House Sitting New Winchester

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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: Zach D.
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Zach D.
from
$55
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
5 years of experience
Brownsburg, IN, 46112

Zach is great! He’s house/dog-sat for us a couple of times, and our dog is always clearly well taken care of and happy! Zach sends great photos and videos, and keeps us updated if there’s anything we need to know. Highly recommend!

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Erin C.
Sitter Profile Image: Kristle M.
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Kristle M.
from
$50
per night
5.0 out of 5 stars
64 reviews
27 repeat clients
10 years of experience
Brownsburg, IN, 46112

Kristle was amazing!!! We couldn’t have asked for a better dog sitter to watch our Coco Bella! Kristle was loving and caring! She was so good to Coco! She took her out on walks, played with her, and made sure she was well taken care of. She sent us pictures everyday and was quick to respond! I am so happy we met Kristle and we will be in contact with her for future needs! I highly recommend her services! Thank you Kristle and family! Coco loved you guys!

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Katalina G.
Sitter Profile Image: Shakarra C.
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Shakarra C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 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: Ben D.
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Ben D.
from
$45
per night
4.9 out of 5 stars
414 reviews
76 repeat clients
16 years of experience
Avon, IN, 46123

This was our first time using Rover. We had Ben come over for a meet and greet. Ben paid close attention and took notes on everything we discussed. We had him do one overnight at our house with the dogs. He communicated well and let us know how the dogs were doing. Also sent daily pictures of the dogs. We would recommend Ben for dog sitting.

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Michael C.
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

Tasha did a great job dog sitting Nala for me! She was kind, attentive, and caring toward Nala and was willing to work with me on scheduling! It was so nice to be able to go out of town for a night and have peace of mind knowing my girl was being taken care of by a fellow animal lover :)

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Amanda M.
Sitter Profile Image: Madison H.
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Madison H.
from
$27
per night
1 repeat client
3 years of experience
Plainfield, IN, 46168

About: I’ve worked with both cats and dogs in a humane shelter setting for multiple years, and I’m ready to meet and get to know your pet! I work full-time but mostly weekends and evenings. I have most weekdays off of work and am always available for a morning check-in for your pet. I am able to move pets between rooms and crate animals if needed in your home. I do not host pets for boarding at my own home.

Sitter Profile Image: Michaela S.
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Michaela S.
from
$40
per night
1 repeat client
10 years of experience
Avon, IN, 46123

About: I’ve had cats my whole life and started pet sitting other people’s pets in high school. I’ve looked after all types of pets such as hermit crabs, rats, rabbits, cats, and dogs. Since then I’ve adopted two kitties of my own and I can’t wait to look after yours! I am happy to stop by for drop in visits before or after my shifts at work or on my days off, send me a message for more specific scheduling. I am very comfortable navigating your home to your needs. I am happy to follow any instruction given and will make sure your fur baby is happy and safely taken care of.

Sitter Profile Image: Zoe G.
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Zoe G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
12 years of experience
Plainfield, IN, 46168

Zoe was very attentive and communicative. Warner and Vivie loved having her hangout with them and are already looking forward to having her back!

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Lindsey H.
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 took great care of our dog this week while we were away. We really appreciated him keeping us informed and connected while we were on a trip (via pictures, videos, and updates). We are repeat customers and will not hesitate to contact Josh whenever we need someone to care for our dog.

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Todd A.
Sitter Profile Image: Sara C.
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Sara C.
from
$63
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
4 years of experience
Indianapolis, IN, 46234

Sara did a fantastic job with my pup! This was the first time that we have left Daisy alone with a dog sitter and they seemed to get along wonderfully. Sara was punctual when she came over to meet Daisy. She was also incredibly flexible and willing to help when our schedule needed to be adjusted. If you are nervous about leaving your pup with a dog sitter, Sara is your girl! She sent daily updates and let me know that if I wanted more or less contact from her/ updates during the stay, she was more than willing to comply. I felt very at ease during the entire stay!

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Kelsey D.
Sitter Profile Image: Jesse D.
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Jesse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
9 years of experience
Brownsburg, IN, 46112

Jesse took wonderful care of our two dogs. He also brought in our mail and packages while we were gone, which was really appreciated! Communication was always quick as well. We really appreciate and recommend Jesse!

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Faith J.
Sitter Profile Image: Abbigail F.
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Abbigail F.
from
$40
per night
4.9 out of 5 stars
23 reviews
6 repeat clients
10 years of experience
Indianapolis, IN, 46241

Abbigail was great for our two dogs! We had never used this service before and were a bit nervous. She met us and our dogs before we left and she did a wonderful job with them while we were away. It was so much better for us to allow them to stay home with her than to transport them somewhere else while we were away. We will definitely book again in the future! Thanks, Abbigail!

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Emily B.
Sitter Profile Image: Ashley K.
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Ashley K.
from
$25
per night
1 repeat client
15 years of experience
Lizton, IN, 46149

About: I have my own dog. I've grown up with dogs. I worked at a pet store when I was a teenager, and have house/pet sat before. Although, I'm not a vet, I'm observant and will keep an eye out for issues that concern you. Pet health is important. That includes nutrition and grooming. I know some think there is such a thing as over involved pet parents, I think they're family and should be treated as such. I volunteer at my church every Thursday, Backpack Program fifth Wednesdays (when they occur) and Orphan Grain Train every other month on the third Thursday. Otherwise, I take care of my dad who has COPD. I have to be home to cook for him. And take care of my own dog. Eventually, I will allow dogs to stay with me overnight, but I want to make sure my dog and said dogs get along. So that is my availability. I have a pitbull mix. She is very good around other dogs. Especially after she gets to know them. She's not aggressive, just tends to hump when excited. All dogs will need a leash if they are coming with me. I have walking trails in my community. I have no problem walking your dogs in them. Please make sure they have up to date tick meds. Also I live with my dad he will be petting and loving any pet that spends the night. My house is two story, so if you have a senior dog that needs help just let me know.

Sitter Profile Image: Faith K.
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Faith K.
from
$63
per night
4.8 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Avon, IN, 46123

Faith did a great job she showed up on time and followed my instructions perfectly. Ozzie is a little nervous in his old age and she made sure to spend time with him and keep a close eye on him to keep him settled. I would use Faith again for sure.

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Jo H.
Sitter Profile Image: Laura M.
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Laura M.
from
$55
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
25 years of experience
Avon, IN, 46123

Laura was fantastic. We left our Theo for a week with Laura and she kept us informed and took great care of the house and Theo. We would definitely book her again. Carl and Jennie

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Carl V.
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: Tameka S.
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Tameka S.
from
$75
per night
4.9 out of 5 stars
15 reviews
7 repeat clients
20 years of experience
Clayton, IN, 46118

Thank you so much for watching the dogs last minute!

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Clay B.
Sitter Profile Image: Ann Marie S.
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Ann Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
13 repeat clients
3 years of experience
Lebanon, IN, 46052

About: I am very skilled with animals ! I’ve grown up with showing and raising different kinds of animals my whole life ! It would be a pleasure to help care for yours ! I’m currently a server at a restaurant , I work a couple night shifts weekly ! During the day I am open and free ! I currently live in a nice neighborhood with our own fenced in yard ! I also have a dog which is a golden retriever and she loves other dogs !

Sitter Profile Image: Stacey T.
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Stacey T.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
40 years of experience
Greenwood, IN, 46143

Stacey was amazing! Our baby has pretty high energy and he was having a really hard time the first day but she had so much patience with him & kept working with him to make him feel more comfortable. She even did daily check ins with me. We will definitely be using her again! :)

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Samantha M.
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The median cost per night for house sitting in New Winchester is $45

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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

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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.

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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - New Winchester

Select a filter and find qualifying sitters offering house sitting.

Sitters in New Winchester average 4
repeat house sitting clients

FAQs for House Sitting - New Winchester

Frequently asked questions about Rover

The average cost for House Sitting in New Winchester on Rover is $21.09 per night (as of August 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 August 2026, there are 1,097 sitters on Rover offering House Sitting across New Winchester. 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 New Winchester 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 New Winchester 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 New Winchester 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 New Winchester. On Rover:

  • 95% of sitters can help with special care needs
  • 97% 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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