House Sitting Stephenson

Find a loving house sitter to watch over your pets and your home.

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Over 19
pet parents in Stephenson have booked house sitting

Stephenson, 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.

1 / 1
Sitter Profile Image: Megan H.
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Megan H.
from
$31
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Winchester, VA, 22601

“Megan was great and took great care of our Winston and our house. We will definitely hire her again when we travel next!”

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Sebastien T.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 8 reviews
5 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: Marianina G.
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Marianina G.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
14 years of experience
Winchester, VA, 22602

“Nina was great with our dog, Buster! She stayed at our home for a week while we were out of town and cared for our elderly pup. She is an excellent communicator and left our house tidy and our pup loved + happy! We would definitely re-hire her!”

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Kate P.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
• 15 reviews
3 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: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Winchester, VA, 22603

“Drew house sat for my reactive pity mix and I will 100% hire him again. He responded promptly after my initial request, communicated clearly his availability, showed up on time, treated my house as his own, kept me informed throughout his stay with pictures, left my house exactly as I left it. Drew understands dogs needs and the needs of pet parents.”

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Suzanne C.
Sitter Profile Image: Linda S.
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Linda S.
from
$75
per night
4.9 out of 5 stars
• 104 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

“Linda was a great find for us. We moved back to the area about a year ago and needed someone to stay with our “kids”. We’ve used Rover in the past so we turned to them again. After a lot of searching for someone that could take care of our elder pups needs we landed on Linda. It was short notice for her (I procrastinated) but she made it work. Linda stopped by the house for a visit with everyone and the kids approved. We were very pleased with Linda’s approach and style. She took care of our home and babies like they were her own. We highly recommend Linda. She’s a keeper. We will be booking her again.”

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Phil C.
Sitter Profile Image: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
• 24 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

“Julia is wonderful with our cat and taking care of our home while we are out of town. She kept us up-to-date throughout each day with photos and even a video of our little guy. She was very prompt and great at communication. Thank you so much, Julia!”

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Kristyn A.
Sitter Profile Image: Kristina M.
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Kristina M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Winchester, VA, 22601

“Kristina did a fabulous job in taking care of our special girl as well as looking after our home. We highly recommend her and will definitely work with her again!”

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Joseph D.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Winchester, VA, 22601

“Wow, where do I begin? Natalie took such good care of my Bailey and my home. I can’t say enough about how wonderful she was and how great the little “Bailey cheat sheet” she made that summarized all the care instructions I provided at our meet and greet, and the beautiful picture she took of Bailey while I was away. She’s thorough and attentive and sent great pictures and messages to reassure me Bailey was fine. And she was! Thank you, Natalie! You’re wonderful and I can’t wait to book you again!”

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Cynthia M.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Winchester, VA, 22603

“Sarah was very friendly and professional. Our dogs were taken care well. Would book her again.”

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

“Kathy is a true gem. We had complete peace of mind while she house sat our three Lab rescues. Kathy is dependable, communicative, and takes care of your house and pets like they are her own. We will absolutely be booking her again.”

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Jessica F.
Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
• 120 reviews
47 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: June S.
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June S.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
20 years of experience
Inwood, WV, 25428

“June was such an amazing companion for my pups, Nico and Milli. I received multiple pictures of my pups daily and many check ins throughout the day. We loved June and think she is the best!!”

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Cathi G.
Sitter Profile Image: Hailey S.
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Hailey S.
from
$75
per night
5.0 out of 5 stars
• 49 reviews
21 repeat clients
10 years of experience
Bunker Hill, WV, 25413

“Hailey is amazing and I have one happy pup who will be utilizing her wonderful service next week and for many weeks to follow! My husband and I are extremely happy to have found her-and of course Diego our boy just adores his new friend!”

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Jessica T.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra took great care of our dog Stella! We returned home to a happy dog. Highly recommend and will definitely be reaching out again.”

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Samantha B.
Sitter Profile Image: Cameron W.
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Cameron W.
from
$36
per night
7 years of experience
Winchester, VA, 22601

About: I have a love and understanding for all animals! I have trained my own and have learned so much through them. I have a lot of experience with dogs with behavioral issues. I am a college student with a lot of free time. My evenings are free and I have a lot of gaps during the day! I would love to get out on walks with dogs in my gaps. I have my own dog to keep yours company if that is something you would like. If not, he can stay with his other mama when your pup is over! Dogs will get full exercise and enrichment when staying with me. We will be in a fenced in yard running around and go on serval walks throughout the day.

Sitter Profile Image: Marian K.
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Marian K.
from
$35
per night
10 years of experience
Winchester, VA, 22601

About: I have been taking care of dogs and cats since high school! I am comfortable and familiar with multiple pets at once and even some more eclectic animals like reptiles (turtles and snakes). I would only be able to come to your house to pet sit or walk, I would not be able to bring pets to my apt. I would only be able to pet sit in your home as I live in an apartment where I am unable to bring animals into my space.

Sitter Profile Image: Reina P.
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Reina P.
from
$47
per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

“Our pups LOVE Reina. She took wonderful care of them and made them feel comfortable while we were away. We came home to happy dogs and a super clean home! We will be using her again, JJ”

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Jeri J.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$63
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
3 years of experience
Stephens City, VA, 22655

“She is awesome. Did a great job, knowledgeable, very nice. Will definitely use again sometime.”

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Elliot A.
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The median cost per night for house sitting in Stephenson is $50

Pet parents share their Rover experiences - Stephenson

1 / 1
5.0 out of 5 stars

Linda was a great pet sitter. She made sure she had all the information she might need. She knew Casey's schedule and habits. She sent pictures and kept us informed. The house was neat and in order when we returned. I would definitely recommend Linda to anyone needing a pet sitter.

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steve k.
House Sitting
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
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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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Stephenson

Select a filter and find qualifying sitters offering house sitting.

Sitters in Stephenson average 3
repeat house sitting clients

FAQs for House Sitting - Stephenson

Frequently asked questions about Rover

The average cost for House Sitting in Stephenson on Rover is $61.05 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 489 sitters on Rover offering House Sitting across Stephenson. 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 Stephenson 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 Stephenson 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 Stephenson 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 Stephenson. On Rover:

  • 97% of sitters can help with special care needs
  • 100% 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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