House Sitting Stephenson

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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: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
4 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: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
14 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: Kristine S.
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Kristine S.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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: Marianina G.
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Marianina G.
from
$30
per night
5.0 out of 5 stars
5 reviews
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: 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 did a great job taking care of our two dogs and cat while we were away, even when a medical issue came up with one of our dogs the before we left. Kathy administered several meds to both dogs and communicated well with us. We plan on having her watch our fur family again in the future!

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Nathaniel H.
Sitter Profile Image: Linda S.
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Linda S.
from
$75
per night
4.9 out of 5 stars
103 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: Cameron W.
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Cameron W.
from
$34
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: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
2 reviews
8 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: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
22 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: Sherry R.
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Sherry R.
from
$45
per night
4.9 out of 5 stars
12 reviews
6 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.
Sitter Profile Image: Reina P.
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Reina P.
from
$47
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

Sitter Profile Image: Makena H.
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Makena H.
from
$35
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Winchester, VA, 22601

Would book again. Was great with communication and was happy to send me a few photos of my pups (who are both very elderly).

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

Natalie is everything I was hoping to find in a dog sitter, and then some! She is trustworthy, compassionate, dependable, kindhearted, caring, and overall just a wonderful person to work with. From the moment we had our meet and greet, I just knew I found THE perfect person that I instantly trusted to take care of my dog in my home. She takes the time to get to know you and your pet, and even organizes all of the information into a detailed “cheat sheet” about your pet! She is now my go-to person for any future pet sitting needs!

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Lindsey R.
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: Kate-Lynn T.
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Kate-Lynn T.
from
$31
per night
10 years of experience
Winchester, VA, 22601

About: I have extensive experience caring for pets, having watched my aunt’s cats regularly and cared for many animals of my own over the years. Although I lost access to my old Rover account, I’ve been providing reliable and loving pet care for quite some time. I understand the importance of attention, safety, and affection, and I’m committed to ensuring every pet feels comfortable and happy while in my care. I have 3 to 4 days off each week, which gives me plenty of time to dedicate to pet care. Whether it’s daily walks, feeding, playtime, or simply providing companionship, I’m able to give pets the attention and care they need without feeling rushed. This flexibility means I can accommodate various schedules and be fully present to ensure each pet’s comfort and happiness. I care for cats in my home, providing a calm and cozy environment where they feel safe and loved. For dogs, I offer care at your home and take them out for walks with a wonderful local walking community. There’s also a dog park nearby where dogs can socialize and play. I’m dedicated to making sure every pet gets the attention, exercise, and comfort they need.

Sitter Profile Image: Sarah M.
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Sarah M.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Lauren H.
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Lauren H.
Star Sitter
from
$125
per night
5.0 out of 5 stars
113 reviews
51 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: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
119 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: Emily F.
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Emily F.
from
$45
per night
6 years of experience
Winchester, VA, 22601

About: Available in evenings and weekends. I am reliable, responsible and always on time. I love all dogs and I appreciate all the quirks that come with their individual personalities. I have loved animals since I was young, and I volunteered for a pet shelter in the summer when I was younger. Although I am currently a cat owner, I love all furry animals and I have to greet every dog I meet on the road. I am looking for part time work and this would be a great opportunity to utilize my free time and my love for canines and kitties. I have three cats that are basically like my children, but I adore dogs and would love the opportunity to interact with them daily or weekly. I have free time on my work from home days as well as weekends to assist other dog/cat owners. I do not have a fenced yard, but I live in a community that has a lot of pathways and green space. Within my apartment, I can keep my cats separate if needed but happy to let the dogs explore and get comfy in my space. I am very courteous of other people's space and preferences.

Sitter Profile Image: Sierra C.
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Sierra C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
3 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.
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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 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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  • 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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  • 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

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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 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 524 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
  • 95% 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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