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: Kalley B.
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Kalley B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
76 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: Yzabella V.
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Yzabella V.
from
$30
per night
4.6 out of 5 stars
22 reviews
6 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: 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 wife were an absolute delight. The took excellent care of my senior Shih Tzu, Evie, over the holiday weekend. The moment I pulled up to their home I felt completely at ease. Their children were excellent with Evie and they had a beautiful and secure yard for Evie to enjoy. They were excellent at communicating and responding to messages. I truly appreciated that throughout the weekend they sent messages and photos to let us know Evie was doing well. Honestly, it was a huge relief to know that Evie was in excellent and capable hands. I highly recommend Walter and his family to anyone looking for someone to watch over their pet.

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Abrahem H.
Sitter Profile Image: Kendyl H.
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Kendyl H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
68 reviews
17 repeat clients
8 years of experience
Timberville, VA, 22853

You cannot ask for a better puppy sitter than Kendyl! She was very communicative and accomidating. I would use her to watch Nash without a second thought.

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Michael O.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
10 reviews
2 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.
from
$35
per night
5.0 out of 5 stars
6 reviews
3 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: Trinity C.
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Trinity C.
from
$27
per night
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
strasburg, VA, 22657

My Stormi came back very exhausted from all the play and attention. Just the way I like it. Trinity kept good comms through out Stormi’s visit. Would def book again.

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Tim N.
Sitter Profile Image: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
31 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: Aaron F.
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Aaron F.
from
$37
per night
5.0 out of 5 stars
1 review
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.
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Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
80 reviews
26 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela was such an awesome host. She took very good care of our baby. Our dog was bathed, her items were washed and she smelled so good when we picked her up. During our trip Pamela even sent photos to update us and kept the lines open for communication. We love Pamela and will definitely see her again.

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Kennedy P.
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
51 reviews
16 repeat clients
30 years of experience
Sperryville, VA, 22740

Sarah and Scott are fantastic!!! Best boarding experience that we’ve ever had for our two dogs. We couldn’t say enough great things about them!

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Patrick H.
Sitter Profile Image: Hope D.
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Hope D.
from
$50
per night
4.9 out of 5 stars
48 reviews
18 repeat clients
10 years of experience
Fifeville, Markham, VA, 22643

About: Hi! I’m Hope, a lifelong dog lover and experienced pet sitter offering in home dog boarding in a calm, family setting. I’m a stay at home mom to my two year old, so your dog will have constant supervision, attention, and care throughout the day. Our home is peaceful, loving, and ideal for dogs who enjoy being part of a family environment. We’re lucky to have a beautiful setup for pups: a fenced front yard/garden for safe outdoor time, plus an acre of land and nearby dog friendly trails for walks, sniffing, and exploring. Whether your dog loves playtime or prefers a slower pace, I tailor care to their needs and routine. Because I have a young child, I do require that all dogs are comfortable around children. Your dog will be treated like one of our own with plenty of love, structure, and attention so they feel safe, relaxed, and at home while you’re away. I’d love to meet you and your pup! Pet care naturally fits into my daily routine since I’m a stay-at-home mom and home throughout the day. Your dog will be part of our everyday rhythm—morning outdoor time, walks, play, rest, and evening wind-down. Because I’m home most of the time, I’m able to provide consistent supervision, attention, and care without long gaps. Throughout the week, I keep a steady routine while also adjusting to each dog’s needs, energy level, and schedule. My goal is to create a calm, predictable environment where your dog feels comfortable and cared for like part of the family. I send lots of updates and pictures and follow all care instructions carefully! I want you to feel comfortable with your pet in my care!

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

Linda took such good care of our dog! He came home happy and healthy! Linda provided lots of updates on how our sweet boy was doing throughout the week.

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Jennifer H.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
14 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren provided excellent care for Bryce. She regularly sent photos and videos of him throughout his stay with her. Her yard is large and fenced in so plenty of space for your pup to zoom around. High recommend her for your dog sitting needs!

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Jacob M.
Sitter Profile Image: Anatoliy A.
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Anatoliy A.
Star Sitter
from
$59
per night
4.9 out of 5 stars
109 reviews
9 repeat clients
14 years of experience
Harrisonburg, VA, 22802

Terrific service and communication! Anatoliy sent us pictures almost every day and responded quickly to all my questions. Our dog had an awesome time running around off leash in their fenced in yard!

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Carol S.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$40
per night
5.0 out of 5 stars
4 reviews
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: 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.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
79 reviews
32 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: Rebekah B.
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Rebekah B.
from
$55
per night
5.0 out of 5 stars
33 reviews
3 repeat clients
14 years of experience
Luray, VA, 22835

Rebekah was awesome, she sent a lot of updates which put me at ease knowing our baby was safe. She took her for walks and brushed her hair. I know she enjoyed the huge fenced in yard and met new furry friends which we hope to see again! Thank you for giving excellent safe care to our baby!

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Renee E.
Sitter Profile Image: Jonathan S.
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Jonathan S.
from
$30
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Broadway, VA, 22815

Jon and his family were very gracious hosts for our furry family member. He was very thorough in asking about our beagle’s needs and provided all necessities for a successful stay: crate, bed, fenced yard, and lots of play and spoiling! It was comforting knowing that it was more of a retreat for our dog than boarding, and Jon went above and beyond to make things easy and successful. We felt very comfortable leaving our dog in his hands and will be return customers! Thanks!

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Cody C.
1 / 1
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The median cost per night for dog boarding in Woodstock is $45

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 June 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 June 2026, there are 93 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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