Dog Boarding Winnebago

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Over 96
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Sitter Profile Image: Theresa M.
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Theresa M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 162 reviews
63 repeat clients
20 years of experience
Winnebago, IL, 61088

“Theresa was awesome with my Elly! I highly recommend for all you pet lovers out there that need a sitter that will provide your four legged baby with lots of love and attention.”

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Rosa E.
Sitter Profile Image: Natiia T.
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Natiia T.
from
$38
per night
4.8 out of 5 stars
• 23 reviews
3 repeat clients
8 years of experience
Rockford, IL, 61108

“Natiia did such a great job caring for Roman, she gave me constant updates and assured me he was doing great while I was away. Will definitely be using her services again!”

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Cameron I.
Sitter Profile Image: Thomas & Emily C.
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Thomas & Emily C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
8 years of experience
Roscoe, IL, 61073

“The best sitters on this app! Absolutely professional in the way of doing things and unbelievably lovely with the dog. I’ve left my pup with them twice and she refuses to leave their place when I pick her back up. Super friendly couple and very much involved in their care towards dogs. Thomas and Emily always accommodated my requests and were super helpful in giving my pups medication too. I would 100% recommend them, the best dog sitters ive come across so far!!!”

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Ron
Sitter Profile Image: Chris & Dan B.
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Chris & Dan B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 74 reviews
35 repeat clients
40 years of experience
Rockford, IL, 61108

“Ozzie spent 4 days with Chris, Dan and their dogs while I was out of town. I am confident in saying that Ozzie was well cared for while with them. I could tell that they made sure my 14 year old Weimaraner was as comfortable as he could be. They sent me photos and a daily update. I am super picky and have a hard time making plans that don't include Ozzie but would definitely use them again and recommend and trust Chris and Dan to care for your pet. Thanks for making my Ozzie comfortable.”

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Daniella V.
Sitter Profile Image: Jonna M.
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Jonna M.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Byron, IL, 61010

“Jonna took AMAZING care of our Blaike. Her and her family were gentle, attentive, caring, loving, and kind to her. They helped ease her anxiety, made sure she was always comfortable and secure, and gave her so much love, rubs, and affection. They truly treated her like a member of the family. We will absolutely be utilizing her Boarding services for our next trip, and wholeheartedly recommend her to anyone needing a sitter. Thank you so much Jonna!!😊❤️❤️❤️”

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James H.
Sitter Profile Image: Gustav B.
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Gustav B.
from
$38
per night
2 years of experience
Poplar Grove, IL, 61065

About: Growing up with dogs means dog-sitting comes naturally! We love all dogs and promise to treat them just like family. From nightly belly rubs to outdoor walks, we cover it all! With a cozy home and walkable community, your pets will feel right at home. We’re very comfortable providing medications or making other accommodations for your pet’s needs. With a work from home schedule, one, or often both of us, are home most of the day! Your fur baby will receive constant attention, supervision, 1-on-1 attention, and a low-stress home for your dog 🐶 We know how important your pets are to you because we feel the same way about ours. Leaving your furry family member with someone else can be stressful, so our goal is to make the experience as comfortable and worry-free as possible for both you and your pet. Your pet will be cared for in a clean, safe, and welcoming environment where they can relax, play, and feel right at home. We take the time to get to know each pet’s personality, routine, and individual needs so they receive plenty of love, attention, and care throughout their stay. We believe trust starts with communication. We’ll keep you updated with photos and messages so you can see how your pet is doing and know they’re happy and well cared for. Whether your pet loves to cuddle, play, explore, or simply relax nearby, we’re happy to give them the attention and affection they need. Most importantly, we want every pet in our care to feel like part of the family. ❤️ Our home is a place where pets can feel safe, loved, and comfortable while their families are away.

Sitter Profile Image: Jilly W.
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Jilly W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 31 reviews
14 repeat clients
43 years of experience
Freeport, IL, 61032

“Jill is awesome! Showed my dog so much love. Sent me picture and video updates. A farm for the dog to run on. Couldn’t ask for anything better. Thank you Jill!”

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Aaron D.
Sitter Profile Image: Lauren A.
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Lauren A.
from
$85
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
25 years of experience
Belvidere, IL, 61008

“Lauren and her family were great! She was so flexible and paid attention to all the details. My dog came back happy and tired from having fun! We will be back next time we’re in the area needing a sitter!”

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Lauren R.
Sitter Profile Image: Ashley & Timothy L.
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Ashley & Timothy L.
from
$30
per night
20 years of experience
Rock City, IL, 61070

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.

Sitter Profile Image: Kennedy C.
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Kennedy C.
from
$75
per night
11 years of experience
Rockford, IL, 61107

About: I’ve been caring for dogs for over 11 years, beginning with my own Yorkie Terrier, Lola. I got Lola when I was in 9th grade, and she was one of my first big responsibilities growing up. I’ve had her ever since, and caring for her throughout her entire life has taught me a lot about patience, consistency, and paying attention to a dog’s individual needs. Over the years, I’ve handled all aspects of Lola’s care, including daily walks, feeding, bathing, grooming, and administering medication. I’ve also cared for larger dogs, including a Weimaraner and a Golden Retriever, staying with both for five days. I currently work from home 90% of the time in marketing and communications for a nonprofit, so I have a flexible schedule and am able to give pets plenty of attention throughout the day. I also live an active lifestyle and love going on walks, getting outside, and spending time with dogs. What I love most about dogs is how energetic and affectionate they are. I’m patient, attentive, and want every pet I care for to feel comfortable, safe, and loved while their owner is away. I also enjoy cats and have spent time around them during college. While I’m newer to caring for cats independently, I’m very comfortable following an owner’s instructions and learning each pet’s individual routine. Pet care is already a natural part of my daily routine. Monday through Friday, I wake up around 5 a.m. and go to the gym before starting work. I’m back home around 7 a.m., which is when my dog usually wakes up. She’s a small senior dog who loves to sleep in and stay warm! I take her outside as soon as I get home, then prepare her breakfast. I work from home from 9 a.m. to 5 p.m., which gives me plenty of flexibility throughout the day. I give my dog a smalll lunch around noon, depending on when I take my own lunch break, and take her outside afterward. She has dinner around 5:30 p.m., followed by another potty break. On weekends (during warmer weather, 40 degrees and up), I typically wake up around 7 a.m., feed my dog and take her outside, then head to the gym. When I get back, we go on a 20-minute neighborhood walk together. She gets another meal and potty break around 12:30 p.m., and I usually run errands afterward. Dinner is around 5:30 p.m., followed by another potty break. At the end of the day, after dinner, I also make time for her dental cleaning as part of her regular routine. Because I work from home and have a flexible schedule, I’m able to give pets plenty of attention, breaks, walks, and companionship throughout the day. My priority is to make sure every pet feels comfortable, safe, and cared for while their owner is away. I’ll always follow the instructions and routines provided by the owner, including feeding schedules, walks, medication, potty breaks, and any other specific needs. I also think communication is important, so I’m happy to provide updates while you’re away and let you know how your pet is doing. Depending on the pet and the service, I enjoy spending time playing, going on walks, giving plenty of attention and cuddles, and simply keeping them company.

Sitter Profile Image: Meg N.
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Meg N.
from
$65
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Machesney Park, IL, 61115

“Meg took such great care of my handful of a puppy. Highly recommend!!”

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Tony I.
Sitter Profile Image: Ali B.
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Ali B.
from
$75
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
8 years of experience
South Beloit, IL, 61080

“We were nervous to tryout Rover but couldn’t have asked for a better dog sitter for our fur baby. Ali treated our dog as if he was her own and also made sure we got several updates throughout his stay with her. We highly recommend Ali and will be a returning customer for sure!”

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Korin N.
Sitter Profile Image: Morgan G.
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Morgan G.
from
$25
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
13 years of experience
beloit, WI, 53511

“Morgan was amazing! She took good care of Gypsy, and she was flexible when my schedule changed due to weather and travel issues. Gypsy is a ham, and I can tell that Morgan loved her the way I do! ❤️❤️❤️”

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Rachel H.
Sitter Profile Image: Trisha B.
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Trisha B.
from
$50
per night
15 years of experience
Esmond, IL, 60129

About: I have years of experience caring for dogs from all ages puppy to senior. No two are the same. They are all beautiful in their own ways. I am very flexible and dependable. I have two dogs of my own. And have dog sit for strangers and family alike. Strangers are just friends we haven't met yet. I can offer an array of services from basic drop ins and walks, to feedings and overnight stays at my place or yours. I am flexible and willing to work with you to find the best option.

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The median cost per night for dog boarding in Winnebago is $44

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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Winnebago

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Sitters in Winnebago average 10
repeat dog boarding clients

FAQs for Dog Boarding - Winnebago

Frequently asked questions about Rover

The average cost of Dog Boarding in Winnebago on Rover is $39 per night as of October 2026. Most bookings cost between $32 and $47 per night. 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 October 2026, there are 114 sitters on Rover offering Dog Boarding across Winnebago. 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.

97% of sitters in Winnebago 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 Winnebago home-away-from-home, 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 Winnebago.

<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 Winnebago 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 , 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 .

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.

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