Pet Sitting Stephenson

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 136
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
310 reviews
120 repeat clients
7 years of experience
Clear Brook, VA, 22624

As always, Alexsys is great! She's communicative, on time, and takes great care of my cats! I always know my fur babies are in good hands with her.

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Lillian R.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
152 reviews
28 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby gave live updates and took lots of photos of our babies. Great communicator and you can tell our pups enjoyed her company with the report card photos. Thanks again!

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Erika D.
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: Cindy E.
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Cindy E.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

About: I’ve cared for pets for years and truly enjoy building trust with each animal. I have experience with daily routines, walks, feeding, playtime, and providing calm, loving attention so pets feel secure and at home. I update parents twice a day, around noon and evening. Daily pictures are sent! Pet care fits easily into my daily routine. As a stay at home mom, I’m home all the day, which allows me to provide consistent attention, timely walks, feeding, and companionship throughout the day. I provide care in my home and in clients’ homes, depending on the service. I follow each pet’s routine closely, including feeding schedules, walks, playtime, and plenty of attention. I maintain a calm, safe environment and communicate regularly with pet parents. For everyone’s safety, I only care for dogs that are not aggressive and comfortable around people and other dogs since I have 2 small pups of my own

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Stephenson, VA, 22656

Allison was fantastic with my two cats this weekend! Timely, communicative, and trustworthy :) She was also great about my last-minute booking, since I’d just moved to the area and had to unexpectedly be out of town. Would book her again!

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Jessica K.
Sitter Profile Image: LEIDY B.
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LEIDY B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Stephenson, VA, 22656

About: When you can’t be there, I make sure tails keep wagging and paws stay happy! Reliable pet sitting, walks, and drop-in visits that keep your furry friends loved, safe, and entertained. I'm currently available for a part-time schedule to take care of your fur baby. Don't hesitate to reach out for your pet-sitting needs. Thank you. I bring a calm and positive demeanor that you and your fur baby will pick up on, I look forward to meeting you. Thank you.

Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
85 reviews
21 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
325 reviews
115 repeat clients
8 years of experience
Winchester, VA, 22601

Kim has been an absolute savior. Work has changed my fiancé’s and myself where we needed to have someone drop in and let our walker out for a bit. Walker loves Kim and she’s so sweet with him and has been so accommodating to our crazy work schedules. I couldn’t suggest a better person to take care of your fur baby.

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Steve K.
Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$22
per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
20 years of experience
Stephenson, VA, 22656

Kathleen was fantastic with my two big dogs! She asked all the right questions, gave me a summary of their time together and played ball nonstop. 10/10, highly recommend trusting your pets with Kathleen!

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Logan C.
Sitter Profile Image: Karen O.
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Karen O.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
19 reviews
9 repeat clients
12 years of experience
Winchester, VA, 22602

Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!

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

As a first time rover user I was terrified BUT Lauren is incredible!!!! I had a last minute need for drop in visits and she not only accommodated me but went above and beyond. She was so incredibly kind about my chaos and my house being very much a dog house. She cleaned up pots that my dogs broke which was so exceptionally kind! She took great pictures of them and they were clearly happy and she checked in with me consistently. 10/10 recommend and would love to hire her again!!

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Alanna H.
Sitter Profile Image: Drew B.
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Drew B.
from
$12
per visit
8 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, Monday through Friday, 9 to 5. I'm happy to use my work breaks to check on animals for those who need the extra attention. My availability will be based around my work and my 2 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: Marianina G.
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Marianina G.
from
$16
per visit
14 years of experience
Winchester, VA, 22602

About: Hi, I’m Nina! My passion for animals started when I began volunteering at animal shelters when I was 13. By the time I was 19, I was working full-time at a doggy daycare where I learned puppy / senior care, light training experience, medication administration, exotic pet care, behavioral management, navigating social interactions / introductions, and much more in my 8 years there. I am currently working full time, Monday - Friday 8:30am-4:30pm but am hoping to change that soon to focus on my passion for animal care and socialization. I love hanging out and chilling with the dogs I meet and getting to know them. I will take your pets on walks, sit with them in the shade or outside, play with any toys they love, or just hang out on the couch if that’s their speed. My care is custom to your pet and their needs.

Sitter Profile Image: Megan M.
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Megan M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
49 reviews
27 repeat clients
25 years of experience
Bunker Hill, WV, 25413

Meghan has been an excellent care giver for our older cat, and it was a comfort knowing that she was experienced with giving medications since our sweet kitty needs a daily asthma pill. Thank you so much, Meghan!

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Patti F.
Sitter Profile Image: Cora D.
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Cora D.
from
$20
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
3 years of experience
ClearBrook, VA, 22624

Cora is awesome! She took great care of our animals once again. Highly recommended!!

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Chris J.
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: Hailey C.
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Hailey C.
from
$20
per visit
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: 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: 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.
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.

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

Pet parents share their Rover experiences - Stephenson

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5.0 out of 5 stars

Allison was amazing, and took very good care of our cats! I highly recommend her, and would have her take care of our babies again!!! :) Cats and the house looked GREAT!!!!! Thank you!

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Lisa G.
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

Timely communications, willing to gather the mail and water my front door plants. Kitty is also well taken care of. Thanks Alexsys!

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Mitsi L.
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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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Stephenson average 5
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 July 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 July 2026, there are 961 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:

  • 91% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 94% 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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