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”

“Zach did a great job and placed high priority on the comfort and well being of our dog. He found ways to get her to bond with him and made sure we were up to date on how she was doing multiple times a day. Zach left the house as he found it and was very professional. Highly recommend.”

“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!”
“I booked Laura for the first time as a drop-in for my 3 dogs. She not only let them out, but she played with them and loved on them. I appreciate the time she spent letting them get to know her. I will be booking her in the future! She was wonderful.”

“We have used Ben's services for a few years now. Ben is very reliable, dependable and responsive. We know that our boys are well cared for when Ben is with them and he is our preferred dog sitter whenever we go away.”

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.
“Shakarra watched our 2 dogs and 2 cats for 2 weeks. I’ve never been away from them for that long. She kept me up to date and was very responsive. I appreciated having someone in our home who everyone was comfortable with. She came over 2 times before actually staying to make sure things were going to work. My dogs took to her immediately. I ran into some travel delays but Shakarra was flexible and kind enough to do an additional stop by to make sure everyone was good. She tidied up the house before she left which was icing on the cake for our arrival home. I feel so grateful to have found a great pet sitter on the first go around.”
“Sara did an exceptional job taking care of our pups when we were away! She’s great at giving updates and making sure Leo and Benni had everything they needed! We will definitely use her to take care of them in the future!”


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.
“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.”

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.
“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: Hello! I have been taking care of animals all my life! I grew up with dogs and currently have a beautiful cat of my own. I've always loved connecting and caring for pets, even my very first job was working at a pet hotel. I'd love to help you and your furry companion out if I can :) I work from home and love to do one or two daily walks for myself. It's easy for me to hop over and spend time with your pet or do walks throughout the day. I am very respectful about being in other people's spaces. I follow any rules provided and use my best judgement. I make sure everything is clean, comfortable and safe for the pet before I leave.
About: I’ve been caring for pets for over 5 years and have experience with both dogs and cats of all ages and personalities. I also worked for a woman who owned her own Yorkie breeding business for a year, where I helped care for puppies and adult dogs daily. Along with that experience, I’ve helped neighbors, friends, and family with feeding, walking, playtime, overnight care, and giving pets plenty of attention and affection. I’ve also worked with cats for 2 years, and they’re one of my favorite animals to care for. I’m dependable, patient, and treat every pet like they’re my own. My schedule is flexible, and I do my best to accommodate each pet parent’s needs. I’m available for drop-in visits, walks, overnight care, and extended stays depending on availability. I’m reliable, communicative, and committed to keeping pets on their normal routine as much as possible. Your pet’s safety and comfort are always my top priorities. I pay close attention to routines, behavior, and any special instructions to make sure every pet feels secure and cared for. I create a calm, positive environment and make sure pets get plenty of supervision, affection, exercise, and attention while in my care. I also provide regular updates and photos so pet parents can feel confident and worry-free.
About: I have 4 years of pet sitting experience and genuinely love caring for animals. Whether it’s a walk, drop in visit, or occasional overnight stay, I provide dependable care, plenty of attention, and regular updates so you can have peace of mind while you’re away. I treat every pet like they’re part of my own family. I’m currently in graduate school online, which gives me a flexible schedule and plenty of time to care for your pets. Whether your pet needs a walk, a drop in visit, or an overnight companion, I’m happy to work with your schedule. I strive to provide dependable, loving care and regular updates so you can feel confident while you’re away. I prefer to watch the animals in the clients home. I feel it makes them more comfortable when they’re in an environment that they know! I will follow any instructions given and will be just a phone call or text away if you want to check on your pups!
About: What makes me different is I really care and pay attention to pets, not just watch them. I’ve worked with puppies so I know how to keep them active, on routine, and help with training. I’ve also cared for older pets, giving them patience, comfort, and making sure they get what they need. I’m reliable with feeding, walks, playtime, and just making sure they feel safe and loved while you’re gone. I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on weekends, and weekdays after 2pm. I live in a pet-friendly apartment and make sure every pet feels safe, loved, and cared for. I stick to their routines, provide walks, potty breaks, crate if needed, and give plenty of attention, playtime, and cuddles. Safety, trust, and comfort always come first in my care.
“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.”

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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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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.




