House Sitting New Winchester
Find a loving house sitter to watch over your pets and your home.

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.
“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”

“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.”


“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.”

“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.”

“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 :)”

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.
“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!”

“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!”

“Lexi went above and beyond and even showed up a little early since we got a early start to our vacation. She took great care of our bulldogs and it gave us such relief to know they were in good hands. She left the house spotless and had great communication through the entire weekend. Will certainly book again.”


“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!”

“Josh was fabulous! Our dog really needed extra care emotionally since we had to have our other dog put down a month ago. Josh was here with him most of the time! During the meet and greet he took meticulous notes! He even brought him a treat (after checking with me.) Josh was able to administer several different meds too with confidence. His communication and pictures throughout his stay was a wonderful way to keep up with his care. He's very responsive, responsible, respectful, and kind. I will use him in the future and look forward to keeping in touch with him!”

About: I’ve been looking after my family’s, as well as my own animals for years. I can appropriately handle both higher and lower energy animals, as well as care for animals that need special attention. Two of my kittens have asthma so I’m good with around the clock medications when they are needed. I’m currently a freshman in college, I have a part time job with super flexible hours and work schedules. I don’t mind staying over or even dropping by every few hours if they don’t need 24 hour supervision. I am very capable of taking larger or even smaller dogs on walks if needed, or just keeping an eye on them in the yard. I don’t mind cleaning up after them as well. Most of the cats that I have are rescues and require taking medication so I do have experience with administering those when needed.
“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.”

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.
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 !
About: I’m a loving & active pet person who enjoys spending time with both cats & dogs! I love playing, going on walks, and giving pets lots of attention & cuddles. I will make sure to make your pet feel loved & happy. I have a German Shepherd myself! I cat sit for my friends & family when they’re away & I love cats! My days with your pet will be full of playtime, walks, cuddles, and lots of love! I love keeping pets active and entertained, but I’ll also make sure they have plenty of time to relax and feel comfortable. I’ll follow their normal routine, keep them company, and treat them like they’re my own! 😁 Safety and trust are very important to me when caring for your pet. I want every pet to feel comfortable, loved, and at home while they’re with me. I’ll always keep a close eye on them, follow any instructions you provide, and make sure their environment is clean, calm, and safe. I’ll treat your pet with the same care and attention I would want for my own!
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?
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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. Search
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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 September 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 September 2026, there are 1,085 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:
- 96% of sitters can help with special care needs
- 97% 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.




