Dog Boarding Middleburg
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.
“Stephanie and Taylor are so great that my dog was enjoying 'her vacation ⛱️' while we were enjoying ours. Will definitely do it again whenever we need, and definitely recommend them to our doggie friends .”

“Tyson was well taken care of while we were on vacation for a week. Renee sent me photos everyday showing how spoiled he was getting! He had an amazing time and was exhausted after I picked him up. Thank you!”

“Hazel had the best time with Jonathan and Mary! We got tons of pictures during her stay and she came home absolutely exhausted from playing all weekend. Can’t thank them enough for giving our Hazel a great first boarding experience.”

“Ruth and Agnes are simply amazing! I got reassurances when I was missing my pup. Then updates and pictures everyday. I could tell Dustin was spoiled with love. Thank you! Highly recommend anyone looking for a pup sitter.”

“Couldn't have asked for a better place for our pup to stay! Nat and Ally (and their kiddos) were absolutely fabulous. So loving, attentive, and treated my dog as a part of the family while he was in their care. They sent frequent updates and photos which provided great peace of mind. Our dog got plenty of walks and significant playtime in their big back yard with their pup, Meeple. I will be booking with them anytime we need care for our dog in the future! Highly recommend to anyone looking for a loving, responsible boarding option for their pup!”

“My Dog had a great stay with Kacy. They took great care of him and kept him company. Provided me with updates and photos which was great while we were away. I recommend Kacy to anyone. Her and her fiance did an amazing job. My dog will be going back there again soon.”


“Jessica was great! She was very friendly, quick to respond, and sent pictures and updates while Daisy was with her. I was so relieved to find someone I felt comfortable with at the last minute. I would definitely book with her again! 🐾❤️”

“Curtis and Lindsay were great, sharing pictures and communicating the whole time we were away. Our pup appeared content, happy and tired out when we brought her home. Would definitely recommend!”


“This was the first time, I had to leave my dog. Rebecca took a very good care and was always keeping me updated with all the pictures. Which really helped us so relaxed even though we are away. Will definitely come back.”

“Chloe is amazing! My dog stayed with her for a long weekend and Chloe’s communication and care was wonderful. Shortly after I dropped my dog off, Chloe let me know that my dog had settled in nicely, and she continued to send updates and pictures throughout the weekend. I could tell my dog had lots of attention and enjoyed her time at Chloe’s. I highly recommend Chloe and will definitely have my dog stay with her again!”

“Once again, my puppies enjoyed their stay with Priscilla. She would always send us updates, as well as, pictures of our dogs to let us know how they were doing. Thank you!”

“Anna took such great care of our German shepherd, was communicative and understanding when we had an unexpected travel change. She was more than accommodating and went above and beyond to help given our travel issue. Anna’s house is great for any dog, her dogs are very sweet and her family is awesome. I cannot recommend enough and we will book with her again 1000%”


“My sweet girl, Pearl, can be wary of strangers upon first meeting them. But she took an instant liking to Dan and his pup. His large fenced yard provided the perfect environment for Pearl to freely roam and expend her energy, keeping her happy and content. The pictures and video that Dan sent me truly captured Pearl's joy and excitement. It is evident that she felt comfortable and at ease in his care. His thoughtful updates and the love he showed her mean the world to me. I am grateful to have found such a caring and responsible person like Dan to look after Pearl. His kindness and dedication have not gone unnoticed, and I have full confidence in leaving Pearl in his care in the future.”


“Penny loved her weekend stay with Vanessa! I was sent many updates in the form of videos and pictures and if I had any questions, Vanessa always responded within a timely manner!”

“I couldn't be happier with the level of care Linda and her family provided to my senior yellow lab! She provided regular updates while I was away and knew exactly how to best care for a senior lab. Don't hesitate to ask Linda to take care of your pup! You'll be happy you did!”

“Wonderful place, lots of room outside for the dogs. Cameron is extremely nice, answered all questions with a smile and sent photos during the stay. Would definitely recommend and hope to use him again.”

The median cost per night for dog boarding in Middleburg is $50
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. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Middleburg
Select a filter and find qualifying sitters offering dog boarding.Sitters in Middleburg average 13 repeat dog boarding clients
FAQs for Dog Boarding - Middleburg
Frequently asked questions about Rover
As of November 2026, there are 1,224 sitters on Rover offering Dog Boarding across Middleburg. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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 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.
Yes, you can find sitters who have experience with handling special pet needs in Middleburg. On Rover:
- 87% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 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 MD 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.




