Dog Boarding Winnebago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 95
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.

1 / 1
Sitter Profile Image: Theresa M.
Verified Enhanced Background Check
Theresa M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 157 reviews
63 repeat clients
20 years of experience
Winnebago, IL, 61088

“Poncho always gets excited when going to see Theresa! She sends pictures and we know he's in great hands! Highly recommend her! We leave Poncho with her every time we travel and he has an excellent time!!”

Profile image
Lisa L.
Sitter Profile Image: Sumer J.
Verified Enhanced Background Check
Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
12 repeat clients
9 years of experience
Roscoe, IL, 61073

“The second we turn into Sumer’s neighborhood, our dog starts whining in excitement—he LOVES spending time there and runs into her house to greet his friends without so much as a glance back to say goodbye to us 😂. He comes home happy and completely tuckered out after having such a great time w Sumer and her family—highly recommend for your pet-sitting needs!”

Profile image
Lynn V.
Sitter Profile Image: Tanya C.
Verified Enhanced Background Check
Tanya C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 99 reviews
24 repeat clients
30 years of experience
Rockford, IL, 61107

“Tanya is amazing! She took excellent care of our senior, clingy dog! She was happy to accommodate his meds and made sure he got acclimated very quickly. We will definitely ask to book with her again.”

Profile image
Anne J.
Sitter Profile Image: Thomas & Emily C.
Verified Background Check
Thomas & Emily C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 15 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!!!”

Profile image
Ron
Sitter Profile Image: Julia D.
Verified Enhanced Background Check
Julia D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 27 reviews
7 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!”

Profile image
X S.
Sitter Profile Image: Angel G.
Verified Background Check
Angel G.
from
$40
per night
4.6 out of 5 stars
• 23 reviews
6 repeat clients
8 years of experience
Rockford, IL, 61103

“Angel was really nice she did a really good job taking care of my dog. She would send me daily pictures and text. Would definitely book her again and I highly recommend her!”

Profile image
Anayeli C.
Sitter Profile Image: Natiia T.
Verified Enhanced Background Check
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 was amazing!!! She has real love & compassion for animals. I was traveling and wanted to take my whole family bowling. Mission accomplished. I’m so thankful.”

Profile image
Shana M.
Sitter Profile Image: Jennifer H.
Verified Enhanced Background Check
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!”

Profile image
T L.
Sitter Profile Image: Jacqueline S.
Verified Enhanced Background Check
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!”

Profile image
LaShonda W.
Sitter Profile Image: Mary S.
Verified Background Check
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 is fantastic. This was our first booking with her, and we will definitely be booking with her again for future dog sitting needs. She sends updates with pictures and the dogs really seem to be comfortable with her. Highly recommend!”

Profile image
Rachel D.
Sitter Profile Image: Jonna M.
Verified Enhanced Background Check
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!”

Profile image
Julie T.
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
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”

Profile image
Gaby F.
Sitter Profile Image: Mary F.
Verified Enhanced Background Check
Mary F.
Star Sitter
from
$89
per night
5.0 out of 5 stars
• 33 reviews
10 repeat clients
55 years of experience
Belvidere, IL, 61008

“Mary was the best! She took such good care of my Lucy. Made her feel loved and comfortable. It is so comforting to know that my Lucy was so happy with Mary! I will definitely be looking to Mary to watch her again!”

Profile image
Mary Z.
Sitter Profile Image: Barbara S.
Verified Enhanced Background Check
Barbara S.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 97 reviews
29 repeat clients
10 years of experience
Rochelle, IL, 61068

“We loved having Barbara watch our 5 month old puppy, Hannah. You could really, really tell she cared for her (and all her pets!). She sent updates and funny stories, Hannah ate, played and slept well, and Barbara made sure she was safe and loved. We would highly recommend having Barbara and her family watch your pup any time!”

Profile image
Jocey M.
Sitter Profile Image: Chris & Dan B.
Verified Background Check
Chris & Dan B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 73 reviews
35 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!”

Profile image
Krystle L.
Sitter Profile Image: Graciela T.
Verified Enhanced Background Check
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: Lauren A.
Verified Background Check
Lauren A.
from
$85
per night
5.0 out of 5 stars
• 20 reviews
7 repeat clients
25 years of experience
Belvidere, IL, 61008

“Lauren did a great job with our dog, Mabel. Lauren was super communicative before and during the stay, sending lots of photos and updates the whole time. It was evident she really cares about the dogs that she works with. Would highly recommend!”

Profile image
Nick P.
Sitter Profile Image: Samantha W.
Verified Background Check
Samantha W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 39 reviews
10 repeat clients
20 years of experience
Cherry Valley, IL, 61016

“Great over all experience, Samantha is a dog lover and took very good care of our dog Paco! We will be using her again and would strongly recommend her.”

Profile image
Eric L.
Sitter Profile Image: Kelly H.
Verified Enhanced Background Check
Kelly H.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
25 years of experience
Poplar grove, IL, 61065

“So sweet and understanding!”

Profile image
Ashley K.
Sitter Profile Image: Traci M.
Verified Enhanced Background Check
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.”

Profile image
Nga D.
1 / 1
View more

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

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

    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

The average cost for Dog Boarding in Winnebago on Rover is $38.85 per night (as of September 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 September 2026, there are 119 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge