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.
About: I have loved animals my whole life. growing up with dogs, cats, fish, and birds, I enjoy pets of all kinds! I have experience with both pet boarding and pet sitting! I have worked with several different families with multiple dog and feel totally comfortable with that. Going to the dog park is always fun but I know some dogs aren’t comfortable there. I also have lots of experience with cats and birds. My roommate is allergic to cats so they can’t stay at our house but I would be happy to come to yours. Walking pups is a great way to explore new neighborhoods. Through these kinds of experiences I have learned that it is always more fun to walk around and explore with a four legged friend. I work a pretty consistent schedule but I am lucky enough to be able to flex it. I can adjust it to meet your pups needs. I have a fenced in yard that I spend a lot of time in during the summer. There are no other dogs in the building
“Vicki watched our girls for 8 days while we were out of town and she took such great care of them! She brushed them, let them out and gave them lots of cuddles. We are so happy our girls were in such good hands!”
About: Hello! My name is Sydney and I am 22. I have had multiple dogs and cats during my lifetime whom I’ve helped train and care for. I have also taken care of many neighbors, coaches, and friend’s pets for extended periods of time and I can handle just about any kind of dog from a little dachshund to a pitbull. I am currently available most days of the week with pretty big flexibility. I would love to fill up as much time as I can with your furry friends, so reach out with any request and we can likely make it work! I am very active and love to take dogs on walks or runs around the neighborhood with me and have experience with less friendly pets. I can also easily crate your dog if needed.
About: Hi I’m Sydney! I LOVE all animals, during the school year I work at an overnight doggy daycare. I’ve completed full online certification for that job and so you can trust your pets are in safe and reliable care with me! I also just love to spend time with animals and I think your pet and I would be great friends;) My schedule is super flexible and I’m a great communicator! Whatever you’re schedule may be I feel confident we can make it work in a way that’s best for you and your pet!💕 Comfort is priority when it comes to your animals. Whatever you as the owner suggest is best for your pet is best for me! I pride myself on my ability to provide high quality and custom care!
About: i have several years of experience with both dogs and cats. I grew up on a farm and still live on one. Animals are my passion. I have trained a few of my personal dogs the basics and would love to spend more time with more animals. I drive school bus in the mornings monday - friday and host open houses on the weekends. i am very flexible during the day and evenings I take great pride in having the best care for the animals i look after. I always take care of every animal like my own. they are family not pets in my house.
About: I have taken care of all types of animals since the age of 12. Most recently I have been working for almost a year at a dog boarding facility. I also own 3 dogs and 2 cats who have always been around other animals and are all up to date on vaccines I work from home and work Friday and Saturday during the mornings. If I am able to help I will definitely help in any way I can just message me I have a fenced yard and plenty of room for playing. I have baby gates around our home for the pups and keep all animals near at all time
About: I have taken care of dogs my whole life I raised 8 puppies in my home when my dog gave birth and it was the best experience of my life. I love and take care of dogs like they are my children and make sure they get the best care. I am also taking care of my own dog who is 14 years old. I am in school part time as I have the rest of the day to take care of peoples animals. I also enjoy going on daily walks outside which is perfect when needing to take dogs on walks and take care of them. I live in a neighborhood with a lot of trails that I can take dogs walks on and I have a screened in porch that they can go outside and lay down for some sun bathing. I will feed them on there daily schedule and make sure I follow the clients certain instructions for there dog as I want to make sure they can trust me with there baby, and that I won’t mess up there daily schedule. I will also respect people privacy when I enter their home and only follow what they tell me to do.
“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!!”
“Fira hung with the pups while we were gone for the day. It was obvious they were happy. Especially since she sent a photo with one of them on her lap. We are grateful to have a wonderful dog sitter!! Highly recommend her!!”
“Kris did a wonderful job taking care of our dog Tommy! She met with us a couple times before we left for our vacation trip to get to know Tommy and his routine. She gave us multiple updates each day on their plan and what was happening. Also took good care of the house! We would not hesitate to book her again and highly recommend to others! :)”
“Grace did a great job with my two dogs. First time out of town with them no problem! Both are in training so still have puppy behaviors at times and she navigated them well. Lots of pictures and updates. Will book again. Recommended!”
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.
“Bri was a great sitter for my 2 boys! She communicated great and responded back quickly. I got daily photos/videos and my boys seemed to have a great time! She left the house super clean and even washed and changed out the bed sheets and towels, which is such a wonderful thing to come home to after a day of travel! I would definitely recommend her to anyone!”
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.
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!
The median cost per night for house sitting in Little Chicago is $50
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- 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.
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Meet local sitters who will treat your pets like family
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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 2,411 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.
<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 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 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 .
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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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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