslow 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.
Never beg a friend to watch your dog again, and no more dog kennels. With Rover, you can find your perfect Winslow dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Winslow, IL who can provide the care your dog needs, when they need it.
The price of dog boarding in Winslow, IL might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.
Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.
Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?
In other words, when you use Rover to find Winslow dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.
Connect anywhere with the Rover app
