House Sitting Countryside
Find a loving house sitter to watch over your pets and your home.
Over 30 pet parents in Countryside have booked house sitting
Countryside, 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.
“Sarah took great care of our dog while we were away for a few nights! She provided pictures, updates, was super easy to work with. Our dog was well cared for when we returned thanks to Sarah! We will definitely work with her again.”
“Stephanie is simply amazing. Our pups love her and she is so easy to work with, she’s great. Once we start planning a trip one of our first moves is to make sure Stephanie can house sit and pup sit our two pooches and once we know she’s able to, our trip planning always gets so much easier. Stephanie is a really hard worker and is often busy working, but when she’s staying with our pups she ALWAYS make sure she has quality time for our doggos and when we are out of town and she’s with our pups she gives us regular updates on how they’re doing, which are always very appreciated.”
“Rita was amazing with our two dogs! She kept us constantly updated with pictures and notes throughout our two week trip. The dogs took to her immediately and gave us peace of mind. The proof is that they were happy and content when we returned home from our trip. I would and will hire Rita again for our future trips. I highly recommend her.”
“Angelina was so wonderful with our dog Odis for her overnight stay while we went out of town on vacation. She is very responsive, communicative, and clean. Highly recommend! We can’t wait to have her come back again!”
“Miguel is an amazing petsitter and great human being!! He helped me out on short notice, being extremely communicative, thoughtful, and detail oriented in his care for my pets. I highly recommend him to other pet owners looking for someone who enjoys energetic animals like my two border collies. Thanks again Miguel!”
“Diane is incredibly thoughtful, conscientious, and kind. We have 2 dogs and 3 cats that all have particular needs, and she took the time to learn about navigating these "waters" with such consideration and professionalism. She exudes positive energy and prioritizes creating a trusting relationship with each of them, and the humans. She keeps us informed leading up to her stay, during her time with them, and after leaving. We are so grateful to work with Diane, and having our little fuzzy monsters in her care is a such a relief when we are away from home!”
About: I volunteered at an animal shelter throughout high school and had two dogs of my own. My first dog, Daisy, was a Cavalier King Charles Spaniel. I then fostered and adopted Howie, a Chiweenie, in 2020. Both have since crossed over the Rainbow Bridge, and I miss them every day. I have regularly dog sat for neighbors, friends, and even professors in college. I love all animals of all shapes and sizes and would love to take care of your furry friend! I am in the Chicago area before I move to Iowa at the end of the summer. I don’t have any other commitments and could spend all my time caring for your dogs and/or cats! I am available for a range of services from dog-walking to staying overnight! Whether you just need someone to come check in on your pet a few times a day or need someone to play with them all day long, I’m your girl.
“Grace stayed at our home and watched our two cats and dog. She did an awesome job. My one cat is on a couple different medications, and she had no issue administering medications. Grace was a great houseguest, and even moved our Elf on the Shelf for us, so our kids would be surprised. We will definitely use Grace again as our Housesitter in the future.”
“Sage was great! I was very nervous using a new sitter for this trip. We were leaving the country and had an elderly cat going through some health issues. Sage was willing to do all the things needed to help our cat, in addition to the regular tasks of care for her, our dog and a couple of little potatoes. She was reliable and very communicative during her stay. Left the house in order. Definitely will use her again!”
“Sam was so great with Tux and made us feel at ease while away from him for several days. She provided us with lots of updates photos which we love. Her communication was great and she was always punctual on when she would arrive for care. Would recommend and definitely plan on using her again!”
“Justice took good care of my dog and four cats. She was very communicative and had to follow a medication regimen and somewhat complicated feeding system. I will definitely book her again when I’m next out of town!”
About: I started taking care and training dogs when I was 13. My parents rescued my dog Luna when I was 14 and I took care of her every day and trained her, she even understands Spanish! She is the sweetest dog ever but I currently don’t live with her anymore. I also enjoy taking care of kids and I am very patient and confident in my ability to handle anything. I love to teach and I am very passionate about what I do. Once I start something I work hard to become better everyday. I am currently on summer break so I have plenty of free time. I am fully committed to working Monday-Saturday mostly from 8am-9pm. My current schedule is simple. I go to the gym from 9-11:30am and pretty much free the rest of the day. I have a part time job and I work every other week Sat-Sun from 4-10. I have a really flexible schedule so feel free to ask any questions! I would usually take my dog out for her first walk at 8 in the morning. I would take her out for at least 15min and repeat this every 3/4 hours. After her first walk I fed her breakfast, sometimes I’d crack an egg on top or drizzle honey which is great for dogs, and I fed her twice a day. If it was muddy outside I would clean her paws and fur after. I would play with her and teach her new tricks every now and then. If her breath was bad I would brush her teeth at night. I loved cuddling and sleeping with her and I would do everything to make sure she was happy.
About: I started pet sitting as a teenager for neighbors and family friends. Since then, I have watched all types of dogs, including senior dogs. I became a dog owner for the first time in my mid-twenties. He was an elderly beagle mix with health issues. After he passed, I grieved until I was ready to own a dog again. Then I had ten wonderful years with Shadow, a husky mix who was a stray that made his way to a rescue. He bravely fought lymphoma for 1.5 years before succumbing to the disease. Through that time, I provided medication, took him for chemotherapy, and spoiled him until he decided it was time to cross the rainbow bridge. Shadow's absence still leaves a void in my heart that is filled by caring for other people's dogs. I love all types of dogs, and have experience with small to large, young and old, as well as dogs living with various health issues. Giving dog owners the security and piece of mind knowing their furry family members are safe and sound while they are away is a responsibility that I take very seriously. My husband and I live in a dog-friendly neighborhood and our backyard is fully fenced. As a dog lover himself, anyone who books with me gets their pup double the love. My full time job is permanently remote, so I am able to be at home with your dog at all times. No matter their schedule, I can meet it because I can be here to fulfill their needs. I have a fenced in yard for safety, and a dog-friendly neighborhood where your dog will feel right at home. I know every dog has different needs, so I can follow the habits you have created with them to maintain consistency. Whether that is crate training or sleeping on the couch, I will follow your instructions. I know that dogs are family, and treat them as such.
About: My family fostered over 300 animals for different shelters which means that I have always been surrounded but dogs of all ages! I am able to provided different levels of care based on the animals needs! I work from home and can provide whatever level of care needed for your pets! I am super flexible and responsive as I am needed! I will provide the level of care for your pets as you need. I will work with you so you feel comfortable leaving your pets in my care!
The median cost per night for house sitting in Countryside is $50
Pet parents share their Rover experiences - Countryside
Sage is amazing. She watched our 2 cats, dog, and home while we were on vacation for 9 days. She sent various updates throughout the day and helped ease my anxiety about being away from my animals for so long. Our dog loved her! We will definitely be utilizing her again. I could not recommend her more!
Stephanie took wonderful care of both my kitties and my home! She communicated each day with photos and notes on how they were doing. She was very attentive to a change in behavior with one of my babies - she made sure to reach out to me, and even my emergency contact just to affirm that everything was OK. I’m extremely appreciative for both the attention and communication, because one of my cats is diabetic and sometimes a small thing is a big thing. Most importantly, my cats love her! They are always happy and well cared for when I return home. Stephanie also kept my house very clean and even changed my sheets for me so I could just return home and go right to bed. Very grateful to have her as a Sitter!
The weekend of my son and daughter-in-law’s wedding, Angelina provided care to their cat as well as my three cats, staying overnight for two nights at my home. Prior to that weekend, she came over to meet the cats and myself and run through their daily care routine. Even my shy cat Brody seemed curious about her. Wedding weekend, she was great at providing updates through text and photos throughout her stay, and I appreciated her attention to cleaning up their litter boxes and feeding mats one more time before she left. She has a gift for working with animals and is trustworthy and easy to communicate with. I will definitely use her again!
Heather did a fabulous job of taking care of our three dogs, cat and turtle. She regularly sent updates and photos and all of our pets warmed up to her immediately. We could not have been more pleased with her service, communication and professionalism. Highly recommend.
Dana did a great job taking care of our dog while we were on vacation for the week. She was very thorough when meeting with us before hand, and it was obvious that she takes her job seriously! She even stayed in our home a few nights and brought her own sheets so we wouldn’t have to wash them after. Highly recommend Dana!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Countryside sitters!Sitters in Countryside average 4 repeat house sitting clients
FAQs for House Sitting - Countryside
Frequently asked questions about Rover
The average cost for House Sitting in Countryside on Rover is $66.6 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 8,302 sitters on Rover offering House Sitting across Countryside. 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 Countryside 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 Countryside 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 Countryside 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 Countryside. On Rover:
- 92% of sitters can help with special care needs
- 94% 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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