Pet Boarding Stephenson

Find a loving Stephenson pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 313
pet parents in Stephenson have booked pet boarding

Stephenson, Find top rated pet boarding

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

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Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
• 83 reviews
34 repeat clients
6 years of experience
Winchester, VA, 22601

“I had to leave on a business and Lisette was able to look after my cat Ogden. Communication was quick and simple, and Lisette was very accommodating . I have no problem recommending this sitter.”

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

“Thank you so much for keeping Sammie. We were able to enjoy our trip without worrying about him- knowing that he was getting very good care. And, we loved the photo updates! We will definitely use you again. ”

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Claudia M.
Sitter Profile Image: Kristina M.
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Kristina M.
from
$32
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Winchester, VA, 22601

About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.

Sitter Profile Image: Whitney S.
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Whitney S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
13 years of experience
Stephens city, VA, 22655

“Amazing pup care! Will definitely be booking again in the future. She took great care of our pups and kept us up to date on how they were doing daily.”

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Cameron D.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$60
per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
10 years of experience
Stephenson, VA, 22656

“Lauren was great with our dog Maggie! We left our our dog (7lbs) with Lauren for 7 days while we were traveling. Lauren was responsive with communication and was good about sending pictures of Maggie. Our sweet pup can be anxious and doesn’t do well in new environments but Lauren had a very sweet demeanor and nice home and I think Maggie became quite comfortable there. I would definitely leave our fur baby with her again!”

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Anne Marie R.
Sitter Profile Image: Tammy  F.
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Tammy F.
from
$55
per night
5.0 out of 5 stars
• 160 reviews
81 repeat clients
16 years of experience
Charles Town, WV, 25414

“We had an amazing experience with Tammy at Totally Pawsome Getaways this weekend! Tammy accommodated our last minute request for boarding and took great care of our pup while we were gone. Communication was effortless and she kept us updated throughout her stay. We were completely at ease and my children loved seeing the photos of our dog while she was away! Our pup was happily worn out after her nights stay, so she must have had a blast. Thanks again!”

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Meghan W.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 34 reviews
16 repeat clients
15 years of experience
Front Royal, VA, 22630

“Lauren went above and beyond for us while we went on vacation. She cared for our two cats. Gave them lots of love and attention as well as transported them to and from our home safely. She will be our first choice if we need care again and I highly recommend her to anyone who needs care for their pets. :) thank you again, Lauren!”

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Maggie C.
Sitter Profile Image: Kristen K.
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Kristen K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 267 reviews
222 repeat clients
25 years of experience
Middleburg, VA, 20117

“Kristen was great with my senior dog. He has incontinence issues and I wasn't sure I would be able to find any where that was able to care for him. Kristen was so easy going and rolled with all my boy's issues. So glad to have found her and plan to continue using her kennel in the future!”

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Angela W.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 90 reviews
32 repeat clients
25 years of experience
Middletown, VA, 22645

“Kalley was amazing!! I needed a new sitter as my previous sitter stopped doing in-home boarding, and Kalley was phenomenal. She was very attentive and kept me updated daily on how Marley was doing via text and pictures. I knew he was extremely comfortable in her home which really put me at ease. Thank you Kalley to you and your family for taking such good care of Marley!”

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Nakeia J.
Sitter Profile Image: Chantal W.
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Chantal W.
from
$38
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Martinsburg, WV, 25401

“Chantel was wonderful with Murphy and Mazi. She was very responsive, communicated clearly, and provided lots of great pictures and updates throughout their stay. She was attentive to their specific needs and followed all of my care and medication instructions exactly. Chantel was also very kind, and her friendly dogs got along well with Murphy and Mazi. I would definitely book with her again.”

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Todd O.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$34
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
4 years of experience
Hillsboro, VA, 20132

“Super friendly couple that took great care of our Dicey, sending us updates and pictures to brighten our day while traveling. I highly recommend them for your pet sitting needs.”

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Danielle A.
Sitter Profile Image: Michelle D.
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Michelle D.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
27 repeat clients
10 years of experience
Martinsburg, WV, 25401

“THE BEST! Michelle and her son are the SWEETEST. So easy to talk to and very communicative. We are so happy we found Michelle . Unfortunately, our previous sitter can no longer watch dogs. So we have tried to find a sitter that matches her love and treated our girl like her own. Our doggo was even so sad when she got home. I'm sure she missed Michelle and her sweet son. She had such a great time being spoiled and playing all day.”

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Linda L.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
6 years of experience
Strasburg, VA, 22657

“Heather was great! Kept me informed on how my dog Cody was doing and sent pics of him with her dogs. Cody seemed to love her Lab. Lots of room to run in her fenced in back yard. Will definitely use her again!”

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Carl B.
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
35 years of experience
CAPON BRIDGE, WV, 26711

“Yogi enjoyed his stay. I like that there are options. Dogs can stay in the house. But if they are more comfortable outside, she has a deck with access to a fenced in grass area. Good communication. No problems.”

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Greg G.
Sitter Profile Image: Tetiana L.
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Tetiana L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 71 reviews
22 repeat clients
10 years of experience
Round Hill, VA, 20141

“We are so happy with Tatiana.. she gave us daily updates on our fur baby with pictures and videos. She was super flexible and responsive. Prior to drop off she let us meet her family, her fur baby and gave us the tour of her place. And her place is in new and pet friendly community! We will definitely be looking for her if we need a doggy sitter again.”

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Billie I.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$59
per night
5.0 out of 5 stars
• 79 reviews
26 repeat clients
15 years of experience
Round Hill, VA, 20141

“Anahita was scheduled to take care of Rebel and Mae for a couple of days. An unfortunate event caused their stay to be short but she took very good care of them for the short period of time. We didn’t get any pictures or many updates but that was to be expected with their short stay. We would book again if needed. Thanks a bunch!”

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Tara F.
Sitter Profile Image: Maria G.
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Maria G.
from
$40
per night
5 years of experience
Stephenson, VA, 22656

About: I provide a clean, cozy, and loving home where pets can feel safe, comfortable, and part of the family. Our fully fenced backyard offers plenty of space for supervised play, exercise, and fresh air, while the indoors is a calm, comfortable environment with lots of attention and affection. We also have two friendly, well-socialized dogs who enjoy the company of other pets and help create a welcoming atmosphere. Whether your pet loves to play, explore, or simply relax, they’ll receive personalized care, plenty of love, and the attention they deserve throughout their stay. I’m a full time stay in home mom, who will be home most of the time to provide potty breaks and will be able to be close to pets. I have a fenced back yard. And all areas of my home are gated. Your dog will be kept in a comfortable free space. I can provide a more personal crate if required.

Sitter Profile Image: Sarah V.
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Sarah V.
from
$59
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
25 years of experience
Round Hill, VA, 20141

“Sarah and her family took wonderful care of Meesha while I was away. They were kind, communicative, and made me feel at ease with updates throughout her stay. I’d definitely book with Sarah again and highly recommend her!”

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Heather V.
Sitter Profile Image: Maki M.
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Maki M.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Purcellville, VA, 20132

“Maki and Joel are exceptionally kind Rover hosts! They were patient with my anxious dog and communicated frequently with me, including multiple photos. I cannot say enough good things about them!”

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Kerstin L.
Sitter Profile Image: Grace & Eric R.
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Grace & Eric R.
from
$40
per night
7 years of experience
Yellow Spring, WV, 26865

About: I’ve been in the general field of caretaking for about 6 to 7 years. I was a full time nanny to a family of 7 children and 3 dogs for a few years before I married, and before that, I had multiple families for whom I watched their little ones, including the family dog/dogs. I also did some exclusive pet sitting apart from my previously mentioned work experience. I managed both kids and pets at once. I’ve gotten to know a variety of dog breeds. Growing up, we always had dogs. We’ve had a labradoodle, a few small mixed breeds, and a bernedoodle. Our bernedoodle, Rocco, I trained myself. He is the gentlest dog I’ve ever met and so smart. I taught fun tricks but also some useful ones like how to ring bells to indicate he needed to potty. I have loved being around dogs and having them in my life. We don’t currently have a dog since my two kids are young, so we can’t afford our own pup right now, although we certainly will get one in the future. That’s why I’m so excited to be able to provide other people’s dogs a warm and welcoming home away from home where they will be loved on and feel at ease. I’m a full time stay at home mom, so I’m almost always home. Apart from grocery shopping, minor errands, church on Sundays, or the rare trip to families, we are home all the time. Dogs that stay with us will have pretty much constant companionship and attention. We will be available for drop offs everyday except most of Sunday. Sunday evenings will be open though. Dogs that love a family environment will thrive here. We are usually up for the day around 7:00 am. My son loves dogs and will happily have a full conversation with them. He has grown up around many dogs because my mom has dogs and is a seasoned rover sitter herself. My husband works in the evenings so dogs will probably stay up and hang out with me as we unwind. We have a fenced in backyard so I can sit on our deck and let the dogs run, play, and potty easily and frequently. We live on a very quiet and friendly Cul-de-sac in the mountains of West Virginia, near Winchester. Dogs that come here will have a peaceful stay and have a lot of fun!

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The median cost per night for pet boarding in Stephenson is $49

Pet parents share their Rover experiences - Stephenson

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5.0 out of 5 stars

Jenny had a great visit with Cindy! My little pup is a scared girl and Cindy was able to make her feel very much at home and loved.

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Karline B.
Boarding
5.0 out of 5 stars

Alexsys was able to help us in a crunch during a family emergency when our other sitter was out of town. Thank you SO much, again!

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Kristen T.
Boarding
5.0 out of 5 stars

Absolutely wonderful! She gave us updates, responded to questions quickly and provided pictures. Will be using her again!

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Jessica F.
Boarding
5.0 out of 5 stars

Pepper loved her stay with Lauren and her family. Different location but same wonderful care! We miss having you close, but will see you soon!

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Chris S.
Boarding
5.0 out of 5 stars

We couldn’t have asked for a better Rover sitter! Luna is an extremely shy and sensitive dog, so leaving her is never easy, but she was so well cared for and genuinely seemed happy and comfortable in her home. She was kind, patient, incredibly communicative, and kept us updated throughout our trip, giving us complete peace of mind. It was obvious Luna was treated like family and received so much love and attention. I wholeheartedly recommend her to anyone looking for an exceptional, trustworthy sitter, and we’ll absolutely book with her again and again!

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Cindy R.
Boarding
5.0 out of 5 stars

Linda took our last minute booking right before the holidays. She had us come out for a meet and greet before our trip and made us feel so welcome. She did a great job with our dog and sent us daily updates. She was awesome and we highly recommend her to anybody looking for a dog sitter!! Thank you for such a great experience!

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Melissa L.
Boarding
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Sitters in Stephenson average 14
repeat pet boarding clients

FAQs for Pet Boarding - Stephenson

Frequently asked questions about Rover

The average cost of Pet Boarding in Stephenson on Rover is $52 per night as of October 2026. Most bookings cost between $44 and $67 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 343 sitters on Rover for Pet Boarding in Stephenson. About 89% of Stephenson sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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