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.

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Sitter Profile Image: Cav C.
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Cav C.
from
$50
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Front Royal, VA, 22630

Awesome experience! Cav took amazing care of our dog, and we loved all of the updates and pictures. 10/10 would rebook and I recommend him to all of my friends and family.

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Dean B.
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

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: 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 an amazing Pet Sitter and dog groomer! This is the first time anyone has ever kept my Pom so I was a little nervous. All those nerves were put to reset the moment we met and you assured me my puppy was in good hands. I appreciate all the messages and photos you sent. These are some of the best photos I have of my puppy! I will definitely book you again and recommend you to outer pet owners.

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Courtnay G.
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 G. and his loving family ? were very Wonderful! Our Beagle dog “Wrangler” felt comfortable immediately at their home. Walter and his family was very understanding and caring towards him. Our dog can be very shy sometimes and yet he seemed to really warm up to the family very quickly. Inclusive, one of his little girl’s got so adorably attached, that it was so heart warming to see her shed a couple of tears ☺️ We truly highly recommend Walter G. and his family. He will most certainly be on our top list for boarding and care and we will most certainly be honored to have them take care of our boy again.

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Zachary G.
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
6 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: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
34 reviews
5 repeat clients
10 years of experience
Front Royal, VA, 22630

Desirae took excellent care of my fur babies. She sent lots of pictures throughout the stay as well which was much appreciated. They always looked happy in the pictures as well. Desirae was also very flexible with the needs of my pups and with pickup/drop off times. Would definitely book with her again.

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Brittany A.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
13 reviews
2 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: Holly H.
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Holly H.
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: 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: Siska A.
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Siska A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
strasburg, VA, 22657

Our dog Daisy has high energy and Siska was great with her. She kept us updated periodically. I would definitely recommend if you need a sitter for your pet.

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Sierra S.
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: Kendyl H.
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Kendyl H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
70 reviews
17 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: Pamela V.
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Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
86 reviews
29 repeat clients
21 years of experience
Front Royal, VA, 22630

Millie had a great time. Pamela was very communicative and was understanding when my travel plans changed. Received photos and videos the whole time I was gone. Highly recommend!

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

Lauren was absolutely amazing with our pup!! I couldn't recommend her more!! She is SO kind and caring. I could tell from the moment we had a meet and greet with her and her pups. She provided us daily updates on our pup and treats your pets just as she does her own. I was so relieved to find someone that I can trust our beloved furbaby with from now on. I was kind of upset that my pup wasn't more excited to come home, but that's just a reflection of the good time she had on her little vacay!! 🤣 Highly recommend Lauren for all your fur baby care!!

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Mrs. F.
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: Whitney S.
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Whitney S.
from
$29
per night
5.0 out of 5 stars
6 reviews
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: 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

I was so worried about leaving Jack with someone being that he has never been away from family. Linda was great from the meet and greet to updating me to making she he was comfortable and happy. Will definitely book her again.

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Jillian S.
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
52 reviews
16 repeat clients
30 years of experience
Sperryville, VA, 22740

Scott and Sarah were such wonderful hosts for our two dogs! They communicated daily and even included a picture of our pups on a beautiful hike! They were accommodating, fun, and friendly, and we highly recommend them! Our dogs returned home happy and pleasantly worn out from their vacation at the 2 Dog Hotel. Thanks, S&S!

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

Curlytail -Liana and Anatoliy AEE ABSOLUTELY AMAZING!! This was the first time my babies and I have ever been apart. They go where I go and they are very spoiled. Curlytail -Liana and Anatoliy put our hearts and minds to rest. We kept in contact the entire trip and even sent me pictures of my babies. I can't express my gratitude enough. If I could I would give you a 10/10 stars!! Thank you for taking care of my babies like they're were your own.

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Tascha A.
Sitter Profile Image: Hope D.
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Hope D.
from
$50
per night
4.9 out of 5 stars
48 reviews
19 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!

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

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  • 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?

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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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