House Sitting in Stephenson

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Top rated Stephenson house sitters

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: Jessica M.
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Jessica M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

Was gone for about 3 days. Jessica was able to provide me with a morning and afternoon report on how my pets were doing and sent me plenty of pictures. I was so grateful and was able to enjoy my trip knowing that they were in good hands. My 2 cats and pup were so comfortable with her. Definitely recommend and will rebook again!

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Jessica N.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$45
per night
10 years of experience
Winchester, VA, 22602

About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.

Sitter Profile Image: Linda S.
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Linda S.
from
$65
per night
4.9 out of 5 stars
103 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

Linda was a life-saver and took such great care of our pets and house so we could attend to a last minute family emergency. She did a fantastic job and we will definitely use her again in the future.

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Mae-Beth M.
Sitter Profile Image: Kristine S.
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Kristine S.
from
$30
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Winchester, VA, 22601

Kristine is a warm and caring individual and my dogs picked up on that immediately. She was fantastic with our three German Shepherds. She took great care of our dogs and our home while we were away. She was respectful of our property, cleaned up after herself and the dogs, and went above and beyond by mopping up after a rainstorm and even throwing linens in the wash before we returned. It gave us so much peace of mind knowing everything was being handled so thoughtfully. Great communication, too. I would absolutely book Kristine again and highly recommend. Kristine, if you’re reading this, thank you so much for putting up with all the shedding, the Shepherds were dropping their coats like crazy.

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Alesha R.
Sitter Profile Image: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
20 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

Julia is absolutely incredible, she is so professional and is constantly keeping in touch so we were able to enjoy our vacation without worrying about our babies!

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Rachel S.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Winchester, VA, 22601

Our 130# Newfoundland and cat were well taken care of. Communication was great, even using a different app since we were in Europe. Would not hesitate to use Charlotte again, she cared for our animals like they were hers.

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Giovanna C.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
58 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

Kathy was wonderful for my dog Charlie!! She was great at communicating and sent lots of pictures over the 2.5 days she watched my dog! When I returned from my trip it was like she was never here! She left my place just like it was when I left! I would recommend using her to anyone in Greensboro! I know I’ll definitely be using her again in the future!

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Morgan S.
Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$125
per night
5.0 out of 5 stars
110 reviews
50 repeat clients
34 years of experience
WV, 25413

Having never been left alone since the passing of her brother (they used to board together in a kennel) we were concerned about what to do with our senior dog, Abby, during a 10-day trip to Europe. We turned to Rover.com since we felt staying in her familiar home would be better and Abby would receive more attention and activity. We reached out to Lauren who got back to us in minutes and arranged an in-home "meet and greet" visit. She and her partner came by to visit and we were immediately impressed with her kind way with Abby, her approach to staying here with Abby, and her experience taking care of dogs. We were very pleased with her care of Abby, the updates she would send us along with photos of Abby were very helpful, and it was nice to know they were all getting along well -- and at the same time, our home was being cared for along with Abby! They had car rides and visits and walks and Abby did very well with her new friends right in her own home. When we returned home, our place was clean and tidy, sheets were washed and folded, Abby was happy and doing well. Our neighbors told us how nice they were and that Abby was happy during her walks. We were very glad to have found Lauren and Ali and would not hesitate to have them stay with our little one in the future! Excellent care and support for our doggie and for us.

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Holden C.
Sitter Profile Image: Victoria L.
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Victoria L.
from
$35
per night
4.8 out of 5 stars
7 reviews
23 years of experience
Winchester, VA, 22602

Victoria provided frequent comms and was very responsive. Great job, we will definitely use her again!

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Stu Y.
Sitter Profile Image: Aly P.
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Aly P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
16 years of experience
Martinsburg, WV, 25405

Aly was great with my pet. She was amazing at communicating throughout and sent updates along the way. I highly recommend her for pet sitting!

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Jill W.
Sitter Profile Image: Shannon B.
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Shannon B.
from
$55
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Winchester, VA, 22602

Shannon was amazing. Our little guys loved being with her. Def will be using her again. Her communication about what the dogs were doing was great. Highly recommend

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Melissa S.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
10 years of experience
Cross Junction, VA, 22625

Jennifer was a doll! She was so kind and caring. She even sent pics of our babies while we were on vacation and kept in touch with us. We can’t wait to call on her for next time!

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Kim C.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$55
per night
5 years of experience
Winchester, VA, 22601

About: I work full time at Shenandoah University and am joining Rover to formalize my side hustle, which Ive largely managed through word of mouth thus far. I’ve lived with dogs for about 25 of my 30 years of life - mostly hounds (most recently 2 bassets). And I’ve watched dogs of all sizes, the smallest being a chihuahua mix and the largest a Great Dane. Over the last 5 years or so, I’ve dog sat for friends, family, and connections in the Winchester area. The longest engagement was 6 weeks, but I normally do long weekends or week long jobs. All animals are different and I respect you, their owner, to tell me what’s best for your furry friend. I also will be transparent and over communicate with you so we both can be confident your animals have everything they need. I’m comfortable dispensing medication - including to the really picky ones (I can take a pill/pill pocket and sculpt it pretty much exactly the same shape and size as any mainstream kibble brand). I have experience with puppies and with our senior citizens, who both just need a little extra care and attention. I feel comfortable listening to animals and getting to know their personalities, which are all so different yet equally endearing. If they are trying to say something, though, I feel pretty confident I will notice it - especially after we’ve spent a few hours together. And, if they’re trying to say something and I don’t understand? I’ll reach out just to make sure. I just really, really love animals. I most often watch dogs but have also cared for cats, lizards, bunnies, chickens, and horses (although horses were largely just feeding and brushing/attention). I also have a rescue cat of my own, Luna, who has made me certain I’m equally a dog person AND a cat person. I work 9-5 M-F, and occasionally am tied up on weekends with happenings on campus. I can take an hour lunch (and flex a bit beyond if necessary) to visit the animals for attention and potty breaks. I am single, sober, and genuinely grateful for the work and the company. Animals have so much love to give, and i try to reciprocate that love indiscriminately. Thanks for your consideration and please let me know if I can answer any questions, hop on a zoom call, or speak to any specific needs you find important. No request is too small and I’m grateful for any and all details I can use to keep your animals feeling secure, loved, and cared for in your absence. I work full time at Shenandoah University as an Administrative Assistant in the Office of Global Engagement. My role is in-person on the main campus in Winchester. My routine hours are 9-5 with an hour lunch around 12 or 1. But, there’s a lot of flexibility, especially over the summer when the students are back home. My team is small and I am able to shift my hours when I communicate with them in advance (I.e. I’ll take 2 hours midday but clock in at 8, etc). Outside of work, my schedule largely centers around community and service work. I’m really involved with the recovery community and attend several meetings and events a week, although I can be flexible there too. Most days I’m up no later than 7 am and asleep by 11. But all these things can flex, depending on your and your pets needs. I live alone with a stray-turned-adopted cat named Luna (who I’m preparing to spay, which is part of my need for a more stable second income!). My place has a small fenced area in the back, enough room for a pup to potty but not much more. But I’m also about a half a mile from Jim Barnett Park and I love their walking trails and their dog park. I’d prefer to house sit at your house, but I’m open to certain scenarios if I can ensure your animal is comfortable in my space. Let’s talk about the details!

Sitter Profile Image: Ava K.
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Ava K.
from
$28
per night
18 years of experience
Martinsburg, WV, 25405

About: Hi! I'm ava and I've grown up with animals my whole life, i'm used to taking care of senior dogs with disabilities like blindness, deaf dogs/cats or joint problems, I'm also good with puppy's kittens and older cats, with or without disabilities. I now own 2 of my own cats, honey and astra, and 1 dog named milo❤️. I love animals so much, I'll take care of your animal as if they are my own, and make sure they always feel loved! I also am good at tricking dogs and cats to take their medicine if needed!😊 I am available any day and almost anytime! I am currently trying to start my own small business selling art, So I can adjust my schedule very easily! I will have dog or cat treats always with me to: gain trust, teach to sit, and any other circumstances! When walking animals I will keep my eye open for cars and other animals to keep your animal safe at all times!

Sitter Profile Image: Suellen W.
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Suellen W.
from
$40
per night
2 years of experience
Winchester, VA, 22601

About: I’ve had dogs my entire life, and got into dog training 2 years ago. I assisted a dog training company with the dogs they would board and care for, and assisted with multiple training outings. I also raised and trained my own service animal. I’m currently working part time, and will focus solely on providing care for your pet and home. They are my number one priority and love to do things with them. I will take them on long walks and do training with them to get their brain going. I’ll make sure their meals are extra tasty and made with love.

Sitter Profile Image: Sarah M.
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Sarah M.
from
$25
per night
5.0 out of 5 stars
1 review
20 years of experience
Winchester, VA, 22603

About: While I don’t have any professional experience taking care of dogs or cats, I’ve had dogs my entire life. I love animals and getting spend time with them while earning money is a dream come true. I currently do have a full time job but can drop in for walks before and after work. I’m also available full time on weekends and for overnight care weekly. I have a small fenced in yard but an also capable of walking them outside. I have a cat, a snake, and 3 dogs. One of which is a senior diabetic poodle so I have experience with injecting medications.

Sitter Profile Image: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Winchester, VA, 22601

She was amazing! Came on time, follow all the instructions with my little puppy. Send me the updates and photos of Poet. Puppy was happy and safe when I came back home. Her prices are very affordable. You can feel that she loves the animals. Highly recommend Christopher!

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Tamara K.
Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
114 reviews
45 repeat clients
18 years of experience
Winchester, VA, 22602

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

Sitter Profile Image: Jacob G.
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Jacob G.
from
$50
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Clear Brook, VA, 22624

About: With 10 years of experience caring for dogs, I'm passionate about keeping them happy and active with fun walks. I also have experience managing multiple dogs on walks. I’m currently in summer break so I have more free time than usual and I always wake up early to take my own dogs out. I always take my dogs out 3 times a day morning, evening and night. As well as giving them ample food and water in the mornings and evenings. And of course we can talk more about how I can better take care of your pup.

Sitter Profile Image: Mireille H.
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Mireille H.
from
$75
per night
5.0 out of 5 stars
4 reviews
1 repeat client
40 years of experience
Stephenson, VA, 22656

Mireille was great. I could tell right away that she had a genuine interest for our dogs and would be a good match for them. We have one who is older with several anxiety triggers and one who is younger and a handful and has a endless desire for cuddly attention. Mireille satisfied both their needs. She was also good with the communication and flexible when our return home was a bit delayed. Would recommend her highly.

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Diane G.
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Over 45
pet parents in Stephenson have booked house sitting

Stephenson pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Linda is genuine and caring. She took wonderful care for our girs and gave us great peace of mind with pictures and updates while we were away. We highly recommend Linda and look forward to future trips ❤️

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Connie F.
House Sitting
5.0 out of 5 stars

Alexsys is amazing. Oscar loves her and I feel like he's well taken care of when I have to leave him at home.

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Bob C.
House Sitting
5.0 out of 5 stars

Elena met or exceeded our expectations with all tasks that we asked her to oversee. Our pugs loved her and would gladly have her care for them again!

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Greg G.
House Sitting
5.0 out of 5 stars

Allison was beyond amazing with our boys! We’re new to the area and needed to find someone on fairly short notice. She went above and beyond to provide updates on their wellbeing every day. One of our pups suffers some pretty serious anxiety around new people and absolutely adores her. 100/10 cannot recommend her enough!

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Tori B.
House Sitting
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The median cost per night for house sitting in Stephenson is $50

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Sitters in Stephenson average 3
repeat house sitting clients

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 Stephenson on Rover as of Jun 2026 was about $50 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.

If you’re searching for a Stephenson house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 333 house sitters in Stephenson. 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, 87% of Stephenson house sitters respond in under an hour.

House sitters in Stephenson 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 Stephenson.

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. Stephenson 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.