House Sitting Winnebago

Find a loving house sitter to watch over your pets and your home.

End
Search

Over 1
pet parents in Winnebago have booked house sitting

Winnebago, Find top rated house sitting

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: Ezra S.
Verified Enhanced Background Check
Ezra S.
from
$60
per night
5.0 out of 5 stars
• 39 reviews
12 repeat clients
1 year of experience
Rockford, IL, 61104

“Ezra was great with the dogs and our requests, even getting the pups through the 4th of July when we had to be away. We were very nervous to leave them for an extended period, but it seems like he knows how to let them lead while also making sure to address any input from us. We also appreciated his frequent updates and pictures!”

Profile image
Kelsie B.
Sitter Profile Image: Miriam L.
Verified Enhanced Background Check
Miriam L.
from
$25
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
18 years of experience
Rockford, IL, 61101

“Miriam is great with my animals! Goes above and beyond with my disabled senior dog to make he is very well taken care of.”

Profile image
Heather P.
Sitter Profile Image: Jennifer M.
Verified Background Check
Jennifer M.
from
$49
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
12 years of experience
Rockford, IL, 61101

About: Get ready for your dog to be spoiled! I am the owner of a 7 acre mini Farm home! Your dogs will absolutely love it here! There are lots of trees around and beautiful grass for them to run around in here. I have always been a natural when it comes to pets, but specifically I love dogs, especially really big dogs! I have had dogs my entire life and I now have a small Shepherd Lab mix at home. I make it a priority to make sure that your dogs are well taken care of, well fed, have lots of fun, and get lots of exercise! So it's more than just a regular boarding/walking experience. Also I am a bit of a photographer so plan on getting lots of beautiful pictures of your dog on the farm from me during their visit. I also have two older daughters who are absolute animal lovers and will play and pet your pups consistently while they are here. I am a stay at home mom so I have plenty of time to take care of your pets, I an usually always home unless I am on a call for thr fire station. My land is not fully fenced off so If need be I will have to walk pups on a leash which is not a problem at all.

Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$35
per night
30 years of experience
Rockford, IL, 61109

About: I grew up taking care of cats and dogs indoor and outdoor. I'm currently a certified veterinary technician at a general practice but have worked in emergency and specialty services. I have a history of having elderly pets who are in need of daily injections and medication and I'm very comfortable with administering both. I'm very flexible when it comes to payments an hours. I do work Monday through Saturday but I'm off every other Wednesday and Saturday. If possible I will take the first day off of a stay to make sure that pets are comfortable and we get to know each other. I do also like to meet pets ahead of time just to make sure that they feel comfortable with me and I feel comfortable with them. I currently work Monday through Friday and I'm off every other Wednesday and Saturday. The latest I would work would be Monday and Friday which is until 6:00 p.m. I however do usually take the first Monday off that I'm going to be taking care of your pet to make sure that they're comfortable and reduces the amount of time that they are alone. I will do not pet sit at my home but at clients home pets are front and center. Weather permitting we do outside play time and or walks. If owners allow I will bring puzzle treats as to keep pets stimulated even if the weather is less than ideal. I make sure I meet with owners ahead of time to make sure I understand it's schedules regiments and the do's and don'ts around making pets feel comfortable in their own home while their parents are away.

Sitter Profile Image: Connie M.
Verified Enhanced Background Check
Connie M.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
Rockford, IL, 61104

“Connie did a fabulous job with our three dogs and one cat. Two of our dogs are on meds and she handled that with no problems. We have no hesitation in having Connie housesit for us again.”

Profile image
Connie F.
Sitter Profile Image: Laurel M.
Verified Enhanced Background Check
Laurel M.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
25 years of experience
Oregon, IL, 61061

“Phenomenal sitter! My babies are tough and they love her to pieces! Laurel is so fantastic with animals. Truly. The house has never been in better hands! Thank you so much!”

Profile image
Romina H.
Sitter Profile Image: Diana K.
Verified Enhanced Background Check
Diana K.
from
$125
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Machesney park, IL, 61115

“Highly recommend Diana. Our Daisy loved her immediately at our initial meet and greet. She kept us informed of how Daisy was doing while we were away. Very in tune with the needs of our girl.”

Profile image
Karla & Rick V.
Sitter Profile Image: Taylor W.
Verified Enhanced Background Check
Taylor W.
from
$27
per night
6 years of experience
Rockord, IL, 61109

About: I’ve helped friends and family with their dogs and cats. I have a passion for helping in general and love cats and dogs of all kinds. I currently work 3, 12 hour shifts during the week and sometimes have up to 5 days off at a time so I have plenty of free time. I do have children but I have childcare coverage. I would treat your pet/pets just as I would treat my own. I can come to your home and care for your pet just as you would. We can play in the yard, go for a walk etc.

Sitter Profile Image: Lisa N.
Verified Enhanced Background Check
Lisa N.
from
$72
per night
5.0 out of 5 stars
• 53 reviews
12 repeat clients
20 years of experience
Freeport, IL, 61032

About: I’ve been caring for dogs of all breeds and sizes since I was 15. Over the years, we’ve provided both professional pet sitting and helped out friends and family—whether for short getaways or extended vacations. I’m a full-time stay-at-home mom and an animal lover! 🐾 My husband and I offer boarding for most dog sizes, and our home is always filled with love, play, and plenty of tail wags. We live on about 3 acres in beautiful El Dorado Hills, complete with a creek and a securely fenced portion of the yard where dogs can run freely, play fetch, splash in the water, or simply enjoy the fresh air. This setup gives your pup plenty of outdoor time in a safe and natural environment. We have two friendly, medium-sized dogs of our own—Mochi, a 4-year-old Golden Retriever, and Mila, a 2-year-old Goldendoodle. Both are fixed, gentle, and love having other dogs around. They enjoy playdates, cuddles, and are wonderful with our children (ages 17, 8, and 6). Our dogs are indoor dogs and have the run of our hardwood-floored downstairs. We use baby gates to separate carpeted areas, and there’s a designated, cozy sleeping space for your pup. Dogs are always supervised, both inside and out. We’re home full time, so your dog will get constant care, attention, and love. We’re also flexible—we understand that plans can change, and we’re happy to work with you to adjust as needed. We welcome dogs of all sizes, ages, and breeds. Whether your pup loves fetch, water play, or just lounging, we’re here to make sure they have a fun, safe, and loving stay. If your dog has any special needs or preferences, please let us know—we’re always happy to accommodate! Looking forward to meeting your furry family member! 🐶 Sample Daily Dog Schedule Please note: Our schedule is flexible and may vary based on each pup’s individual needs, age, energy level, and weather. We provide a relaxed, at-home environment—very different from a traditional kennel. Morning • Wake-Up: Between 4:30–7:00 AM, depending on the dogs • First Potty & Play: Supervised outdoor time (weather permitting). Dogs are never left outside unattended. • Breakfast: Between 6:30–8:00 AM • Post-Breakfast Potty: About 30 minutes after eating Midday • Nap Time / Free Play: Dogs are encouraged to rest or enjoy calm indoor play. Puppies often nap more frequently. • Potty Breaks: Puppies are let out every 1–2 hours; adult dogs follow a more typical schedule Afternoon • Stimulation & Play Time: Between 3:00–5:00 PM we do light training, enrichment activities, or interactive play Evening • Dinner: Around 6:00–7:30 PM • Post-Dinner Potty: About 30 minutes after meals • Final Potty & Play: Between 8:30–9:30 PM • Tuck-In Time: After the final potty break, dogs settle in for the night ⸻ We focus on keeping dogs happy, active, and well cared for in a loving home environment. Our daily rhythm is built around play, rest, and affection—not rigid routines or cages. We have a fully fenced yard—about a quarter acre or more—where dogs can safely run, play, and explore. Our own pups are friendly, social, and love to wrestle, chase, and relax with other dogs. Because we provide a relaxed, home-based environment, we do not accept aggressive or overly reactive dogs. We carefully assess each dog’s temperament to ensure they’re a good fit for our home, our dogs, and our young children (ages, 8, and 6). Our kids are very comfortable around dogs and have been taught how to behave respectfully and gently with animals of all sizes and temperaments. Our top priority is maintaining a safe, happy, and stress-free space for every pup who stays with us.

Sitter Profile Image: Charlene L.
Verified Enhanced Background Check
Charlene L.
from
$40
per night
19 years of experience
Poplar Grove, IL, 61065

About: I've owned many animals over my life, cats, dogs, horses, chickens, lizards. I've taken my dogs to animal chiropractors, trained my horse and distributed meds accordingly to my senior animals. I've also pet sit for my older siblings on many occasions. I understand that the needs of every animal is different and needs to be attended to. I am currently trying to apprentice in a very competitive field and pet sitting is my in between job while I look for better positions. I live on a small farm, before my dogs passed I walked them twice a day, I have bout toys and boxes to entertain my cats, handled my lizard with care and an appropriately sized tank, and trained my horse slowly and it has really kept him healthy in his old age. Animals in my care will receive the attention, exercise and safety they need. I have a very open schedule as I am not yet employed but have applied at pharmacies. I also work a couple shifts at the Cold Stone and get to bring home ice cream oftentimes. I feed them and change their water every everyday, play with them, search for enriching toys for them to play with. With. Sometimes I put on TV for them and my girl cat likes when I rock her.

Sitter Profile Image: Alexandria F.
Verified Enhanced Background Check
Alexandria F.
from
$30
per night
8 years of experience
Woodstock, IL, 60098

About: It all started out with my love for animals when I was younger. I started out my career in grooming than transferred over to a veterinarian assistant and became a veterinarian technician. I have over 8+ years experience with dogs and cats in the professional setting. I also have two dogs and one cat of my own that I love dearly. I currently got laid off my day job so I’ll have plenty of time to hang out,play,walk, give treats etc. Thank you for reading my profile. I won’t be offering in my home services due to my animals. When it comes to your pets I will play, walk, feed, kennel ect. Per your instructions

1 / 1
View more

The median cost per night for house sitting in Winnebago is $49

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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  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 house sitting - Winnebago

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winnebago average 4
repeat house sitting clients

FAQs for House Sitting - Winnebago

Frequently asked questions about Rover

As of October 2026, there are 191 sitters on Rover offering House Sitting across Winnebago. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winnebago walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Winnebago maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winnebago choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 , 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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 89% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge