Dog Boarding Westwood

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Westwood, 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: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 51 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

“Walter and his family are amazing! He provided consistent updates with pictures and was very accommodating to my short notice request. I will be using him again for sure!”

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Andrew G.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
6 repeat clients
8 years of experience
Stephenson, VA, 22656

“Cindy was amazing with our dog! She kept me updated the whole time and sent me texts/pics about how he was doing while we were gone, which I really appreciated. He was totally comfortable there and he seemed happy and relaxed when we picked him up. Will definitely be rebooking with Cindy!”

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Paige H.
Sitter Profile Image: Whitney S.
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Whitney S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
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: Allison B.
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Allison B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
10 years of experience
Winchester, VA, 22602

“Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!”

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Amanda S.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 213 reviews
83 repeat clients
10 years of experience
Middleburg, VA, 20117

“Tamara was great! My dogs had a great time at her place and they were very well taken care of. My senior dog needed medication and to take it easy and Tamara had no problem accommodating him, while my younger dog was playfully active and Tamara also took great care of her.”

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Zack V.
Sitter Profile Image: Barbara D.
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Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 63 reviews
18 repeat clients
24 years of experience
Harpers ferry, VA, 20170

“This was our second time using Barbara. Will definitely use her again. She clearly loves animals and her regular updates were great! I was worried our boy might not want to come home. 🙂”

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Scott M.
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
1 repeat client
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: Kristina M.
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Kristina M.
from
$32
per night
5.0 out of 5 stars
• 5 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: Ingrid H.
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Ingrid H.
from
$45
per night
4.9 out of 5 stars
• 88 reviews
40 repeat clients
40 years of experience
Winchester, VA, 22602

“Ingrid took great care of our Bailey! We were so happy to receive daily updates and many pictures. Bailey had a great time playing with her dog, Buddy.”

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Kristy L.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$59
per night
5.0 out of 5 stars
• 79 reviews
26 repeat clients
15 years of experience
Round Hill, VA, 20141

“i’m a repeat client with Anahita. she is very caring and took such a great care for my dog , Leo. we feel confident leaving our pet in her care . highly recommended. thank you Anahita”

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Jeannie R.
Sitter Profile Image: Laura P.
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Laura P.
from
$57
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
31 years of experience
Winchester, VA, 22603

“If you're ever looking for a place for your fur kids to stay while you go out of town, I highly recommend Laura. I have 2 neurotic cats; 1 has CH that does not like getting confined in crates/small place and the other is spicy/moody. The stay was short with a (somewhat) unusual request, but Laura took them all in stride and went the extra mile to look after Sam and Cloud. Definitely one of my best rover experience and would not hesitate to ask her again in the future.”

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Irina H.
Sitter Profile Image: Zachary T.
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Zachary T.
from
$38
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
13 years of experience
Clear Brook, VA, 22624

“Zachary did an amazing job watching my two dogs. He checked in with me everyday and sent photos as well. I really appreciate him taking great care of them!!”

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Jaclyn S.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Bunker Hill, WV, 25413

“Jessica was wonderful, I’m not sure my poodle missed me at all. She sent me regular updates, pictures and videos. Sometimes he was happily lap sitting. Sometimes she videoed him playing with toys her dog or interacting with her family. I was gone 10 days. I was happy to see him doing so well. He is a picky eater so I had sent cubed up chicken breast to mix with his food. When she ran out she cooked him another, which was going way above what I expected. I would definitely take my dog to Jessica again.”

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Marjorie S.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$63
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Stephens City, VA, 22655

“We have had our dog now for a second time and we couldn’t be happier!!! Our dog has so much fun with her and enjoys a lot his stay with Michelle. She also constantly sent me updates with lots of pictures and videos! It was really a great experience booking with her so I highly recommend Michelle!”

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Cecilia F.
Sitter Profile Image: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
• 36 reviews
6 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: Alicia L.
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Alicia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Purcellville, VA, 20132

“Alicia and her boys made my pups so comfortable, I wasn't sure they'd want to come home with me after the five day stay! She shared pictures and updates that warmed my heart and put my mind at ease for their first-ever stay away from home. I will definitely rebook with her in the future and highly, highly recommend her to others.”

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Lara 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: Michelle D.
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Michelle D.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
27 repeat clients
10 years of experience
Martinsburg, WV, 25401

“THE BEST! Michelle and her son are the SWEETEST. So easy to talk to and very communicative. We are so happy we found Michelle . Unfortunately, our previous sitter can no longer watch dogs. So we have tried to find a sitter that matches her love and treated our girl like her own. Our doggo was even so sad when she got home. I'm sure she missed Michelle and her sweet son. She had such a great time being spoiled and playing all day.”

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Linda L.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 93 reviews
31 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: Linda S.
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Linda S.
from
$65
per night
4.9 out of 5 stars
• 104 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

“Linda was great with our 2 dogs! I felt VERY comfortable leaving my girls at her place. She sent pictures on our first night away. Plus she even sent us home with dogs bones and a dog bed! Would ask to have my girls stay here again on our next trip.... I can only hope they were good girls too and she would have them return for a future visit!”

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SJ W.
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Dog parents share their Rover experiences - Westwood

1 / 1
5.0 out of 5 stars

Kristina, her husband, and their dog Gorgi were amazing hosts to our sweet girl, Winnie. They made her feel right at home. She was taken on walks many times a day, got extra snuggle time and we received many photos throughout the time of her stay. Kristina was so kind to fill us in on how Winnie was adjusting as it was her first time in their home. It put our minds at ease knowing that she was so loved and cared for. We look forward to more play dates and stays in the future.

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Kristin M.
Boarding
5.0 out of 5 stars

Amazing pup care! Will definitely be booking again in the future. She took great care of our pups and kept us up to date on how they were doing daily.

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Cameron D.
Boarding
5.0 out of 5 stars

My little companion was well careful forward by Linda. She provided me with almost a daily report on my companions, activities and well-being. I would recommend the Linda to someone who has a senior dog and wishes a trustworthy person to care for her. C

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William S.
Boarding
5.0 out of 5 stars

took GREAT care of our dog, sent updates and photos consistently and watched our dog for hours on short notice. 10/10 recommend!!!

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Jackie C.
Boarding
5.0 out of 5 stars

My doggies love them, and she did fantastically with my dogs, Whiskey and Lucy. Will keep you in the loop and send pictures. Will use her again. 🫶🏽

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Tabitha H.
Boarding
5.0 out of 5 stars

Shagayegh is always so kind and courteous and it’s clear she cares about our fur buddy when he’s in her care. 💜 🐕

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Kevin W.
Boarding
5.0 out of 5 stars

Karen was absolutely amazing with our dog, Stella. From the moment we dropped her off, we could tell she and her husband truly care about animals. They treated Stella like she was their own and spoiled her with love (and plenty of treats). We really appreciated the daily updates and pictures, it made being away so much easier knowing she was happy and in great hands. Karen also kept us in the loop on how Stella was doing around the other dogs, which we loved. You can genuinely tell just by talking to them how passionate they are about caring for animals. Their experience with rescue groups really shows in the way they handle and love the dogs they watch. We wouldn’t hesitate to trust Karen again and highly recommend her to anyone looking for someone who will treat their pet like family.

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David R.
Boarding
5.0 out of 5 stars

Lauren took such great care of my pups! She sent lots of adorable pics and made sure they were comfortable and happy. She was so accommodating and helpful. I know my dogs look forward to seeing her again!

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Melissa N.
Boarding
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How to book dog boarding

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FAQs for Dog Boarding - Westwood

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westwood home-away-from-home, 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 Westwood.

<b>Tip:</b> 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 Westwood 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 , 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 .

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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