Dog Boarding Stephenson

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Over 300
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Stephenson, Find top rated dog boarding

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: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 51 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

“Walter and his family are amazing! He provided consistent updates with pictures and was very accommodating to my short notice request. I will be using him again for sure!”

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Andrew G.
Sitter Profile Image: Haejin & Herscel L.
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Haejin & Herscel L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 26 reviews
14 repeat clients
6 years of experience
Winchester, VA, 22602

“Haejin and Herscel were amazing with my elderly dog and made me feel so much more comfortable while being away from him. The provided detailed updates and you can tell they really care. Highly recommend!”

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Rose & Michael B.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

“My girls love to be with Linda. She is very caring and when I needed to extend the girls visit, she was able with a smile. Linda is great with my girls.”

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Nancy S.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 129 reviews
75 repeat clients
45 years of experience
Berryville, VA, 22611

“Katherine was a terrific sitter! She was prompt with her replies and sent pictures of our pup everyday. Layla had a great time making friends, napping by the fire, and being loved. She was treated very well throughout her stay. I would definitely recommend Katherine to anyone looking for a happy and safe home for their dog.”

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Elizabeth D.
Sitter Profile Image: Jaclyn S.
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Jaclyn S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 234 reviews
55 repeat clients
6 years of experience
Martinsburg, WV, 25401

“We had a fantastic 3-night stay with Jaclyn! From the very beginning, her communication made us feel completely safe and at ease. She was proactive and responsive, ensuring we had all the details we needed before our arrival. Not only did she make us feel comfortable, but she also went above and beyond to make our puppy feel special. Jaclyn surprised us with a lovely piece of puppy artwork and a cute bandanna, adding a thoughtful and personal touch to our stay. We couldn’t have asked for a better experience – we’ll definitely be using her service again and highly recommend Jaclyn for anyone looking for a warm, safe, and memorable getaway!”

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Jay C.
Sitter Profile Image: Chris A.
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Chris A.
from
$50
per night
5.0 out of 5 stars
• 72 reviews
17 repeat clients
20 years of experience
Ranson, WV, 25438

“Chris and his family is awesome special thanks to Carla Chris Mom who even keep us updated with everything all the time and take care of our snuggle just like his own baby our snuggle feel like he is living in his own home while we were away for vacations for whole week. Chris is attentive, loving, prompt, flexible, friendly, very professional & very good with dogs . He also has excellent communication skills. Chris is reliable and you can feel comfortable leaving your dog with him it’s second time we left our baby with Chris and his family. He provided daily text updates with lots of pictures. Thank you once again Chris and his Mom and Dad for taking care of our baby snuggle. Snuggle will definitely miss you guys especially Carla and will come back to you guys whenever we go again in future.”

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Yasir K.
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

“Whitney was incredible good with my little one. She took care of him very well when I was sick. And Tokyo had a great time with her dog Feather. She sent me lots of pictures and lmk all the time of how was my dog, and I appreciate that very much. Thank you Whitney!!!”

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Anja B.
Sitter Profile Image: Courteney B.
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Courteney B.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
12 years of experience
Winchester, VA, 22602

About: I cared for my family dog for 12 years until she passed, as well as cared for my family and friends furry animals over the years. I’m currently working full time. During the week, I can be available before 8:00am, afternoons, and after 4:30pm Monday through Friday. Weekend schedule is flexible. I’ll make sure they are safe at all times, and well taken care of. Take them on walks, feed them if needed, and play of course!

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

“Kalley and her family took great care of Auggie. She sent me regular updates so I knew he was settling in just fine. Will definitely book with Kalley again.”

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Heather T.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 19 reviews
4 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: 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

“Lizette and her family are so sweet! They took the best care of Harvest and were such a pleasure. She made sure to keep me updated by sending regular pictures and Harvest surely loved them as well!”

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Jovana D.
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: 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

“Tetiana did a wonderful job taking care of my senior dog (12.5 year old), Minnie. She went above and beyond addressing the needs of Minnie. I highly recommend her to all. I look forward to using her services again because she is able to make quick decisions and provide a high quality of care. Thank you once again!”

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Mihika D.
Sitter Profile Image: Juliana K.
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Juliana K.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Martinsburg, WV, 25401

“Juliana is hands down THE BEST! She is super knowledgeable about how to best introduce your pup to hers. Her house is a haven for pups, with a nice big fenced yard, plenty of toys, and lots of soft places for naps. My sweet old man absolutely loved his time with her, and we will absolutely be using her for all of our boarding going forward!”

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Tiffany T.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Shenandoah Junction, WV, 25442

“Jessica made sure our two dogs had a great time. She got them toys, helped with potty training, and treated them like her fur babies! She’s got a whole room just for the dogs and cares deeply for animals. It was nice getting to know Jessica and her beautiful boy Koda! Thoughtfully priced, very personable, and truly loves watching the dogs”

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Melanie B.
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: Tammy  F.
Verified Background Check
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

“This was our first stay with Tammy at Totally Pawsome Getaways. We appreciated having a meet-and-greet ahead of our stay, and could see that our pup was going to have fun on their amazing property with all of their dogs. Our pup took a little while to warm up to the new place after our drop off, but Tammy was right there giving her all the attention and slow introduction to the pack that she needed, with frequent updates and pictures to keep us reassured. Soon our pup was right at home, and we felt great knowing that while we were on vacation, our dog was having a Pawsome Getaway of her own. Thanks Tammy! Will definitely use their services again in the future.”

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Adam M.
Sitter Profile Image: Alicia L.
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Alicia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Purcellville, VA, 20132

“Alicia and her boys made my pups so comfortable, I wasn't sure they'd want to come home with me after the five day stay! She shared pictures and updates that warmed my heart and put my mind at ease for their first-ever stay away from home. I will definitely rebook with her in the future and highly, highly recommend her to others.”

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Lara M.
Sitter Profile Image: Lois J.
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Lois J.
from
$31
per night
5.0 out of 5 stars
• 1 review
1 repeat client
45 years of experience
Knoxville, MD, 21758

About: I believe animals are essential to human health. I have had pets for as long as I have been alive. I have 2 dogs, 3 cats, a horse, a pony, and 2 alpacas. I have a large fenced yard with plenty of room to run and play. I telework, so I am home most of the day with my fur babies. With my variety of fur babies, I have a seamless regular daily routine for pet care. Because I telework, I am home most of the day. I have a very large fenced yard with lots of room to run and play. I spend most of my day in the company of my fur babies.

Sitter Profile Image: Siska A.
Verified Enhanced Background Check
Siska A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
10 years of experience
strasburg, VA, 22657

“Siska took wonderful care of my 1&1/2year old Australian shepherd! I did not worry at all. She kept me updated with lots of pictures and videos and was quick to respond to my texts. My pup had a great time playing with her pup and was very happy and content there! It's obvious that Siska is good with pups and loves them! I highly recommend Siska!”

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Kathy Y.
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The median cost per night for dog boarding in Stephenson is $49

Dog parents share their Rover experiences - Stephenson

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5.0 out of 5 stars

Alexsys was amazing!! Very communicative and sent daily pics/videos. Was very nervous leaving my 4mo old puppy for a couple days but she eased our nerves. Butters seemed to have had so much fun!! ❤️

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Lexi H.
Boarding
5.0 out of 5 stars

Absolutely wonderful! Very friendly and down to earth and the dogs were treated extremely well. One dog has a tendency to jump fences and took precautions to make sure it didn't happen! Will book again!

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Jessica F.
Boarding
5.0 out of 5 stars

Cindy was amazing with our dog! She kept me updated the whole time and sent me texts/pics about how he was doing while we were gone, which I really appreciated. He was totally comfortable there and he seemed happy and relaxed when we picked him up. Will definitely be rebooking with Cindy!

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Paige H.
Boarding
5.0 out of 5 stars

Gabby was great with our pup. She gave me regular updates and assured me my puppy was getting lots of attention while we were away. Thank you!

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Caroline M.
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

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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog boarding - Stephenson

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Sitters in Stephenson average 14
repeat dog boarding clients

FAQs for Dog Boarding - Stephenson

Frequently asked questions about Rover

The average cost of Dog 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.

As of October 2026, there are 332 sitters on Rover offering Dog Boarding across Stephenson. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

98% of sitters in Stephenson can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Stephenson home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Stephenson.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Stephenson sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 , 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 .

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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