Dog Boarding Woodstock

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Over 57
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: Cav & Lauren C.
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Cav & Lauren C.
from
$50
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Front Royal, VA, 22630

Cav was great!! Its clear he truly loves the animals he takes care of. He's was great at keeping me updated the whole time while having my dog. I will definitely be using his services again.

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Maderia G.
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
31 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!

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Stephanie E.
Sitter Profile Image: Holly H.
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Holly H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
27 reviews
13 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: 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 did a phenomenal job watching Luna. We were in need of new overnight boarding arrangements and we hit the jackpot finding her. We organized a meet and greet before our pup stayed with her so Luna was very comfortable coming back to stay for the weekend. We received many videos and pictures updates during her stay.. putting our hearts and minds at ease while we enjoyed our trip our of town. I highly recommend her and we will be rebooking in the near future! Thank you for caring for Luna like your own family!

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Shannon L.
Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

For the first time I come back to pick my dog and he’s not anxious.. Walter and his family took really good care of my pup and surrendered him with love

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

Heather is absolutely amazing! We’ve never left one of our dogs with anyone outside of family and it was so nice to see they had a blast and made themselves feel right at home. She is flexible, quick response time and has plenty of room for our dogs to run and play, also meeting some new friends with their dogs. We will keep our dogs going to Heather anytime we leave town and she is available.

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Brittany J.
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
18 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: 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

Desirae was very responsive and accommodating. She sent daily messages and pictures of our dog. We appreciate Desirae’s support and excellent service. We’ll definitely book her again.

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Paul D.
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: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
5 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: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
15 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren is a great sitter. She made my shy girl comfortable in a new environment. Lauren is very accommodating and kind. She updates me with photos and videos.

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

Pamela was fantastic! My dog is usually super clingy and a bit nervous in new environments but the minute we got to Pamela’s house he acted like he lived there. He honestly didn’t even notice I left. Plus Pamela sent me daily photos and updates on how Remi was doing. Easy 5 stars, would confidently let her watch Remi again!

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Brittany A.
Sitter Profile Image: Whitney S.
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Whitney S.
from
$29
per night
5.0 out of 5 stars
9 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: Scott & Sarah O.
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Scott & Sarah O.
Star Sitter
from
$65
per night
5.0 out of 5 stars
53 reviews
17 repeat clients
30 years of experience
Sperryville, VA, 22740

Scott and Sarah were fantastic! They provided regular updates, took our dogs on long walks and hikes and even made suggestions on how to make walks easier for our excitable young lab who likes to pull. They will be our first choice any time we need dogsitters!

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Danny L.
Sitter Profile Image: Ruth M.
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Ruth M.
from
$30
per night
5.0 out of 5 stars
63 reviews
26 repeat clients
30 years of experience
22630, VA, 22630

Ruth and her family are amazing and they took care of Pepper, our flat coat retriever, like their own. They are all animal lovers and we knew this the moment we walked in. We were worried about leaving Pepper for over 10 days as this is our first long trip after she joined our family. All that disappeared after started getting updates and pictures on a daily basis. It almost felt like Pepper was the one on vacation! Thank you Ruth!!!

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Arun N.
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: Anatoliy A.
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Anatoliy A.
Star Sitter
from
$59
per night
4.9 out of 5 stars
115 reviews
9 repeat clients
14 years of experience
Harrisonburg, VA, 22802

Anatoliy has a lovely property for boarding. She asked thoughtful questions and got a great sense for him so we knew he would be happy. He seemed right at home and probably thought it was a big playdate!

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Joey M.
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: Katelyn G.
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Katelyn G.
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Washington, VA, 22747

Katelyn was amazing. Very attentive. Reached out to us everyday with pictures and videos. Great communication throughout the whole visit. Our dogs loved her. Very easy to work with. We did an initial visit then she agreed to watch on the spot. April, her dog, is amazing as well. We will definitely go with her again!

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Nick H.
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The median cost per night for dog boarding in Woodstock is $45

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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    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.

Meet local sitters who will treat your dogs like family

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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 Boarding - Woodstock

Frequently asked questions about Rover

The average cost for Dog Boarding in Woodstock on Rover is $32.1 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 89 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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