Dog Boarding Middletown

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Over 70
pet parents in Middletown have booked dog boarding

Middletown, 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: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 91 reviews
32 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

“Yzabella is one of the best dog sitters we have ever hired. She is very dedicated to the pets and shows them love. We can tell because our dog return back home after nearly 2 weeks very happy. While we were away, Yzabella has been staying in frequent communication with us, sending pictures and we can really tell that she show pets a lot of attention. She is very caring and we will definitely be back to her and hire her for dog sitting again when we need to go on another trip where we can not take our dog with us. Great job, really thankful for everything she did. 5/5 definitely! Thank you really so much from bottom of our hearts, Yzabella! See you again soon!”

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Roman S.
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

“Cody had a wonderful experience with Haejin and Herschel. They have a lovely home that is very pet friendly. Cody went for walks and played with the other dog that was staying. I got check ins and photos a couple of times a day. I highly recommend and will definitely be using their services again.”

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Ramona F.
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

“Great sitter! I love how the dogs have a yard to run in and Leonard has been getting more social with the other dogs there which has been great!”

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Megan S.
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

“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.
Sitter Profile Image: Lori V.
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Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 105 reviews
50 repeat clients
14 years of experience
Berryville, VA, 22611

“Kosmo and Luna had a great time staying with Lori! We did a meet and greet before their stay, which helped Kosmo get comfortable. He has difficulties with introductions, and Lori was very understanding of the space he needed. She sent me photos each day of the pups and they looked so happy! Kosmo and Luna can't wait to come back!”

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Saieh B.
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

“We will never use anyone but Barbara to watch our pups if we can help it! They are so spoiled when they’re there and always come home exhausted.”

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

“The whole experience was easy and stress-free. They were caring, reliable, and kept me updated while I was away. My dog was happy and well taken care of, and I would definitely book with them again. Highly recommend!”

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

“Kristen was extremely nice and responsive to us! When we picked up our pup he was absolutely exhausted from playing all weekend. She packed up all of his toys and had them ready to go when we came for pickup too! I would 100% recommend leaving your pup with her and we look forward to using her again in the future!”

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Zach Y.
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: Gabby T.
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Gabby T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 199 reviews
31 repeat clients
5 years of experience
clearbrook, VA, 22624

“Gabby took great care of my Bonnie girl while we were away on vacation. She asked good questions during our meet and greet. I am so glad that she was willing to have Bonnie as the only dog in the house for the majority of the 2 weeks we were away. Bonnie doesn't get along with many other dogs, so when her stay overlapped with another dog that was there for a couple days before her, Gabby immediately let us know and was prepared to keep them separated. Gabby gave us frequent updates and pictures that helped reassure us that she was doing well. All of the instructions I left for her feeding were followed exactly as well. I am so grateful that we were able to enjoy our vacation knowing that Bonnie was being taken care of as if I were there myself.”

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Cara L.
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: 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: 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: Paloma A.
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Paloma A.
from
$35
per night
1 year of experience
Stephenson, VA, 22656

About: Hi! Paloma** 🐾 I’ve had dogs for year, three, in fact, over the course of my life. I recently said goodbye to my last pup, and while I’m not ready for a full time dog in my home just yet, I miss it all deeply: the walks, the game of fetch, the pure joy and love only a dog can give. I am not new to dog care, I’ve looked after many dogs over the years, but this is my first time doing it through Rover! I’d love the chance to give your pup some of that same love and attention while you enjoy a vacation, work trip or time away. I treat every dog like my own, patient, attentive, and always up for a good walk or a solid game of fetch. Looking forward to meeting you and your pup! I work 9-6 hybrid, Monday thru Friday with somedays being fully remote. I am home most weekends and spend my free time walking, doing arts and crafts or gardening. Peace of mind is definitely important when it comes to my fur babies, I know that first hand. I can send check in photos with every walk, treat and meal if that is what you wish. I like to also take them to the dog park in my neighborhood if they play well with others. 3 walks a day minimum will be provided unless more are required. I currently working on building a fence to m a backyard and should be completed but end of September!

Sitter Profile Image: Katelyn G.
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Katelyn G.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
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: Nina C.
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Nina C.
from
$85
per night
5.0 out of 5 stars
• 54 reviews
10 repeat clients
16 years of experience
Round Hill, VA, 20141

“Nina took good care of pup and sent us updates at least twice a day!”

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Jenn C.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Berryville, VA, 22611

About: I have 3 dogs in my family and assist taking care of them on the daily. They are a mixture of breeds and big and small. I have also been dog sitting for various breeds and sizes for an extended amount of time! In addition to our three dogs, there is also a bunny in the family that I assist in caretaking for! I will be completing my Masters in Occupational Therapy this year and am in my last year of school at Ithaca College. I have a pretty flexible schedule during the week and open on most weekends. Looking for some puppy love and to help out when I can! I have a fenced in yard at home that we let my three dogs out in. We have three dogs with vastly different personalities so have ample experience in reading personalities and knowing boundaries for different types and how to step in and correct. Also with having a rabbit, I am experienced with different animal relationships and how they can interact.

Sitter Profile Image: Aaron M.
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Aaron M.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
14 years of experience
Martinsburg, WV, 25405

“Aaron was always sending us pictures of our pup! Dante seemed to be happy and very active during his stay and now misses a lot his new friends! Aaron is 100% recommended!”

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Darlene G.
Sitter Profile Image: Marsha B.
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Marsha B.
from
$90
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
40 years of experience
Purcellville, VA, 20132

“Marsha and her husband were excellent sitters for our dog over a holiday weekend. They were welcoming during the meet and greet and instilled confidence that our dog would be well cared for. During the visit, we received photo updates including the walks they took our dog on. We would absolutely use Marsha again in the future.”

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Anna D.
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The median cost per night for dog boarding in Middletown is $50

Dog parents share their Rover experiences - Middletown

1 / 1
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

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

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.

Profile image
Chantal P.
Boarding
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How to book dog boarding

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Popular requests for dog boarding - Middletown

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Sitters in Middletown average 16
repeat dog boarding clients

FAQs for Dog Boarding - Middletown

Frequently asked questions about Rover

The average cost of Dog Boarding in Middletown is $33 per night as of October 2026. Most bookings cost between $30 and $42 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 209 sitters on Rover offering Dog Boarding across Middletown. 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.

98% of sitters in Middletown 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 Middletown 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 Middletown.

<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 Middletown 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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