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

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Top rated Middleburg dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Haylie took amazing care of our Millie girl. She sent updates each day and made Millie comfortable as it was her first time away from home. She came home happy and lively and I can tell she had a great time. I can’t thank you enough !”

“★★★★★ 10/10 Would Book Again! Amazing Care for Booby! Joseph and his wife are simply the best! If you're looking for sitters who will treat your fur baby like their own, look no further. They took fantastic care of our Booby. They followed all our instructions perfectly and sent the cutest updates throughout our trip, which we absolutely loved seeing. It was so clear Booby was having a blast—the pictures of them playing together just melted our hearts. We knew she was in the best hands possible and could truly relax on our vacation. They are a wonderful, caring duo and we are so thankful for them! We will definitely be booking with them again!”

“I had an excellent experience boarding my dog, Bentley, with Elijah. From the very beginning, it was clear that Bentley was in great hands. Elijah provided daily updates with photos and detailed notes about how Bentley was doing, which gave me complete peace of mind while I was away. In every photo, Bentley looked incredibly happy and comfortable in Elijah's home. It’s clear Elijah truly cares about the dogs he watches. I will definitely be using his services again and highly recommend him to anyone looking for a reliable and communicative boarder!”

“Very attentive and lots of pictures/updates. Charlie loves to go on vacation here and play with Summer while we are out of town. We won’t go to any other sitter!”


“Melissa is fantastic! She kept us informed with pictures and updates and made sure our boys felt right at home! They came home happy and well cared for and we couldn't be more thankful! We will definitely book with Melissa again soon!”

“Sarah was wonderful with my dog, and great communication with me the whole time! I originally had someone else reserved but got canceled at the last minutes, a few days before my trip. I had to find someone else urgently and Sarah accommodated us. She’ll be my to do sitter!!”

“I have nothing but wonderful things to say about Jodi and the care she gave my dog, Evy. She kept me updated throughout the day with photos and messages about all the fun activities they enjoyed. Jodi truly created a safe, loving environment for dogs, and I felt completely at ease knowing Evy was in such great hands.”

“Diane is great! Her communication is quick and clear. She was awesome with Sasha and treated her like her own fur baby! She sent us updates and pictures daily. We will continue to send Sasha to Diane and would recommend her without hesitation.”


“Ms Sanja is amazing. Her house is imaculately clean, very welcoming and so much room for the dogs even in the backyard. She is very caring, responded to questions promptly and even sent updates with pictures and videos of our baby Truffles. I felt her genuine love for Truffles and the other dogs. Will definitely avail of her doggysitting services again in the future!”


“Bridget was awesome! Took great care of our dog, sent daily pics, and allowed us to vacation with no worries about the pup! Would definitely recommend her and will be using her again in the future, for sure!!”

“We had an outstanding experience with our Rover sitter, and I can’t recommend them highly enough. From the start, communication was clear, consistent, and professional, which immediately built trust. They took the time to understand Apollo’s routine, needs, and personality, and it showed in every interaction. Apollo was well cared for, comfortable, and genuinely happy during the entire stay. We received regular updates, including photos and notes, which gave us complete peace of mind while we were away. It was clear that Apollo wasn’t just being watched, he was being cared for with real attention and intention. What stood out most was the level of reliability and care. Everything was handled exactly as discussed, and our home was left in great condition. That level of execution matters. Bottom line, this sitter operates at a high level. Trustworthy, attentive, and fully engaged. We will absolutely be booking with them again.”
“My chihuahua and I haven't been a part in forever. When my family and I went on a one week trip, I knew I had to find the perfect dog sitter. My dog is picky and I was worried, but she was immediately comfortable at crystals house. She is so kind and attentive, and became best friends with my chihuahua. She was comfortable around everyone in the household and very well taken care of. Will certainly be using her services in the future and am beyond thankful for her and her family. Thank you SO much”

“Leah, dog, and family were awesome! Our dog loved being with them. We felt very comfortable leaving Bleue. We forgot his favorite ball at home and Leah ordered a new one for him. We will definitely leave Bleue with Leah again. Thank you for taking such good care of him!”

“Carole is a superior pet sitter. She provided excellent care for my baby as well as sending updates of their daily activities. Her home is so clean that I was worried about my pup causing damage. But Carole assured me that there would be no problems and allowed my baby to watch tv with her which he loves. I would definitely recommend Carole to all for pet babysitting.”

“We were lucky to have found Georgia. She's was very sweet and caring to our dog . She has 3 sweet dogs that our senior dog enjoyed visiting with as well. She has a nice backyard for the dogs to go outside and sets up gates & their beds for whatever their needs are.. We will be happy to have Georgia babysit our dog again.”


“Cassandra was awesome! She was super accommodating and sent multiple updates throughout the days my puppy was with her. She’s great at what she does and I will definitely be rebooking again.”

Middleburg dog parents share their Rover experiences
This was the first time we left our puppies and we were put at ease with how comfortable they both seemed to be upon meeting Brian and the other dogs. They were very upfront about "following our rules" we have at home, so the pups didn't get out of their routines, which was really nice. Thanks Courtney & Brian!

Popular requests near you
Select a filter and find qualifying Middleburg sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Middleburg is $40
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Middleburg average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 937 sitters provided dog boarding in Middleburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Middleburg dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Middleburg have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Middleburg.
Rover makes it easy to find Middleburg dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 937 dog boarding sitters in Middleburg on Rover, so you’re sure to find the perfect match for your dog! In Middleburg, 94% of sitters offer daily exercise, 95% offer medication administration, and 87% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.






