Dog Boarding Upperville

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Over 4
pet parents in Upperville have booked dog boarding

Upperville, 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: Tamara G.
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Tamara G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 213 reviews
84 repeat clients
10 years of experience
Middleburg, VA, 20117

“Tamara was great! Our dog had a lot of fun. Pick up and drop off was wonderful. Our house is on the market so it's been a stressful few weeks for all of us, including our Shih Tzu. It was so great to see photos of him smiling and playing with her dogs. We will definitely use Tamara from now on!”

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Audrey T.
Sitter Profile Image: Vidhi S.
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Vidhi S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
5 years of experience
Stone Ridge, VA, 20105

“Vidhi did a wonderful job taking care of Buddy. Communication was smooth throughout his stay, and she sent daily pictures, which gave me peace of mind. I also loved that she also has a mini Goldendoodle, so Buddy had a buddy to keep him company! He looked very comfortable and happy in her home. I would definitely recommend Vidhi, and I have booked her again for next weekend.”

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Karmen G.
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: Anahita T.
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Anahita T.
from
$59
per night
5.0 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Round Hill, VA, 20141

“Anahita was absolutely wonderful with my 1.5-year-old boy, Ranger! He’s still all pup-full of energy and curiosity, but she handled him with so much patience and care. She was incredibly responsive and respectful, keeping me updated and continuing to work with him on his manners and behavior. It’s clear she truly loves dogs. Our boy was in such good hands—highly recommend!”

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Eric-Jenny W.
Sitter Profile Image: Tara G.
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Tara G.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
4 years of experience
Hillsboro, VA, 20132

“Rover had a great time with his new found friend Butcher. Tara was great at sending daily updates and being accommodating when our flight got delayed. She has a very big fenced backyard for the dogs to play. Rover will be back whenever we are out of town again. Thanks!”

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Mary P.
Sitter Profile Image: Elisa & James M.
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Elisa & James M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
13 years of experience
Leesburg, VA, 20176

“Elisa and her family were fantastic! They took great care of our Yorkie and sent us updates with pictures every day, which really put our minds at ease. I could tell that she was loved and pampered. We will definitely be booking them again. Thanks again.”

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

“Lauren provided excellent care for Bryce. She regularly sent photos and videos of him throughout his stay with her. Her yard is large and fenced in so plenty of space for your pup to zoom around. High recommend her for your dog sitting needs!”

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Jacob M.
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

“Win and her beautiful family love our Maple like their own! We will not go with anyone different. Thank you for always being so patient and flexible!!!!”

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

“This was pups first away adventure from us & she is 8. Cindy did a phenomenal job giving me daily update with pictures of how Harley was doing. She was patient with me when I had questions before the booking. Thank you!!”

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Julie M.
Sitter Profile Image: Maria S.
Verified Enhanced Background Check
Maria S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
12 repeat clients
17 years of experience
Gainesville, VA, 20155

“Maria was wonderful with Maggie & Roxy. They settled right in with her. She kept us updated & sent us pics of them being absolutely relaxed & happy. Will definitely be using her again!!!”

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James M.
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

“Haejin was amazing!! I loved how she always sent me pictures and videos and kept me updated! I felt such relief knowing that they were in very good hands.”

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Ashley M.
Sitter Profile Image: Lydia Y.
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Lydia Y.
from
$59
per night
5.0 out of 5 stars
• 153 reviews
67 repeat clients
30 years of experience
Chantilly, VA, 20152

“Lydia was amazing with our dog, Josie. We couldn't be happier and would recommend her as an awesome alternative to boarding your dog elsewhere!”

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Jennifer N.
Sitter Profile Image: Meghna H.
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Meghna H.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
Ashburn, VA, 20148

“Meghna was incredible and took great care of my pup. I would trust her whenever you need a sitter. She cared about my girl and she was comfortable and clearly had fun.”

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Sam A.
Sitter Profile Image: James & Iryna F.
Verified Enhanced Background Check
James & Iryna F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 88 reviews
38 repeat clients
20 years of experience
Centreville, VA, 20120

“Iryna and James took care of our puppy really well! He enjoyed his stay with them. They were actively sharing my puppy’s updates, pictures and videos which were helpful. I would definitely use their services again!”

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Navya P.
Sitter Profile Image: Alexsys T.
Verified Enhanced Background Check
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

“Alexis was absolutely fantastic!!! Bennie Eugene loved her! Communication was top notch, and I loved getting the pics! I highly recommend her ♥️”

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Emily A.
Sitter Profile Image: Leslie B.
Verified Enhanced Background Check
Leslie B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 25 reviews
10 repeat clients
40 years of experience
Herndon, VA, 20170

“Leslie is the best dog mom for our boy Hank whenever we need help watching him. She is professional, communicative and always give Hank a great time.”

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Paige P.
Sitter Profile Image: Tara G.
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Tara G.
from
$35
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
24 years of experience
Warrenton, VA, 20186

“💕 Warm & Heartfelt Tara took such wonderful care of Peanut while I was away. I could tell right away that she treated her with so much love and attention. She and her family cared for my dog with so much love, as if Peanut were her own. Her kids were also so sweet and played so nicely with Peanut — it really made her stay extra special. She even surprised us with an adorable elephant toy and cookies for Peanut to take home, which was incredibly thoughtful. Peanut came back happy, relaxed, and clearly well cared for. I feel so grateful to have found someone I can fully trust, and I would definitely recommend Tara to anyone looking for a loving and responsible sitter”

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Jung Mi L.
Sitter Profile Image: Tatiana L.
Verified Enhanced Background Check
Tatiana L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 66 reviews
15 repeat clients
25 years of experience
Sterling, VA, 20166

“Super great job. Love all the pics of walks and playtime. Great communication. Our two dogs even came back from their stay brushed, all their toys and blankets and food organized, and ready to go. Would definitely book again. They had a blast, and we loved seeing them have fun while we were away. Thank you!”

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Michael M.
Sitter Profile Image: Jessica C.
Verified Enhanced Background Check
Jessica C.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
45 years of experience
Warrenton, VA, 20187

“Jessica took amazing care of my dog Ruby while I was traveling. She sent consistent updates every morning and evening, including details about Ruby’s walks, meals, bathroom habits, and mood. Ruby got long walks, backyard playtime, and lots of attention. When Ruby skipped a meal, Jessica monitored her closely and kept me fully informed until everything was normal again. Her communication was excellent and gave me total peace of mind. Ruby was happy, safe, and well‑cared for. I would absolutely book Jessica again.”

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Sriram P.
Sitter Profile Image: Robert & Connie B.
Verified Enhanced Background Check
Robert & Connie B.
from
$38
per night
5.0 out of 5 stars
• 5 reviews
30 years of experience
Ashburn, VA, 20148

“Robert and Connie were amazing! They had Olly for 4 days and one morning and they sent me pictures and updates every day. I was a little nervous about trying Rover, but I’m so grateful for such a great experience. They were very accommodating and asked questions to ensure your dog is getting the best care. I was confident I was leaving Olly in great hands. I would absolutely ask Connie and Robert to watch Olly again the next time I go somewhere!”

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Sara K.
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The median cost per night for dog boarding in Upperville 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 - Upperville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Upperville average 13
repeat dog boarding clients

FAQs for Dog Boarding - Upperville

Frequently asked questions about Rover

The average cost of Dog Boarding in Upperville is $64 per night as of November 2026. Most bookings cost between $57 and $67 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 November 2026, there are 1,559 sitters on Rover offering Dog Boarding across Upperville. 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 Upperville 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 Upperville 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 Upperville.

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 Upperville 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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