Dog Boarding Middletown

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Over 68
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.

1 / 1
Sitter Profile Image: Kalley B.
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Kalley B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
89 reviews
32 repeat clients
25 years of experience
Middletown, VA, 22645

Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!

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Stephanie E.
Sitter Profile Image: Walter G.
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Walter G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

Walter and his wife were an absolute delight. The took excellent care of my senior Shih Tzu, Evie, over the holiday weekend. The moment I pulled up to their home I felt completely at ease. Their children were excellent with Evie and they had a beautiful and secure yard for Evie to enjoy. They were excellent at communicating and responding to messages. I truly appreciated that throughout the weekend they sent messages and photos to let us know Evie was doing well. Honestly, it was a huge relief to know that Evie was in excellent and capable hands. I highly recommend Walter and his family to anyone looking for someone to watch over their pet.

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Abrahem H.
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: Cav & Lauren C.
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Cav & Lauren C.
from
$50
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Front Royal, VA, 22630

Awesome experience! Cav took amazing care of our dog, and we loved all of the updates and pictures. 10/10 would rebook and I recommend him to all of my friends and family.

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Dean B.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
8 years of experience
Stephenson, VA, 22656

I can’t say enough great words about Cindy. She took great care of our precious Hank. She sent photos during his stay. She responded quickly and so friendly to our text whenever we checked in. Our fur baby was treated like her own during our vacation. 150% would recommend Cindy to care for your baby and would use her again and again!

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Melissa B.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
14 reviews
3 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: Whitney S.
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Whitney S.
from
$30
per night
5.0 out of 5 stars
9 reviews
1 repeat client
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: Tamara G.
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Tamara G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
203 reviews
82 repeat clients
10 years of experience
Middleburg, VA, 20117

The Best Sitter in VA! She watched over our furry one for 3 yrs. We had to move due to military orders and it sucked to move away from a trusted person like Tamara. Highly Recommended.

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Britt J.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
126 reviews
73 repeat clients
45 years of experience
Berryville, VA, 22611

First time visiting Northern VA, and we wanted to do some exploring in Washington DC for Memorial Day weekend. Nervous about having to leave our dogs in the hotel while we went out… we decided to give Rover a try and find a sitter! So glad we did! Upon meeting Katherine, I knew right away our two furbabies would be in the best of hands! We never once had a single worry while away! Perfect environment for our beagle and lab to explore and they enjoyed their other playmates too, because they are both wore out from their fun-filled weekend! If we are ever in this area again, we know who to call!! Thanks again!

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Arielle P.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
342 reviews
133 repeat clients
7 years of experience
Clear Brook, VA, 22624

Alexsys was WONDERFUL! Our pup got lots of outside time and exercise, was able to play with a couple other pups of similar size and temperament, and she was super responsive in our communications. Loved the pictures, videos, and daily updates on how he was doing! Highly recommend her.

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Stacy S.
Sitter Profile Image: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
31 reviews
15 repeat clients
15 years of experience
Front Royal, VA, 22630

Lauren was absolutely amazing with our pup!! I couldn't recommend her more!! She is SO kind and caring. I could tell from the moment we had a meet and greet with her and her pups. She provided us daily updates on our pup and treats your pets just as she does her own. I was so relieved to find someone that I can trust our beloved furbaby with from now on. I was kind of upset that my pup wasn't more excited to come home, but that's just a reflection of the good time she had on her little vacay!! 🤣 Highly recommend Lauren for all your fur baby care!!

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Mrs. F.
Sitter Profile Image: Carol D.
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Carol D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 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: Linda K.
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Linda K.
from
$30
per night
5.0 out of 5 stars
120 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

Linda is a wonderful lady and I would 100% book a stay for Lucy with her again! She sent me updates throughout Lucy's visit and was very gentle and sweet with my timid girl. I could tell that Lucy had warmed up to her when I picked her up and she rubbed on Linda and licked her hands. Lucy tends to not want to eat if she stays somewhere without me and Linda made sure she figured out how to get her to do so. Lucy got plenty of belly rubs and lots of love during her stay! Thank you, Linda, for taking such great care of my little girl!

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Leeann N.
Sitter Profile Image: Desirae Y.
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Desirae Y.
from
$30
per night
5.0 out of 5 stars
35 reviews
5 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: Lori V.
Verified Enhanced Background Check
Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
102 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

A happy fur baby + wonderful attention to detail + timely updates and replies = An all-around great experience! Thankful for Lori and heartily recommend.

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Kimberly R.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$60
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: Pamela V.
Verified Background Check
Pamela V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
92 reviews
31 repeat clients
21 years of experience
Front Royal, VA, 22630

Pamela was fantastic! My dog is usually super clingy and a bit nervous in new environments but the minute we got to Pamela’s house he acted like he lived there. He honestly didn’t even notice I left. Plus Pamela sent me daily photos and updates on how Remi was doing. Easy 5 stars, would confidently let her watch Remi again!

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Brittany A.
Sitter Profile Image: Barbara D.
Verified Enhanced Background Check
Barbara D.
Star Sitter
from
$43
per night
5.0 out of 5 stars
58 reviews
16 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: Siska A.
Verified Enhanced Background Check
Siska A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
strasburg, VA, 22657

Siska took wonderful care of my 1&1/2year old Australian shepherd! I did not worry at all. She kept me updated with lots of pictures and videos and was quick to respond to my texts. My pup had a great time playing with her pup and was very happy and content there! It's obvious that Siska is good with pups and loves them! I highly recommend Siska!

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Kathy Y.
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The median cost per night for dog boarding in Middletown is $50

Dog parents share their Rover experiences - Middletown

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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

Cate was so wonderful with our dog who had a lot of anxiety being away from us. Her and her family spent a lot of time with Chesney, trying to make her as comfortable as possible. She kept us updated with videos and pictures. Would highly recommend!

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Christina C.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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 Boarding - Middletown

Frequently asked questions about Rover

The average cost for Dog Boarding in Middletown on Rover is $33.3 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 218 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Middletown sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Middletown landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middletown 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 Middletown.

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 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 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.

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