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’ve taken care of many different dogs since I was a kid! I am constantly around animals and having to commit myself to taking care of them. I am comfortable around all dogs, and willing to adapt and learn how to best care for your animal. When taking it taking care of, playing with and walking your dogs I will dedicate my time to them. I would love tot take them to the dog park when you’re away! —I have experience caring for energetic and social dogs. I am currently home full-time so I am available for drop in visits or house sitting when needed! I am also flexible and can accept last minute bookings. When in your home, I will take care of your animals by going for walks and to dog parks, and anything you already do with them to make them most at comfortable in their home. I am currently available for daily check in’s Monday-Friday after 2pm. Additionally, I am available for check in’s and over-night care Friday-Sunday. I provide attentive and compassionate care for pets in the comfort of their home. I prioritize maintaining a pets routine and creating a calm environment.
“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 3 years of pet sitting experience caring for dogs, cats, fish, and lizards. I grew up around animals and currently have 2 dogs, 2 cats, and farm animals, so I’m very comfortable with different personalities, sizes, and routines. I’ve cared for up to 3 dogs at once and have experience with pets ranging from puppies and kittens to senior animals (dogs 1–14 years old, cats 1–17 years old). I’m also comfortable administering medications since my own pets require them. Experience with breeds ranges from English Mastiffs to small terriers. I currently work part time, so I will have plenty of time to spend with your pets! I am free most days of the week, and have a very flexible schedule. I make sure to treat not only your pets, but your property with respect and privacy. Your pets safety and happiness is one of my main goals with all of my visits.
About: I've taken care of a senior Bulldog for 1 year. I ended up training him and living with him. He made major improvements in behavior for his owner. We became best buds. Also I've taken care of a cat on a regular basis for the past 2 years. Playtime and cuddles are the best! I get along well with any animal I've met. Each animal has such a unique personality, and I'm excited to learn about them! Also when I was a kid I had hamsters as pets for about 10 years. During most weekdays I'm available anytime. Some Saturdays I'm available. But most Sundays I'm not available. I have a lot of flexibility and will work with your needs. I will be able to take care of your pets at your home or my home. Whatever is more convenient for you. I only ask that they are house trained and you bring what they would need of course. I will follow whatever guidelines you may have. I'm currently retired and will be available to take care of your pet Monday-Friday anytime of day. Some Saturdays are available too. Not on Sundays though. I have an unfenced yard and a park nearby that I can play with your dog at. Most of the time we will be inside my 1 bedroom ground floor apartment. Since I am home and not working, I'll give them plenty of attention and care!
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
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.
“We booked Levi to watch our pets while we were away for our wedding weekend, and we honestly couldn’t have asked for a better sitter! He went above and beyond — coming to our house twice beforehand so our dogs (and even our cat!) could get comfortable with him. While we were gone, Levi took amazing care of our pets, including handling medications for our dogs with health issues, keeping us updated, and making sure everyone was happy and healthy. We came home to a clean house and happy pets! It gave us so much peace of mind during such an important weekend knowing our pets were in such capable and caring hands. We’ll absolutely be booking Levi again — highly, highly recommend! 🐶🐾”
About: Hello! I’m a lifelong dog lover and experienced pet owner who has had dogs my entire life. As an educator, I’m looking for summer work doing something I genuinely enjoy. Taking care of animals is exactly that for me. I’m available throughout the summer with a very flexible schedule, so I can accommodate daytime walks, drop-ins, or extended care as needed. I’m very active and love being outdoors, which makes me a great fit for dogs who enjoy walks, playtime, and lots of attention. I understand how important it is to trust someone with your pet, and I’ll make sure your dog feels safe, cared for, and loved while you’re away. Whether your dog enjoys long walks, energetic play, or just companionship, I’ll tailor my care to their needs and personality. I look forward to meeting you and your pets. As mentioned in my description, I'm an educator so my availability is currently super flexible throughout the summer. You let me know what you need and I'm likely available to make it happen. I know how important the safety of pets are to you and your family. With two dogs of my own, I know how much time and thought goes into deciding who you will trust to take care of your canine family members. I assure you that I will do everything I can to provide a loving and caring experience for your pets while you are unable to be with them.
“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.”
“Tori did an excellent job taking care of our home and pups while we were gone. We have a very senior dog who needs medication and bathroom breaks multiple times each day along with a 1 year old puppy - not the easiest clients to take on ;) She also took care of monitoring the water for our backyard chickens. She was very professional, respectful and we will definitely have her back to our home in the future.”
“Dreonna is truly the best dog sitter we have ever had! She treated our dog like a member of her family. She sent pictures daily, which was a treat when we were missing our pup. She is truly an animal lover and our dog adored her. Our dog came home after our trip healthy and happy. We will absolutely request her again and would highly recommend!!”
“Joleen was wonderful with our home AND our two pups during our week away. Great communication and made us (and our dogs!) very comfortable. Hoping to be able to have Joleen as our more permanent pup (and home) sitter when needed.”
“Ashley took exceptional care of our senior dogs while we were out. She was incredibly attentive to all of their needs and took the time beforehand to make sure she understood their routines, medications, and personalities. She kept us updated with regular messages, which gave us so much peace of mind knowing they were in such good hands.”
“Katherine was great with the dogs and cat. She was able to stay on track with their food and potty schedule. She let us know immediately when one of the dogs had an accident on the couch and asked how we would like her to clean it up. She was willing to get the garbage and recycling out for us while we were out of town. The house was just as clean as when we left. She was very responsive to our messages. We will hire her again. We would highly recommend her.”
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
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?
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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 pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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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 August 2026, there are 2,406 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 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 99% 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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