Dog Boarding Woodstock

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Over 59
pet parents in Woodstock have booked dog boarding

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

I have been trusting Kalley for several years and she and her family are a godsend. My dogs always have a good time and I get great pics and updates that prove the fun and extra love they are getting by staying there. Kalley is very easy to work with and I feel like I can relax and enjoy my vacation while my dogs are there.

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Chantal P.
Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
50 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: 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

Yzabella and her family took AMAZING care of Louie. She was so responsive and sent many photos and videos. I knew he was in great, caring hands. We will absolutely be using her services again very soon 😊

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Amanda S.
Sitter Profile Image: Holly H.
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Holly H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
28 reviews
14 repeat clients
20 years of experience
Woodstock, VA, 22664

Holly is a terrific and experienced dog sitter. She made us feel so comfortable leaving our dog in her care and was very flexible with pickup/dropoff times. She also sent us pictures to keep us updated. We would book her again if we were in the area.

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Jamie A.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
16 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: Kendyl H.
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Kendyl H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
72 reviews
19 repeat clients
8 years of experience
Timberville, VA, 22853

Gouda loved his time with Kendyl! She was responsive and great with sending us updates while he was there. Will absolutely be using Kendyl in the future for dog boarding!

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Katelynn H.
Sitter Profile Image: Whitney S.
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Whitney S.
from
$30
per night
5.0 out of 5 stars
13 reviews
1 repeat client
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: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
35 reviews
5 repeat clients
10 years of experience
Front Royal, VA, 22630

Very Sweet, Gave periodic updates, And Charlie enjoyed her company so much that he didn’t wanna go home. LOL. She had very loving children that were very good with Charlie. Charlie will certainly go back the next time I go on a trip. I would recommend, Plus she is affordable

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

Lauren, impressively on short notice, took my pup in for boarding and was remarkable with his care! I highly encourage anyone seeking pet assistance to consider Lauren for services & I plan to seek her services the next time my pup needs boarding.

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Peter 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!

Sitter Profile Image: Scott & Sarah O.
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Scott & Sarah O.
Star Sitter
from
$65
per night
5.0 out of 5 stars
55 reviews
17 repeat clients
30 years of experience
Sperryville, VA, 22740

Nigel loves Sarah & Scott's so much! I loved seeing the updates on him. They even were amazing on caring for him during the scary thunderstorm! Thank you!

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Jennisa F.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Front Royal, VA, 22630

Jordan was amazing. In her profile she mentions last-minute options & that saved our last minute trip. I'm new to Rover & expected people's availability was accurate but over a dozen people provided bad info. She accepted hours before we dropped our dog with her. She was kind & brought my dog on errands & Starbucks for a pup cup.😂 Her location is super convenient driving from Arlington to 81 on 66. She has a few children that loved playing with Opal. She didn't introduce her dog with ours which is fine. Would definitely reach out again if we go that way.

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Kelly T.
Sitter Profile Image: Siska A.
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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

ROXIE always has a great time with Siska & hubby. This time there was two dogs for her to play with & she had twice the fun.She really enjoyed her time there.

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

She was amazing with our 17 y.o. dog. Let him make himself at home. Took care of him like one of her own. Our dog probably didn’t want to leave!

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Tina H.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Winchester, VA, 22602

Rosie just loves staying with Allison so I took my grumpy old man Tumbles too. He had a great time and I didnt worry one bit while they stayed over night with her. Book with her, you won't regret it@

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Racheal B.
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: Aaron F.
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Aaron F.
from
$37
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

Sitter Profile Image: Pamela V.
Verified Background Check
Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
92 reviews
31 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela is awesome!. She took care of my dog Jackie willingly. She was kind and definitely a natural caregiver. Thank you so much.- lovelyn of DC ❤️??

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Lovelyn R.
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

She was amazing with my golden doodle. She have another dog so my dog had a companion and somebody to play with. She was updating me everyday when I was gone!❤️

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Syna U.
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The median cost per night for dog boarding in Woodstock is $43

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Popular requests for dog boarding - Woodstock

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Sitters in Woodstock average 9
repeat dog boarding clients

FAQs for Dog Boarding - Woodstock

Frequently asked questions about Rover

The average cost for Dog Boarding in Woodstock on Rover is $32.1 per night (as of September 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 September 2026, there are 94 sitters on Rover offering Dog Boarding across Woodstock. 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.

92% of Woodstock 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 Woodstock 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 Woodstock 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 Woodstock.

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 Woodstock 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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