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
• 51 reviews
21 repeat clients
20 years of experience
Winchester, VA, 22602

“I left my furbaby with Walter during my thanksgiving break during covid and i couldnt be happier. During meet and greet all precautions were taken while getting all details on my baby behavior and preferences as well as during drop off and pick up. My pup seemed extremely happy and loved during her whole stay. I received daily updates and pictures about activities. I would totally leave my baby with him again and totally recommend him!!”

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Diana S.
Sitter Profile Image: Heather W.
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Heather W.
from
$38
per night
5.0 out of 5 stars
• 17 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: 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

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

“10/10: Cindy took great care of my dog and sent frequent updates. She was also so good to adjust when my flight got delayed and I couldn’t pick up my dog at the expected time. I would definitely book with her again in the future.”

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Phoebe V.
Sitter Profile Image: Whitney S.
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Whitney S.
from
$30
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
13 years of experience
Stephens city, VA, 22655

“I can’t say enough good things about how well Maya was cared for. The night before I dropped her off, I had taken Maya on a hike, and in hindsight, not checking her thoroughly for ticks afterward wasn’t the smartest decision on my part. The morning after her first night with Whitney, she discovered that Maya had a significant number of ticks on her. She immediately texted me to let me know what was going on, especially since she had a two-year-old and other dogs in the house and understandably needed to be careful. I was traveling and tried to arrange for friends to pick Maya up, but unfortunately, I couldn’t make that happen. She could easily have told me I needed to find another solution, but instead, she went completely above and beyond. She went out, got tick shampoo and treatment, gave Maya a thorough bath, dealt with the ticks, and made sure she was comfortable and well cared for. It was a stressful situation that she didn’t create, but she handled it with so much patience, responsibility, and genuine care for Maya. Being away, it meant a lot knowing that someone was willing to step up and take care of her when I couldn’t be there. I’m incredibly grateful and would absolutely trust her with Maya again. Highly recommend Whitney. 🙏🏽”

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Swamy R.
Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 353 reviews
135 repeat clients
7 years of experience
Clear Brook, VA, 22624

“Granite has the best time with Alexsys! He has fun playing outside and Alexsys sends me messages about his day. He looks forward to his next visit.”

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Sharon N.
Sitter Profile Image: Tamara G.
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Tamara G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 209 reviews
82 repeat clients
10 years of experience
Middleburg, VA, 20117

“Tamara has taken great care of my two small dogs. She is very responsive to requests and texts and I can tell that my girls love being there. I'd recommend her.”

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Julie M.
Sitter Profile Image: Lauren W.
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Lauren W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 32 reviews
16 repeat clients
15 years of experience
Front Royal, VA, 22630

“Lauren, impressively on short notice, took my pup in for boarding and was remarkable with his care! I highly encourage anyone seeking pet assistance to consider Lauren for services & I plan to seek her services the next time my pup needs boarding.”

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Peter L.
Sitter Profile Image: Aaron F.
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Aaron F.
from
$39
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Middletown, VA, 22645

About: I love dogs and can't wait to take care of your furry friend! I have a large home, plenty of room for your dog to stretch out. I have a yellow lab/golden retriever mix who is very friendly. I have a fenced yard (about half an acre) and another 9 acres of unfenced area. I work from home during the week, so will have plenty of time for walks, play-time, etc. I am good with all ages/sizes. I will ensure your dog is comfortable and safe, and has plenty of attention! I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer. I have a fenced in yard I work from home so am always around to care for your pets! Will have plenty of potty breaks and play time. If I have to step out I can crate your pet or not, whichever you prefer.

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

“This was our first time boarding our beloved Mila with Katerine and she had a great time with the other dogs. She loved the open space and looked very happy during her stay. Appreciate the pictures that were provided during her stay as well. We will be using Katherine for future stays.”

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Jesse S.
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

“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.
Verified Enhanced Background Check
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: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
• 6 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: Desirae Y.
Verified Background Check
Desirae Y.
from
$30
per night
5.0 out of 5 stars
• 35 reviews
6 repeat clients
10 years of experience
Front Royal, VA, 22630

“Desirae was absolutely wonderful and treated our pup like family. Her and her family are super sweet and she would send us pictures and keep us updated on how our girl was doing. It was our first time leaving her with a sitter since we adopted her. It was hard leaving her for the weekend, but it helped knowing that she was on good hands. Thank you so much Desirae!”

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Rachel G.
Sitter Profile Image: Lori V.
Verified Enhanced Background Check
Lori V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 103 reviews
49 repeat clients
14 years of experience
Berryville, VA, 22611

“Lori always takes good care of our monsters. They come back tired and ready for naps for all their playtime (my favorite kind of night!). She is responsive and keeps us updated on their time there.”

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Ciara M.
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

“Rosie just loves staying with Allison so I took my grumpy old man Tumbles too. He had a great time and I didnt worry one bit while they stayed over night with her. Book with her, you won't regret it@”

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Racheal B.
Sitter Profile Image: Michelle M.
Verified Enhanced Background Check
Michelle M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 24 reviews
11 repeat clients
40 years of experience
Charles Town, WV, 25414

“We always feel reassured that our pup is taken care of and they’re happy to have her. Daisy is treated like the princess she is. I highly recommend their family to watch your beloved pets.”

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Christian C.
Sitter Profile Image: Lisette R.
Verified Enhanced Background Check
Lisette R.
from
$25
per night
5.0 out of 5 stars
• 83 reviews
34 repeat clients
6 years of experience
Winchester, VA, 22601

“She was amazing with my golden doodle. She have another dog so my dog had a companion and somebody to play with. She was updating me everyday when I was gone!❤️”

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Syna U.
Sitter Profile Image: Erin G.
Verified Enhanced Background Check
Erin G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
24 repeat clients
22 years of experience
Round Hill, VA, 20141

“I wish I could give Erin more than five stars!!! She went above and beyond taking care of Cooper—he got lots of walks, love, and snuggles. We will definitely be reaching out to Erin again in the future! Thank you for taking such amazing care of our boy!”

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Mary B.
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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

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
1 / 1
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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Middletown

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Middletown average 16
repeat dog boarding clients

FAQs for Dog 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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