House Sitting Chesterfield

Find a loving house sitter to watch over your pets and your home.

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Over 6
pet parents in Chesterfield have booked house sitting

Chesterfield, 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: Jessica P.
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Jessica P.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
15 years of experience
Anderson, IN, 46011

“Jessica was once again wonderful to work with! She was thoughtful of our circumstances and ensured she was respectful of what we had happening while we were away. She also sent photos multiple times a day which seriously goes so far for us ♡ our animals were happy and our house was clean after her stay 🙂”

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Lauryn F.
Sitter Profile Image: Sami E.
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Sami E.
from
$20
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
9 years of experience
Yorktown, IN, 47396

“Sami was great! She did a wonderful job caring for our dog and our house as well. Would definitely recommend having her watch your pet and look forward to booking her again!”

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Blue K.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$31
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
13 years of experience
Anderson, IN, 46012

About: PSA: I do not offer boarding! Over the course of my life, I’ve been around and cared for animals. My friends have asked me to take care of mostly cats, but I’ve also looked after smaller/medium sized dogs, and a few different reptiles. I am good with dogs at almost any age, but especially older dogs. With cats, I can do just about any age! I’ve taken care of cats in my own home since I was 5. I’ve bathed cats, dogs, reptiles, and I can give necessary care if it’s needed! I currently have a very open schedule and am able to give animals proper attention! If I so happen to have plans, my calendar should be updated. I am also open to negotiate time, just contact me! Currently my little cat is more accustomed to the indoors and is not used to being around many other animals, because of this, it is preferable (and by preferable I mean I cannot sit for your animal in my home) that I sit in my client’s home! I would need to know the basics such as: where your pets food is, toys, cleaning supplies in case of emergencies, and any other special or necessary things you would like me to do regarding your animal (if there are any). On a side note: I am no official expert by any means, but I am one to be observant of your animals behavior. This of course means I understand when your animal needs food, wants to play, or needs to use the bathroom, but it also means that I can read emotions pretty well. I can read expressions of animals fairly well and I’m usually able to tell if something is bothering them. If you believe something is bothering them, please don’t hesitate to tell me as I will try my best to investigate! I believe animals show us what is wrong with them through their own signs of communication. If I’m able to help in anyway, I will!

Sitter Profile Image: Aimee C.
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Aimee C.
from
$50
per night
5.0 out of 5 stars
• 1 review
20 years of experience
anderson, IN, 46016

About: I have taken care of dogs, cats, and some reptiles. I have had dogs and cats since I was 5. I currently have five dogs and four cats that rely on me for their food, water, and baths. Monday-Friday: after 3:30pm unless boarding or drop ins, walks can last a bit longer as well Saturday-Sunday: available anytime and willing to drop in more if needed to. I have a HUGE fenced in backyard for your puppy to run in! I have five other dogs for your dog to play with (they are pet friendly) and if needed, I can walk your doggy!

Sitter Profile Image: Emma W.
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Emma W.
from
$39
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Anderson, IN, 46012

“Emma answered to our last minute in house sitting request, this was our first time using Rover and I couldn’t be more pleased with our experience. Emma was very kind, listened to all our detailed instructions, and made sure our pups were well taken care of. She made sure they went on their walks and got their potty breaks in. Our pups, Oso and Leily, both loved her and quickly warmed up to her. She also sent us pictures of them while we were away to make sure we knew they were doing great. We couldn’t have asked for a better in house sitter. We will definitely be using Emma from now on whenever we need a sitter again!”

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Yulissa E.
Sitter Profile Image: Brandy B.
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Brandy B.
from
$70
per night
10 years of experience
Anderson, IN, 46012

About: I have two dogs and five cats at home, including a senior cat. I can administer oral cat medication and am experienced with this. I have a clean background and can care for your home as well. I own a poop scoop and can provide this service, too. I am a sahm with older kids so my schedule is open most of the time. I am caring for my own animals all of the time. I can care for your pets in the comfort of their own home. Loving care is always provided. I will refill food and water as needed/as directed. May show up with treats! ☺️

Sitter Profile Image: Jasmine F.
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Jasmine F.
from
$45
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
4 years of experience
Fortville, IN, 46040

“Jasmine did a great job house sitting for our high energy dog while we were gone. Definitely put our mind at ease for the week and would for sure go back at Jasmine again!”

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Timothy T.
Sitter Profile Image: Sammy G.
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Sammy G.
from
$45
per night
4.9 out of 5 stars
• 15 reviews
7 repeat clients
35 years of experience
Fishers, IN, 46038

“Sammy was great! She came by to meet Leo prior to our vacation and asked all sorts of questions which really showed me she was paying attention to all of the details and that doing a good job was important to her. Sammy sent me a few messages while we were gone with updates about Leo and let me know when she arrived and left. I hope to use her services again this summer!”

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Amy H.
Sitter Profile Image: Tracy M.
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Tracy M.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
44 years of experience
Fortville, IN, 46040

“Thank you for taking such good care of our furr babies!! Thank you for being so trust worthy and communicative. I knew they were in good hands and was able to relax while out of town. Also, thank you for taking care of the house. Will book again!”

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Gillian J.
Sitter Profile Image: Keara B.
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Keara B.
from
$38
per night
9 years of experience
Muncie, IN, 47303

About: I grew up around untrained dogs, not afraid of any animal. I had two cats of my own and raised them from kittens so I’m great with cats!! I am nice and patient and have never been one for caging in animals unless it’s to travel to appointments, so your little loved ones will always be free to wander with me. I like to give them freedom to explore. If you have any questions please feel free to reach out. I like to play a lot and encourage activities. I try to put on interactive games and toys are highly encouraged to bring! I do freelance work so if I’m pet sitting your baby will be the number one priority! Open space apartment, I like to be outside a lot so I will spend a majority of time allowing your pet to be free and safe if they’re an outside animal. We have local shops within a mile that allow cats so if you’re open, I can allow your pet to go for outdoor time.

Sitter Profile Image: Iris A.
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Iris A.
from
$60
per night
5.0 out of 5 stars
• 13 reviews
2 repeat clients
30 years of experience
Anderson, IN, 46011

“Iris did a wonderful job watching Lola! Lots of photos and video updates which helped me cope with being away ‘cause I knew she was in good hands.”

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Linda M.
Sitter Profile Image: Patrick G.
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Patrick G.
from
$52
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Fishers, IN, 46037

“Patrick was very caring and attentive to Georgia’s needs. He kept us updated on her while still handling things that came up.”

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Stacey L.
Sitter Profile Image: Gabriella J.
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Gabriella J.
from
$26
per night
4 years of experience
Milton, IN, 47357

About: Love, patience, and attention I give every animal! As a CPR-certified nursing student, I’m responsible, attentive, and dependable. I understand how important it is to trust someone with your fur babies, and I strive to make every pet feel safe, comfortable, and loved. I’ll treat your pets like my own and make sure they receive plenty of playtime and care while you’re away! I currently work PRN at Reid Hospital, which gives me flexibility in my schedule. I’m happy to coordinate schedules ahead of time to ensure your pets receive plenty of attention, care, and companionship. Your pet’s safety, comfort, and happiness are always my top priorities! I make sure to follow your instructions closely, maintain a clean and safe environment, and keep a close eye on your pet’s needs and behavior. I’ll respect your home, stick to your pet’s normal routines, and provide plenty of attention and playtime.

Sitter Profile Image: Karen M.
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Karen M.
from
$100
per night
5.0 out of 5 stars
• 18 reviews
9 repeat clients
11 years of experience
Indianapolis, IN, 46229

About: As far as I remember my whole life I have been living with dogs and I like to take care them anytime during the day. I am currently working part time so I have time to take a walk with your doggies and have fun with them. I am avaliable to take care your doggies for several days . I am avaliable to stay in your house and share time with your doggies and keep them safe and enjoy each moment with your pups.

Sitter Profile Image: Sarah H.
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Sarah H.
from
$30
per night
5.0 out of 5 stars
• 1 review
12 years of experience
Indianapolis, IN, 46205

“Sarah took great care of our dogs while we were out of town!”

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Jared S.
Sitter Profile Image: Hannah C.
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Hannah C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Kokomo, IN, 46901

“Hannah did a wonderful job with our 8 month old puppies who definitely acted like puppies. She did a great job of communicating with over the time we were gone.”

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Margaret H.
Sitter Profile Image: Bailey B.
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Bailey B.
from
$70
per night
2 repeat clients
3 years of experience
Indianapolis, IN, 46259

About: Hey, my name is Bailey and I love working with animals. I grew up on a farm with horses, goats, chickens, but most importantly cats and dogs. When I was a kid my grandparents bred puppies and I would help take care of them. Moving forward anytime someone needed help feeding and walking their dogs I volunteered. I have dog sat many times and had dogs come to my house a few times as well. I have one dog myself, a pit mix named Goofy. I work part-time 5 days a week. I'm available for overnight stays and can walk and feed your pet both before and after work. I consider myself very active and will be happy to take your dogs on plenty of walks. I can walk around your neighborhood or take a quick trip to a nearby park. I love playing with dogs and cats, especially laser and fetch. I love fetch. I have a special needs cat and I make my own food and treats for my dog so if your animal has any dietary or medical requirements I will happily rise to the occasion.

Sitter Profile Image: Jordan F.
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Jordan F.
from
$60
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Westfield, IN, 46074

“Jordan watched my 2 dogs and 4 cats overnight. She sent me several updates and pictures of my flock. I really appreciated hearing that everyone was doing alright. I am having her watch my pets for a week this summer. I recommend Jordan for your pet care.”

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Gretchen H.
Sitter Profile Image: Amy K.
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Amy K.
from
$40
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Indianapolis, IN, 46220

About: Hi! I'm an experienced and passionate dog sitter who loves caring for dogs of all breeds, sizes, and ages. From playful puppies to senior dogs, I understand that every pup has their own unique personality, needs, and routine. I work from home full time so I am able to care for dogs who may need a little more attention throughout the day 😊I’m dedicated to providing a safe, loving, and comfortable environment where your dog(s) feel right at home. I look forward to meeting you and your dog(s)! 😊 Please message me with any questions or special accommodations! I'm currently working from home, so I have plenty of time to play with your pups! I'm available for boarding on weekdays and weekends anytime! I have a semi-fenced yard and am close to several dog parks I can walk to if your dog needs to get out a little energy! I have a guest room for the dog to sleep but I can easily crate your dog if you prefer as well.

Sitter Profile Image: Christina J.
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Christina J.
from
$150
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Indianapolis, IN, 46204

“Pet care was excellent!”

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Carol B.
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The median cost per night for house sitting in Chesterfield is $50

Pet parents share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

Mirabella did an amazing job watching Nala and Nash! She is reliable, communicative, and sweet. Our dogs were looking for her when we got home and missed her already. We couldn't have asked for a better experience. Five Stars!!

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Christina S.
House Sitting
5.0 out of 5 stars

Emma answered to our last minute in house sitting request, this was our first time using Rover and I couldn’t be more pleased with our experience. Emma was very kind, listened to all our detailed instructions, and made sure our pups were well taken care of. She made sure they went on their walks and got their potty breaks in. Our pups, Oso and Leily, both loved her and quickly warmed up to her. She also sent us pictures of them while we were away to make sure we knew they were doing great. We couldn’t have asked for a better in house sitter. We will definitely be using Emma from now on whenever we need a sitter again!

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Yulissa E.
House Sitting
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  • 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

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Popular requests for house sitting - Chesterfield

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Sitters in Chesterfield average 4
repeat house sitting clients

FAQs for House Sitting - Chesterfield

Frequently asked questions about Rover

The average cost of House Sitting in Chesterfield is $37 per night as of November 2026. Most bookings cost between $37 and $37 per night. On Rover, 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 November 2026, there are 617 sitters on Rover offering House Sitting across Chesterfield. 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 Chesterfield 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 Chesterfield 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 Chesterfield 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 with handling special pet needs in Chesterfield. On Rover:

  • 87% of sitters can help with special care needs
  • 95% 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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