Dog Boarding Gerrardstown

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Gerrardstown, 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
23 repeat clients
20 years of experience
Winchester, VA, 22602

“Walter and his family continue to take amazing care of our puppy. When leaving today, she whimpered - that’s a sign of a happy girl! We are so happy to have found this loving family. Thank you again for all that you do to make Harper feel right at home. We look forward to working with you again soon!”

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

“Cindy took wonderful care of our two senior Miniature Schnauzers, Murphy and Mazi, for a weekend stay. They settled in quickly, got along well with her dogs, and made themselves right at home on her couch. She was happy to go over their care routine, sent photos throughout the stay, and was easygoing about our pickup time. You can tell she really enjoys the dogs she looks after. We’d happily book Cindy again!”

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Todd O.
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

“I absolutely made the right choice when booking her. She was great with nug and sent a picture about every day. She and her family loved and spoiled nug”

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Kara D.
Sitter Profile Image: Jessica I.
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Jessica I.
from
$50
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Bunker Hill, WV, 25413

“We left our dog with Jessica for the weekend. She took great care of her & updated us with pics & videos . We will be booking with her again & highly recommend her !”

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Patty D.
Sitter Profile Image: Haejin & Herscel L.
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Haejin & Herscel L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 26 reviews
14 repeat clients
6 years of experience
Winchester, VA, 22602

“I had an excellent experience with this boarding service. They stayed in constant communication with me from the very beginning, even before the boarding started, answering all my questions and making me feel completely at ease. Throughout my dog’s stay, they sent me photos and videos, which I really appreciated because it allowed me to see her physical condition and how well she was being cared for. I highly recommend them to anyone looking for reliable and loving care for their dog.”

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Adriana H.
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: Juliana K.
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Juliana K.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Martinsburg, WV, 25401

“Amazing! I can’t say enough about how well she took care of our girls. I have already rebooked for our next trip. Not only does she treat the girls as family but she also works with training. We have a young pup so training has been out top priority. Highly recommended❤️❤️❤️”

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Victoria E.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 131 reviews
75 repeat clients
45 years of experience
Berryville, VA, 22611

“She provided pictures and updates on him very professional and even showed me to get him out of trying to be a dominant male he still needs work but very pleased with what she did for him”

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Tammy L.
Sitter Profile Image: Abby R.
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Abby R.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
10 years of experience
Charles Town, WV, 25414

“Abby has watched our dog Rocky several times and has always done a wonderful job! Rocky is a rescue, and a terrier, and she let him take his own time getting to know her and her 2 dobie's (both great). This last time presented some unusual challenges, and Abby went above and beyond to make sure Rocky felt safe with her and that we could continue our vacation. She has always communicated well, and has been fantastic with all of her care. I would highly recommend her for your pet!! I can't say it enough. She's great.”

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Laurie H.
Sitter Profile Image: Min & Matthew L.
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Min & Matthew L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
13 years of experience
BRUNSWICK, MD, 21716

“Min and Matthew were exceptional sitters for my girl, Rani! Not only did they play with her endlessly (seriously, Rani has zero ability to self-regulate and they went with it!), they also cared for her as their own pup. When she was being finicky about eating, Min took the time to spoon feed her just like I do. Min also send so many pictures and videos, which helped me feel so at peace knowing Rani was well taken care of and loved. I will definitely be sending Rani back to Min and Matthew’s in the future…the 40 minute drive to/from our place is more than worth it!”

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Nairuti S.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
4 years of experience
Hillsboro, VA, 20132

“Rover had a great time with his new found friend Butcher. Tara was great at sending daily updates and being accommodating when our flight got delayed. She has a very big fenced backyard for the dogs to play. Rover will be back whenever we are out of town again. Thanks!”

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Mary P.
Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
38 repeat clients
25 years of experience
Sharpsburg, MD, 21782

“Ashley took great care of our girl Clover during her stay. She was flexible with timing and allowed a quick meet-and-greet, which set a good tone. Thanks again, Ashley!”

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Reid W.
Sitter Profile Image: Azaria F.
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Azaria F.
from
$26
per night
7 years of experience
Inwood, WV, 25428

About: Animals have always held a special place in my heart! I have years of experience caring for animals of different breeds, sizes, ages, and personalities through pet sitting, walking, and caring for pets belonging to friends, family, and members of my community. As I have been a pet owner twice myself, I understand how important it is to find someone you can trust to care for your furry family members. I’m dependable, patient, attentive, and happy to follow your pet’s individual routine, whether that means walks, feeding, playtime, companionship, or extra attention for senior pets. I will treat your pets like my own and make sure they feel safe, comfortable, and loved while you’re away! I am currently part-time meaning I have more then enough time to ensure that your animals routine is met. My schedule is also flexible so if something comes up and your pet needs more attention I will be able to accommodate. I have a fenced in yard and live in a very walkable community. The neighborhood is very animal friendly! I’ve also have pet proofed my house with having experiences of watching many types of pets.

Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 85 reviews
40 repeat clients
30 years of experience
Middletown, MD, 21769

“I always feel at ease when I leave Nelly with Emily. She really seems to care about dogs, and I can tell that Nelly is having a good time when I arrive.”

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Carlotta J.
Sitter Profile Image: Lisette R.
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Lisette R.
from
$25
per night
5.0 out of 5 stars
• 83 reviews
34 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: Agnesa R.
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Agnesa R.
from
$59
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Martinsburg, WV, 25403

“We had an awesome experience with Agnesa. She truly demonstrated to be a professional and knowledgeable dog sitter/trainer. We felt extremely comfortable leaving our 7 month old 60 pound labrador puppy under her care for the weekend. Agnesa kept us informed every day with multiple updates including pictures, videos, and observations about how our beloved puppy was doing during his stay. Our puppy is a high energy labrador and she managed to take great care of him while keeping him engaged in training sessions during his stay. She made sure our puppy and her dogs got along together and even took them on walks. We are completely grateful of her work and would definitely consider boarding our dog with her again. Highly recommended!”

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William G.
Sitter Profile Image: Tammy  F.
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Tammy F.
from
$55
per night
5.0 out of 5 stars
• 160 reviews
81 repeat clients
16 years of experience
Charles Town, WV, 25414

“This was our first stay with Tammy at Totally Pawsome Getaways. We appreciated having a meet-and-greet ahead of our stay, and could see that our pup was going to have fun on their amazing property with all of their dogs. Our pup took a little while to warm up to the new place after our drop off, but Tammy was right there giving her all the attention and slow introduction to the pack that she needed, with frequent updates and pictures to keep us reassured. Soon our pup was right at home, and we felt great knowing that while we were on vacation, our dog was having a Pawsome Getaway of her own. Thanks Tammy! Will definitely use their services again in the future.”

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Adam M.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 19 reviews
4 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: 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: Jason H.
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Jason H.
from
$28
per night
14 years of experience
Martinsburg, WV, 25401

About: I’ve loved animals for as long as I can remember and have 14 years of experience caring for pets. I’m patient, responsible, and attentive, and I’ll make sure your pets feel safe, loved, and comfortable while you’re away. I enjoy spending time with animals, playing with them, and making sure they get the care and attention they deserve. I have a flexible schedule and can make time to give your pets plenty of attention, playtime, and care. I’m happy to work with your schedule to make sure your pets are well cared for while you’re away. Your pet’s safety and comfort are my top priorities. I have one friendly dog at home and can keep your pet separated from them if needed. I’ll make sure your pet has a safe, comfortable environment with plenty of love and attention.

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

Dog parents share their Rover experiences - Gerrardstown

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5.0 out of 5 stars

We couldn’t be happier with the care our furr babies received! They were so well taken care of and clearly loved while we were away. We received frequent updates and lots of pictures, which gave us so much peace of mind. It was obvious our pups were happy and comfortable the entire time. We’re especially grateful that they were able to take our furr babies on such short notice, it truly meant so much to us. We would absolutely book with them again and highly recommend them to anyone looking for reliable, caring sitters!

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Misha M.
Boarding
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How to book dog boarding

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Popular requests for dog boarding - Gerrardstown

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Sitters in Gerrardstown average 14
repeat dog boarding clients

FAQs for Dog Boarding - Gerrardstown

Frequently asked questions about Rover

As of October 2026, there are 418 sitters on Rover offering Dog Boarding across Gerrardstown. Enter your ZIP code to see which available sitters are closest to your home.

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.

96% of sitters in Gerrardstown can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Gerrardstown 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 Gerrardstown.

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 Gerrardstown 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 WV 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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