Dog Boarding Winnebago

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Over 87
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
142 reviews
56 repeat clients
20 years of experience
Winnebago, IL, 61088

Teresa is wonderful with our miniature dachshund, Poncho. We have taken him there whenever we go on vacation since he was a puppy and he is excited when he gets there and she sends us lots of pictures and updates. We feel really good about leaving our dog there and we highly recommend Theresa!

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Lisa L.
Sitter Profile Image: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
9 years of experience
Roscoe, IL, 61073

Sumer went above and beyond! She was there for me in a time of crisis and I will never forget that. She helped me out and was very flexible when it was really needed. Also, my dogs love her! I can't believe how fast my shy guy came out of his shell for her! Yay Sumer! Thank you so much!

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

Tanya is absolutely fantastic! We were sent many photos and a video of our dog playing, and getting lots of cuddles and love. It made us so happy to see while we were away. Tanya and her family made our dog feel right at home and it was obvious that she was being well cared for. Our dog proceeded to sleep the rest of the day when she got home so we know she had a great time. I highly recommend Tanya and we will be using her again in the future! She even made us a picture magnet that was absolutely adorable.

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Meghan B.
Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
94 reviews
38 repeat clients
20 years of experience
Lake Summerset, IL, 61019

We defiantly will use Mary again! I felt very safe leaving my dog with her. She was updating us through the day about our puppy. Thank you and see you!

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Marzena C.
Sitter Profile Image: Jonna M.
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Jonna M.
from
$40
per night
5.0 out of 5 stars
4 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: Thomas & Emily C.
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Thomas & Emily C.
from
$40
per night
5.0 out of 5 stars
12 reviews
4 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: 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 awesome with our two girls. It’s hard enough to leave them and it helps to know they are loved and in good hands while we were away. Thank you, Julia!

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X S.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$34
per night
5.0 out of 5 stars
18 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: Mary F.
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Mary F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
55 years of experience
Belvidere, IL, 61008

Mary did such a great job taking care of my dog! She kept me updated and was reliable. She would send me picture/video updates daily and I could tell my dog loved being with her. I felt really comfortable knowing he was in good hands. Definitely recommend!

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Erica H.
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 took such great care of our dog while we were out of town. She and her family treated our dog as if he was their own. We couldn't be happier with Jacqueline. She's the best! ❤️

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Dee W.
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
72 reviews
34 repeat clients
40 years of experience
Rockford, IL, 61108

Charlie always seems to have such a nice time at Chris and Dan’s place! They keep me updated on how he’s doing and have been super helpful in taking him in without a lot of notice!

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Krystle L.
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: Kelly H.
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Kelly H.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Poplar grove, IL, 61065

About: I’ve taken care of animals since I was really young. Other than always having a dog of my own, I’ve taken care of pets of family, friends, and neighbors. This past year has really been the first time I’ve been without a pet. My daughter and I have a lot of love and attention to give any furry friend. I have early mornings and late afternoon-evening open Monday-Friday open and most weekends are completely open. Holiday time will have more availability with my Thanksgiving and winter break. I have a pretty big yard and a quiet neighborhood perfect for taking walks. I plan to do my best to make sure your pet feels as at home as possible when in my care.

Sitter Profile Image: Barbara S.
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Barbara S.
Star Sitter
from
$27
per night
4.9 out of 5 stars
83 reviews
26 repeat clients
10 years of experience
Rochelle, IL, 61068

Barbara and her family were wonderful. We left our elderly dog with them for just over two weeks. Barbara sent plenty of photos as well as updates on our dog's activity. She also has a nice big fenced back yard for our dog to play in. This is the first time we have used this service and we highly recommend Barbara. We will definitely use her again when we need to. Thanks Barbara for taking such great care of our dog!

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Jeff K.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Cherry Valley, IL, 61016

Samantha was beyond amazing!! She was super sweet, and it felt as though Kai Puppy (my dog) instantly felt safe with her. Sam's house was clean and clutter free and seemed an excellent environment for our bigger puppy. Samantha herself was super friendly to my husband and me and listened to all our concerns and instructions regarding Kai without complaint (it was our first time leaving her, so we were nervous, but with Samantha, we honestly had no reason to be as she was great with Kai!). Samantha also sent updates on Kai's behavior along with picture periodically throughout her boarding which was terrific for my husband and I and kept us feeling very at ease having Kai away from us. Through her updates, we saw Kai playing and cuddling and having loads of fun during her stay. We highly recommend Samantha to anyone looking for dog boarding, and we will most certainly book her again in the future for our Kai Puppy!!

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Kelli D.
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.

Sitter Profile Image: Jilly W.
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Jilly W.
from
$37
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
43 years of experience
Freeport, IL, 61032

Our dogs had a great time at Jilly's place. She gave us frequent updates and was a great communicator. I would definitely recommend and rebook in the future!

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anne marie a.
Sitter Profile Image: Traci M.
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Traci M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
4 years of experience
Beloit, WI, 53511

Traci provided a wonderful experience for my pup! It was my first time leaving her since I adopted her and I couldn’t have been more pleased with the whole experience. Traci made my girl feel right at home and sent me updates and pictures that really eased any worries I may have had. I will definitely request Traci again in the future.

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Pamela H.
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: Lashay E.
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Lashay E.
from
$75
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
25 years of experience
Rockford, IL, 61104

Lashay was wonderful! Her home is warm, clean, and loving, and she took great care of our dog. She sent pictures almost every day we were traveling, and then was very flexible and understanding when we had to change our pickup time.

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Sally F.
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The median cost per night for dog boarding in Winnebago is $42

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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Sitters in Winnebago average 9
repeat dog boarding clients

FAQs for Dog Boarding - Winnebago

Frequently asked questions about Rover

The average cost for Dog Boarding in Winnebago on Rover is $38.85 per night (as of July 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 July 2026, there are 123 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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