House Sitting Greencastle

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

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Over 4
pet parents in Greencastle have booked house sitting

Greencastle, 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: Amanda J.
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Amanda J.
from
$26
per night
10 years of experience
Greencastle, IN, 46135

About: I have worked in the pet industry for 10 years. I have done everything from cleaning kennels, to working as a vet assistant in a clinic. I also have experience with farm and exotic animals. I currently don't have furbabies of my own, but I find them very therapeutic to interact with. Life is boring without furbabies in my life. I will enter the home as instructed by owners, and proceed in a professional manner. I will use my education as a vet assistant and future vet tech to ensure the animal(s) experience minimal upheaval of their daily routines.

Sitter Profile Image: Tasha H.
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Tasha H.
from
$38
per night
4.8 out of 5 stars
41 reviews
5 repeat clients
15 years of experience
Quincy, IN, 47456

My dog, Cassie, can be very wary of strangers and Tasha handled it like a pro! She sent lots of pictures, let me know what was going on with the fur babes, and left the place just as neat as it was left to her. Definitely would recommend!

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Katherine M.
Sitter Profile Image: Shakarra C.
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Shakarra C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Stilesville, IN, 46180

Shakarra was great with our 2 dogs! They can be a lot but they loved her! She was very responsive and sent pictures. I was so grateful to have her here and take care of them!

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Jennifer H.
Sitter Profile Image: Victoria E.
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Victoria E.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
13 years of experience
Coatesville, IN, 46121

Victoria was such a great babysitter for Melvin, he had an awesome time with his new friend. She sent lots of pictures and was kind, clean, nice, and professional. Highly recommend her to look after your fur babies

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Natalie R.
Sitter Profile Image: MATTHEW G.
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MATTHEW G.
from
$27
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Greencastle, IN, 46135

We had a fantastic experience with Matthew as our dog sitter while we went out to dinner to visit family in Greencastle, Indiana. He watched our two dogs for about 3.5 hours and did an excellent job. Matthew was professional, punctual, and took great care of them. He kept us updated with messages and photos, which gave us peace of mind while we were away. Both dogs were happy and well-cared for when we returned, and it was clear that Matthew genuinely loves animals. We highly recommend him to anyone looking for a reliable and caring pet sitter. We’ll definitely be reaching out to him again in the future!

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Jess S.
Sitter Profile Image: Lindsey N.
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Lindsey N.
from
$90
per night
5.0 out of 5 stars
27 reviews
2 repeat clients
25 years of experience
Cloverdale, IN, 46120

Lindsey did an amazing job watching Blue. He got along with her very well and was ready for a nap by the time I got home. If you’re looking for someone to hang out with your fur baby while you’re not home I would definitely recommend her!

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Jason R.
Sitter Profile Image: Kylie M.
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Kylie M.
from
$27
per night
10 years of experience
Fillmore, IN, 46128

About: I don’t just care for pets—I love them like family. I have a Brittany Spaniel puppy of my own, and before that, I had a sweet companion who was with me for 10 years. Losing her taught me just how deep the bond with an animal runs. To me, caring for your dog isn’t a “job”, it’s giving them the same love, patience, and attention I give my own kids (and yes, my pup too!). Hi, I’m Kylie! I’m married with two kids, and we’re a family that truly loves animals. I work full-time 9–5, which means I’m home every evening and off on weekends—the perfect time to give pets the care, attention, and exercise they deserve. I spend a lot of time outdoors and enjoy walking, hiking, and running. I walk my own Brittany Spaniel puppy daily (we’re training to start running together soon!), so keeping up with active pups comes naturally. I also cared for a senior dog for over 10 years, which taught me patience, compassion, and how important it is to treat pets like family at every stage of life. With me, your furry loved one will get reliable, loving care—whether that means long walks, playtime, or just plenty of snuggles. Your pet’s safety is my top priority. I keep a watchful eye on playtime, walks, and interactions to make sure everyone stays happy and safe. I follow your instructions closely for feeding, routines, and medications, and I always keep fresh water available. At home, pets are cared for in a clean, family-friendly environment. I have a playful pup of my own and two children, so your dog will always have company, stimulation, and affection—but I’m also mindful of boundaries and comfort levels to make sure your pet feels secure. Trust is everything when it comes to pet care. I treat every animal like my own, with patience, love, and respect. Whether it’s a walk, cuddle, or just sitting quietly together, I want your pet to feel safe, loved, and right at home.

Sitter Profile Image: Mariah E.
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Mariah E.
from
$55
per night
5.0 out of 5 stars
15 reviews
1 repeat client
18 years of experience
Martinsville, IN, 46151

Mariah was excellent. Definitely use her again. Plenty of pictures, great communication.

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Marty M.
Sitter Profile Image: Josie L.
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Josie L.
Star Sitter
from
$35
per night
4.9 out of 5 stars
25 reviews
9 repeat clients
12 years of experience
Terre Haute, IN, 47804

Josie was very friendly, and took great care of our pets. I will absolutely be booking again 😄

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Isabel R.
Sitter Profile Image: chasity h.
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chasity h.
from
$45
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
12 years of experience
terra huate, IN, 47805

Chasity is very reliable and keeps you informed about your pet while you are away. My dog Cooper just loves her and feels very comfortable around Chasity.

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Laurel And Dan W.
Sitter Profile Image: Madison D.
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Madison D.
Star Sitter
from
$18
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
7 years of experience
Terre Haute, IN, 47803

Thank you Madison for taking such great care of our baby while we were away on vacation! We received several updates, pictures, and I felt completely at ease knowing Toby was in great care.

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Nicole T.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$60
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Bowling Green, IN, 47833

About: I am truly fascinated about animals of all kinds, especially the “weird” ones! Growing up in North Carolina, I naturally had a passion for the outdoors, and the creatures who inhabit it. I quickly learned to have respect for these animals and have always wanted to learn more. I have years of personal experience caring for and loving dogs, cats, rabbits, snakes, geckos, and freshwater fish, but I am comfortable with many other species as I also have experience as an exotic veterinary assistant. I will always listen to every comment or concern, and make sure I am 100% available for all of your animal’s needs! I will always personally conduct a “history” with you, about your pet(s) before any booking! I feel like it is important to note certain information so I can look for any changes during our time together. I always log eating, drinking, defecation, and behaviors so I can ensure your pet is as comfortable as possible! Lastly, I understand that I am being entrusted with your animal’s care, and I take that very seriously. If there is ever a slight cause for concern, you will be contacted immediately! I am working part-time on Fridays and Saturdays currently. Please refer to my calendar for more details! I look forward to working with you and your pet(s)! I always approach animals with care and ease. I am never forceful or yell, and try to be as attentive to their needs as possible!

Sitter Profile Image: Josh C.
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Josh C.
from
$75
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
20 years of experience
Brownsburg, IN, 46112

Josh was very interested in finding out a lot about our pets’ habits and routines, so he could keep everything as close to normal for them as possible. He shared updates with us during the time we were away including pictures and videos. We came home to happy dogs!

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Todd A.
Sitter Profile Image: Julie C.
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Julie C.
from
$42
per night
20 years of experience
Crawfordsville, IN, 47933

About: Reliable and caring dog sitting you can trust. I provide a safe, comfortable environment where your dog gets plenty of attention, exercise, and affection while you’re away. Whether it’s daily visits or overnight care, I treat every dog like my own—keeping their routine consistent and giving you peace of mind with regular updates. I am currently taking some time off work due to a family situation, I love animals better than people most of the time and what better way to spend some of my down time - 😊 Caring for pets in your home first and foremost is respect for your setup and keep everything as I found it while ensuring the pet feels secure. I feel it's important to supervise interactions, especially with new animals, and watch for signs of stress, illness, or discomfort such as changes in appetite, behavior, or energy. Regular walks, playtime, and affection help pets feel comfortable, while clear communication with you the owner—updates, photos, and quick reporting of any concerns—builds trust and ensures the pet gets the best possible care.

Sitter Profile Image: Chelsea W.
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Chelsea W.
from
$26
per night
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
Bloomington, IN, 47404

About: I have had the pleasure of adopting two special canines. The first a lab/beagle mixed who lived his best years until 17 yo. He was on special diet so I am familiar with restrictions. My current just turned 3 and is a lab/german wired haired pointer mix who is always looking for new friends. She had TPLO surgery last year so I am also comfortable with post-op restrictions!! I work from home daily so I can care for your pet all day!! Whatever your pet needs I can accommodate!! Agreeable to following specific needs if required. Our home is non-smoking and no kiddos!! Fully fenced backyard!! Willing to transport to local dog parks if preferred for daily activity!! Instructions are preferred so we make you pet feel at home!!

Sitter Profile Image: Grace A.
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Grace A.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Bargersville, IN, 46151

She she did a great job really appreciate the effort

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Tony C.
Sitter Profile Image: Jaime W.
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Jaime W.
from
$68
per night
5.0 out of 5 stars
33 reviews
1 repeat client
23 years of experience
Bloomington, IN, 47408

Jaime was great with our two dogs - one old and one young. She kept me updated while we were away and we came home to 2 happy dogs. Would definitely recommend.

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Laura E.
Sitter Profile Image: Marek P.
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Marek P.
from
$50
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Indianapolis, IN, 46227

Marek stepped up to the plate and accepted a last minute day care request. My dog had a riotous day playing with his dogs and got more than his share of exercise. Marek's rates are very low and don't reflect the care that he gave to my grateful pet.

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Stephen D.
Sitter Profile Image: Jaciaya G.
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Jaciaya G.
from
$50
per night
15 years of experience
Indianapolis, IN, 46260

About: I am currently a proud parent to two cat, so I’m very well versed in their play styles and respecting their boundaries. However I spent my childhood with a loving dog who recently passed away. Navigating his senior years taught me that care isn’t just about walks or treats but about patience, sometimes administering medication, and recognizing subtle cues of a senior pet that may need a little extra comfort. Whether your pet is a high energy pet or senior pet who needs a gentle hand, I provide intuitive, dedicated, and delicate care that I’d want for my own. I’m currently a college student, but have lots of time to care for your pets! I’m available on Mondays and Wednesdays from 12:30 PM-4:00 PM or 5:30 PM-10:00 PM. Thursday- Sunday I’m available anytime after 7:00 PM. Whatever your pets need, I have it covered and their safety is always my number one priority. From double checking that every gate is latched and every lease is secured/correctly on to closely monitoring your pets for any sign of discomfort, ill treat your home and your pets with the highest level of care. Whether it’s following a strict medication schedule or navigating a high energy walk, I’m prepared for any situation!

Sitter Profile Image: Allison B.
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Allison B.
from
$40
per night
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Indianapolis, IN, 46217

Allison is a total rockstar! She watched our four (yes, four) dogs and somehow managed to keep up with their chaos better than we do ourselves. She sent us tons of videos and updates, and we could tell the pups were having the time of their lives—all the playtime & snuggles. Honestly, we think they were a little disappointed when we came home instead of her staying forever. On top of that, we had a last-minute change in houses and she rolled with it like it was no big deal. Super chill, super reliable, and clearly a dog whisperer. We couldn’t be happier and would 1000% book her again (if our dogs don’t convince her to adopt them first)!

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Becca L.
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The median cost per night for house sitting in Greencastle is $40

Pet parents share their Rover experiences - Greencastle

1 / 1
5.0 out of 5 stars

Za’Bella watched my dog Lily for nearly 2 weeks & did a phenomenal job! Lily absolutely loved her & was sad when she left. She is great at communicating & making sure your animal has everything they need. As well as making sure they’re getting enough play time/interaction. I absolutely will be booking with her again!

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Emily G.
House Sitting
1 / 1
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Greencastle average 4
repeat house sitting clients

FAQs for House Sitting - Greencastle

Frequently asked questions about Rover

As of July 2026, there are 325 sitters on Rover offering House Sitting across Greencastle. 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 Greencastle 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 Greencastle 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 Greencastle 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 with handling special pet needs in Greencastle. On Rover:

  • 85% of sitters can help with special care needs
  • 100% 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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