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.
“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!”
“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.”
“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!”
“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”
“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 :)”
“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!”
“Once again Ben was wonderful. He made sure our boys had enough exercise and fun while he was here. We felt at ease knowing our babies were being well taken care of. Hopefully Ben will be available for our next getaway!”
“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!”
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.
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.
“Andrew was an absolute godsend while we were away!!! He took the BEST care of our dog, and sent us cute photos and videos each day! He truly listened to what we wanted for our dog (who is older and a little stubborn) and went above and beyond in terms of caring for her like his own beloved pet. He checked in with us to ensure that we were ok with certain things, and did an amazing job of keeping us reassured that things were all a-ok, which was particularly nice since it was our first time experiencing an in-home pet sitter. He left our house in nicer condition than when we left it. I’m pretty sure my dog misses him now that we are home! We have already told him we will be using his services again in the future!!!”
“Brooke, once again, did a great job. Even getting a couple inches of snow, was not a challenge for our 5 lb Scarlett. Brooke just cleared an area in the backyard so she could do her business. Already have our next trip booked.”
“Rav was wonderful to work with. I have a VERY reactive German shepherd who appears scary when she's around someone new. Rav worked with us, coming over 3x before our vacation to get acquainted with her, ensuring everyone would feel comfortable. She also sent daily updates on how everyone was doing. It really put me at ease during our trip.”
“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!”
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.
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.
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 July 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 July 2026, there are 1,139 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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