House Sitting New Winchester

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

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Over 1
pet parents in New Winchester have booked house sitting

New Winchester, 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.

1 / 1
Sitter Profile Image: Victoria E.
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Victoria E.
from
$45
per night
5.0 out of 5 stars
• 11 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: Miranda J.
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Miranda J.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
14 years of experience
Indianapolis, IN, 46241

“Miranda did a great job with my crazy pup Stella! So glad to have found someone comfortable with watching her! We'll definitely be using her again!🩷🩷🐾”

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April H.
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 was outstanding with Max. loads of pictures and videos. Will definitely call her again. Thanks for allowing us a pleasurable time without worrying about Max.”

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Marty M.
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 went above and beyond. This was our first time using this service. He continously updated us with how our animals were doing and sent countless pictures. He loves animals and will use him again in a heartbeat.”

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Shawn G.
Sitter Profile Image: Savannah S.
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Savannah S.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Pittsboro, IN, 46167

“Savannah was fantastic with our feisty dachshund. She was patient with him and did a great job with him. The house was spotless when we returned. We recommend her 100%!”

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

“Josh is absolutely amazing! We have an older dog that gets very anxious (doesn’t eat, vomits, walks around whining). Under Josh’s care, he was relaxed, happy, and thriving the whole time we were gone! He is very detail-oriented, communicative, conscientious, and responsible and took flawless car of the house and dogs and even watered our flowers! I highly recommend him as a dogsitter; he is certainly the one we’ll call first when we travel in the future.”

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Brittany S.
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
• 21 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: Amanda J.
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Amanda J.
from
$26
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greencastle, IN, 46135

“Ok, randa, was so kind, cordial and very polite, my doggie, was in morning because her mate just passed away a few weeks before Amanda had to babysit for 3 days in my home, Amana contacted me always and little fur baby warmed up to her she was amazing very professional kept in touch with me send me pictures, cleaned up after herself very responsible very compassionate and compassionate with my dog I highly recommend her to anybody.”

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Gregg C.
Sitter Profile Image: Megan S.
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Megan S.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Indianapolis, IN, 46234

“Megan was great! My timid and anxious rescue pup was at ease with her. She was very thorough about what we needed to cover prior to her stay and kept my home orderly and clean. I definitely recommend Megan!”

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Erin W.
Sitter Profile Image: Ronald D.
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Ronald D.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Indianapolis, IN, 46227

“Ron is the absolute best! Never had a problem always takes good care of the dogs and they love him! Can't ask for a better sitter!! Also has saved our butt on a few last minute bookings!”

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Trae D.
Sitter Profile Image: Mari "Emauri" T.
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Mari "Emauri" T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
18 years of experience
Indianapolis, IN, 46205

“He was great and really helped me out with a last second booking when I got delayed an extra day coming home due to issues with airlines. My girls loved him and appreciated having company for the night”

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Kaitlyn C.
Sitter Profile Image: Aniya E.
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Aniya E.
from
$35
per night
5 years of experience
Camby, IN, 46113

About: I’ve been around animals my entire life — my family has always had both dogs and cats of all sizes, so caring for pets has always been second nature to me. I had 3 cats at once growing up in my moms house as well! I’ve helped with feeding, walks, playtime, training basics, grooming, and giving lots of love and attention. I have an equal amount of love when it comes to cats and dogs! I’m comfortable with pets of all ages, breeds, and sizes — from small cats and puppies to large, energetic dogs. Whether it’s a calm cuddle session or a long walk for exercise, I enjoy adapting to each pet’s unique personality and needs. Pet care fits perfectly into my weekly routine since I will be available three days a week. I’m flexible with mornings, afternoons, and evenings on those days, and I can adjust to your pet’s schedule to make sure they’re comfortable and well cared for. I do live in an apartment, but I also have a safe balcony that your pets can get fresh air and relax on if they like being outside often! I always treat pets with the same love and attention as if they were my own. I focus on keeping them safe, happy, and comfortable in their home environment. Whether that means following their feeding routine, giving them bathroom breaks, or just spending extra time playing and cuddling, I make sure they feel cared for while you’re away.

Sitter Profile Image: Lexi H.
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Lexi H.
from
$80
per night
5.0 out of 5 stars
• 26 reviews
11 repeat clients
10 years of experience
Indianapolis, IN, 46151

“Lexi is one of the best sitters out there! You can tell she is passionate for animals and treats them as her own. She was so great at communicating with us and is very responsive. We received a video update on our pups as well. The house was left in the same shape we left it in. Very kind, sweet, and caring girl!”

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Katie C.
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: Ashton F.
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Ashton F.
from
$40
per night
15 years of experience
Indianapolis, IN, 46222

About: For over 15 years, I have been the go to person for pet care among friends, family, and neighbors and it is something I genuinely love doing. From quick drop ins to let a pup out for a bathroom break to full time care for two weeks while an owner was away, I have handled it all. I am trusted to feed, walk, play with, and comfort dogs of all sizes and personalities. What started as a favor has grown into something I take real pride in. Whether it is a laid back older dog or a playful puppy, I treat every pet like they are my own. I can’t wait to meet your dog or cat! I will be available most days and times. Please contact me to see if I am available and I will see if I can get your needs taken care of! I can keep your pet safe with any means necessary. Please tell me specifics about your animal’s habits and rules for him or her so I can appropriately accommodate.

Sitter Profile Image: Marek P.
Verified Enhanced Background Check
Marek P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 26 reviews
7 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: Heaven H.
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Heaven H.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
11 years of experience
Indianapolis, IN, 46219

“Heaven went above & beyond! Book her immediately. She stayed at our place with our two dogs & 3 cats for 12 days while we were out of the country. We got daily updates & pictures, plus she went out of her way to buy treats & toys, provided additional training, and took the pups on field trips. We are so lucky to have found her.”

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Jess R.
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.
Sitter Profile Image: Torie S.
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Torie S.
from
$62
per night
25 years of experience
Indianapolis, IN, 46218

About: I've taken care of dogs of every kind since I was a teenager. Rescues have always been my preference for my personal fur baby but I love all fur babies big and small. I have professional experience as well working in a doggy daycare w/boarding. I'm currently working part time, so I have plenty of time to play with your pups! I am available for boarding on Weekends and after 2pm on Thursdays and 10am on Fridays. I have a fenced in yard, a friendly pup of my own to play with and I can gate/crate your dog if I need to.

Sitter Profile Image: Kendall H.
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Kendall H.
from
$105
per night
5.0 out of 5 stars
• 6 reviews
16 years of experience
Fishers, IN, 46037

“Kendall was amazing with our boy!! He is going blind so he was a little standoffish at first but she knew exactly how to handle his idiosyncrasies. She was very communicative and sent plenty of photos and updates. I wouldn’t hesitate to hire her again. She is amazing with animals!”

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Kailey S.
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The median cost per night for house sitting in New Winchester is $45

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 - 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 of House Sitting in New Winchester is $21 per night as of October 2026. Most bookings cost between $21 and $21 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 October 2026, there are 1,055 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 , 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 New Winchester. On Rover:

  • 89% of sitters can help with special care needs
  • 93% 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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