House Sitting Little Chicago
Find a loving house sitter to watch over your pets and your home.
Little Chicago, 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.
“Vicki did a great job taking care of Tucker, she followed his routine, played fetch and hung out in the back yard, some of his favorite activities. She kept us updated with texts and pictures. We would ask her back again.”
“Michelle took excellent care of my high-maintenance elderly baby for 3 nights. She followed his routines (directions), treat and feeding habits, his need to go potty a LOT, and kept him calm and happy. She also kept me updated while I was away and sent pictures. I didn't worry while I was gone, and my baby seemed so relaxed when I got home. She also kept my house clean, which I appreciate!! I would highly recommend Michelle!!”
About: I’ve worked with dogs of all ages as a receptionist at a busy doggy daycare and animal hospital, where I got to know pups of every personality and need. I have basic training in puppy care which I use positive reinforcement techniques to help puppies learn good behavior and socialization, making their experience fun and stress-free. For senior dogs, I provide gentle, patient care tailored to their health needs and comfort, including administering medications and adjusting activities to their pace. Every pup are treated like they’re my own with love and patience. I will ensures every dog feels safe, happy, and well supported while you’re away. I’m fully available to provide attentive pet care throughout the weekdays and on weekends. While I’m actively working on building my design business, my schedule remains flexible. I will inform you immediately if any changes occur. Until then, I can’t wait to meet your fur babies! *As a reminder, please make sure you and your pup is okay being around my small 12lb pup and having my husband around.* All dogs will safely be in my secure, fenced yard where my 3 year old Min Pin mix loves to play with new friends. In clients’ homes, I follow instructions closely, provide exercise, companionship, and maintain a clean, comfortable environment.
“Sarah was absolutely amazing and exceeded our expectations. She easily connected with our dog and understood his needs. We look forward to working with her again. We cannot recommend her enough.”
About: I love watching all types of dogs. Whether it be young or old, big or small. Dogs react to my personality in a positive way; I think they can tell that I’m a loving human. I do have a lab/ pit mix, Oso. He is very sweet and loves having other dogs over! For house sitting, I will leave him at home with my partner. I will always follow all instructions given to me about your animals. I understand how important it is to cater to each of your pets wants and needs. I will always send updates through out sittings and hoardings along with pictures so rest assured while you are away from your babies. Thank you for reading my bio and I hope to meet your dog soon!
About: I have used Rover as a dog owner for a few years and always wanted to reciprocate helping especially now that my guy passed away. I’m not ready for a new dog myself but I want to help others with theirs. I’m currently working from home so am around a majority of the day, as well as, evenings. I’ve got a very flexible schedule so can accommodate. I take pride in treating your animals like my own! I want you to feel comfortable and confident that your pet is well cared for.
“Dreonna was so lovely, kind, and communicative the entire time before, during, and after our house/dog sitting booking. Our dog loved her and she made it so easy to come home to a well-taken care of dog and home. She is the best!!!”
“Jade took great care of our house and dogs while we went on vacation. She sent us pictures of the dogs and followed the instructions for care that we left for her. She was very communicative and let us know when she was going to arrive. Thank you!”
About: I’ve had dogs, cats, rodents, name any animal and I’ve had it! After my experience working at animal shelters, i’m well rounded and nothing can surprise me anymore! I’m working part time at a vet clinic, my schedule is pretty flexible and and my boyfriend’s schedule is as well. We have two pets of our own who get majority of our free time and yours will as well:) I have a hyper black lab who loves to play and be everyone’s best friend! We prefer cat friendly as I do have a spynx who is more like a dog than a cat lol. I’m super flexible so any requests can be accommodated!
“Jade was terrific! Dogs were well cared for and she is great about communicating! She asked questions when information was needed and provided updates while we were away. Highly recommend”
About: I live with my 12 year old Australian Shepherd named Bailey, a 5 year old orange Tabby named Pickle, and a 3 year old tuxedo cat named Fern. I love animals of all kinds and would like to use my love of animals to earn extra income. I will provide treats, attention, and positively reinforced gentle training. I'm responsible with animals and enjoy teaching tricks, manners, verbal and non verbal cues. I've never met a pet that I couldn't love! It makes me sad that our sweet pets are home alone missing us while we are at work, so hire me! I've been called a 'dog freak' more than once. Please let me work with you and your pets. I'll be waiting!
“Hailey is the best. She’s reliable, trustworthy, and amazing with my two pups. She does a great job of taking care of your home and your pets. My doggos are both rescues, both have their own quirks, and both of them are very selective with humans. But they loved Hailey the moment they met her; and seeing them in the pictures Hailey sends me, I can tell they love having her stay with them.”
“Our first venture into Rover.com could not have gone better. Tara responded quickly after we posted our request for a house- and dog-sitter. She requested a meet and greet before starting about which we were very happy. She and our dog, Fritz, got along very well as demonstrated by the pictures she sent of him napping next to her on his favorite pillow. When we returned home a week later he was excited to see us but calm, a further reflection of how comfortable he was with her. We will definitely use her again!!”
“Xander took very good care of our senior dog over the 4th of July holiday weekend. We received daily pictures and regular updates! I had piece of mind Kona was in good hands and I would book Xander again for future dog sitting needs. 😀”
“Zach was my first stay-in rover sitter and he did such a great job with my two dogs while I was away. One of our dogs is very shy and by the end of his stay, she had definitely warmed up to him! He even went the extra mile and laundered the towels (mud season in minnesota) before heading out. My dogs have never been so content upon me returning from a trip, clearly showing they had gotten some very good attention. Thank you, Zach! We will be sure to rebook with you for our next Rover visit!!!”
“Michael is a fantastic dog sitter. He has taken the time to get to know my two dogs (14 years and 6 years), their behaviors and personalities. On this last trip, he figured out how to give my senior dog her meds and get her to eat. He shared what he learned with me and lo and behold, it works! I’ve adopted the routine he created with her. With my 6 year old dog, he snuggled and played frisbee with her. During the dog sitting stay, he communicated with me every day. I trust him implicitly with my dogs.”
About: I have taken care of dogs and horses and absolutely enjoy making sure they feel safe and loved. Pets bring so much joy and comfort. I hope to do the same for the pets I am watching. I'm currently working part-time, so I am available for more time. My son is off to the Marines, so I can stay at the client's house. This love for pet sitting began when my friends asked me to take care of their animals while they were on. vacation I prefer the pets at the client's house, where they feel more comfortable. Building trust with pets is key; they feel safe and secure while parents are gone. I will communicate with you as well as you see fit when you are gone to ensure you are happy and safe.
The median cost per night for house sitting in Little Chicago is $50
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Little Chicago
Select a filter and find qualifying sitters offering house sitting.Sitters in Little Chicago average 4 repeat house sitting clients
FAQs for House Sitting - Little Chicago
Frequently asked questions about Rover
As of October 2026, there are 2,388 sitters on Rover offering House Sitting across Little Chicago. 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 Little Chicago 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 Little Chicago 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.
Tip: 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 Little Chicago 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 Little Chicago. On Rover:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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.
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