House Sitting Chester

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

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Over 11
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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
$37
per night
4.9 out of 5 stars
39 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: Isabelle G.
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Isabelle G.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Perryville, MO, 63775

Issa was wonderful, we couldn’t have had a better experience. Great communication and very friendly. Provided updates along with photos. Highly recommend Issa as a sitter

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Omar J.
Sitter Profile Image: Bridget H.
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Bridget H.
from
$20
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Murphysboro, IL, 62966

Bridget did an outstanding job. She stayed with 3 of our animals, two dogs and a cat, for 8 days and took care of everything for them plus kept our house in tip top shape. We couldn't have asked for more. We would definitely ask Bridget to help us out again in the future.

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Nel B.
Sitter Profile Image: Lance H.
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Lance H.
from
$30
per night
2 years of experience
Freeburg, IL, 62243

About: I’ve dog sat for family members on multiple occasions. The dogs seen in my photographs are family dogs that have stayed in my home. I will adhere to the preference of pet owners on if the pets can interact with other pets. I work full-time as a remote employee for Royal Canin. I’m actively provided breaks, lunches, and planned time that I could take out and feed pets. While my residence is unfenced, the neighborhood is very safe within a small town. The pets will be free to move about inside of the home and I can accommodate if they need to be on a leash even in the backyard.

Sitter Profile Image: Emma F.
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Emma F.
from
$30
per night
30 years of experience
Waterloo, IL, 62298

About: Dependable Care for your Home, Property, Livestock, Horses, Dogs and Cats -water, feed, hay drop -turn in/out -clean stalls, —dog walking, -garden care, -lawn mowing, -onsite housesitting I’m flexible! Available for onsite house sitting or morning and/or evening drop-ins. Just need to get you on my calendar a minimum of two weeks in advance. Happy to stop by to meet you, hear all about your farm and property, and take careful notes about the needs of all your animals!

Sitter Profile Image: Stevie E.
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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.

Sitter Profile Image: Amanda S.
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Amanda S.
from
$50
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
carbondale, IL, 62901

About: I have been around pets my whole life, My aunt fosters dogs and I have been able too help train, feed, walk and have sleepovers with her fosters I work at a job where I have a lot of free time and go to school part-time, I'm able to take your pets out or stay and play. I love finding your pet's favorite toy and bonding over that with them, I love to go on walks and explore new places. I treat all animals like my own fur baby and would love to help you feel comfortable leaving yours

Sitter Profile Image: Taj R.
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Taj R.
from
$27
per night
4 years of experience
Smithton, IL, 62285

About: Hello! My name is Taj! I have been pet sitting for about 2 years now. I also house sit! I am currently a medical assistant and college student with a BCLS and CPR certification. I have done volunteer work at shelters and at clinics including a medical and dental program in South Korea! Can't wait to meet you! I am able to dogwalk and pet sit anytime after 430pm on weekdays. Available every weekend as well! Available before 7am! I am also willing to do overnight care with both cats and dogs! I am available on the weekends whenever you need me! I follow the rules given to me specifically! Everyone's home rules are different and I make sure to respect that! After my experiences housesitting, I notice clients have specific needs for their pets, even if that is just what time they eat their dinner!

Sitter Profile Image: Katie B.
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Katie B.
from
$48
per night
4.6 out of 5 stars
17 reviews
7 repeat clients
10 years of experience
FAIRVIEW HEIGHTS, IL, 62208

Katie did an awesome job with Reuben while we were away for 9 days! She was so great with communication and we could tell he was having so much fun going on walks and to the park with her. We will definitely use her again :)

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Becca R.
Sitter Profile Image: Meredith R.
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Meredith R.
from
$55
per night
5.0 out of 5 stars
4 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.
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The median cost per night for house sitting in Chester is $37

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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

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  3. 3. Book & Pay

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FAQs for House Sitting - Chester

Frequently asked questions about Rover

The average cost for House Sitting in Chester on Rover is $26.75 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 25 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.

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 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 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 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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