Dog Boarding in Winnebago, IL

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Top rated Winnebago dog boarders

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
137 reviews
52 repeat clients
20 years of experience
Winnebago, IL, 61088

Theresa did an incredible job. I was able to enjoy my vacation, without any worries or concerns. She contacted everyday with pictures and updates. Her home is inviting, peaceful and serene. I wouldn’t mind vacationing there 😂 This is the first time using her and I would highly recommend her to anyone in need of a sitter. She will be my go to every time!! Thank you Theresa!!❤️

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

Mary and her husband are absolutely wonderful caregivers! I received daily updates about my Ivy and they were very sweet, loving and caring with her. I highly recommend Mary to anyone who needs to be able to trust 100% that their fur babies will be well cared for!

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

Tanya C. was awesome with my Standard Poodle Emmett. She kept us updated on a daily basis. We highly recommend and will be using Tanya again for our sitting needs. Thank you Tanya and family for taking care of Emmett!

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Homar N.
Sitter Profile Image: Traci M.
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Traci M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
14 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: Sumer J.
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Sumer J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
9 years of experience
Roscoe, IL, 61073

Boarding with Summer was great! She made it all very easy and I was never worried about my dog. She even sent a picture of him and gave me some updates to let me know that he was doing well.

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

She was so great at watching our puppy! Her dogs showed our puppy how to ring bells to use the potty which was a huge help as we were potty training her. She sent pictures and updates of our puppy, and always answered the messages we sent! 10/10 I would have her watch our puppy again and recommend her personally to other puppy parents!

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Steven E.
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: Samantha W.
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Samantha W.
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Cherry Valley, IL, 61016

Samantha was the best sitter I could ask for with my fur baby Blue . This was my first time leaving him away from home and I felt comfortable that he was in great hands . She is very patient and took care of my Blue as if he was her own. She gave my pup plenty of playtime and sent me so many adorable pictures of him. Would definitely recommend her.

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Cecilia E.
Sitter Profile Image: Jilly W.
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Jilly W.
from
$37
per night
5.0 out of 5 stars
30 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: Mary F.
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Mary F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
55 years of experience
Belvidere, IL, 61008

Mary was the perfect choice for our dog Max and I am so glad I found her! She had a large yard for him to roam around in and she gave him so much love and attention. She also provided us with daily updates which the kids loved! I felt comfortable leaving him with her and was confident he was well taken care of and being spoiled. I will definitely use her the next time we need someone to care for Max!

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Erica D.
Sitter Profile Image: Thomas & Emily C.
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Thomas & Emily C.
from
$40
per night
5.0 out of 5 stars
11 reviews
4 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
72 reviews
33 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: Natiia T.
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Natiia T.
from
$38
per night
4.8 out of 5 stars
21 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.

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

Our second time having Julia watch Charli for us, she is great with the dogs and keeping in touch! Keeps them active on walks as well, would highly recommend!

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Austin B.
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: Stefanie J.
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Stefanie J.
from
$50
per night
4.6 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Freeport, IL, 61032

Stefanie was great with Luna. Sent pictures and kept me updated! I felt at ease knowing Luna was being loved in a pet friendly home while I was away. Thank you!

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Amy K.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$34
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Rockford, IL, 61109

Jen and her family are terrific. They treat my dog as if she was part of their family. I am lucky to have found her. I highly recommend her as an outstanding dog sitter.

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Brian D.
Sitter Profile Image: Ewa S.
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Ewa S.
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
45 years of experience
Belvidere, IL, 61008

Every time I need care for my pets, I choose her again and again. She always keeps me updated about my pets, and that makes me feel calmer and more comfortable. Plus, she's always available when I need her.

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Lydialy
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
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.
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Over 89
pet parents in Winnebago have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Winnebago is $43

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winnebago average 9
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Winnebago is $43 per night, including service fees. Boarding your dog for one week typically costs $301. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winnebago dog boarding rates can be found as low as $29 to as high as $43 per night.

If you’re searching for a Winnebago dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 90 sitters provided dog boarding in Winnebago. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Winnebago dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Winnebago have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 9 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnebago.

Rover makes it easy to find Winnebago dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 90 dog boarding sitters in Winnebago on Rover, so you’re sure to find the perfect match for your dog! In Winnebago, 100% of sitters offer daily exercise, 90% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.