House Sitting Chesterville

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Chesterville, 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: Roger W.
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Roger W.
from
$25
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Hebron, KY, 41048

“Roger took great care of our pets while we were away. He was always quick to respond and provided updates about our pets. I would gladly hire Roger again to look after them!”

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Benjamin B.
Sitter Profile Image: Emma B.
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Emma B.
from
$25
per night
7 years of experience
Independence, KY, 41051

About: Hi, fellow dog lovers! 🐾❤️ Dogs have always held a special place in my heart, and caring for them is something I truly enjoy. I have over 7 years of experience watching dogs, walking them, and making sure they feel safe, happy, loved, and well cared for. I understand that your dog isn't just a pet — they're family! That's why I treat every dog in my care with the same love, patience, and attention I'd want someone to give my own furry family member. Whether your pup loves long walks, playtime, belly rubs, or simply relaxing and getting extra cuddles, I'm happy to make them feel right at home. I'm attentive to each dog's unique personality, needs, and routine because I know every pup is different. My goal is to make sure your dog feels comfortable, cared for, and loved while you're away. I also know how important peace of mind is for pet parents, so I'm happy to provide updates and pictures so you can see how your furry friend is doing! 📸🐶 Whether you need someone for walks, drop-in visits, or pet sitting, I'd love the opportunity to meet you and your pup! Your dog's happiness, safety, and comfort will always be a priority with me. I can't wait to meet my next four-legged friend! 🐾 I work full-time from 11 AM to 8 PM during the week, but I’m available for morning walks and pet care before work. I also have flexible availability on weekends for walks, drop-in visits, and pet sitting. With over 7 years of experience caring for dogs, I’m comfortable making pet care part of my routine and ensuring every pup gets the love, attention, and exercise they deserve. 🐾 With over 7 years of experience caring for dogs, I understand how important it is to make every pup feel safe, comfortable, and loved. I have two dogs of my own, so I know firsthand that pets are family and deserve plenty of attention, patience, and care. In a client's home, I do my best to keep each dog's normal routine, including feeding schedules, walks, playtime, potty breaks, and plenty of affection. I want your pet to feel comfortable in their own environment while you're away. I'm also happy to send photo updates so you can have peace of mind knowing your fur baby is doing well! When caring for pets in my own home, I focus on creating a safe, welcoming environment where they can feel relaxed and cared for. I always consider each dog's personality, needs, and comfort, including making sure introductions with my own two dogs are handled appropriately. Whether it's a walk, a drop-in visit, or pet sitting, my goal is to treat every dog with the same love and care I give my own. Every pup deserves to feel safe, happy, and loved!

Sitter Profile Image: molly s.
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molly s.
from
$50
per night
5 years of experience
cincinnati, OH, 45233

About: I have dogsat for a couple of years now & absolutely love all the fur babies!!! I have two dogs of my own with my family as well as take care of my sisters two dogs when it’s needed:) I love going for walks, staying in, etc. whatever is needed to take care of them. I want to give the pets the love and care that I give to my own making them feel comfortable, safe and loved 💖 I currently am in school for occupational therapy & work part time at children’s hospital, I have weekends/random times throughout the week I can pop in/take care of the pets! I also have my own babies that I take care of & know I would only want the best care for them. I can take care of your pet exactly how you want/need! I have my own babies that I love and adore, so I know good care is super important:) I am comfortable crating them when left or leaving them out! Whatever the family is most comfortable with. If I am with the dog/cat for the day(s) I make sure to stay there with them and not leave them for long periods at a time!

Sitter Profile Image: Anna C.
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Anna C.
from
$27
per night
4.0 out of 5 stars
• 2 reviews
4 years of experience
Cincinnati, OH, 45211

About: I have over 4 years working as both a supervisor and a handler. It’s been my life’s passion for a long time and the love I have for animals is unmatched. I am a full time daycare teacher during the day currently with a schedule of 9-4 off on weekends. I will always have a consistent schedule lined up for your babies care. I will treat them as if they are my very own. I will give them all the love and affection that they deserve. I will make sure they are well taken care of and having fun.

Sitter Profile Image: Sara S.
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Sara S.
from
$27
per night
10 years of experience
Wilder, KY, 41071

About: I’ve had pets my entire life and have always loved caring for animals. I’ve been watching and caring for pets for friends, family, and others since I was around 12 years old. My experience includes overnight stays, daily pet sitting, dog walking, feeding, playtime, and making sure pets feel comfortable, safe, and loved while their owners are away. I also have a little pup of my own named Gus, and he’s a weenie dog! 🐶 He’s definitely my best little buddy, and having him has given me even more experience with the day-to-day care, routines, and attention that dogs need. I treat every pet like they’re my own and always make sure they get plenty of attention, exercise, cuddles, and love. I understand how important it is to have someone you trust taking care of your pets, and I’m happy to provide updates and pictures so you can feel comfortable while you’re away! Pet care fits really well into my daily schedule! I have a flexible schedule and am available for walks, drop-ins, daycare, and overnight stays. Since I have my own dog, Gus, I’m used to keeping a consistent routine and making sure pets get the care and attention they need. I’m happy to work with each owner to follow their pet’s normal schedule, including feeding, walks, playtime, potty breaks, and lots of cuddles. Whether I’m caring for a pet in my home or in their home, I always make sure they feel safe, comfortable, and loved. I follow their normal routine as closely as possible, including feeding, potty breaks, walks, playtime, and medications if needed. I’m also happy to send regular updates and pictures so you can know how your pet is doing while you’re away!

Sitter Profile Image: Kitt T.
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Kitt T.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Over-The-Rhine, Cincinnati, OH, 45202

“Kitt was great with my animals, and my shy cat even immediately took to her which is quite impressive. She was clean and respectful of my space. I'll definitely book her again!”

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Casey W.
Sitter Profile Image: Jordyn R.
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Jordyn R.
from
$50
per night
20 years of experience
Fairfield, OH, 45014

About: I take great pride in the fact that I’ll treat your animals as if they were my own! I’ve handled reactive pets and have had to administer medications multiple times a day to pets as well. I’m an early bird and love to stay busy! I work as a bartender so I have plenty of time on my hands and have a flexible schedule to take great care of your loved ones I have two wonderful fur babies that I walk regularly. They get many treats. I’ve worked with reactive dogs so that is not something I’m scared of handling!

Sitter Profile Image: Arica L.
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Arica L.
from
$50
per night
1 year of experience
Hamilton, OH, 45013

About: I am new to pet sitting but I love animals and pets! I grew up having a lot of dogs in my house and an very rapidly with taking care off your pet. I am able to work with all types of dogs from puppies to seniors and big to small. I currently work part time so my days and hours are pretty flexible. I am a college student looking to make some extra money for school but also enjoy hanging out with fur babies. I am very flexible with what owners can accommodate wether if ur dogs needs to be taken out on a leash or if you have a fenced property.

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The median cost per night for house sitting in Chesterville is $47

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. 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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Chesterville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chesterville average 4
repeat house sitting clients

FAQs for House Sitting - Chesterville

Frequently asked questions about Rover

As of October 2026, there are 829 sitters on Rover offering House Sitting across Chesterville. 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 Chesterville 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 Chesterville 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 Chesterville 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 Chesterville. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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