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

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Top rated New Winchester house sitters

“I cannot express how much I appreciated the service. Above and beyond in all respects. Pretty last minute booking, very quick to respond. So sweet and kind. Top notch communication and sent all kinds of pictures. Even swept up the litter and did other extras that were absolutely more than was needed. So very appreciative. Absolutely the best pet sitter experience! Thank you so much for your time and effort. You're amazing!”


“Abbigail was great with my dog and loved the pictures she took and sent to me with updates. It’s hard to leave my dog and be out of town, but with Abby I felt more comfortable. I will be rebooking again when I need to go out of town.”



“Tasha did a great job dog sitting Nala for me! She was kind, attentive, and caring toward Nala and was willing to work with me on scheduling! It was so nice to be able to go out of town for a night and have peace of mind knowing my girl was being taken care of by a fellow animal lover :)”


“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!”


About: Having grown up on a farm, caring for animals has always been second nature to me—especially dogs. From an early age, I learned the responsibility and joy that comes with tending to animals of all kinds, ensuring they are happy, healthy, and well cared for. Many of the pets I have today were either rescues or animals I took in to help owners during times of transition. Currently, our family dog is nearly 15 years old and requires specialized care due to multiple health issues. This has given me extensive experience in administering medications, monitoring health conditions, and providing the patience and attention that senior dogs require. Whether it’s a young, energetic pup or an older dog needing extra care, I understand the importance of providing a safe, loving, and comfortable environment for every pet. Dog sitting isn’t just about supervision—it’s about ensuring each dog feels at home, loved, and well cared for while their owners are away. With my background and deep love for animals, I strive to make every dog feel like part of the family. I work from home and run my own business, which gives me the flexibility to provide attentive and loving care for pets. Being home throughout the day allows me to ensure they feel comfortable, safe, and well cared for at all times. I provide a safe, loving environment where pets feel secure and at ease. From feeding and playtime to administering medications and offering plenty of affection, I tailor my care to each animal’s needs. Whether they need extra attention, a calm space to relax, or special care, I make sure they feel comfortable, happy, and right at home.

“This was our first time using Rover. We had Ben come over for a meet and greet. Ben paid close attention and took notes on everything we discussed. We had him do one overnight at our house with the dogs. He communicated well and let us know how the dogs were doing. Also sent daily pictures of the dogs. We would recommend Ben for dog sitting.”


About: I grew up on a farm, familiar with all kinds of dogs and cats! I have watched animals overnight and done scheduled visits as needed. I am currently working part-time and am starting grad school in the fall, my schedule is very flexible and open depending on what your animal might need! I currently live with my cat in a pet-friendly apartment complex with a fenced-in dog area and nearby walking trails. There is also a large fenced-in dog park nearby for more room for movement!

“This was our first time using anybody to watch our dog and home other than family or a boarding center, so we were super skeptical about the Rover process and hiring a stranger to watch our fur baby. However, quickly after meeting Logan, we knew we would welcome her in our home! She was very responsive, friendly and obviously loved animals. These traits were still apparent while she watched our dog in our home for 10 days. She sent us 2-3 pictures or videos of our dog daily (but also stated she didn’t have to if we didn’t want to be bothered on vacation) and we loved getting those updates! When we returned, the house was nice and clean, including fresh laundry and an empty dishwasher. She also offered to water our flowers and they were surprisingly healthier looking when we got back so I know she spent time holding up that offer too. Overall, our dog seemed happy and well cared for and we were pleased with the level of communication she provided. We will definitely use Logan again and would highly recommend her to anybody needing a pet sitter! We just hope she doesn’t get too popular! Thank you Logan!”


“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.”


“Kaylee was awesome with our boys! We have a 14 year old Westie that is blind and diabetic who is very finicky when it comes to eating. Kaylee was up for the challenge and did whatever it took to feed him so he could get his insulin shot. Booked Kaylee again in a few weeks and for two weeks in the spring!”


“Josh is wonderful! I am a repeat customer and will always contact him if I need a sitter. My dog found himself in a bad way after chasing our squirrels. Josh was able to handle the situation in an expedient and responsible manner. He needed stitches and meds and extra care before I was able to get home. I was very confident in all of his abilities. He really went above and beyond! He communicated all information from the vet and cared for him very lovingly.”



“Amy did a fantastic job taking care of my senior lab, Frank. Each day can bring about a new scenario with him and she used all the tools and tricks to keep him calm and happy just as I would. great amount of communication and she spent a considerable amount of time with him. Highly recommend.”


“Ann was fabulous with our elderly min pin and kitty. They both have meds and a schedule that works well and Ann was able to master that for the time she cared for our two furry kids. She spent a couple of nights and days and both pets were calm and fine when we returned. I would have Ann sit for our kiddos again!”


“We had a fantastic experience with Matthew as our dog sitter while we went out to dinner to visit family in Greencastle, Indiana. He watched our two dogs for about 3.5 hours and did an excellent job. Matthew was professional, punctual, and took great care of them. He kept us updated with messages and photos, which gave us peace of mind while we were away. Both dogs were happy and well-cared for when we returned, and it was clear that Matthew genuinely loves animals. We highly recommend him to anyone looking for a reliable and caring pet sitter. We’ll definitely be reaching out to him again in the future!”


About: I have taken care of all different types of animals since I was a kid. I have alot if experience from young to old animals. As a school bus driver, I have a lot of free time during the middle of the day, evenings, weekends, and even during school breaks. This flexible schedule allows me to dedicate quality time to caring for pets — whether it’s morning walks, midday check-ins, overnight stays, or extended play sessions. My work routine helps me stay organized and punctual, which translates well into consistent feeding times, walks, and medication schedules for your pets. I genuinely enjoy spending my free time with animals and giving them the attention they need when their owners are away. I strive to make every pet feel safe, comfortable, and loved — whether they’re staying in my home or I’m caring for them in theirs. When pets are in my home, I provide a quiet, pet-friendly environment with plenty of playtime, cuddles, and a consistent routine to match what they’re used to. I keep a close eye on their behavior and health, and I make sure they always have clean water, proper meals, and a cozy space to relax. When caring for pets in the client’s home, I follow all instructions closely and do my best to keep the pet’s routine consistent — whether it’s feeding times, walks, potty breaks, or medications. I treat your home with the utmost respect, and I always communicate regularly with updates and photos, so you can relax knowing your pet is in good hands.

About: I've cared for numerous pets throughout my life, growing up surrounded by dogs, cats, and fish! I've also pet-sat for friends, family, and their acquaintances, taking dogs for walks, playing with them, and even giving them medication when needed. Dog walking fits perfectly into my schedule since I work until 3 p.m. on weekdays and have weekends completely free. This gives me plenty of time in the afternoons and evenings to give dogs the attention, exercise, and care they need. I genuinely love all dogs and enjoy spending time outdoors with them, whether it’s a playful walk around the neighborhood or a calm stroll through the park. Being around dogs is something that brings me joy, and with my flexible schedule, I’m able to be reliable and consistent in making sure they’re happy, safe, and well cared for! I have a fenced in yard and two friendly dogs that will keep your dog company! I can also crate your dog if you’d prefer that.
Loving house sitters in your neighborhood
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Victoria E.

“I cannot express how much I appreciated the service. Above and beyond in all respects. Pretty last minute booking, very quick to respond. So sweet and kind. Top notch communication and sent all kinds of pictures. Even swept up the litter and did other extras that were absolutely more than was needed. So very appreciative. Absolutely the best pet sitter experience! Thank you so much for your time and effort. You're amazing!”


Abbigail F.

“Abbigail was great with my dog and loved the pictures she took and sent to me with updates. It’s hard to leave my dog and be out of town, but with Abby I felt more comfortable. I will be rebooking again when I need to go out of town.”




Tasha H.


“Tasha did a great job dog sitting Nala for me! She was kind, attentive, and caring toward Nala and was willing to work with me on scheduling! It was so nice to be able to go out of town for a night and have peace of mind knowing my girl was being taken care of by a fellow animal lover :)”


Miranda J.

“Miranda was available last minute & really saved us when another person on Rover left us hanging. She took great care of our dog & reptiles. 10/10 would recommend!”


Lexi H.Star Sitter

“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!”


Laura M.
“Laura is a fantastic pet caregiver with over 20 years of experience. She is incredibly responsible, loving, and attentive to animals of all kinds. I’ve seen firsthand how well she cares for pets, including cats, dogs, and even small animals like guinea pigs. She provides a safe, nurturing environment and truly understands each pet’s unique needs. Any pet owner would be lucky to have Laura looking after their furry (or not-so-furry) family members! Highly recommend!”


Ben D.

“This was our first time using Rover. We had Ben come over for a meet and greet. Ben paid close attention and took notes on everything we discussed. We had him do one overnight at our house with the dogs. He communicated well and let us know how the dogs were doing. Also sent daily pictures of the dogs. We would recommend Ben for dog sitting.”


Chloe B.
“Chloe has been my best friend for more than 10 years, and she grew up with cats and dogs of all kinds. She loves all animals, and even got my grumpy kitty to love all over her!”


Logan G.

“This was our first time using anybody to watch our dog and home other than family or a boarding center, so we were super skeptical about the Rover process and hiring a stranger to watch our fur baby. However, quickly after meeting Logan, we knew we would welcome her in our home! She was very responsive, friendly and obviously loved animals. These traits were still apparent while she watched our dog in our home for 10 days. She sent us 2-3 pictures or videos of our dog daily (but also stated she didn’t have to if we didn’t want to be bothered on vacation) and we loved getting those updates! When we returned, the house was nice and clean, including fresh laundry and an empty dishwasher. She also offered to water our flowers and they were surprisingly healthier looking when we got back so I know she spent time holding up that offer too. Overall, our dog seemed happy and well cared for and we were pleased with the level of communication she provided. We will definitely use Logan again and would highly recommend her to anybody needing a pet sitter! We just hope she doesn’t get too popular! Thank you Logan!”


Lauren A.

“Lauren did a great job taking care of our house and our anxious dog! We also really appreciate her fitting us in on short notice and being flexible with her schedule.”


Zach D.

“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.”


Ladonna E.

“Ladonna was an excellent house sitter to our home and animals! Our animals are needy so this is no small task. I would book agin and recommend her to anyone!”


Kaylee A.

“Kaylee was awesome with our boys! We have a 14 year old Westie that is blind and diabetic who is very finicky when it comes to eating. Kaylee was up for the challenge and did whatever it took to feed him so he could get his insulin shot. Booked Kaylee again in a few weeks and for two weeks in the spring!”


Josh C.


“Josh is wonderful! I am a repeat customer and will always contact him if I need a sitter. My dog found himself in a bad way after chasing our squirrels. Josh was able to handle the situation in an expedient and responsible manner. He needed stitches and meds and extra care before I was able to get home. I was very confident in all of his abilities. He really went above and beyond! He communicated all information from the vet and cared for him very lovingly.”




Amy U.

“Amy did a fantastic job taking care of my senior lab, Frank. Each day can bring about a new scenario with him and she used all the tools and tricks to keep him calm and happy just as I would. great amount of communication and she spent a considerable amount of time with him. Highly recommend.”


Ann S.

“Ann was fabulous with our elderly min pin and kitty. They both have meds and a schedule that works well and Ann was able to master that for the time she cared for our two furry kids. She spent a couple of nights and days and both pets were calm and fine when we returned. I would have Ann sit for our kiddos again!”


Tameka S.

“Thank you so much for watching the dogs last minute!”


MATTHEW G.

“We had a fantastic experience with Matthew as our dog sitter while we went out to dinner to visit family in Greencastle, Indiana. He watched our two dogs for about 3.5 hours and did an excellent job. Matthew was professional, punctual, and took great care of them. He kept us updated with messages and photos, which gave us peace of mind while we were away. Both dogs were happy and well-cared for when we returned, and it was clear that Matthew genuinely loves animals. We highly recommend him to anyone looking for a reliable and caring pet sitter. We’ll definitely be reaching out to him again in the future!”


Ashley L.
About: I have taken care of all different types of animals since I was a kid. I have alot if experience from young to old animals. As a school bus driver, I have a lot of free time during the middle of the day, evenings, weekends, and even during school breaks. This flexible schedule allows me to dedicate quality time to caring for pets — whether it’s morning walks, midday check-ins, overnight stays, or extended play sessions. My work routine helps me stay organized and punctual, which translates well into consistent feeding times, walks, and medication schedules for your pets. I genuinely enjoy spending my free time with animals and giving them the attention they need when their owners are away. I strive to make every pet feel safe, comfortable, and loved — whether they’re staying in my home or I’m caring for them in theirs. When pets are in my home, I provide a quiet, pet-friendly environment with plenty of playtime, cuddles, and a consistent routine to match what they’re used to. I keep a close eye on their behavior and health, and I make sure they always have clean water, proper meals, and a cozy space to relax. When caring for pets in the client’s home, I follow all instructions closely and do my best to keep the pet’s routine consistent — whether it’s feeding times, walks, potty breaks, or medications. I treat your home with the utmost respect, and I always communicate regularly with updates and photos, so you can relax knowing your pet is in good hands.


Ava P.
“Ava is one of the most caring people I have ever met. She goes beyond expectations. Ava is extremely kind and very nurturing to all people and animals. I only have nice things to say about her. She’s one of the few people I trust with my pets. She’s always treated my fur babies like her own and I appreciate that so much. She understands their needs and mine as well with being a pet owner. I would recommend her to anyone I meet.”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in New Winchester on Rover as of Aug 2025 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 254 house sitters in New Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of New Winchester house sitters respond in under an hour.
House sitters in New Winchester have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in New Winchester.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. New Winchester house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
