Dog Boarding Winnebago

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Winnebago, 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.

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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
• 169 reviews
68 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: Jacqueline S.
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Jacqueline S.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
2 repeat clients
5 years of experience
Rockford, IL, 61107

“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!”

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LaShonda W.
Sitter Profile Image: Angel G.
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Angel G.
from
$40
per night
4.6 out of 5 stars
• 23 reviews
6 repeat clients
8 years of experience
Rockford, IL, 61103

“Great dog boarder/sitter. Drop off and pick up were easy. She kept us informed through texts, a picture, and video. Definitely recommended. Thanks!”

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Clay C.
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
• 76 reviews
36 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 dog and treated him like family. She sent pictures and updates throughout his stay. We will definitely use her in the future, and we highly recommend her!”

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Julie T.
Sitter Profile Image: Jennifer D.
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Jennifer D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 35 reviews
13 repeat clients
25 years of experience
Davis Junction, IL, 61020

“Great sitter! Took good care of my dog and gave me lots of updates”

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Gaby F.
Sitter Profile Image: Jen L.
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Jen L.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
35 years of experience
Davis Junction, IL, 61020

“Jen was fantastic to work with and took great care of Dakota for the trip. Highly recommend!”

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Natalie O.
Sitter Profile Image: Samantha W.
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Samantha W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 40 reviews
10 repeat clients
20 years of experience
Cherry Valley, IL, 61016

“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!!”

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Eric G.
Sitter Profile Image: Angelina T.
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Angelina T.
from
$88
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
11 years of experience
Rockford, IL, 61114

“We were nervous about leaving Winston with a sitter as he generally has only been left with family in his own home previously. We need not have worried. Angelina was just the best. From a pre-board meet and greet at her home to meeting her other dogs we were at ease before he went there and when we dropped him off he was so happy and content. She introduced him slowly to her other dogs so he wasn't overwhelmed and he had the time of his life. Her house is beautifully set up to look after pets. The regular photos and videos not only put our mind at rest but showed him socializing and playing with others and just generally having a good time. I have no hesitation in recommending Angelina in looking after any of your precious pets.”

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John B.
Sitter Profile Image: Frida M.
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Frida M.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
2 years of experience
Rockford, IL, 61101

“Frida was an absolutely phenomenal sitter and so sweet and loving to our dog Blaike. She treated her with warmth, kindness, and patience. Her dogs were loving and playful with our dog and welcomed her with open paws! Frida provided many updates with pictures and videos and let us know how thoroughly she was being cared for and enjoying her stay. Frida truly treats your dog like family and I highly recommend her as your sitter! We will absolutely be booking her for our next trip. Thank you so much Frida!!”

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James H.
Sitter Profile Image: Bailey W.
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Bailey W.
from
$50
per night
5 years of experience
Machesney Park, IL, 61115

About: I have worked in vet med for almost 3 years now. I started work as a kennel technician and I am now currently a veterinary assistant. I have pet sat my family and friends pets throughout the years. My one pup at home is a special needs puppy so I have some special need care as well. My schedule has opened up recently and I would love the opportunity to be able to watch/care for pups. I am available in the afternoon/evenings on weekdays and I am free on the weekends as well. I have two very friendly dogs who could keep your furry friend company. I also have crates and play pens in home too for separation if needed.

Sitter Profile Image: Morgan G.
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Morgan G.
from
$25
per night
5.0 out of 5 stars
• 16 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: Ella H.
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Ella H.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
6 years of experience
Rockford, IL, 61107

“I needed a last-minute sitter for my dog, Lucky, and I’m so glad I found Ella! She took amazing care of my baby, and I was able to enjoy my vacation with complete peace of mind. Ella went above and beyond — even giving Lucky a thoughtful little gift! She’s kind, reliable, and truly loves what she does. I highly recommend her and will definitely book with her again. What a wonderful sitter!”

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Tiffaniee D.
Sitter Profile Image: Lisa N.
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Lisa N.
from
$74
per night
5.0 out of 5 stars
• 53 reviews
12 repeat clients
20 years of experience
Freeport, IL, 61032

“This weekend was my 1st time using Rover, and I loved the experience! Lisa was able to keep my pups on a very short notice. She was communicative, friendly, and even sent multiple updates per day (including pictures) letting me know how my pups were doing. I will definitely be booking with them again! 🩷🐾”

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Ciara B.
Sitter Profile Image: Meg J.
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Meg J.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Stillman Valley, IL, 61084

About: I’ve been taking care of neighbors pets for 10 years! Neighbors have relied on me to feed their pets, bathe them, walk them and play with them!!! I have a baby and my schedule is completely open! Any days of the week! Whatever works best for you, i will work with to make sure you are happy and comfortable!!! I have a back door that leads to a field that i can take your pets out on! And maybe throw a toy and ball around!!!

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 $45

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

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Winnebago average 10
repeat dog boarding clients

FAQs for Dog Boarding - Winnebago

Frequently asked questions about Rover

As of November 2026, there are 113 sitters on Rover offering Dog Boarding across Winnebago. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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, 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 Winnebago.

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.

Yes, you can find sitters who have experience with handling special pet needs in Winnebago. On Rover:

  • 90% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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