Dog Boarding Ridings Mill

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Ridings Mill, 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
• 52 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: Heather W.
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Heather W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 21 reviews
4 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: Haejin & Herscel L.
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Haejin & Herscel L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 27 reviews
14 repeat clients
6 years of experience
Winchester, VA, 22602

“Very attentive pet sitters! Our girl was so well loved and taken care of! You can tell this is a household that really loves animals. We received so many sweet updates and photos throughout her stay. Will use again and highly recommend!”

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Kaylan M.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 370 reviews
138 repeat clients
7 years of experience
Clear Brook, VA, 22624

“Alexsys and her family took great care of my Joey when I got a last minute invitation to take a trip. I appreciate that she was available at the last minute when my usual boarding facility was completely booked. She sent me texts everyday and also sent pictures. If I had any questions, she got right back to me. I really appreciated all of that. Thank you, Alexsys!”

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Tammy D.
Sitter Profile Image: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

“Our Yorkies were very well taken care over the two weeks we were away on vacation. Linda was kept busy with medication administration, special food needs and even a trip to the vet! We couldn't have chosen a better sitter, and she gets a five star review from the entire family.”

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Teresa
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 9 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: Kristen K.
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Kristen K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 268 reviews
224 repeat clients
25 years of experience
Middleburg, VA, 20117

“Kristen was awesome with both my Irish Wolfhound puppy and his little sister a lab/pit bull mix. Plenty of time to run and play in the big areas. They both loved it.”

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Robert S.
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

“Barbara took amazing care of my anxious dog. She provided daily updates of how my dog was adjusting. Thankfully, my dog adjusted quickly and had a wonderful time playing with Dobby and the daycare dogs. I was only a little worried my dog wouldn't want to go home because Barbara took such great care of her.”

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Angela S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
40 years of experience
Charles Town, WV, 25414

“I never worry when Rudy is there!! He seems so happy to go every time I drop him off. I couldn’t recommend this family more! They are wonderful!”

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Stephanie R.
Sitter Profile Image: Sarah V.
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Sarah V.
from
$59
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
25 years of experience
Round Hill, VA, 20141

“Sarah was wonderful with Murphy and Mazi. She kept me updated with pictures, handled their medications carefully, and clearly treated them like part of the family. I really appreciated how flexible and accommodating she was with my schedule, including extending their stay by an extra day when my plans changed. I would absolutely trust Sarah with them again.”

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Todd O.
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: Joel & Janelle E.
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Joel & Janelle E.
from
$50
per night
5.0 out of 5 stars
• 84 reviews
33 repeat clients
30 years of experience
Kearneysville, WV, 25430

“Such wonderful animal lovers! I received nightly photos of our dog having the best time on their property. Would recommend them to everyone and will use them again.”

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Beth V.
Sitter Profile Image: Chris A.
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Chris A.
from
$50
per night
5.0 out of 5 stars
• 72 reviews
17 repeat clients
20 years of experience
Ranson, WV, 25438

“Chris watched my dog, Francine while I was away and I can’t recommend him enough. He and his mom treated her like she was their own and provided daily updates and photos throughout her stay. It was a great experience and the most comfortable I’ve felt leaving my dog with someone else. If you need a trustworthy pet sitter, your dog will be in great hands with Chris.”

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Matthew R.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra was great with Snow and sent me constant update pictures.”

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Lunet Y.
Sitter Profile Image: Jamie B.
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Jamie B.
from
$45
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
12 years of experience
Berryville, VA, 22611

“Lucy was very happy here. I felt safe leaving her because the yard was completely fenced in and the dogs had their own living room and play area. Definitely recommend.”

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Grace M.
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: Lauren B.
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Lauren B.
from
$60
per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
10 years of experience
Stephenson, VA, 22656

“Can't say enough great things about Lauren and her family! She's our go-to. So caring and kind, she not only takes exceptional care of our dog, but also updates us with daily photos that keep us informed and make us feel like a part of the stay.”

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Paulo M.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$45
per night
3 years of experience
winchester, VA, 22602

About: I have been dog sitting/ walking for several years. The most dogs I have handled at 1 time was 3. I own 2 small dogs myself how ever I have experience handling big dogs as well. I have experience administering medication. I work 4 days on 3 days off so I would love to provide care for your animals on the days I have off! I'm more than happy to help! I can take your dog on daily walks, I love hiking can take a well trained dog with me! i trained my own to go with me, they're great both on and off the leash. I love any and all dogs and would love to give yours pets and attention.

Sitter Profile Image: Tammy  F.
Verified Background Check
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

“Tammy was wonderful! Our 7 month old Boston loved every minute of her stay (as we saw from the awesome daily "pupdates"). We will definitely be using Tammy in the future!!”

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Kyle H.
Sitter Profile Image: Emily J.
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Emily J.
from
$52
per night
5.0 out of 5 stars
• 63 reviews
15 repeat clients
12 years of experience
Stephens City, VA, 22655

“Emily and Peaches were so great to my little girls! She sent plenty of pictures and I know they had the best time during their stay! We’re so happy to have found her! Thanks again!”

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Crystal H.
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The median cost per night for dog boarding in Ridings Mill is $50

Dog parents share their Rover experiences - Ridings Mill

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5.0 out of 5 stars

I always worry about booking Rufus into a new situation as he is a spoiled only dog who has acres to run in and almost never walks on a leash or encounters other dogs. Kalley calmed my fears by sending me a photo early on showing he was calm, followed later by a video showing he could interact with other pets. He slept well when he came home.

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Joan A.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Kalley and her family took great care of Auggie. She sent me regular updates so I knew he was settling in just fine. Will definitely book with Kalley again.

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Heather T.
Boarding
5.0 out of 5 stars

Lisa is so sweet and Maisy had such a great time playing with her son. We a thousand times recommend Lisa!! She sent us pictures and messages through out Maisy’s stay. We will use Lisa every time we can get her! Thank you so much Lisa for taking good care of Maisy.

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Holly G.
Boarding
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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 to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    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.

Popular requests for dog boarding - Ridings Mill

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Ridings Mill average 13
repeat dog boarding clients

FAQs for Dog Boarding - Ridings Mill

Frequently asked questions about Rover

As of November 2026, there are 350 sitters on Rover offering Dog Boarding across Ridings Mill. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 Ridings Mill 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 Ridings Mill 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 Ridings Mill.

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.

Yes, you can find sitters who have experience with handling special pet needs in Ridings Mill. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Ridings Mill 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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