House Sitting Chester

Find a loving dog sitter to watch your dog overnight in your home.

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Over 12
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Chester, 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.

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Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
4.9 out of 5 stars
• 40 reviews
13 repeat clients
6 years of experience
Perryville, MO, 63775

“Elizabeth was AMAZING with our three dogs. She sent pictures and videos every day just to keep us updated. She loved on our dogs and treated them like they were her own. I HIGHLY recommend her!”

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Patricia C.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$70
per night
5.0 out of 5 stars
• 16 reviews
1 repeat client
15 years of experience
Chester, IL, 62233

“Kendra was great with my two dogs, one of which can be somewhat fearful and reactive. She sent lots of pictures and gave them lots of exercise. Very responsible, responsive to contacts, and kind. I will use her every chance I can if she is available!”

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Alycia B.
Sitter Profile Image: Morgan M.
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Morgan M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
7 years of experience
Bloomsdale, MO, 63627

“Morgan was great! She sent text and pictures through the weekend, kept me very updated. My dogs looked happy when we arrived home and my house was still standing and not a mess. great girl!! will use again.She was wonderful”

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Arryn H.
Sitter Profile Image: Brad E.
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Brad E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 45 reviews
7 repeat clients
3 years of experience
Sappington, MO, 63126

“This was our very first time using Rover, and as extremely overprotective dog parents, we were definitely nervous. But Brad was absolutely amazing from start to finish. He eased our minds with daily updates, complete with photos and videos that showed just how well our dog was doing! We also had a Fi tracker on his collar and it was so reassuring to see how many walks and steps he was getting. Brad took him out so often, even more than our normal routine! Our dog occasionally gets so excited that he’ll throw up if he hasn’t eaten in a while, and when it happened, Brad immediately texted us, cleaned it up, and made sure he ate and drank after. His communication was quick, calm, and thoughtful, which helped us feel totally at ease. It was clear our dog was incredibly well cared for — he got plenty of walks, playtime with his toys, and lots of attention. Honestly, he looked sad when Brad left! Brad also left our home neat and spotless, which we really appreciated. We feel like we hit the jackpot with Brad. We couldn’t have asked for anyone better to take care of our fur baby, and we’d recommend him to absolutely anyone. We hope to book with him again!”

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Kim V.
Sitter Profile Image: Lance H.
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Lance H.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
2 years of experience
Freeburg, IL, 62243

“Thank you Lance for taking great care of Sounder!”

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Lupe A.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$25
per night
5.0 out of 5 stars
• 1 review
12 years of experience
Red Bud, IL, 62278

About: I’ve taken care of animals as small as rats and fish ranging to livestock since I was young! I have had all myself and they’ve all been spoiled and happy as long as I’m around. Your pets will be able to tell I’m an animal person and you’ll be relived to go away as your pets will be in great hands! I’m currently working part time at horse stables and still have plenty of time to go spend time home to care for my fur babies and my bigger outside babies lol. My life is technically revolves around my pets care and my part time job is taking care of huge animals that need extra attention, and before this I worked on a diary farm taking care of even bigger animals. at home I make do , I have a huge yard out in the country, I can use the electric collar if needed, leash, or off leash with recall as I do have a horse on the property and another dog and outside cats who they may chase. Any clients home I do the job I came to do and then I do anything extra to make the client feel as if I didn’t just do my job and actually enjoyed and felt comfortable with their pet taking a picture video giving treats extra pets and cuddles etc…

Sitter Profile Image: Meredith R.
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Meredith R.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Mehlville, MO, 63125

“Meredith was a good match for my animals! She was on time and responsive. Since my cat has some medical concerns, it eased my mind having someone with experience look over him!”

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Brooklynn D.
Sitter Profile Image: Arunè V.
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Arunè V.
from
$55
per night
5 repeat clients
18 years of experience
Farmington, MO, 63640

About: Welcome! I live in a perfect paradise for dogs — a beautiful forested homestead with endless open space for your furry friend to run, explore, and enjoy. With over 18 years of experience caring for animals and volunteering at shelters, I am a dedicated animal expert and compassionate caretaker. I have extensive experience with both dogs and cats, and my daughter joins me in loving and caring for all animals. We are responsible, attentive, and shower your pets with love and affection. As a writer working from home on my next book, I have plenty of time to spend with your pets, ensuring they feel safe, happy, and loved. Your dog will be in caring, capable hands in a peaceful, natural setting! Would you like me to customize it further? yes can you make it longer especially talking about all my experiences and good skills as a pet sitter Absolutely! Here's a more detailed and expanded version of your dog sitting profile bio: Welcome! I live in a truly idyllic setting — a beautiful forested homestead with plenty of open space for dogs to run, explore, and enjoy the outdoors. My property provides a safe, natural environment where your pet can have freedom and adventure, all while being well cared for. I bring over 18 years of hands-on experience caring for animals, including dogs and cats, through volunteering at shelters and fostering animals in need. My background has given me a deep understanding of animal behavior, health, and needs, making me a confident and reliable pet sitter. I’ve cared for a wide variety of breeds and temperaments, tailoring my approach to ensure each pet feels comfortable and loved. I am incredibly passionate about animals and take pride in being a responsible, attentive, and nurturing caregiver. My skills include administering medications if needed, understanding canine and feline communication, and providing enriching activities to keep pets happy and engaged. I believe in building trust and forming strong bonds with the animals I care for, giving both pets and owners peace of mind. My daughter, who shares my love for all animals, joins me in caring for your pets. We both love spending time outdoors and enjoy giving pets the attention, affection, and care they deserve. As an author working from home on my next book, I have the flexibility and time to devote to your pets, ensuring they receive plenty of companionship, love, and care. Whether your dog needs a playful adventure, a calming companion, or just a safe and loving environment while you're away, I am here to provide the best care possible. Your pet will be treated like family, in a peaceful, natural setting that promotes happiness and well-being. As a homeschooling mom and an author, I spend most of my days working from home, which means I have plenty of flexibility and time to devote to your pets. My routine allows me to be attentive, caring, and present, ensuring your furry friends feel loved and comfortable. With a structured yet flexible schedule, I can provide personalized care, playtime, and companionship for your pets while I work on my writing and homeschooling my daughter. Your pets will be in loving hands with someone who truly values the importance of quality time and attention. In my home, I create a safe, loving, and comfortable environment for pets. I tailor my care to meet each pet's individual needs, whether that involves regular playtime, walks, feeding, or simply providing companionship. I prioritize their safety and well-being, ensuring they feel secure and loved. When caring for pets in my client's home, I follow their specific instructions carefully to maintain their routine and comfort. I provide exercise, feeding, and cuddles as needed, and I make sure the environment remains clean and secure. I also keep owners updated with photos and messages to give peace of mind that their pets are happy and well-cared-for. My goal is to make pets feel at home, whether in my care or theirs, providing peace of mind for busy pet parents.

Sitter Profile Image: Hannah B.
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Hannah B.
from
$40
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Farmington, MO, 63640

About: I have always had at least one animal in my home since I was born. My grandmother showed dogs and I would often help her get them trained and groomed. She was also an amazing professional dog groomer and I spent a large chunk of my time with her and learning from her. I like puppies but I have a love for older dogs. I have experience administering meds and injections. I work part time, on the weekends and I go to college full time. In the summer I work 5 days a week but based on your needs I can fit your furry friend into my schedule. I like to have a little list of things that you would think is important like the vet you want them to go to if your baby gets hurt, a feeding schedule, and anything that you may have concerns about while I stay at your house. I treat all of the animals I watch as they are my own babies and think it’s important to gain the trust of them while at your home, so they feel more comfortable.

Sitter Profile Image: Stevie E.
Verified Enhanced Background Check
Stevie E.
from
$20
per night
21 years of experience
Fredericktown, MO, 63645

About: I have babysit my family and friends fur babies over night for several years now . I enjoy spending the time with them and enjoy taking them on long walks and having play time with them. I have four dogs of my own that I take care of. I work for amazon right now monday thru thursday. Iam opened to helping out with customers pets friday tru sunday. I feed and water my dogs everyday, plus play with them to. If its a nice out i let my dogs choose if they want to stay outside or not until i get home from work, but they are inside on nasty days. They do come in at night and sleep with us. I give them their owns baths and trim their own nails. At the clients home I take their dog outside on a nice day to play and take their dogs on a walk. Before I would leave the clients home, I would make sure that their fur babies would have water and food . When we are on walks I make sure I carry water with me for their fur babies.

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The median cost per night for house sitting in Chester is $40

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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.

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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Chester

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - Chester

Frequently asked questions about Rover

The average cost of House Sitting in Chester on Rover is $27 per night as of October 2026. Most bookings cost between $27 and $61 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 24 sitters on Rover offering House Sitting across Chester. 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 Chester 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 Chester 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 Chester 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chester house sitting needs. On Rover, it's easy to find a loving dog sitter in Chester who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chester house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chester for your dog — people who'll treat him like family.

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