Dog Boarding Middleburg

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Over 705
pet parents in Middleburg have booked dog boarding

Middleburg, 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: 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

“Tamra has kept Scooter on several occasions for us. Once for 2 weeks while I traveled overseas and very recently (under short notice) she took him in for us. Scooter absolutely adores Tamra. That is why I cannot see myself going with anyone else to watch Scooter. Tamra sends pictures and responds to any inquiries about my furry friend very quickly. She’s definitely the best sitter I’ve met. If you’re reading this review, please know that I rarely write reviews for anything. However, I know that there are many pet owners that probably get anxiety when choosing a sitter. Please know that Tamra will give your pet the love and attention it deserves. She’s absolutely amazing! Thank you Tamra.”

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Britt J.
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

“We were so pleased with the arrangements that Kristen had for our two dogs. Her property really is a dog heaven - room to run and play, with comfortable and secure surroundings. Both our elderly German Shepherd and 8 year-old lab-pittie mix were in great shape and very content when we picked them up. Thank you Kristen and Lea for being so accommodating and kind!”

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Dawna P.
Sitter Profile Image: Eun Ha S.
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Eun Ha S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 116 reviews
42 repeat clients
10 years of experience
Aldie, VA, 20105

“Eun and her husband took great care of Jax and provided me with videos and pictures throughout his stay. Thank you for making him comfortable and keeping him busy. Looking forward to our next booking.”

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Lou W.
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

“What can I say? Sarah was fantastic! The whole experience was so easy and wonderful for our dog. Sarah was flexible and very responsive. Super accommodating. She kept us supplied with lots of updates and photos during the whole visit. Our hound sometimes has anxiety during new experiences but she was so well cared for that she felt immediately at ease when we arrived and through the whole visit. Sarah and her wonderful family took such good care of her that I would absolutely want my dog to stay with her again. Highly recommend!”

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Adam S.
Sitter Profile Image: Sheridan K.
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Sheridan K.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Gainesville, VA, 20155

“Sheridan took excellent care of Dexter, she took the time to meet and greet us before hand. She was in consistent communication and sent pictures. I feel very comfortable with leaving my dog with her.”

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Diana H.
Sitter Profile Image: James & Iryna F.
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James & Iryna F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 87 reviews
37 repeat clients
20 years of experience
Centreville, VA, 20120

“Iryna, took especially good care of Dexter who has numerous health issues requiring medication around the clock. She supplied videos of their walks and pictures of Dexter sleeping in different beds and areas, playing with other dogs etc….”

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Mark C.
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 was one of the best hosts I’ve ever booked. She’s so kind, incredibly experienced with a variety of breeds, and has amazing intuition when it comes to meeting your pup’s needs. She sends lots of fun photos and videos and I was so comforted by the fact that I knew my darling dog was having a blast and was in great hands. I can’t wait to rebook!”

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Molly D.
Sitter Profile Image: Stacie G.
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Stacie G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 195 reviews
107 repeat clients
30 years of experience
Bristow, VA, 20136

“I felt extremely comfortable leaving our pups here! And I felt even better about it when I picked them up, I knew they had been taken care of. She sent photos every day and I just really had a good overall sense that they were well cared for. This is my first review since I started using Rover because I had nothing positive to say about our last pup-sitter. I would highly recommend Stacie.”

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Amy K.
Sitter Profile Image: Chaoran J.
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Chaoran J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 93 reviews
36 repeat clients
20 years of experience
Bristow, VA, 20136

“This was our first experience with Rover. Chaoran was fantastic. Every step of the way from booking, to stay & pick up was smooth. Our dog had recently had surgery and Chaoran did a great job accommodating the need to keep our dog from jumping or running. She clearly knows & enjoys dogs. I’d highly recommend her.”

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Tobi C.
Sitter Profile Image: Tetiana L.
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Tetiana L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 72 reviews
22 repeat clients
10 years of experience
Round Hill, VA, 20141

“We are so happy with Tatiana.. she gave us daily updates on our fur baby with pictures and videos. She was super flexible and responsive. Prior to drop off she let us meet her family, her fur baby and gave us the tour of her place. And her place is in new and pet friendly community! We will definitely be looking for her if we need a doggy sitter again.”

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Billie I.
Sitter Profile Image: Deborah M.
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Deborah M.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 62 reviews
18 repeat clients
2 years of experience
Ashburn, VA, 20147

“5 glowing stars to Deborah for graciously boarding Baxter on such short notice and showering him with exceptional, loving care while we were out of town. Being new to VA, we were understandably a bit hesitant about leaving him, but Deborah instantly eased our worries and gave Baxter the joyful, pampered experience he truly deserved. Thank you, Deborah!!”

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kranthi D.
Sitter Profile Image: Karmen G.
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Karmen G.
from
$55
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
40 years of experience
Brambleton, VA, 20148

“we were a first time user to Rover and we were 100% satisfied with our host Karmen for our golden doodle. The host made us completely comfortable so that we could Enjoy our one week’s vacation and was extremely communicative with us during the entire process. We highly recommend her to any person who wants the best care possible! She treated our dog like a family member!”

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JoAn P.
Sitter Profile Image: Walter G.
Verified Background Check
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 are amazing! We are new pet owners and they let us come over for a meet and greet prior to booking to help calm our nerves. Our puppy was excited to be there with his caring children. He would give us updates with pictures and videos throughout her stay. When our flight was delayed and diverted to another airport, Walter was gracious enough to have her stay one more day. Thank you for taking such great care of our girl! We look forward to working with you and your beautiful family again soon!”

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Ali G.
Sitter Profile Image: Karen L.
Verified Enhanced Background Check
Karen L.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 293 reviews
87 repeat clients
31 years of experience
Reston, VA, 20191

“Karen was great with my pup. She kept me updated and sent pictures. She was also flexible with my schedule. I would have no worries leaving my dog with her again.”

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Joyce G.
Sitter Profile Image: Andrew G.
Verified Enhanced Background Check
Andrew G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 74 reviews
22 repeat clients
20 years of experience
Reston, VA, 20191

“Andrew and his family took care of my old guy Brownie so well - I do not think my doggie missed me! He was very good at keeping me informed and sent lots of pictures. My dog enjoyed his stay with his new second family.”

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Tara D.
Sitter Profile Image: Cheryl H.
Verified Enhanced Background Check
Cheryl H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 46 reviews
22 repeat clients
50 years of experience
Leesburg, VA, 20175

“Cheryl was wonderful! She made me feel comfortable and content knowing my dog was in excellent care. She is very warm and welcoming, and took the best care of my Penny! I can't wait to use her again :)”

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Lindsay N.
Sitter Profile Image: Alicia L.
Verified Enhanced Background Check
Alicia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Purcellville, VA, 20132

“Alicia and her boys made my pups so comfortable, I wasn't sure they'd want to come home with me after the five day stay! She shared pictures and updates that warmed my heart and put my mind at ease for their first-ever stay away from home. I will definitely rebook with her in the future and highly, highly recommend her to others.”

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Lara M.
Sitter Profile Image: Mei C.
Verified Enhanced Background Check
Mei C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
25 repeat clients
10 years of experience
Clifton, VA, 20124

“Mei provided great care for our Cooper. We had a last minute medical issue right before we left and she provided his care wonderfully and kept us updated. Would definitely recommend Mei and would rebook again.”

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

“Arlo loved staying with Katherine! This was our first Rover experience and it could not have been easier or gone better. We will definitely request Katherine again in the future.”

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Kimberly N.
Sitter Profile Image: Corey S.
Verified Enhanced Background Check
Corey S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 279 reviews
112 repeat clients
12 years of experience
Manassas, VA, 20110

“Rocky always has a great time with Corey and his fiancée! They treat him as their own! This time was our longest stay and it was stress free! We got updates everyday! Definitely recommend!”

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Mary G.
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The median cost per night for dog boarding in Middleburg is $55

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 - Middleburg

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Sitters in Middleburg average 12
repeat dog boarding clients

FAQs for Dog Boarding - Middleburg

Frequently asked questions about Rover

The average cost of Dog Boarding in Middleburg is $56 per night as of October 2026. Most bookings cost between $37 and $72 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 4,133 sitters on Rover offering Dog Boarding across Middleburg. 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.

94% of sitters in Middleburg 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 Middleburg 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 Middleburg.

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 Middleburg 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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