Dog Boarding in Woodstock, VA

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Top rated Woodstock dog boarders

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: Kalley B.
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Kalley B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
73 reviews
29 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley was a fantastic pet sitter. She took such great care of my pup, and treated him as though he were one of their own. Highly, highly recommended if you are looking for a caring, positive environment for your pet while you are away. She sent pictures nearly every day with updates on how he was doing. Thank you Kalley! We will definitely reach out to you next time we have a need for pet sitting! ?

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Mary B.
Sitter Profile Image: Yzabella V.
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Yzabella V.
from
$30
per night
4.6 out of 5 stars
19 reviews
4 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 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: 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.
from
$35
per night
5.0 out of 5 stars
80 reviews
26 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: 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

Rosie always has fun at Kendyl’s house! Thanks again for your kind and gentle way with Rosie. It’s always a relief to know that Rosie is in good hands when we need a sitter!!

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Peter M.
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: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
10 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: 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: 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: 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: Trinity C.
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Trinity C.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
strasburg, VA, 22657

Trinity took great care of our dog and updated us with several pictures throughout the stay. We would 100% board our dog with her again.

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Jodi M.
Sitter Profile Image: Haejin & Herscel L.
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Haejin & Herscel L.
from
$44
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
6 years of experience
Winchester, VA, 22602

Haejin and Herscel were amazing with my elderly dog and made me feel so much more comfortable while being away from him. The provided detailed updates and you can tell they really care. Highly recommend!

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Rose & Michael 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
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: Rebekah B.
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Rebekah B.
from
$55
per night
5.0 out of 5 stars
31 reviews
3 repeat clients
14 years of experience
Luray, VA, 22835

Rebekah was amazing! This was our first time using Rover and the very first time we had attempted to leave our skittish dog with a total stranger. Rebekah took very good care of our panicky pooch and sent us update photos throughout her stay. I would highly recommend Rebekah’s services. We were very happy!

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Jeannie N.
Sitter Profile Image: Tinnley S.
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Tinnley S.
from
$80
per night
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Front Royal, VA, 22630

Tinnley was very accommodating to take care of our two pups. They enjoyed being there and had a great time with the our pups. I highly recommend Tinnley for your pet caring needs!

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Jordan S.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
78 reviews
32 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.
Sitter Profile Image: Anatoliy A.
Verified Enhanced Background Check
Anatoliy A.
Star Sitter
from
$49
per night
4.9 out of 5 stars
107 reviews
9 repeat clients
14 years of experience
Harrisonburg, VA, 22802

Speaking with them put me at ease for leaving Opie there for 5 days! He had the best time and was loved on like one of their own pups! He played all the time and has been sleeping a lot since I picked him up! Would’ve loved more updates without having to reach out, but still a 10/10 experience! Will def use again and strongly recommend them for anyone else.

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

Linda took such good care of our two little ones. She sent updates to let us know how well they adjusted to being in her care (nine days). You can tell how much Linda loves your fur babies by the updates she sends you; its all about how much fun she is having with them. I highly recommend Linda. Will definitely use her again.

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Nancy S.
1 / 1
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Over 21
pet parents in Woodstock have booked dog boarding

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Woodstock is $40

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Woodstock average 7
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Woodstock is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Woodstock dog boarding rates can be found as low as $30 to as high as $59 per night.

If you’re searching for a Woodstock dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 52 sitters provided dog boarding in Woodstock. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 97% of Woodstock dog boarding sitters respond in under an hour.

Dog boarding sitters with repeat customers have an average of 7 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woodstock.

Rover makes it easy to find Woodstock dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 52 dog boarding sitters in Woodstock on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.