Dog Boarding Winnebago

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Over 93
pet parents in Winnebago have booked dog boarding

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
153 reviews
61 repeat clients
20 years of experience
Winnebago, IL, 61088

This was our second time leaving our puppy with Theresa. She sent several pictures and he had a wonderful time. He was excited to be back there and he is very well cared for with her. She gives him lots of attention!

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Lisa L.
Sitter Profile Image: Tanya C.
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Tanya C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
30 years of experience
Rockford, IL, 61107

Tanya was the best scenario we could have hoped for. We had a last minute booking that she was available for for our three month old puppy and as this was our very first booking on Rover, I was immediately put at ease at our first meet and greet. She was professional and personable, answered all of our questions, and of course loved on our dog! We got pictures and videos every day we were gone and to top it off, the sweetest thank you gift in her dog bag when we picked her up ❤️ Tanya is a masterclass in dog sitting!

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Autumn P.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
9 years of experience
Roscoe, IL, 61073

Sumer was so good with my pup! She also sent me pictures about every other day, which really helped set me at ease. She is super sweet, and I will definitely use her again! 💜

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DaNell S.
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 paid extra attention to our little guy & made sure he enjoyed his stay. She was very responsive & I already have plans to bring him back! 👍👍

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Brianna D.
Sitter Profile Image: Julia D.
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Julia D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Lindenwood, IL, 61049

Julia was absolutely a dream! She took such incredible care of our Weimaraner, Mozzie. Great communication, great photos and she made sure he had his own vacation while we were away! 10/10 and will rebook again!

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Jocelyn C.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$40
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
20 years of experience
Rockford, IL, 61109

Jennifer was great! It helped us relax on our trip knowing our dog was with someone who was treating her like their own dog. Our dog was able to play outside in the fenced yard, snuggle a bunch and treated like a part of their family. We will definitely use Jennifer for another future trip! Thanks so much!

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T L.
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

I feel like we have found a diamond in the rough. Jacqueline, Kris and Bella are so kind and truly are dog lovers. We received updates with pictures during Piper's stay. Their fenced in yard was perfect for Piper to run and sniff. Cannot say enough positive remarks regarding the excellent care Piper received. We highly recommend Jacqueline's family for daycare or boarding, and will be boarding again in the future!

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Paula C.
Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
95 reviews
39 repeat clients
20 years of experience
Lake Summerset, IL, 61019

Mary was wonderful and caring! She was very communicative and flexible with schedules. She was accommodating of my dog’s quirks and preferences. My dog returned home very relaxed compared to other boarding experiences. We’ll definitely keep Mary in mind for the future.

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Mallory K.
Sitter Profile Image: Thomas & Emily C.
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Thomas & Emily C.
from
$45
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
8 years of experience
Roscoe, IL, 61073

Our 15 month old Maltipoo had never spent a night apart from us and had limited interaction with other dogs. We had a need for an overnight stay and decided to try Rover which led us to Emily and Thomas as they lived close by. We are so very thankful that we found them! They spent three days in a week leading up to the stay having Charlie come over for walks and spent time inside their place trying to get him used to a new environment. They were so patient with him and so kind to him. They sent pictures and videos to help reassure us that he was doing well. They really went above and beyond in every way and we can recommend them highly enough! We can’t wait to have them sit with Charlie again later this summer and have him play with Monster! Thank you, Emily and Thomas!

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Brandon L.
Sitter Profile Image: Mary F.
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Mary F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
55 years of experience
Belvidere, IL, 61008

Mary is just the best! She absolutely loves dogs and goes out of her way to make you and your furry baby feel like they are at home! I feel like she’s part of the family and cannot recommend her enough! Thank you Mary!!

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Ashley A.
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: Jennifer D.
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Jennifer D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
34 reviews
12 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: Jonna M.
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Jonna M.
from
$40
per night
5.0 out of 5 stars
5 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: Traci M.
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Traci M.
from
$28
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Beloit, WI, 53511

There are no words to express how thankful we are. Traci and her family made our family feel completely at ease while we were away for the very first time. This was our first experience leaving our baby with someone else, and trusting another family to care for him was a big step for us. Traci and her family treated our boy as if he were their own. She kept us updated, which we deeply appreciated, and you can see in the photos just how comfortable and safe he felt. That alone gave us so much peace of mind. For anyone considering care, we highly recommend Traci and her family. They are truly the best. And their dog, Wilfred — the cutest, kindest boy ever — made the experience even sweeter.

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Nga D.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$60
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
20 years of experience
Cherry Valley, IL, 61016

Wow!!! I cannot say enough amazingly awesome things about Samantha!! We have two very large German Shepherds who require quite a bit of special care. Samantha was great with our big dogs!! She showed them unbelievable amounts of love and attention from our first intro visit to the very last day of their stay. Our boys were very comfortable and very well loved. She sent pictures and kept in touch with us the whole time. Could not have asked for more!! Thanks Sam!! XOXO Thor & Zeus

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Stephanie D.
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
73 reviews
34 repeat clients
40 years of experience
Rockford, IL, 61108

Cujo had a WONDERFUL time with Chris, Dan and their dog, Thor! (He even learned some German while there! :-) ) Chris sent us a few photos and video to make us feel relaxed that they were all having a great time. We highly recommend Chris and Dan, they offer a great loving, fun environment (and fenced yard!). Will call them 1st next time we ever need Rover services. SOOOOO much better than going to a kennel!

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Jilly W.
Sitter Profile Image: Lauren A.
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Lauren A.
from
$85
per night
5.0 out of 5 stars
20 reviews
6 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: Barbara S.
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Barbara S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
87 reviews
26 repeat clients
10 years of experience
Rochelle, IL, 61068

We are so grateful to Barbara for caring for our Archie. He clearly loves her, her family, her pups, and her home. He is exuberant and can sometimes be a handful and Barbara handles him so well. Thank you!!

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Kathryn Ladewski J.
Sitter Profile Image: Jilly W.
Verified Background Check
Jilly W.
from
$38
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
43 years of experience
Freeport, IL, 61032

Jilly was great! We appreciated her quick response to our request. Charlie seemed to really enjoy his stay at the farm. Jilly also shared updates and photos with us which was really nice.

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Rose M.
Sitter Profile Image: Graciela T.
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Graciela T.
from
$35
per night
4 years of experience
Byron, IL, 61010

About: Hi! My family has had dogs my whole life and I currently have a dog myself, she is 4 years old. While i’m newer to pet sitting, I’m responsible, patient, and committed to making sure your pet feels safe and comfortable. I already take daily walks as part of my routine, so caring for pets fits in very naturally. I enjoy having a dog join me—it makes the time more enjoyable while ensuring they get consistent, relaxed exercise. For dog walks, I make sure they get safe, relaxed exercise during my daily walking time. I pay attention to their pace, energy level, and comfort, and I always keep them on a secure leash. At my home, I have a fenced-in yard where dogs can safely spend time outside for potty breaks and fresh air. I make sure they are always supervised and safe while outdoors.

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The median cost per night for dog boarding in Winnebago is $40

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  • 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

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  • 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. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Winnebago

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Sitters in Winnebago average 9
repeat dog boarding clients

FAQs for Boarding - Winnebago

Frequently asked questions about Rover

The average cost for Dog Boarding in Winnebago on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 111 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

88% of Winnebago sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winnebago landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

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