House Sitting Chester

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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: Penny H.
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Penny H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 155 reviews
29 repeat clients
36 years of experience
Richmond, IN, 47374

About: I love animals, dogs especially! My dogs are part of our family and my home is theirs as much as it is mine, to include having them warm, cozy, and comfortable (furniture and beds). They get plenty of TLC and safe living conditions. I am completely comfortable with giving medications and treatments. I have a clean home and can provide them with toys and lots of activities including playtime with my dogs. We are always up for a car ride or neighborhood walk weather permitting. Always a lap to lay in, hands free to rub a belly or scratch an ear, or just a cheek ready to be slobbered on with a wet kiss. I LOVE furbabies! I only work part time so I am home alot, they aren’t left alone very often. I live in a great neighborhood for taking walks. I have 3 dogs and 3 cats of my own with a large fenced in backyard. I also have a large crate to use if needed.

Sitter Profile Image: Zackery K.
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Zackery K.
from
$40
per night
4.8 out of 5 stars
• 4 reviews
3 repeat clients
20 years of experience
Richmond, IN, 47374

“All went well, Basco is in really happy spirits and was well taken care of. Zach was able to take care of my dog on fairly short notice with little back and forth e-mails or drama.”

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Terry M.
Sitter Profile Image: Nicholas S.
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Nicholas S.
from
$15
per night
1 year of experience
Richmond, IN, 47374

About: I'm just honest. There's no bullshit here, just a guy who likes dogs and wants a job working with em. I've applied at HELP the Animals, as well. We'll see if they accept my application. I take my brother to school every morning before 8, any time after that, call me/text me and we can work out a time you need your dog taken out/played with/watched while you're not there. I do it all, except for taking them to my house, as it is not pet-friendly. I would like detailed instructions, including hour-by-hour time charts if possible. If you have your dog on a medicine, please notify me and we can set a dosing schedule that fits their needs. Baths and whatnot are fun, so don't be afraid to ask me to give them one. If there are any allergies, such as various types of insects or clothing your dog reacts negatively to, let me know as well and I can accommodate.

Sitter Profile Image: Tonia T.
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Tonia T.
Star Sitter
from
$145
per night
5.0 out of 5 stars
• 74 reviews
21 repeat clients
20 years of experience
Beckett Ridge, OH, 45069

“This was my first booking with Rover and if Tonia is an example of the quality and compassionate pet sitters....we will be back! Tonia was prompt, kind, attentive and a life-saver (last minute scheduling request). We couldn't have had a better experience. Thank you Tonia and Rover! From Tucker's mom & dad.”

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Vicki C.
Sitter Profile Image: Kaitlin B.
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Kaitlin B.
from
$60
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
10 years of experience
Piqua, OH, 45356

“Kaitlin paid excellent attention to details of the cleanliness and the keeping of my house and my cat Maisey. This is the second time she has stated our house and she will definitely be a due over.”

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Julia B.
Sitter Profile Image: Julia K.
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Julia K.
from
$26
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
30 years of experience
Bellbrook, OH, 45305

About: I’ve been an animal lover my entire life and have over 30 years of experience caring for both dogs and cats. I grew up with cats and have spent the last several years loving my own Aussiedoodle, Scout. We recently lost our cat, and I truly miss those kitty cuddles, so I’d be thrilled to spend time caring for yours. Whether it’s walks, drop-in visits, feeding, playtime, or simply giving your pet companionship while you’re away, I’ll treat them like family. I’m active, dependable, detail-oriented, and happy to follow your pet’s routine exactly as you prefer. I’ll also send plenty of photo and text updates so you can relax knowing your pet is happy and well cared for. I work for myself, which gives me a flexible schedule and allows me to provide dependable care throughout the day. I’m available for walks, drop-in visits, and pet check-ins. Whether your pet needs a midday potty break, a long walk, or some extra love while you’re away, I’ll do my best to accommodate your schedule and keep your furry family member happy, exercised, and cared for. Your pet’s safety and comfort will always be my top priority. I understand that every animal has a unique personality and routine, so I’ll carefully follow your instructions for feeding, medications, walks, playtime, and any special needs. I believe in earning both your trust and your pet’s trust through patience, consistency, and kindness. You’ll receive regular updates and photos during each visit, and I’ll always treat your home with the same respect I’d expect someone to show mine.

Sitter Profile Image: Ehryn D.
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Ehryn D.
from
$60
per night
4.8 out of 5 stars
• 16 reviews
4 repeat clients
11 years of experience
Dayton, OH, 45420

“Ehryn did an amazing job with my crazy puppy for 5 days. She is quite the handful, and Ehryn was patient, kind, and communicative. I highly recommend her!”

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Kyle Anne M.
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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?

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  • 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. 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

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FAQs for House Sitting - Chester

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 , 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 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.

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