House Sitting Countryside
Find a loving house sitter to watch over your pets and your home.
Over 31 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.
“Katalina gave us great peace of mind watching our dog Avery. She gave regular updates and pictures of our pup, and she was clear and friendly in her communication. Such a professional who wants to make sure your fur baby is taken care ofb”
“Miguel was fantastic! I got tons of updates, I could see that my dog was getting the very best care. Would definitely recommend Miguel for a dog sitting and walking.”
“Diane came and watched our little girl Penelope for a day so my husband and I could get out of the house. Penelope was new to Chicago and having a tough time settling in - we wanted Penelope to have someone with her while we were out to ensure she was comfortable. Diane was absolutely phenomenal from the start - an excellent communicator and made us feel comfortable right away. You can tell she is extremely expert when it comes to the care of animals. Penelope can be very shy/anxious and tends to run away/hide when she is stressed. Diane got down on the floor with Penelope and patiently waited for her to come out when she was ready. Diane sent us photos throughout the day along with updates/messages which made me feel so much better and allowed me to relax while we were out. I was amazed at how quickly Penelope warmed to Diane and felt totally confident in Diane taking care of my baby. Diane is absolutely such a wonderful person, I would recommend her to anyone and will absolutely hope to have her back!”
“Awesome! We were so lucky to have Heidi watch our dogs while we were on vacation! She was so sweet and caring with them, handled all of their medication and care needs, sent frequent updates, and left our home in perfect condition. She even took out our trash cans on garbage day without being asked. Typically when we have gone on vacation, we have been worried about our dogs the entire time, but not with Heidi. She put us at ease every day and was so great with then. When we came back, both our dogs were happy and calm - a great change from when we would pick them up from boarding or come home to our prior dog sitter in the past. If you need a dog sitter you can trust while away, I cannot recommend Heidi enough. She truly is the best!”
About: My entire life, we have had multiple animals in our house. With my mother working at an animal hospital, we frequently would foster animals ranging from kittens, to ducks, to bunnies. I currently have 2 kittens we rescued from a truck yard. For awhile I had a senior center going at my house. As there's been lots of life changes, I love watching other people's pets while I wait for the right pets to find me. I have experience with with dogs, cats, bunnies, guinea pigs, hermit crabs, fish, and turtles. I have learned how to care for a lot of different animals and also know basic first aid for them. I can administer medications, special diets and follow routines. I am available to do pet sitting, walking, and overnights. I am unable to board cats or dogs at my house. I am a full time nanny, but have some flexibility in my schedule. I am usually open weekends all day, week nights/evenings and some mornings. I am an animal lover at heart and ensure all pets are well taken care of. I double check gates, ensure they recieve their medications at the right times, and send updates to ensure there are no worries.
“Sam did a fantastic job taking care of our dog June and our home while we were away. June loved their time together and was happy and relaxed when we got back. We loved getting regular updates and photos—such a comfort! Highly recommend Sam to anyone looking for a reliable, thoughtful, and professional in-home pet sitter.”
About: I’ve grown up with two dogs, a yorkie poodle mix and a bichion frise. I’m attentive and caring to all breeds and their needs. I have not only cared from my own dogs but friends and extended family members as well! I currently have a fur baby name Happy that loves to meet and play with new fur friends. Our yard is fenced with lots of room for multiple dogs to run, play, and many zoomies they can imagine! I work full-time Mon-Friday, I’ll leave work around 8 and get back by 5:30 just in time for an evening walk and one more before bedtime! I tend to be a homebody, but I have no problem going out for extended walks for the dogs so they can live life to their fullest! I’ll be very attentive towards the dogs. Treats and walks are a must for them all( of course treats are in moderation). I have no problem with dogs sleeping in my room , they just cannot be on the furniture. I can walk them before and after work and once more before bedtime. Meals will be as directed from each owner. I understand certain dogs have specific diets and meal times, I will be sure to follow those routines for your dogs to feel the most comfortable while their owners are away.
“Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again”
“We had to find pet care for our week long trip on short notice. From the beginning Maribel was very flexible and responsive. We met for a meet and greet and our dog Ivy, who is not usually friendly with strangers in her home, brought Maribel her favorite toy after a brief sniff. We got daily updates and pictures. Ivy always looked happy and well cared for. We will definitely trust Maribel to care for our pup in the future.”
“Jessica was fantastic! She watched my older pup at my house for two nights. She took great care of my dog and house while I was gone! She’s very trustworthy, a great communicator and absolutely wonderful with furry friends!”
“Gena was great! My dog can be shy with new people, but she warmed up to her right away. Gena sent pictures and showed them walking and sitting outside on the deck. Gracie was calm and happy when we got home. We’ll definitely use Gena in we have a need in the future.”
“I honestly couldn’t have asked for a better dog sitter. Jana kept me updated with messages and photos, so I never had to worry or wonder how things were going. It was such a relief knowing my dog was not just being “watched,” but truly cared for, played with, and treated like family. My puppy was happy, relaxed, and clearly well taken care of. It’s obvious Jana pays attention to details, follow instructions, and genuinely care about each pet’s personality and needs. I trust her completely and will 100% be booking again. If you’re looking for someone reliable, loving, and responsible to care for your dog, this is the person you want. Absolute gem!”
“Alexandria watched our puppy and we had zero complaints. She offered and initial visit to make sure we were a match, and to get to know us and our dog before booking. She was very professional about all her questions and listened thoroughly to our pups routine and schedule. She kept us updated with pictures and was very flexible with us. I appreciated her very much and will rebook when needed.”
About: I have about eight years of experience caring for friends' and clients' pets when they are moving or on vacation. I have a very open schedule and my lines for communication are very open. I live in a condo in Oak Lawn and own my own car meaning I have reliable transportation to any of the surrounding areas, if required for your needs. Pets seem to make themselves right at home even if they haven't been there before. I love long walks and don't mind laying around the house or jumping up and going out every hour depending on the pet's needs or desires. I am friendly and pets seem to warm up to me quickly. I have a knack for anticipating a pet's needs and go to whatever lengths I need to keep them safe and happy. I'm lucky enough to be able to mold my schedule around your pet's schedule. So whatever walking and feeding routine you have them on I can easily adjust to fit their needs. I follow every detail the pet parent leaves me to the letter. Even if your pet needs me to spin around 3 times and pretend to microwave his/her food or ACTUALLY has food that needs to be microwaved! I make sure to review instructions with the client the day of so we both feel comfortable that we are on the same page and their fur baby is getting the best care.
“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!”
“Leslie went above and beyond caring for moose for a week. She helped in numerous ways to make sure our couch was protected from our over eager puppy and even bought him some new toys! She took care of our house well and was so generously flexible when our ac broke mid trip. She clearly loves dogs and I would highly recommend booking her for sitting!!”
About: I’ve cared for cats and dogs of all ages for friends and family members, in addition to raising my own cat. I have experience caring for animals with health concerns and administering medications as directed. I understand the importance of maintaining feeding schedules, providing exercise and enrichment, monitoring for changes in behavior, and ensuring pets feel safe and comfortable while their owners are away. I am currently taking a flexible, self-paced class so I have open availability to take care of pets as needed. I have open availability on weekdays and can do weekends as needed. I have a medium sized yard for the pets to get outdoor excercise. I also have a large basement where I can set up a crate, litter box, toys, etc
About: What sets me apart is the level of patience, attention, and care I bring to every pet I watch. I have dogs of my own, including one I’ve had since I was in 5th grade, so caring for animals has always been a big part of my life. He is my priority, and I make sure he gets his daily walks, plenty of attention, and the care he deserves, specially since he is now a senior doggy. I also have a 2-year-old dog, so I’m experienced with younger, more energetic dogs as well. Having dogs at different stages of life has taught me how important consistency, exercise, patience, and companionship are for pets. I’m reliable, detail-oriented, and always treat every pet like they’re my own. I also provide regular updates and photos so owners can feel comfortable knowing their pets are safe, happy, and well cared for. I’m flexible with my schedule, I’m willing to make time out of my schedule to work with you and your needs, but afternoons are preferable for me! When caring for pets in my home or a client’s home, I focus on making them feel safe, comfortable, and sticking to their normal routine as much as possible. I make sure pets are fed on schedule, have fresh water at all times, get plenty of exercise and attention, and feel loved while their owners are away. For dogs, I provide daily walks, playtime, bathroom breaks, and lots of companionship. Since I have dogs of my own, including a senior dog and a younger 2-year-old dog, I understand how different each dog’s energy level and needs can be. I’m comfortable caring for both active dogs that need extra exercise and older dogs that may need a slower pace and more patience. In a client’s home, I always respect the pet’s routine and environment to help reduce stress and keep them comfortable. I also keep the home clean, follow all care instructions carefully, and provide regular updates and photos so owners know their pets are doing well. My goal is always to make pets feel cared for, relaxed, and happy while giving owners peace of mind.
The median cost per night for house sitting in Countryside is $50
Pet parents share their Rover experiences - Countryside
Stephanie was very nice and both dogs liked her. She came to our hotel to watch the dogs and took them out for walks. She sent pictures to us several times which my wife really liked. Upon our arrival back as she was leaving the dogs thought they were going with her for a moment which showed how well she had treated them.
We had a wonderful experience with Dana! She took fantastic care of Kona during her 5-night stay, strictly keeping up with all regular feedings and walk schedules. Communication was clear and prompt throughout the booking, and she took wonderful care of our home while we were away. Highly recommend Dana, and we will absolutely book her again!
I cannot say enough good about Gena. She was wonderful with my kids, kept in touch regularly and just all around great. The house was, dare I say, cleaner when I returned than when I left. My 70+@ collie mix and normally vocal cat were very chill when I walked in the door. Definitely glad to see me but very relaxed and comfortable. I couldn’t ask for a better house/pet sitter. Will definitly check with Gena for all my future overnights away.
Riya stayed with our pup Kenai while we were out of town & she took AMAZING care of him. She was so attentive and was so consistent in keeping with his daily routine. Another highlight was that her communication was incredible-we got tons of text and photo updates that made being away a little easier. Cannot wait to book her again!! 🥰
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.
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 - Countryside
Select a filter and find qualifying sitters offering house sitting.Sitters in Countryside average 4 repeat house sitting clients
FAQs for House Sitting - Countryside
Frequently asked questions about Rover
The average cost of House Sitting in Countryside on Rover is $67 per night as of October 2026. Most bookings cost between $50 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 7,933 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.
<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 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 , 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 Countryside. On Rover:
- 87% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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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