Dog Boarding Stephenson

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Over 299
pet parents in Stephenson have booked dog boarding

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.

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Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$37
per night
5.0 out of 5 stars
48 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

Walter and his family are amazing! We are new pet owners and they let us come over for a meet and greet prior to booking to help calm our nerves. Our puppy was excited to be there with his caring children. He would give us updates with pictures and videos throughout her stay. When our flight was delayed and diverted to another airport, Walter was gracious enough to have her stay one more day. Thank you for taking such great care of our girl! We look forward to working with you and your beautiful family again soon!

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Ali G.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

It was a last minute booking, but Cindy and her family were wonderful with my puppy. She had a blast at her place with her Shitzu pup. Great communication, daily update, and very patient with my puppy. Definitely rebook in the future!

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Alice V.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
326 reviews
129 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys was WONDERFUL! Our pup got lots of outside time and exercise, was able to play with a couple other pups of similar size and temperament, and she was super responsive in our communications. Loved the pictures, videos, and daily updates on how he was doing! Highly recommend her.

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Stacy S.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$35
per night
4.6 out of 5 stars
23 reviews
7 repeat clients
8 years of experience
Stephens city, VA, 22655

Bella is the best. My Summit was well taken care of for the week. Daily pics and videos helped bridge that gap of separation. Highly recommend and will be using her again in the near future.

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Gary B.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
97 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

Lori agreed to sit our pup Rowena, who we had only had for about 3.5 weeks by the time of our trip, and we were fairly nervous about leaving her so soon! However, Lori was so friendly and excited about meeting/watching her, and she and James were clearly very attentive and encouraging to her for the duration of the stay, even as she was more reserved and shy than at home. Lori communicated throughout the stay and sent a happy Weena home with a neckerchief and a bone. We hope Weena can visit again soon! Thanks so much, Lori. ??

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Ashlan T.
Sitter Profile Image: Joel & Janelle E.
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Joel & Janelle E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
26 repeat clients
30 years of experience
Kearneysville, WV, 25430

We recently moved to NOVA from Midlothian and had to find a new Rover Ally to watch our 2 sweet Goldens- We used someone who lived in the same town and it did not go well at all so we were very nervous about leaving them again with anyone else. I can hands down say this was one of our best Rover experiences ever!! Joel and Janelle have a beautiful place with a large grassy fenced yard! They sent periodic incredible “action” pictures and our Goldens did not seemed stressed at all when we picked them up. We are looking forward to our stay with them early next month.

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Amy S.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
118 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Our Yorkies were very well taken care over the two weeks we were away on vacation. Linda was kept busy with medication administration, special food needs and even a trip to the vet! We couldn't have chosen a better sitter, and she gets a five star review from the entire family.

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Teresa
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
11 repeat clients
40 years of experience
Charles Town, WV, 25414

The whole experience was easy and stress-free. They were caring, reliable, and kept me updated while I was away. My dog was happy and well taken care of, and I would definitely book with them again. Highly recommend!

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Benjamin D.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
197 reviews
76 repeat clients
10 years of experience
Middleburg, VA, 20117

So grateful to Tamara for watching my pup on very short notice (I went into labor three weeks early) and as always Kai had a great stay! It made our lives easier knowing he was in good hands, and we appreciate that she also provided transportation for him home.

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Lacey H.
Sitter Profile Image: Barbara D.
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Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
24 years of experience
Harpers ferry, VA, 20170

We will never use anyone but Barbara to watch our pups if we can help it! They are so spoiled when they’re there and always come home exhausted.

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

Chris and his family are always so kind and awesome. This is the fourth time we've left our snuggle baby with them, and he always feels like he's at his own home and is so happy staying with them. Thank you once again, Chris, Carla, and Bob, for taking care of our boy like always. We will miss you guys but will keep in touch and will leave our snuggle with you, even though you are moving to a new place soon.

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Yasir K.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$45
per night
5.0 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Bunker Hill, WV, 25413

Jessica was the perfect fit for my two babies. The minute the got out of the car they were exploring. Tails up! She has a wonderful space for animals to run and play outside and plenty of room inside as well. Her home is clean and inviting. She sent frequent updates and pictures. It was evident my doggies had a blast. I'm very thankful to have found her. I would give her 10 🌟 She's above and beyond a great sitter 🙌

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Candace R.
Sitter Profile Image: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
180 reviews
29 repeat clients
5 years of experience
clearbrook, VA, 22624

Gabby is amazing! She accommodated our baby super last minute and saved a very important trip for our family. She’s extremely responsive, keeps you updated with plenty of photos and messages, and it’s very obvious that her entire family is full of animal lovers. They spoiled our big rambunctious Cane Corso puppy more than we could have wished for in a sitter. Highly recommend and will definitely use again! Thank you, Gabby and family!

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

Katherine took amazing care of Luna. We got regular pictures of her everyday. She played frisbee with her and walked her. I was impressed with her knowledge of handling dogs right off the bat. We will definitely look to use Katherine for pet sitting again and I would recommend her to anyone!!!

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Elizabeth A.
Sitter Profile Image: Erin G.
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Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
22 years of experience
Round Hill, VA, 20141

This is our second time using Erin. We rearranged our schedule a bit to accommodate her because I was more comfortable using her again than other sitters. I am nervous about leaving my little Lucy with someone because she is pretty used to being home with someone all day. With Erin, she or another family member is home with the dog most if not all the time. She also sends lots of pics and updates which is such a comfort when you are stressed about leaving your dog. My pup seemed vey content and got lots of attention! Would not hesitate to book Erin again!

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Sumita S.
Sitter Profile Image: Allison B.
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Allison B.
from
$55
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Winchester, VA, 22602

Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!

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Amanda S.
Sitter Profile Image: Zachary T.
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Zachary T.
from
$38
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
13 years of experience
Clear Brook, VA, 22624

Zachary did an amazing job watching my two dogs. He checked in with me everyday and sent photos as well. I really appreciate him taking great care of them!!

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Jaclyn S.
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
88 reviews
31 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: Laura P.
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Laura P.
from
$55
per night
5.0 out of 5 stars
8 reviews
31 years of experience
Winchester, VA, 22603

If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.

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Irina H.
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.

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The median cost per night for dog boarding in Stephenson is $50

Dog parents share their Rover experiences - Stephenson

1 / 1
5.0 out of 5 stars

Alexsys always takes wonderful care of our Frenchie. Great communication with updates and photos throughout the stay. Thank you again!

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Brian M.
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

Cindy was fantastic with Spike! She made the whole process easy and professional from start to finish. She took Spike on regular walks, kept me updated throughout, she gave me complete peace of mind while away on vacation. I would highly recommend Cindy to anyone looking for a reliable and caring dog sitter. Thank you, Cindy!

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Jake L.
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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  • 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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Meet local sitters who will treat your dogs like family

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Sitters in Stephenson average 14
repeat dog boarding clients

FAQs for Boarding - Stephenson

Frequently asked questions about Rover

The average cost for Dog Boarding in Stephenson on Rover is $52.17 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 345 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

97% of Stephenson sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Stephenson landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

Tip: 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

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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