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: Allison K.
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Allison K.
from
$25
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Brownsburg, IN, 46112

“Allison was great with my 2 pugs. She went above and beyond what I expected. My go loved her. She watered plants, filled Hummingbird feeders and dispensed medicine to one of the girls. She left my house clean and was a joy to work with”

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Becky R.
Sitter Profile Image: Ben D.
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Ben D.
from
$45
per night
4.9 out of 5 stars
• 421 reviews
76 repeat clients
16 years of experience
Avon, IN, 46123

“We appreciated Ben's care of our girls so much! This was our first booking with him and he was very thorough and thoughtful at the meet and greet. Ben communicated with us and sent pics throughout the weekend. We will book him to stay with our precious girls again.”

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Kim N.
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

“As always. Zach was the best dog and house sitter! Goes above and beyond, sends lots of photos and videos, and makes sure our dog is getting lots of love and care while we’re away.”

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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
28 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: 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: Lauren S.
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Lauren S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
12 years of experience
Indianapolis, IN, 46203

“Lo took great care of our dogs and the house. I will be using her again and highly recommend. My dogs take a minute to let new people in their circle and she did great with them. They loved her!”

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Deanna S.
Sitter Profile Image: Michelle J.
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Michelle J.
from
$27
per night
1 year of experience
Clayton, IN, 46118

About: I’ve loved dogs for as long as I can remember. I grew up with a dog and recently became a dog owner myself, and I quickly realized just how much joy, comfort, and companionship they bring into our lives. I’m completely obsessed with my own pup and know firsthand how important it is to have someone trustworthy, caring, and dependable when you can’t be there. There was a time when I needed someone to help care for my pup, and I remember how much that support meant to me. Now, I’d love to be that person for other pet parents. Whether your dog needs a walk, some extra attention, or simply a little companionship while you’re away, I’ll treat them with the same patience, care, and affection I’d want for my own. I’m excited to get to know each pup’s unique personality and make sure they feel safe, happy, and loved while they’re in my care. 🐾 With a flexible schedule, I have plenty of time to give your pup the walks, attention, and love they deserve! 🐾 I know how much peace of mind it brings to have someone you trust care for your dog, and I’d love to be that person for you and your pup. My pup is crate-trained and has his own comfortable space for when I’m not home, but otherwise he’s free to roam around the house as he pleases. We also have a backyard where he can safely enjoy some fresh air, play, and explore. I want any dog staying with us to feel comfortable, relaxed, and right at home.

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: Savannah S.
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Savannah S.
from
$50
per night
5.0 out of 5 stars
• 1 review
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: Kaitlyn G.
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Kaitlyn G.
from
$30
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
Avon, IN, 46123

About: I have been a lover of animals since I was a kid, I was always surrounded by dogs and cats! I have sat many people’s animals within my family and friends and I even have a dog and cat of my own! I work part time at Amazon, so I’m only gone for a few hours in the mornings. The rest of the day I usually spend with my pets, and/ or with yours! I care for pets in my home/ other people’s homes by making sure they’re fed, their water is clean and they have had plenty of play time with me or other animals, and of course, lots of cuddles!! (If they like cuddles.)

Sitter Profile Image: Zoe G.
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Zoe G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 8 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: Abbigail F.
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Abbigail F.
from
$40
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
10 years of experience
Indianapolis, IN, 46241

“Abbi is so sweet and was so nice with my dog!! He is a handful but Abbi took great care of him and was so kind and patient with him. She even called me to tell me that my ceiling was leaking and stayed over while the guy fixed it. I highly recommend Abbi and will be asking her for any of my pet-sitting needs :)”

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Elena N.
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 is amazing!!! She was prompt, easily reachable, very communicative and sent lots of updates and pictures of our dogs Rock and Dre. Tasha was honest and fair and I look forward to working with her again soon.”

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Nina S.
Sitter Profile Image: Leila E.
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Leila E.
from
$27
per night
10 years of experience
Indianapolis, IN, 46214

About: I took care of my childhood dog for over 10 years, walking, feeding, playing, and bathing. I love all kinds of dogs, especially the little weirdos and lazy ones! I've had the opportunity to tag along with my older sister when she would cat-sit. Cats tend to love me (sometimes because cats are cool like that) even when they're not usually cuddly, and I love them even more! I'm currently a full-time college student, so evenings on weekdays, except for Fridays; then I'm free all day! Of course, I'm also free on the weekends whenever! I can absolutely crate and walk dogs, scoop litter boxes, provide any comfort/support required for anxious animals according to your instructions, feeding with clear instructions (I know sometimes they have sensitive stomachs, allergies, or strict regimens).

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

“Josh took care of our dogs while we were gone for a long weekend. Unfortunately one of our dogs became ill the night before we were due back. Josh did an excellent job informing us of her symptoms so we could figure out best plan for her. He cared for her and kept us up to date on how she was doing until we could get a family member to come take her to the vet. We absolutely trust Josh to take care of our dogs!”

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Todd A.
Sitter Profile Image: Morgan B.
Verified Background Check
Morgan B.
from
$60
per night
5.0 out of 5 stars
• 100 reviews
25 repeat clients
6 years of experience
Clayton, IN, 46118

“Cali did an amazing job with our (high-maintenanced) shiba inu! She was very communicative throughout the entire time she was house sitting for us, which made it easier to be away from our sweet pup knowing she was in good hands! We even came home to a very clean house! She will definitely be the first person we call next time we need a sitter!”

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Betsy J.
Sitter Profile Image: Laura M.
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Laura M.
from
$55
per night
5.0 out of 5 stars
• 7 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: Faith K.
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Faith K.
from
$63
per night
4.8 out of 5 stars
• 7 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: Riley M.
Verified Background Check
Riley M.
from
$50
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
7 years of experience
Indianapolis, IN, 46241

“Riley made our furry family happy and safe. She has the unique ability to communicate and bond with animals. Our pets and house were well cared for. Riley communicated with us throughout our 5 day trip with pictures and updates. There were no surprises upon our arrival. Riley is an absolute gem.”

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Gregg R.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
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.

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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.

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
  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 on Rover is $21 per night as of October 2026. Most bookings cost between $21 and $21 per night. 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 1,070 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.

<b>Tip:</b> 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 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 New Winchester. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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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