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.
“Dreonna took such amazing care of our Aspen while we were away! She stayed at our house and took wonderful care of everything. She was so communicative and sent lots of pictures! There was never a doubt that Aspen was in good hands. We would have her back anytime!!”
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: 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, patience, and a playful spirit. Therefore, my personalized approach 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.
“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 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: 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.
“Heather was great! Scheduled a meet and greet in advance of our first reservation to do an introduction for our dogs. Very communicative and caring! Our dogs loved her!! We will definitely use again!!”
“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.”
“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 have cared for every breed of dog from small terrier to beagle to st Bernard's and pit bulls since the age of 8. I am a lifelong pet person who has cared for both family members pets, my own pets, as well as the pets of friends, neighbors and collies. Worked extensively with dogs, cats, guinea pigs, snakes and fish. I have an incredibly flexible schedule as I work remote and am able to fit in most times of convenience if scheduled ahead of time. I have dependable transportation and can work from anywhere in the twin cities (or country for that matter) if the job called for it. I am a retired military veteran having honorably served 20 years in the MNARNG. I have served both overseas and domestic tours. I am a proud community activist, veteran advocate, and behavioral and cognitive skills trainer. I have degrees in law enforcement and criminal justice, as well as certificates in private security. As I mentioned I have flexibility in my schedule and just need to be notified in advance of when my services are needed. Dog walking I can drop in and provide such service anywhere in the cities, and times are flexible if notified in advance My home has two levels, plenty of space, a balcony and fenced in front yard. I have a backyard as well. The home is clean and can ensure the pets continued safety and comfort. I am willing and able to commute to pet sit in the event of a client working or being out of town. There is a cat in my home who is good with other animals and very friendly himself.
About: Ive taken care of pets for friends and family across all sorts of breeds, species, and ages. I have years of experience owning a senior dog, and understand just how much our fuzzy friends mean to us. I currently work a super flexible job as a substitute teacher, and can make nearly any time you need work! Im guaranteed to be availible weekends and week nights, and will make more time if you are able to give me notice. I am keenly aware of the environment around me, as well as the lovable friends that inhabit it. I can quickly observe and react to their behaviors, and meet their needs with no delays.
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.
“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!!”
“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! 🐶🐾”
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.
Meet local sitters who will treat your pets like family
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 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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