Pet Sitting Stephenson

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Over 123
pet parents in Stephenson have booked pet sitting

Stephenson, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
342 reviews
133 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys was great! She took great care of my cats, and they all seemed to like her as well, even my skittish cat! She's responsive to messages, and gave me pictures and updates on how my fur babies were doing while I was away. I would definitely book with her again!

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Lillian R.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

She very nice. Gets things done. Very nice to pets.

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larry b.
Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
113 reviews
51 repeat clients
34 years of experience
Berryville, WV, 25413

Miss Lauren has been amazing with my baby boys and brought ease to my mind while away on business. My furbabies were well taken care of and took to her very easily which brought me so much joy!!! She is my lifesaver and will furever be our go to caretaker!!!!!!

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Heather F.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
98 reviews
22 repeat clients
10 years of experience
Winchester, VA, 22602

Hannah was amazing and although one of our dogs gave her some issues, she handled the situation great. She was very communicative and our golden retriever loved her immediately. Would definitely recommend her services and use her again in the future!

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Kayla H.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
345 reviews
118 repeat clients
8 years of experience
Winchester, VA, 22601

Kim B watches our fur babies like they are her own! We know that she will make sure that they are well cared for and loved! We love KIM!! We never have a worry with her!

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Megann and Ross W.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$25
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
13 years of experience
Winchester, VA, 22601

About: We provide a special touch of walks, wags and worry free pet sitting! From zoomies to cuddles we can match your fur babies energy level. Apple Pay,Venmo,Cash or in app payments welcome. We’re a meticulously organized couple which permits us a flexible schedule when caring for our fur babies. We’d love to extend the care to your fur babies as well! We recognize that each pet has their distinct personality and we like to honor that. Pelusa, our oldest cat, despite her age, carries a playful kitten soul so we like to dedicate extra stimulating play for her. Our youngest he likes to exert his energy by bird watching and running and jumping around so we’ve accommodated the house for his races since playing 1 on 1 with him does not captivate his curiosity. Just like that we can confidently say we love learning about our clients and their pets personality so we can make the best transition when caring for them that day and so everyone feels seen and included, even the little ones! We also understand pets can be very oriented to habits so we like to know what habits and/or rules you have for your pets so we can respect and abide to those as well!

Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
194 reviews
29 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby took excellent care of our animals while we had to go out of state. I could tell from her pictures and from how they were acting when we got home that they really enjoyed their time with her. We'd absolutely book Gabby again in the future!

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Jeremiah S.
Sitter Profile Image: Taylor R.
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Taylor R.
from
$13
per visit
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.

Sitter Profile Image: Megan H.
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Megan H.
from
$14
per visit
5 years of experience
Winchester, VA, 22601

About: I’m new to the area and looking to help out with the furry friends in my neighborhood! I’ve grown up around dogs and cats since I was young, and love getting to spend time with them, whether it be taking them on walks/runs, playing with them, or just giving them lots of love and attention. I am reliable, with my own transportation and a flexible schedule! I am a new graduate student at Shenandoah University - as a musician I have a few rehearsals in the afternoons and evenings, but my schedule is pretty open otherwise and I’ll have plenty of time to stop by/stay over and keep your pets company! I am a rule follower! I will follow your guidelines to a T, and make sure your pet is cared for exactly as you wish. I know that pets are our whole world, and leaving them with a stranger can be nerve wracking - I am reliable and responsible, and you can easily trust me to take care of your loved ones!

Sitter Profile Image: Anthony D.
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Anthony D.
from
$18
per visit
18 years of experience
Winchester, VA, 22601

About: I’ve been dog and cat sitting since elementary school, starting with walking my cousins' dogs and caring for them while they were away. I also have extensive experience with feline care, spent hours socializing with friends' cats, and dropped in to feed them when owners were out of town. I work from home and set my own schedule so I’m available for dog walks and cat drop-ins every day of the week from morning through afternoon. When caring for pets I like to follow exact instructions for feeding, potty breaks, and playtime since all pets have their own quirks. I always ensure the home is secure, clean, and locked up before I leave.

Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Winchester, VA, 22603

She is great, our dogs love her!!

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Sydney D.
Sitter Profile Image: Drew B.
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Drew B.
from
$20
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Winchester, VA, 22603

About: Everyone calls me when they need a reliable and dedicated pair of hands to watch over their children. Yes, I treat every dog like a furry child. I've helped raise dogs from 6 weeks to 16 years old. The young and the old need a little more attention and I'm happy to help. Those terrible 2's just need extra attention, and I'm happy to provide that too! I love all animals and will probably treat the kids like royalty. I prefer the company of dogs than my friends, they could vouch for that! I'm both loving and also stern because I've raised both labs and pitties. They require different types of parenting techniques, and I am equipped to handle anything. I work full time, and over time when it's available. I'm happy look after our friends around town. My availability will be based around my work and my, now, 4 kiddos at home. I can adjust weekly routines to incorporate pickup/drop offs, stop in visits, after work walks, or overnight stays. I treat dogs like they are our kids. I talk to them, I cuddle with them, and I use positive reinforcement to train good habits. I've helped raise a dozen dogs and each dog likes to show you how they like to be treated. I learned this lesson the hard way when I was raising dogs and had to learn different techniques to train each of them individually. Labs learn and function much different than bulldogs and pitbulls. I treat each dog the same regardless of size or attitude. Though I may give them some attitude when mouth off, like I do with my pitty at home (lol). I'm a safety first kind of person when it comes to our kids. So I tend to lean on the side of caution and extra equipment when interacting with most dogs. I always keep extra dogs supplies in my truck at all times as I have been known to that guy who stops traffic to try to rescue a dog. I've done this probably 6 or 7 times.

Sitter Profile Image: courtney b.
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courtney b.
from
$17
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
20 years of experience
Winchester, VA, 22601

Courtney was absolutely amazing with my new puppy and older dog! She is very responsive and attentive to their needs! Do not hesitate to book her services. Your pet will be in great hands!!

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Derek G.
Sitter Profile Image: Susan B.
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Susan B.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!

Sitter Profile Image: Alex H.
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Alex H.
from
$18
per visit
5.0 out of 5 stars
20 reviews
9 repeat clients
10 years of experience
Winchester, VA, 22601

We rehired Alex to look after our big dog Rocky again for a week while we celebrated our anniversary. He did an amazing job and kept us updated with pictures of Rocky and rocky looked like he was having a blast in all the pictures. Alex played fetch with him in our yard daily and made sure Rocky had enough toys to play with. We came home to a happy dog and we are very grateful we could celebrate our anniversary without worrying about how Rocky was faring back home thanks to Alex!

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Destiny W.
Sitter Profile Image: Myahrissa R.
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Myahrissa R.
from
$20
per visit
5.0 out of 5 stars
128 reviews
26 repeat clients
4 years of experience
Stephenson, VA, 22656

Mayahrissa is an excellent pet sitter. From our first meeting I could tell she really cares about animals and although I was a little nervous leaving my 3 month old puppy with a sitter for the first time, I immediately trusted Mayahrissa. During her visit, she followed all the care directions and sent me lots of pictures. My dog really likes her. She has a calm demeanor which puts pets at ease. I highly recommend her.

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Lorena C.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
28 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

We are nervous dog parents and Sarah went above and beyond to ensure both our puppies and my husband and I were comfortable while away from them! Cannot recommend her highly enough. She is very knowledgeable and won over our most particular girl with her calm and warm presence.

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Becca K.
Sitter Profile Image: Natasha L.
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Natasha L.
from
$22
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Berryville, VA, 22611

Easy to work with and very responsible

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Ray M.
Sitter Profile Image: Linda S.
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Linda S.
from
$25
per visit
4.9 out of 5 stars
103 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

About: 5 Acres, Pool, Large PRIVATE HOME PROVIDING POOCH PAMPERING SECOND TO NONE. Dog boarding, pet taxi, walking or house sitting I do it ALL!! I have over 20 years experience with all sizes and breeds, serving Franklin, Clarke & Western Loudoun Counties in Virginia and Innwood WV. Give your baby a luxury vacation while you are away, a great day-care experience while you work or shop or I’m happy to care for your pet in their own home. Pet taxi service to/from my house, to your vet or groomer is also one of our services. Schedule a meet and greet to come see for yourself. WHY I LOVE DOG SITTING My parents raised Collie's and my first dog was Lady, I was 18 months old! So I have always had dogs, a house just isn't a home without a pup! I have owned, fostered and rescued dogs all my life. I have experience with all breeds, from Great Danes to Yorkies, I have done it! I love dogs, pamper them but give them the boundaries that make them feel secure. SERVICE AREA I am located in a large home with a pool and fenced in backyard in Clear Brook Virginia serving Winchester, Purcellville, Round Hill, Berryville, Bluemont, Hillsboro, Lovettesville and the surrounding areas. We can arrange pet taxi service to/from our home at an extra charge. CALL FOR MORE INFORMATION I’m happy to provide many references from past clients, give a phone and/or in person interview. All boarding clients must complete a meet & greet prior to booking. MEDICATION AND SPECIAL ATTENTION I am trained in administering oral medications and injections. Pet care is my full time profession, I’ve dedicated the past 20 years to watching clients pups so they can work, vacation or travel without their fur babies suffering from separation anxiety, or stress. I have unparalleled experience providing love & attention to my boarders, keeping them happy & safe overnight (or longer) while their family is away. Our pet taxi service can come pick up your baby to start their stay with us or provide excellent transport if your pup has an appointment at the vet or the spa.

Sitter Profile Image: Erin C.
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Erin C.
from
$26
per visit
5.0 out of 5 stars
202 reviews
85 repeat clients
12 years of experience
Winchester, VA, 22602

Erin was super helpful looking after my cat Mittens. I had a seamless experience introducing her to Mittens and had confidence that her drop in would go off without a hitch. She was very responsive, friendly, and a pleasure to work with. I look forward to having her as my go to sitter in the future!

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Andrew R.
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The median cost per visit for pet sitting in Stephenson is $20

Pet parents share their Rover experiences - Stephenson

1 / 1
5.0 out of 5 stars

I think this is my third review for Alexis? But she she and I have known each other for a few months now, and she has been a delight with sitting for my dog. Would recommend very highly for your home too.

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Denise L.
Drop-In Visits
5.0 out of 5 stars

This was our first time using Rover and it was a great experience all-around! Allison is absolutely wonderful and took excellent care of our pets! The check-in messages and photos of our babies were an added bonus! We enjoyed our weekend without worrying!

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Iris M.
Drop-In Visits
5.0 out of 5 stars

Myahrissa took exceptional care of my dogs, Naya and Francis, and I could not have been happier with the experience. From the moment she met them, it was clear that she genuinely loves animals and treats them as if they were her own. Throughout her time with them, she was attentive, caring, reliable, and communicative, giving me complete peace of mind while I was away. Naya and Francis absolutely adored her, and it was obvious they had an amazing time together. When I returned home, they were happy, relaxed, and well cared for—one of the best indicators that they were in great hands. I would highly recommend Myahrissa to anyone looking for a trustworthy, compassionate, and professional pet sitter. She went above and beyond, and I would not hesitate to have her care for my dogs again in the future.

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Marcus R.
Drop-In Visits
5.0 out of 5 stars

Gabby answered my request immediately and it was somewhat of a short notice and agreed instantly. She was easy to work with and dependable including pictures. Will be definitely using her again.

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Dawn R.
Drop-In Visits
5.0 out of 5 stars

Hannah arrived just as requested, sent adorable pics, and posted what each pet was doing and how their demeanor was. It sounds like they loved her, and showed it with licks and pets!! She also brought in our mail and packages, which was very helpful! We will definitely invite her back next time!!

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Sarah P.
Drop-In Visits
5.0 out of 5 stars

Ally is always fantastic! Super communicative, great with my senior dog, and very thoughtful. Can’t recommend highly enough.

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Christiana H.
Drop-In Visits
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Sitters in Stephenson average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Stephenson

Frequently asked questions about Rover

The average cost for Pet Sitting in Stephenson on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 901 sitters on Rover offering Pet Sitting across Stephenson. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Stephenson stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Stephenson. On Rover:

  • 93% of sitters can help with special care needs
  • 99% 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.

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.

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